Medicinal plants and marine organisms are natural sources of many antimicrobial compounds. Plant components with antimicrobial activity include alkaloids, sulfur-containing compounds, diterpenes/terpenoids, fatty acids (FA), some carbohydrates, steroidal glycosides, and phenolic compounds. Both primary and secondary metabolites are “generally recognized as safe” (GRAS) substances and the chance of triggering antimicrobial resistance is low. The most studied antimicrobial compounds of marine origin are peptides and alkaloids, contrarily to lipids. However, lipids are ubiquitously distributed in the different marine phyla, being quite abundant in some of them. Besides, several lipid classes from marine organisms have been recognized by their biological activity with a high potential to discover new antimicrobial compounds.
Botanical Name | Family | Common Name | Country of Collection | Plant Part | Extracting Solvent/Method | Isolated Lipids or Lipid Mixtures | Ref. |
---|---|---|---|---|---|---|---|
Sesuvium portulacastrum L. | Aizoaceae | Sea purslane | India | Leaves | MeOH/benzene/sulfuric acid (200:100:10, v/v) |
Scientific Name | Phylum (Class) |
Collection Site | Extracting Solvent(s)/Method | Isolated Lipids or Lipid Classes | Compound Identification Methods | Ref. |
---|---|---|---|---|---|---|
FAME | ||||||
Acanthodendrilla sp. |
Scientific Name | Activity | Tested (Micro)Organisms | Antimicrobial Testing Method/Evaluation | Reference Antimicrobial (Positive Control) | MIC, Diameter of Inhibition Zone (IZ) or Other | Ref. | ||||||||||||||
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Porifera (Demospongiae) | Gokasho Bay, Tokyo, Japan | MeOH. Aqueous residue extracted with Et | 2O and n-BuOH. Organic extract fractionated by SiO2 (MeOH/CHCl3), purified by ODS column and C18 RP HPLC | [ | Steroid sulfates | 60 | ] | 1 | ||||||||||||
Acanthodendrilla sp. | Antifungal | Yeast: S. cerevisiae (A364A, STX338-2C, 14028g, GT160-45C) | [ | 43 | ] | |||||||||||||||
Disk diffusion method | H and | 13 | C NMR | [ | 169] | IZ (mm): 7–11[135] | ||||||||||||||
[ | 169 | ] | [ | 135 | ] | Blutaparon portulacoides (A. St.-Hil.) Mears | Amaranthaceae | Capotiraguá | Brazil | Porifera (Demospongiae) | ||||||||||
Antibacterial Antifungal | Kundingarengkeke | Roots | Island, Indonesia |
G(+): S. aureus, B. subtilis G(-): | EtOH | E. coli, Yeast: C. albicans Fungi: EtOH, acetone and MeOH. Crude extract partitioned between aqueous MeOH and hexane, EtOAc, and BuOH. Hexane extract fractionated on normal-phase SiO2 column (n-hexane/EtOAc, 7:3, v/v). Purification by semi-preparative HPLCAcyl steryl glycosides (sitosteryl 3-β-O-glucoside 6’-O-palmitate and stigmasteryl 3-β-O-glucoside 6’-O-palmitate) |
[70][44] | |||||||||||||
Sesterterpenes | (Luffariellolide derivatives, Acantholides) | Cladosporium herbarum | 1H and 13C NMR, ESI-MS, HR-EI-MS | Disk diffusion method | IZ (mm) S. aureus: 7–11 B. subtilis: 7–12 E. coli: 7–12 C. albicans: 9–10 C. herbarum: 10–20[190][136] |
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[ | 190 | ] | [ | 136 | ] | Arthrocnemum indicum (Willd.) Moq., Salicornia brachiata Roxb., Suaeda maritima (L.) Dumort. and Suaeda monoica Forsk. | Glasswort for Salicornia genus, herbaceous seepweed for | Agelas oroidesS. maritima, and South-Indian seepweed for S. monoica | Porifera (Demospongiae)India | Gökçeada, Northern Aegean Sea, TurkeyShoots of A. indicum and S. brachiata, and leaves of S. maritima and S. monoica |
MeOH, MeOH/CHCl3 (1:1, v/v) and CHCl3. Extract dissolved in MeOH/H2O (9:1, v/v) partitioned against n-hexane. n-hexane, CH3Cl and MeOH extracts fractionated on SiO2 (EtOAc (0 → 100%) in hexane). Sephadex LH20 and C18 flash column | [FA | 1H and 13C NMR, 1D and 2D NMR, GC-MS, ESI-MS | 3H]-hypoxanthine incorporation assay, 96-well microtiter plates, inhibition of enzymatic activityDry MeOH/benzene/sulfuric acid (200:100:10, v/v) | FAME | Artemisinin, Benznidazole, Melarsoprol, Miltefosine, Podophyllotoxin, Triclosan | IC50 (µg/mL) Antibacterial M. tuberculosis: 9.4–>50 E. coli: 0.07–>50[61][45] |
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[ | 162 | ] | [ | 137 | ] | Alternanthera brasiliana | ||||||||||||||
Antiprotozoal: 0.35–>30 | [ | 162 | ] | [ | 137 | ] | Brazilian joyweed | Brazil | Root, stem and leaves | EtOH and EtOAc | Linoleate oxylipins | Caminus sphaeroconia | Porifera (Demospongiae) | Dominica | MeOH extracts chromatographed on Sepahdex LH 20 (MeOH and EtOAc/MeOH/H2O 20:5:2). Purification by gradient on SiO2 (CH2Cl2 to CH2Cl[ | |||||
Caminus sphaeroconia | Antibacterial | G(+): MRSA, Enterococcus (VRE) G(-): E. coli | 2/MeOH 9:1, v/v) | 65 | ] | [46] | ||||||||||||||
Glycolipid (Caminoside) | 1 | H and | 13 | C NMR, ESI-MS | in vitro inhibition | MIC (µg/mL) MRSA: 12[147][123] |
Phoenix dactylifera L. | Arecaceae | Date palm | India | Seeds | CHCl3 and acetone | Sterol and triterpenes | [66][47] | ||||||
Asphodelus aestivus Brot. | Asphodelaceae (formerly Liliaceae) | Summer asphodel | Turkey | Seeds | Petroleum ether with Soxhlet extractor | FA (C4:0, 6:0, 8:0, 10:0, 16:0, 18:0, 21:0, 24:0, 14:1, 15:1, 18:1n9t, 20:1, 24:1, 18:2, 18:2n6t, 18:2n6c, 20:2n6, 20:3n3, 22:6n3, and others unidentified) | [54][38] | |||||||||||||
Artemisia incisa Pamp. | Asteraceae | Pakistan | Roots | MeOH and recovered after elution on a SiO2 column with CH2Cl | ||||||||||||||||
P. aeruginosa | ||||||||||||||||||||
ATCC 17853, | ||||||||||||||||||||
S. typhi | ||||||||||||||||||||
laboratory strain | ||||||||||||||||||||
Disk diffusion method | ||||||||||||||||||||
Rifampicin | P. aeruginosa | (9 mm at 0.25 mg/mL), | S. aureus | (7 mm, 1 mg/mL), S. typhi (9 mm at 1 mg/mL), B. cereus (10.5 mm at 2 mg/mL) | Steryl glycoside: β-sitosterol 3-O-β-D-glucopyranoside |
[69][58] | ||||||||||||||
Azadirachta indica A. Juss | Multidrug-resistant clinical isolates of S. aureus, Salmonella enterica serovar typhi | |||||||||||||||||||
VRE: 12 | E. coli | : > 100 | [ | 147][123] | Dominica | MeOH extract purified by Sephadex LH-20 (MeOH). Sephadex LH-20 (EtOAc/MeOH/H2O (20:5:2, v/v)) | Glycolipid (Caminoside) | 1 | ||||||||||||
Antibacterial | G(+): MRSA, Enterococcus (VRE) G(-): Xanthomonas maltophilia Plant pathogen: Pythium ultimum | H and | 13C NMR, ESI-MS | [176][138] | Disk diffusion method | V. vulnificus: 8–12 | ||||||||||||||
MIC (µg/disk) | MRSA: 6.3–>100 | VRE: 3.1–>100 X. maltophilia: 25–>100 P. ultimum: 25–>100 |
[176][138] | Dysidea arenaria | Porifera (Demospongiae) | Hainan Island, South China Sea, China | CHCl3-soluble portion was repartitioned between petroleum ether and 90% MeOH. MeOH extract on flash SiO2 column (ether/EtOAc gradient) | Sesquiterpenoid (Sesquiterpenoid hydroquinone) |
1H and 13C-NMR, ESI-MS[99 | |||||||||||
Dysidea arenaria | Antiviral | ] | Virus: HIV-1 | [ | 83 | ] | ||||||||||||||
[ | 184 | ] | [ | 139 | ] | PFA | IC50 (µM) 16.4–239.7 | [184][139] | Codium amplivesiculatum | Antibacterial | G(+): S. aureus (ATCC BAA-42, resistant to methicillin, penicillin, ampicillin/sulbactam, oxacillin, cefalotine) G(-): V. parahaemolyticus (17802) |
Disk diffusion method | MIC (µg/mL)/IZ (mm) S. aureus: 125/15, S. dysenteriae, E. coli, Vibrio cholerae, K. pneumoniae, and P. aeruginosa |
MIC determined by microbroth dilution method and antibacterial sensitivity of SQDG determined by disk diffusion method (CLSI protocol) | Not mentioned | MIC of 32 μg/mL for S. typhi and two isolates of S. dysenteriae; MIC of 64 μg/mL for three isolates of S. typhi, E. coli and V. cholerae and 256 μg/mL for K. pneumoniae | SQDG | [71][59] | ||
V. parahaemolyticus: | >250/8 | Azadirachta indica A. Juss | Raillietina spp. (helminth parasite) | Ultrastructural changes by scanning electron microscopy | Praziquantel | Anthelmintic activity of SQDG with 0.5 and 1 mg/mL, respectively: paralysis time of 1 h and 0.7 h; death time of 1.6 h and 0.9 h | SQDG | [72][60] | ||||||||||||
Carapa guianensis and Carapa vasquezii | Phytopathogenic fungi: A. flavus, A. niger, and F. oxysporum | Fungal mycelial growth inhibition trials developed in 96-well microtiter plates adding 10 μL of conidia suspensions (2 × 105 conidia mL−1) and 90 μL yeast peptone dextrose. Inhibition of germination observed under light microscopy | 20 mM hydrogen peroxide | MIC (μg/mL): 125–250 of C. guianensis and 15.6–125 of C. vasquezii against the three phytopathogenic fungi | FA, FAME, squalene, β-sitosterol | [58][42] | ||||||||||||||
Ficus lutea Vahl | Mucor miehei and B. subtilis | Disk diffusion method | Nystatin | IZ of 17 mm for M. miehei; of 16 mm for B. subtilis; and of 12 mm for C. albicans exposed to 40 μg of compound | Glycosphingolipid [1-O-β-D-glucopyranosyl-(2S,3R,5E,12E)-2N-[(2′R)-hydroxyhexadecanoyl]-octadecasphinga-5,12-dienine] named lutaoside | [76][61] | ||||||||||||||
Ficus pandurata Hance | Yeast: C. albicans ATCC 90028, C. glabrata ATCC 90030, C. krusei ATCC 6258, A. fumigatus ATCC 90906, MRSA ATCC 33591, Cryptococcus neoformans ATCC 90113, S. aureus ATCC 2921, E. coli ATCC 35218, K. pneumoniae ATCC 13883, P. aeruginosa ATCC 27853, and Mycobacterium intracellulare ATCC 23068); chloroquine sensitive (D6, Sierra Leone) and resistant (W2, Indochina) strains of Plasmodium falciparum; parasite: Leishmania donovani promastigotes | Modified versions of the NCCLS methods | Antibacterial agent and antifungal agents not mentioned; antimalarial agents: chloroquine and artemisinin; anti-leishmanial agents: pentamidine and amphotericin B | No activity was observed for any compound | Ceramides [panduramides A-D, and newbouldiamide] | [75][62] | ||||||||||||||
Kunzea ericoides (A. Rich) J. Thompson | E. coli ATCC 25922 and S. aureus ATCC 25923 | Broth microdilution method utilizing the redox dye resazurin | Not mentioned | 0.625–10 mg/mL for S. aureus and more than 10 mg/mL in E. coli | Steryl esters, triacylglycerols, free FA, sterols and phospholipids | [77][63] | ||||||||||||||
Pentagonia gigantifolia Ducke | C. albicans ATCC 90028 and fluconazole-resistant C. albicans strains | MIC and MFC determined by using a modified version of the microdilution NCCLS methods; sphingolipid reversal assay | Amphotericin B, fluconazole and flucytosine | C. albicans ATCC 90028 (0.52 to 1.04 μg/mL) | Acetylenic acids: 6-octadecynoic acid and 6-nonadecynoic acid | [38][64] | ||||||||||||||
Hedyotis pilulifera (Pit.) T.N. Ninh | S. aureus NBRC 100910, B. subtilis NBRC 13719, M. smegmatis NBRC 13167 | Microdilution method | Ampicillin | Oleanolic acid (MIC value of 2.5 μg/mL against M. smegmatis), rotungenic acid (MIC value of 2.5, 2.5, and 1.25 μg/mL against S. aureus, B. subtilis, and M. smegmatis, respectively), rotundic acid (MIC value of 5 μg/mL against B. subtilis) | Triterpenoids, steroids, FA, glycolipids, and a ceramide | [83][65] | ||||||||||||||
Withania somnifera (L.) Dunal, Euphorbia hirta L., Terminalia chebula Retz. | E. coli MTCC 46, P. aeruginosa MTCC 1934), Proteus mirabilis MTCC 3310, Raoultella planticola MTCC 2271, Enterobacter aerogenes (now Klebsiella aerogenes) MTCC 2822, B. subtilis MTCC 121, S. aureus MTCC 3160 | Disk diffusion method for antibiotic susceptibility testing. Broth microdilution method for determination of MIC values | Streptomycin | MIC: W. somnifera leaf (0.039 mg/mL on P. aeruginosa); T. chebula fruits and stems (0.039 mg/mL on E. coli) and T. chebula stems and fruits (0.039 mg/mL on S. aureus): MBC of 0.039 mg/mL of T. chebula bark on S. aureus | Sterols fraction | [67][66] | ||||||||||||||
Kaempferia pandurata Roxb. (synonym of Boesenbergia rotunda (L.) Mansf.) and Senna alata (L.) Roxb. | MRSA, extended spectrum beta-lactamase (ESBL), and carbapenemase-resistant Enterobacteriaceae (CRE) | Broth microdilution method | Tetracycline and vancomycin for MRSA, cefotaxime and meropenem for ESBL-producing bacteria and for CRE | MIC: K. pandurata extract (256 μg/mL) and S. alata extract (512 μg/mL) against MRSA | Sterols and triterpenoid | [68][67] | ||||||||||||||
Zygophyllum oxianum Boriss. | S. aureus ATCC 29213 and B. subtilis ATCC 6059 | Modified disk diffusion method | Ampicillin, gentamicin sulfate, and nystatin | MIC: 2-mg leaves and stems extract (8 mm in S. aureus and 6 mm in B. subtilis, weak antibacterial activity); 2 mg-BuOH extract of whole air-dried aerial organs extract (5 mm in B. subtilis, 4 mm in E. coli and 20 mm in C. maltosa, good antifungal activity) | Total lipid extract from leaves, stems and aerial organs (hydrocarbons, triterpenol and steryl esters, triacylglycerols, free FA, sterols, phospholipids) |
[59][68] |
Scientific Name | Collection Site | Extracting Solvent(s)/Method | Isolated Lipids or Lipid Classes | Methods for Compounds Identification | Ref. |
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Scientific Name | Antimicrobial Activity | Tested Microorganisms | Antimicrobial Testing Method/Evaluation | Reference Antimicrobial (Positive Control) | MIC, MBC, Diameter of Inhibition Zone (IZ, in mm) or Other | Ref. | |||||||||||||
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Macroalgae–Chlorophyta | |||||||||||||||||||
Macroalgae–Chlorophyta | |||||||||||||||||||
Caulerpa racemosa | Qionghai, Hainan, China | EtOH (95%). Extract partitioned with EtOAc and n-BuOH | SQDG [2S-1,2-di-O-palmitoyl-3-O-(6’sulfo-α-D-quinovopyranosyl) glycerol] | 1H and | |||||||||||||||
Caulerpa racemosa | Antiviral | 13 | Viruses: Cox B3, HSV | C NMR, ESI-MS | [95][79] | ||||||||||||||
Cytopathic effect (CPE) reduction assay, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method | Acyclovir (HSV), Ribavirin (Cox B3) | IC | 50 | /CC | 50 (µg/mL)/SI Cox B3: 31.3/500/16 HSV: 7.9/250 |
[95][79] | Caulerpa racemosa, Caulerpa lentillifera | Port Dickson, Malaysia | CHCl3, MeOH | PUFA, MUFA, Terpenoids | LC-MS | ||||||||
Caulerpa racemosa, Caulerpa lentillifera | Antibacterial | G(+):MRSA (MTCC 381123) G(-): E. coli K1 (MTCC 710859) |
Disk diffusion method, crude extracts (CHCl3 and MeOH) | [ | 96][80] | ||||||||||||||
Penicillin-streptomycin | PI: 97.7% ( | C. racemosa) | [ | 96 | ] | [80] | Caulerpa racemosa, Ulva fasciata | Buzios, Rio de Janeiro, Brazil | Acetone insoluble material extracted with CHCl3/MeOH (2:1 and 1:2, v/v | ||||||||||
Caulerpa racemosa, Ulva fasciata | ). Lipid extract partitioned on SiO | 2 | Antiviral column, eluted with CHCl3, acetone or MeOH | Glycolipid-rich extracts (Sulfoglycolipids, Glycosyldiacylglycerols) | HPTLC | [97][81] | |||||||||||||
Viruses: HSV-1-ACVs, HSV-1-ACVr | Titer reduction | [ | 97 | ][81] | Caulerpa spp., Chlorodesmis fastigiata, Halimeda spp., Penicillus capitatus, Penicillus dumentosus, Penicillus pyriformis, Rhipocephalus phoenix, Udotea argentea, Udotea cyathiformis, Udotea flabellum, Udotea petiolata | Bahamas, Florida Keys, Puerto Rico, Belize, Guan, Hawaii, Australia, Mediterranean Sea | |||||||||||||
Caulerpa spp., Chlorodesmis fastigiata, Halimeda spp. | CH | 2Cl2. Chlorophylls removed with MgO3Si. Fractionation with SiO2 column and purification by HPLC | Sequiterpenoids, Diterpenoids | TLC, NMR, HPLC | , Penicillus capitatus, Penicillus dumentosus, Penicillus pyriformis, Rhipocephalus phoenix, Udotea argentea, Udotea cyathiformis, Udotea flabellum, Udotea petiolata | Antibacterial, Antifungal | G(-):Serratia marinoruba, Vibrio splendida, V. harveyi, V. leiognathi, Vibrio sp. Undescribed bacteria: VJP Cal8101, VJP Cal8102, VJP Cal8103 Fungi: Leptosphaeria sp. Lulworthia sp., Alternaria sp., Dreschleria haloides, Lindra thallasiae, Undescribed fungi: VJP Cal8104, VJP Cal8105[98][82] |
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Plate assay-disk method | IZ (mm) > 2 | [ | 98 | ] | [82] | Chaetomorpha linum | IMTA, Mar Piccolo of Taranto, Italy | CHCl3/MeOH (2:1, v/v), Soxhlet extractor, EtOH (95%) | Lipid extracts | 1H and | |||||||||
Chaetomorpha linum | Antibacterial | G(+): Pseudomonas sp., Staphylococcus sp., Streptococcus agalactiae, Enterococcus sp. G(-): | 13 | C NMR, 1D and 2D NMR, GC-FID, TLC | Vibrio alginolyticus, V. harveyi, V. mediterranei, V. ordalii, V. parahaemolyticus, V. salmonicida, V. vulnificus[99][83] | ||||||||||||||
Codium amplivesiculatum | |||||||||||||||||||
Dysidea | Bahía Magdalena, Mexico | sp.CH2Cl2 | Porifera (Demospongiae)/EtOH (97:3, v/ | [ | Lakshadweep Islands, Kerala, India | ||||||||||||||
Dysidea sp. | v | ). Liquid/liquid extraction CH2Cl2/H2O. Fractionation with CH2Cl2. Crystallization in hot MeOH | Fraction with clerosterol as main constituent. Isolated clerosterol did not show activity | EtOAc and MeOH. EtOAc extract chromatographed on Sephadex LH20 (MeOH/CHCl31H NMR, IR | , 1:1, v/v), SiO2 (2% EtOAc petroleum ether)[100] | Sesterterpenes (Sesterterpene sulfates)[84] |
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100 | Antibacterial | G(+): S. aureus, B. subtilis, M. luteus | 1 | H and | 13C NMR, HR-FAB-MS | ][84] | |||||||||||||
G(-): | P. vulgaris, S. typhimurium, E. coli | [ | 183 | Broth macrodilution method | ] | Linezolid[140] | MIC (µg/mL) 0.117–>15 | [183][140] | Ulva fasciata | Malvan, India | EtOH, fractionated by neutral alumina column with EtOAc/MeOH | Sphingosine (major component: N-palmitoyl-2-amino-1,3,4,5-tetrahydroxyoctadecane) | 1H and 13C NMR, FAB-MS, IR | [101] | Ulva fasciata | [ | Antiviral | Virus: Semeliki Forest Virus (SFV)85 | ] |
Erylus lendenfeldi | Porifera (Demospongiae) | Malvan, India | EtOH (90%). Extract fractionated. n-hexane fraction chromatographed on SiO2 and flash SiO2 | Ceramide (Erythro-sphinga-4,8-dienine-N-palmitate) | 1H and 13C NMR, ESI-MS, GC-MS, IR | [102][86] | |||||||||||||
Mediterranean Sea, Egypt | CHCl3/MeOH (2:1, v/v). Glycolipid separation using acetone on SiO2 column | Glycolipid-rich extracts (DGDG) | Mediterranean Sea, Egypt | MeOH/CHCl3 (2:1, v/v). Sulfolipid isolation: diethylaminoethyl-cellulose column eluted with CHCl3/MeOH (6:4, v/v) and NH3 | Sulfolipids (SQDG) | GC-MS, GC-FID, LC-MS/MS, IR | [89][75] | ||||||||||||
Ulva rigida | Cap Zebib and Ghar El Melh, Tunisia | CH2Cl2 and CH2Cl2/MeOH (1:1, v/v). Extracts fractionated on SiO2 column and TLC with n-hexane/EtOAc/CH2Cl2/MeOH | FA | 1H and 13C NMR, GC | [27] | ||||||||||||||
Macroalgae–Rhodophyta | |||||||||||||||||||
Chondria armata | Goa, West coast of India; Mumbai, India | MeOH and CHCl3, Polar fractions: petroleum ether/EtOAc (1:1, v/v), MeOH/CHCl3 (2:98, v/v), MeOH/CHCl3 (5:95, v/v) | Neutral glycolipids [main compound MGDG(20:5/16:0)] | 1H and 13C NMR, ESI-MS/MS | [104][88] | ||||||||||||||
Chondrus crispus, Gracilaria vermiculophylla, Porphyra dioica | IMTA and Portuguese coast, Portugal | EtOAc in Soxhlet extractor | FA | GC-FID | [105][89] | ||||||||||||||
Falkenbergia (heteromorphic sporophyte of Asparagopsis taxiformis) |
Kollam coast, India | MeOH. Fractionation on SiO2 column (petroleum ether/EtOAc and EtOAc/MeOH). Purification with TLC and RP HPLC | FA | GC-MS | [106][90] | ||||||||||||||
Yeast: | C. albicans, Candida famata, C. glabrata |
Disk diffusion method | GC-FID, LC-MS/MS | [103][87] | |||||||||||||||
Galaxaura cylindrica, Laurencia papillosa | Red Sea, Egypt | CHCl3/MeOH (2:1, v/v). Glycolipid separation using acetone on SiO2 columns | Glycolipid-rich extracts (DGDG) |
LC-MS/MS | [103][87] | ||||||||||||||
Red Sea, Egypt | MeOH/CHCl3 (2:1, v/v). Sulfolipid isolation: diethylaminoethyl-cellulose column (CHCl3/MeOH (6:4, v/v) and NH3) | Sulfolipids (SQDG) | GC-MS, GC-FID, LC-MS/MS, IR | [89][75] | |||||||||||||||
Gigartina tenella | Sagami Bay, Kanagawa, Japan | Acetone. Extract partitioned with EtOAc/H2O (3:1, v/v). Organic layer dissolved in EtOAc/MeOH/H2O (100:20:5, v/v) and chromatographed on SiO2 column | Glycolipid (Sulfolipids) | 1H and 13C NMR, HR-FAB-MS | [107][91] | ||||||||||||||
Gracilaria gracilis | Ganzirri lagoon and Margi channel, Eastern Sicily, Italy | CHCl3, Et2O in Soxhlet extractor | FA | GC-FID | [94][92] | ||||||||||||||
Gracilariopsis longissima | Mar Piccolo of Taranto, Italy | CHCl3/MeOH/H2O (2:1:1, v/v) | FA | 1H and 13C NMR, 1D and 2D NMR, GC-FID | [108][93] | ||||||||||||||
IZ (mm) | Hypnea musciformis, Osmundaria obtusiloba, Porphyra acanthophora, Pterocladiella capillacea | Buzios, Rio de Janeiro, Brazil | Acetone insoluble material extracted with CHCl3/MeOH (2:1 and 1:2, v/v). Extract partitioned on SiO2 column (CHCl3, acetone or MeOH) | Glycolipid-rich extracts (Sulfolipids, Glycosyldiacylglycerols) | HPTLC | [97][81] | |||||||||||||
Jania corniculata, Laurencia papillosa | Suez Canal, Egypt | EtOH (70%), CH2Cl2 | FA | GC-MS | [93][94] | ||||||||||||||
Laurencia okamurai | Nanji Island in the East China Sea, Zhejiang Province, China | EtOH (95%) extract partitioned with Et2O and fractionated by SiO2 (gradient system: petroleum ether –CH2Cl2 (10:0 → 1:9)), Sephadex column, and purification by semi-preparative C18 HPLC | FA ethyl esters [(9Z,12Z,15Z,18Z,21Z)-ethyl tetracosa-9,12,15,18,21-Pentaenoate, (10Z,13Z)-ethyl nonadeca-10,13-dienoate, (9Z,12Z)-ethyl nonadeca-9,12-dienoate, (Z)-ethyl octadec-13-enoate (4), and (Z)-ethyl hexadec-11-enoate] | 1H and 13C NMR, 1D and 2D NMR, IR, HR-EI-MS | [109][95] | ||||||||||||||
Laurencia spp. | Pulau Tioman, Pahang, Pulau Karah, Terengganu, Pulau Nyireh, Terengganu, Malaysia | MeOH. Extract partitioned with Et2O and H2O and fractionated by SiO2 column (hexane/EtOAc) | Sesquiterpenes (Halogenated sesquiterpenes) | 1H and 13C NMR, LREIMS, HREIMS | [110][96] | ||||||||||||||
Osmundaria obtusiloba | Buzios, Rio de Janeiro, Brazil | Acetone insoluble material extracted with CHCl3/MeOH (2:1 and 1:2, v/v). Extract partitioned (CHCl3/MeOH/0.75% KCl (8:4:3, v/v)). Fractionation on SiO2 column (CHCl3, acetone and MeOH). MeOH fraction purified on SiO2 column (CHCl3/MeOH, 90:10, v/v) | Glycolipids (Sulfoglycolipids) | 1H and 13C NMR, ESI-MS/MS | [111][97] | ||||||||||||||
Palmaria palmata, Grateloupia turuturu | Batz-sur-Mer, France | CH2Cl2/MeOH (2:1, v/v), MeOH/H2O (1:1, v/v) | Polar lipids | 1H and 13C NMR | [112][98] | ||||||||||||||
Pyropia orbicularis | Maitencillo, Chile | MeOH, acetone, CH2Cl2 | Solanaceae, Euphorbiaceae, Combretaceae | Ashwaganda, asthma-plant, black myrobalan | India | Fruits, leaf, stem, and root from W. somnifera and E. hirta and fruits, leaf, stem, and stem bark from T. chebula | EtOAc | Sterols fraction | [67][66] | ||||||||||
Kaempferia pandurata Roxb. (synonym of Boesenbergia rotunda (L.) Mansf.) and Senna alata (L.) Roxb. | Zingiberaceae and Fabaceae, respectively | Fingerroot and candle bush, respectively | Indonesia | Leaf of S. alata and rhizome of K. pandurata | EtOH (96%) | Sterols and triterpenoid | [68][67] | ||||||||||||
Zygophyllum oxianum Boriss. | Zygophyllaceae | Beancaper | Uzbekistan | Leaves, stems, and fruit | Acetone and CHCl3:MeOH (2:1, v/v) for total lipid extraction. Total lipids from each plant part separated in SiO2 columns. Neutral lipids eluted with CHCl3; glycolipids with acetone; phospholipids with MeOH. | Total lipid extract from leaves, stems and aerial organs (hydrocarbons, triterpenol and steryl esters, triacylglycerols, free FA, sterols, phospholipids) | [59][68] |
Botanical Name | Tested (Micro)Organisms | Antimicrobial Testing Method/Evaluation | Reference Antimicrobial (Positive Control) | MIC, MBC, Diameter of Inhibition Zone (in mm) or Other | Isolated Lipids or Lipid Mixtures | Ref. | |||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Sesuvium portulacastrum L. | G(+) bacteria: Bacillus subtilis NCIM 2063, B. pumilus NCIM 2327, Micrococcus luteus NCIM 2376 and S. aureus NCIM 2901; G(-) bacteria: P. aeruginosa NCIM 5031, K. pneumoniae NCIM 2957 and E. coli NCIM 2256. Ten isolates of MRSA and of MRSA NCTC 6571. Human pathogenic yeast type fungi: Candida albicans, C. krusei, C. tropicalis and C. parapsilosis and mould fungi: Aspergillus niger, A. flavus, and A. fumigatus | Inhibition zone (IZ) by disk diffusion test and minimum inhibitory concentration (MIC) by broth macrodilution method | Ciprofloxacin for bacteria, methicillin, oxacillin and vancomycin for MRSA and amphotericin-B for fungi | MIC: 0.25 mg/mL for B. subtilis, 0.5 mg/mL for S. aureus, MRSA, P. aeruginosa, K. pneumoniae and C. albicans, and 1.0 mg/mL for E. coli; MBC: 0.5 mg/mL for B. subtilis, 1.0 mg/mL for S. aureus, MRSA and K. pneumoniae, and 2.0 mg/mL for P. aeruginosa and E. coli; MFC: 1 mg/mL for C. albicans | FAME | [60][43] | |||||||||||||
Blutaparon portulacoides (A. St.-Hil.) Mears | Trypanosoma cruzi, Leishmania amazonensis, S. aureus ATCC 25923 and 7+ penicillinase producer, Streptococcus epidermidis (6ep), E. coli ATCC 10538, Streptococcus mutans (9.1), Streptococcus sobrinus (180.3) | Crude extracts and isolated compounds added to the trypomastigote-containing blood samples and incubated 24 h at 4 °C. Trypanocidal activity evaluated by counting the remaining trypomastigotes. L. amazonensis amastigote viability assessed colorimetrically by the reduction of a tetrazolium salt (MTT). Antimicrobial activity measured by the well-diffusionmethod in double layer | Gentian violet for trypanocidal activity and gentamicin for antibacterial assays | MIC: 100–500 μg/mL in T. cruzi trypomastigotes and 14–500 μg/mL in L. amazonensis amastigotes; 50 μg/mL in E. coli, S. aureus ATCC 25923, S. aureus (7+) and 500 μg/mL in S. epidermidis, S. mutans, and S. sobrinus | Acyl steryl glycosides (sitosteryl 3-β-O-glucoside 6’-O-palmitate and stigmasteryl 3-β-O-glucoside 6’-O-palmitate) | [70][44] | |||||||||||||
Arthrocnemum indicum (Willd.) Moq., Salicornia brachiata Roxb., Suaeda maritima (L.) Dumort. and Suaeda monoica Forsk. | G(+) bacteria: B. subtilis NCIM 2063, B. pumilus NCIM 2327, M. luteus NCIM 2376, and S. aureus NCIM 2901; G(-) bacteria: P. aeruginosa NCIM 5031, K. pneumoniae NCIM 2957, and E. coli NCIM 2256; ten isolates of MRSA and of MRSA NCTC 6571; yeasts (C. albicans, C. krusei, C. tropicalis, and C. parapsilosis) and molds (A. niger, A. flavus, and A. fumigatus) | Disk diffusion method and broth macrodilution method | Ciprofloxacin for bacteria, methicillin, oxacillin and vancomycin for MRSA and amphotericin-B for fungi | MIC of 0.06 mg/mL of S. brachiata extracts against B. subtilis, S. aureus, and MRSA, and 0.5 mg/mL against P. aeruginosa; MIC of 0.5 mg/mL of all FAME extracts against E. coli and K. pneumoniae; MBC of 0.1 mg/mL of S. brachiata extracts against P. aeruginosa and of 1.0 mg/mL of all FAME extracts against E. coli and K. pneumoniae | FAME | [61][45] | |||||||||||||
Alternanthera brasiliana | E. coli ATCC 25922, B. subtilis ATCC 6623, P. aeruginosa ATCC 15442, M. luteus ATCC 9341, and S. aureus ATCC 25923 | Microdilution broth method according to NCCLS standardization | Tetracycline and norfloxacin | MIC: 50 μg/mL against B. subtilis, M. luteus, and S. aureus | Linoleate oxylipins | [65][46] | |||||||||||||
Phoenix dactylifera L. | Bacillus cereus and E. coli | Disk diffusion method | Streptomycin | 20 mm against E. coli and 17 mm against B. cereus at 1 mg/mL of the acetone extract | Sterol and triterpenes | [66][47] | |||||||||||||
Asphodelus aestivus Brot. | G(+) bacteria: S. aureus ATCC 6538-p, E. faecalis ATCC 29212; G(-) bacteria: E. coli ATCC 29998, K. pneumoniae ATCC 13883, P. aeruginosa ATCC 27853); yeasts: C. albicans ATCC 10239 and C. krusei ATCC 6258 | Disk diffusion method and broth microdilution tests according to the recommendations of Clinical and Laboratory Standards Institute (CLSI) | Ampicillin, ciprofloxacin and fluconazole | MIC: 512 μg/mL against S. aureus, E. faecalis, K. pneumoniae, and C. albicans | FA (4:0, 6:0, 8:0, 10:0, 16:0, 18:0, 21:0, 24:0, 14:1, 15:1, 18:1n9t, 20:1, 24:1, 18:2, 18:2n6t, 18:2n6c, 20:2n6, 20:3n3, 22:6n3, and others unidentified) | [54][38] | |||||||||||||
Artemisia incisa Pamp. | S. epidermidis and S. aureus | 2 | /MeOH (9:1, | v | /v) following previous elution with n | Agar well diffusion method and MIC determined by a referenced method-hexane/EtOAc (5:4, | Streptomycin and tetracycline | S. epidermidis (0.0157 mg/mL) and S. aureus (0.0313 mg/mL)v/v) | Artemceramide-B | Artemceramide-B | [73][48[73][48] | ||||||||
] | Pteranthus dichotomus Forssk. (also known as P. echinatus Desf.) | Caryophyllaceae | Algerian Sahara | Aerial parts | |||||||||||||||
Pteranthus dichotomus Forssk. (also known as P. echinatus Desf.) | S. aureus ATCC 25923, E. coli ATCC 25922, K. pneumoniae ESBL, and Enterobacter sp. ESBL | Disk diffusion method | Gulf of Eilat, Red SeaGentamicin and ampicillin | MeOH/CHCl3, RP on a C18 column (decreasing percentage of H2O in MeOH)P. dichotomus BuOH extracts at 0.25 g/mL (8 mm against E. coli, K. pneumoniae ESBL); P. dichotomus EtOAc extract at 0.5 g/mL (7 mm against E. coli), at 65 mg/mL (8.33 mm against S. aureus), and at 0.25 g/mL (7 mm against Enterobacter sp. ESBL)MeOH/H2O (80:20, v/ | BuOH fraction contained 1-O-palmitoyl-3-Ov). Aqueous phase extracted successively with petroleum ether, EtOAc and n-BuOH. EtOAc fraction contained the sterols and steryl glycoside. BuOH fraction contained the glyceroglycolipids and the cerebroside. | -(6-sulfo-α-D-quinovopyranosyl)-glycerol, 1,2-di-O-palmitoyl-3-O-(6-sulfo-α-D-quinovopyranosyl)-glycerol and soya cerebroside I. EtOAc fraction contained stigmat-7-en-3-ol, spinasterol, β-sitosterol and β-sitosterol-3-O-glucosideBuOH fraction contained the compounds: 1-O-palmitoyl-3-O | Steroidal glycoside20 mg/mouse/7 days by giving 50% protection-(6-sulfo-α-D-quinovopyranosyl)-glycerol, 1,2-di-O | (Eryloside)[ |
1H and 13C NMR, UV, IR-palmitoyl-3-O-(6-sulfo-α-D-quinovopyranosyl)-glycerol and soya cerebroside I. EtOAc fraction contained the compounds: stigmat-7-en-3-ol, spinasterol, 101β-sitosterol and β-sitosterol-3-O-glycoside | [][85] | |||||||||
[ | 172 | ] | [ | ||||||||||||||||
Erylus lendenfeldi | Antifungal | Yeast: C. albicans | 78 | ] | 141 | [49 | MIC (µg/mL) 15.6][78][49] | ||||||||||||
[ | 172 | ] | [ | 141 | Cucumis sativus L. | ||||||||||||||
] | Cucumis sativusCucurbitaceae | L. | Phytopathogenic fungi (Cucumber | Pythium aphanidermatum | Antiviral | Viruses: Japanese encephalitis virus (JEV), encephalomyocarditis (EMC) virus |
96-well microtiter platesChina | CC50 (µg/mL)/EC50 (µg/mL)/TI JEV: 7.8/3.9/2.0 |
[102][86] | ||||||||||
] | |||||||||||||||||||
Erylus placenta | Porifera (Demospongiae) | Hachijo Island, Japan | |||||||||||||||||
Erylus placenta | Antifungal | G(+): S. aureus G(-): E. coli Fungus: Mortierella ramanniana Yeasts: S. cerevisiae (cdc28, act1-1, erg6) | n-PrOH/H2O (3:1, v/v). Extracts partitioned between H2O and CHCl3. H2O layer partitioned between n-BuOH and H2O. BuOH fraction separated by C18 flash (n-PrOH/H2 | Stems | , Botryosphaeria dothidea, Fusarium oxysporum f.sp. cucumerinum, and Botrytis cinerea); phytopathogenic bacteria [G(-): Xanthomonas vesicatoria ATCC 11633, Pseudomonas lachrymans ATCC 11921, and G(+) B. subtilis ATCC 11562] | Mycelial radial growth inhibition assay and antifungal activity (pour plating method in potato dextrose agar medium) for fungi and agar-well diffusion assay for bacteria | Carbendazim for fungi and streptomycin sulfate for bacteria | O (1:9, 3:7, 5:5, and 8:2, v/v) and CHCl3/MeOH/H2O(6:4:1, v/v))5.5–100 inhibitory rate of mycelia growth inhibitory activity; IC50 of B. subtilis (50.2–110.9 μg/mL), X. vesicatoria (25.6–64.5 μg/mL), P. lachrymans (15.3–37.3 μg/mL) for sphingolipidsCHCl3 fraction of the crude methanolic extract | Steroidal glycoside (Sokodosides)Sphingolipids [(2S,3S,4R,10E)-2-[(2’R)-2-hydroxytetracosanoylamino]-1,3,4-octadecanetriol-10-ene, 1-O-β-D-glucopyranosyl-(2S,3S,4R,10E)-2-[(2’R)-2-hydroxytetracosanoylamino]-1,3,4-octadecanetriol-10-ene and soya-cerebroside I]Sphingolipids [(2 |
1H and | Disk diffusion method13C NMR, GC-FID, UV | [ | IZ (mm) M. ramanniana: 11–12 S. cerevisiae: 8–18S,3S,4R,10E)-2-[(2’174R)-2-hydroxytetracosanoylamino]-1,3,4-octadecanetriol-10-ene, 1-O-β-D-glucopyranosyl-(2S,3S,4R,10E)-2-[(2’R)-2-hydroxytetracosanoylamino]-1,3,4-octadecanetriol-10-ene and soya-cerebroside I] |
[74][50]][142] | [174][74][50] | ||||
[ | 142 | ] | Excoecaria agallocha | Euphorbiaceae | |||||||||||||||
Excoecaria agallocha | G(+) bacteria: B. subtilis NCIM 2063, | Blind-your-eye mangrove | B. pumilusIndia | Leaves | NCIM 2327, M. luteus NCIM 2376, S. aureus NCIM 2901; G(-) bacteria: P. aeruginosa NCIM 5031, K. pneumoniae NICM 2957, and E. coli NCIM 2256; yeasts: C. albicans, C. krusei, C. tropicalis, and C. parapsilosis | Disk diffusion method for antibacterial and antifungal susceptibility tests; MIC tested in Mueller-Hinton broth for bacteria and yeast nitrogen base for yeasts by two-fold serial dilution method | Ciprofloxacin and amphotericin B | MIC: 0.125 mg for B. subtilis and S. aureus | Antifungal, Antiviral | Yeast: C. albicans; Fungus: A. niger Virus: HSV-1, 0.5 mg for P. aeruginosa |
Disk diffusion method; plaque reduction assay (antiviral) and K. pneumoniae, and 1.0 mg for | E. coli | |||||||
Euryspongia sp. | ; MBC: 0.25 mg for | B. subtilis | Porifera (Demospongiae) | and S. aureus, 1.0 mg for MIC (µg/mL)/IZ (mm) | Light House Reef, Koror, Palau | MeOH. Extracts fractionated by HP20SS column (acetone/H2O)P. aeruginosa and K. pneumoniae, and 2.0 mg for E. coli; MFC: 1 mg for C. albicans, C. krusei and C. parapsilosis Dry MeOH, benzene and sulfuric acid (200:100:10, v/v) |
FAME | FAME | C. albicans: 60/8, A. niger: 80/13 HSV-1: 9.37–15.62% |
[103][ | |||||||||
Euryspongia sp. | Steroid sulfates (Eurysterols) | 87 | ] | [ | 62 | ] | |||||||||||||
Antifungal | Yeasts: | C. albicans | 1 | H and | 13C NMR, ESI-MS, UV, IR | [ | (ATCC 32354, wild-type) (ATCC 90873, amphotericin B-resistant)[ | Liquid antifungal assay51167][143] | Amphotericin B | MIC (µg/mL): 15.6–62.5 | [167][143[62][51] | ||||||||
] | Albizia adianthifolia | Antibacterial, Antiviral | G(+): | ||||||||||||||||
] | (Schumach) and Pterocarpus angolensis (DC) | Fabaceae | |||||||||||||||||
Albizia adianthifolia (Schumach) and Pterocarpus angolensis (DC) | Fasciospongia sp.Bacteria (E. coli, B. subtilis | Flat crown Albizia and African teak, respectively | P. aeruginosa, B. subtilisNigeria and Botswana, respectively | , S. aureus) and yeast ( RRL B-94 G(-): Heartwood of A. adianthifolia and stem bark of P. angolensis |
C. albicans)E. coli NRRL B-3703 Virus: HSV-1n-hexane, CHCl3, MeOH, and 10% MeOH (aq) |
Modified agar overlay method | Chloramphenicol for bacteria and miconazole for fungi | MIQ: 1 μg of | Porifera (Demospongiae)Disk diffusion methodn | Chloramphenicol (bacteria), Acyclovir (virus) | |||||||||
Fasciospongia sp. | Cape Leeuwin, Western Australia | Antibacterial | G(+): S. aureus (ATCC 25923, ATCC 9144), B. subtilis (ATCC 6051, ATCC 6633) G(-): E. coli (ATCC 11775), P. aeruginosa (ATCC 10145) Yeast: C. albicans (ATCC 90028)EtOH extract partitioned into n-BuOH and H2O soluble fractions. n-BuOH fraction subsequently defatted by sequential trituration in n-hexane and CH2Cl2 soluble fractions. CH | -hexane and CHCl3 extracts of A. adianthifoliaMIC (µg/mL)/IZ (mm) PI(%) E. coli: 60/13 B. subtilis: 40/16 HSV-1: 18.75–46.87% |
[89][75] | ||||||||||||||
2 | Cl | 2 | fractions subjected to SPE or HLPC | Meroterpene (Meroterpene sulfate fascioquinol) |
1H and 13C NMR, HR-ESI-MS, UV | n-hexadecanoic acid (palmitic acid); oleic acid; chondrillasterol; stigmasterol, 24S 5α-stigmast-7-en-3-ol; 9,12-octadecadienoic acid (Z,Z)-, methyl ester; trans-13-octadecanoic acid, methyl ester; tetradecanoic acid; hexadecanoic acid, methyl ester; octadecanoic acid | against E. coli; 50 μg of n-hexane and CHCl3 extracts of A. adianthifolia against P. aeruginosa; 50 μg of CHCl3[79][52] | ||||||||||||
extract of | P. angolensis | against | B. subtilis | and 100 μg of n-hexane extract of P. angolensis against B. subtilis | 96-well microtiter plate and C. albicans | n-hexadecanoic acid (palmitic acid); oleic acid; chondrillasterol; stigmasterol, 24S 5α-stigmast-7-en-3-ol; 9,12-octadecadienoic acid ( | Penicillin, Fluconazole | IC50Z,Z)-, methyl ester; trans-13-octadecanoic acid, methyl ester; tetradecanoic acid; hexadecanoic acid, methyl ester; octadecanoic acid | (µM) S. aureus: 0.95–2.5 B. subtilis: 0.3–7.0[79][52] |
[186][144] | [186][144] | Baphia massaiensis | Jasmine pea | Botswana | Seeds | n-hexane/1-propanol (3:1, v/ | |||
Baphia massaiensis | E. coli, B. subtilis, P. aeruginosa, S. aureus, and | v | ) with Soxhlet extractor | Seed oil (total FA) | C. albicans | Ulva rigida | Antibacterial | G(+): S. agalactiae, S. aureus (ATCC 25923), S. aureus (ATCC 6538), E. faecalis (ATCC 29212), Micrococcus sp. G(-): Vibrio tapetis (CECT4600), V. anguillarum (ATCC 12964T), V. alginolyticus (ATCC 17749T), E. coli O126-B16 (ATTC 14948), E. coli (ATCC 25922), E. coli (ATCC 8739), Pseudomonas cepacia, P. fluorescens (AH2), P. aeruginosa (ATCC 27853), Aeromonas salmonicida (LMG3780), A. hydrophila B3, S. typhimurium (C52) | |||||||||||
Halichondria sp. | Yeast: | C. albicans | [ | 80 | Agar well diffusion method | (ATCC10231) | Porifera (Demospongiae)Disk diffusion method and broth microdilution technique | Unten Port, Okinawa, Japan | |||||||||||
Halichondria | Not mentioned | sp. | Antibacterial Antifungal | G(+): M. luteus, B. subtilis G(-): E. coli Yeasts: C. neoformans, C. albicans, Fungi: Paecilomyces variotii, A. niger, A. fumigatusMethanolic extract partitioned between H2O and EtOAc. EtOAc soluble material subjected to SiO2 column (CHCl3/MeOH, (95:5, v/v) and petroleum ether/Et2O (9:1, v/v))10 mm of inhibition zone against E. coli and S. aureus, and 16 mm against | ] | [53] | |||||||||||||
B. subtilis | Seed oil (total FA) | IZ (mm) | Sesquiterpenoids | (Halichonadins) | 6.3–16.3 | [ | Broth microdilution method180] | H and | MIC (µg/mL) M. luteus: 0.52 [53] |
C. neoformans[ | Cassia tora L. (or Senna tora L. Roxb.) | Sickle Senna | India | Leaves and stem | Petroleum ether with Soxhlet extractor | FA (the major were palmitic acid, linoleic acid, linolenic acid, margaric acid, melissic acid, and behenic acid) | [ | ||
27 | ] | Cassia tora L. (or Senna tora L. Roxb.) | 55 | ] | MRSA, MSSA, B. subtilis, | [39] | |||||||||||||
and | P. aeruginosa | Broth microdilution method | Ampicillin | MIC for all bacteria between 125–1000 μg/mL | FA (the major were palmitic acid, linoleic acid, linolenic acid, margaric acid, melissic acid, and behenic acid) | [55][39] | Trigonella foenum-graecum L. | ||||||||||||
13 | C NMR, EI-MS, IR | : 0.0625 | C. albicans | : 2.09 P. variotii: 1.04 A. niger: 1.04 1.04 | [187][145] | [187 | Macroalgae–Rhodophyta | ||||||||||||
] | [ | Porifera (Demospongiae) | ] | ||||||||||||||||
A. fumigatus: | 145 | ] | MeOH extract partitioned between H2O and EtOAc. EtOAc-soluble material subjected to SiO2 column (n-hexane/EtOAc, 1:1 → MeOH). MeOH fraction subjected to SiO2 column (CHCl3 | Western Carolines, Palau | |||||||||||||||
Antibacterial Antifungal | G(+): M. luteus Yeast: C. neoformans Fungi: T. mentagrophytes | /MeOH, 95:5 → 7:3). CHCl3/MeOH (7:3) fraction separated on SiO2 column (EtOAc/MeOH, 5:1 → MeOH) | Sesquiterpenoid (Halichonadins) |
1H and 13C NMR, ESI-MS, HR-ESI-MS, IR | MIC (µg/mL) M. luteus: 4 T. mentagrophytes: 8–16 C. neoformans[188][146] |
: 16 | [188][146] | Fenugreek | India | ||||||||||
Trigonella foenum-graecum L. | G(-) bacteria: E. coli and P. aeruginosa; G(+) bacteria: S. aureus and Streptococcus pyogenes; acid-fast bacteria: | Seeds | M. tuberculosis | Supercritical fluid extraction (40–60 °C and 10–25 Mpa) | Conjugated linoleic acid methyl ester, saturated FAME, steroids | ; fungi: | Chondria armata | Antibacterial, Antifungal | G(+): S. aureus G(-): E. coli, P. aeruginosa, S. typhi, Salmonella flexneri, Klebsiella sp., V. cholerae Yeast: C. albicans, C. neoformans, Rhodotorula sp. Fungi: Aspergillus fumigatus, A. niger[63][54] |
||||||||||
Quercus leucotrichophora A. Camus | Fagaceae | Banjh oak | India | Fruits | 85% aqueous EtOH. Ethanolic extract fractionated with hexane and EtOAc using Soxhlet extractor. Hexane extract was analyzed. | FAME | [56][40] | ||||||||||||
C. albicans | , A. niger and A. clavatus; parasite Plasmodium falciparum (etiological agent of malaria) | Antimicrobial activity assessed by broth dilution method, anti-tuberculosis activity assessed by the slope method, in vitro anti-malarial assay according to a microassay protocol | Gentamycin, chloramphenicol, ciprofloxacin and norfloxacin for bacteria; isoniazid and rifampicin for mycobacteria; nystatin and greseofulvin for fungi; chloroquine and quinine as anti-malarials | MIC values of 100, 250, 125 μg/mL towards E. coli, S. aureus, and S. pyogenes and P. aeruginosa, respectively. MFC value of 250 μg/mL of C. albicans. MIC value of 100 μg/mL toward M. tuberculosis | Disk diffusion method and of 0.29 μg/mL toward P. falciparum | Conjugated linoleic acid methyl ester, saturated FAME, steroids | [63][54] | ||||||||||||
Streptomycin, | Quercus leucotrichophora, A. Camus | G(+) bacteria: B. subtilis | CH₂Cl₂, purified by chromatography | Sesterterpenoids | |||||||||||||||
Haliclona simulans | Anti-mycobacterial Antitrypanosomal |
Acid-fast bacterium: Mycobacterium marinum Parasitic trypanosomatida: T. brucei | Nystatin | 1 < IZ ≤ 4 | [104 | Broth microdilution method] | Gentamycin | MIC (µM): M. marinum: 156.9–288.8 T. b. brucei: 4.58–21.56[88] |
|||||||||||
Haliclona simulans | Porifera (Demospongiae) | Kilkieran Bay, Galway, Ireland | Acetone and MeOH extracts subjected to HP20 chromatography (100% H2O → 100% MeOH). Fractionated on flash forward system. SiO2 column (100% hexane → 100% EtOAc) | Steroids (24-vinyl-cholest-9-ene-3β,24-diol, 20-methyl-pregn-6-en-3β-ol,5α,8α-epidioxy, 24-methylenecholesterol) |
1H- and 13C NMR, GC-MS | [170][147] | [170][147] | and S. aureus; G(-) bacteria: P. aeruginosa and E. coli | Chondrus crispus, Gracilaria vermiculophylla, Porphyra dioicaDisk diffusion method for antibacterial susceptibility tests; MIC was tested in Mueller-Hinton broth for bacteria by two-fold serial dilution method | Ciprofloxacin | Antibacterial, Antifungal | G(+): Listeria innocua (NCTC 11286), B. cereus (ATCC 11778), E. faecalis (LMG S 19456 5002), Lactobacillus brevis (LMG 6906), S. aureus (ATCC 6538), MRSA G(-): E. coli (ATCC 8739), Salmonella enteritidis (ATCC 3076), P. aeruginosa (ATTC 10145) Yeast: Candida spp. (CCUG 49242) |
Disk diffusion method | Ampicillin (L. innocua), Cycloheximide ( | |||||
Jaspis stellifera | Candida | spp.), Chloramphenicol (other microorganisms) | Porifera (Demospongiae) | ||||||||||||||||
Jaspis stellifera | Ishigaki Island, Okinawa, Japan | Antibacterial Antifungal |
G(+): Sarcina lutea Yeast: C. neoformans Fungi: T. mentagrophytesMeOH. EtOAc soluble material subjected to SiO2 column (CHCI3/MeOH, 9:1 and hexane/EtOAc, 3:7, v/v | MIC: 0.125 mg/mL for B. subtilis and S. aureus; 0.5 mg/mL for P. aeruginosa and 1.0 mg/mL for E. coli | FAME | ). EtOAc-soluble material subjected to SiO2 columns and C18 HPLCIZ (mm) | Nortriterpenoids (Jaspiferals) C. crispus: 5 < IZ ≤ 20 G. vermiculophylla: 10 < IZ ≤ 15 P. dioica: 5 < IZ ≤ 12[56 |
[105] | 1H and ][40] | [89] | |||||||||
13 | C NMR, EI-MS, UV, IR | [ | 181 | ] | [ | 148] | MIC (µg/mL) S. lutea: 50 C. neoformans: 50 T. mentagrophytes: 12.5 |
[181][148] | Quercus leucotrichophora A. Camus | Banjh oak | Garhwal region of Himalaya | Leaves and bark | MeOH | ||||||
Quercus leucotrichophora A. Camus | FA; linoleic acid in stem bark and leaves extracts and | Falkenbergia (heteromorphic sporophyte of Asparagopsis taxiformis)G(-) bacteria: E. coli MTCC-582 and P. aeruginosa MTCC-2295; G(+) bacteria: S. aureus | cis | -vaccenic acid in stem bark | MTCC-3160, B. subtilis | Antibacterial[81][55] | |||||||||||||
MTCC-441 and | S. pyogenes MTCC-1924 | Disk diffusion method | G(+): Ampicillin | S. epidermidis, S. aureus, B. subtilisIZ of both extracts against all microorganisms: 8.53 ± 0.50 to 19.07 ± 0.31 mm | G(-): V. vulnificus (MTCC 1145), V. parahaemolyticus (MTCC 451), FA; linoleic acid in stem bark and leaves extracts and cis-vaccenic acid in stem bark |
V. harveyi (MTCC 3438), V. alginolyticus (MTCC 4439), V. alcaligenes (MTCC 4442), P. aeruginosa, K. pneumoniae[81] | (Manoalides) | 1H and 13C NMR, UV, IR | [ | ||||||||||
Luffariella geometrica | Antibacterial | G(+): S. aureus, Micrococcus sp. | Broth dilution method | Yeast: Chloramphenicol, Nalidixic acid | S. cerevisiaeIZ (mm)/MIC (µg)/MBC (µg) S. epidermidis: 21/1250/270 S. aureus |
Disk diffusion method: 21/750/170 B. subtilis |
: 23/750/180 V. vulnificus: 31/750/90 V. parahaemolyticus: 28/750/110 V. harveyi: 26/750/60 V. alginolyticus: 32/500/80 V. alcaligenes: 33/500/50 P. aeruginosa: 19/1250/420 K. pneumoniae: 15/1250/380 |
||||||||||||
Luffariella geometrica | Porifera (Demospongiae) | Great Australian Bight, Australia | CH2Cl2. Sequential fractionation to obtain pure compounds | [ | Sesterterpenes (Luffarins) | 106 | 1H and 13 | EC (µg/disk) S. aureus: 100[55] |
][90] | ||||||||||
C NMR, EI-MS, UV, IR | Micrococcus | sp.: 100 | [ | 178 | ][149] | [178][149] | Vitex altissima L., V. negundo L. and V. trifolia L. | Lamiaceae | Peacock chaste tree, Chinese chaste tree, and simpleleaf chastetree, respectively | India | Leaves | ||||||||
Vitex altissima L., V. negundo L. and V. trifolia L. | Dry MeOH/benzene/sulfuric acid (200:100:10, | v | Culex quinquefasciatus (early fourth-instar larvae) | / | v) | FAME | Larvicidal activity analyzed according to standard procedures (WHO-VBC 81.807, 1981) | Not mentioned | V. trifolia (LC | Galaxaura cylindrica, Laurencia papillosa | 50 = 9.26 ppm and LC90 | Antiviral = 21.28 ppm) | Virus: HSV-1 | Plaque reduction assay | Acyclovir | ||||
Luffariella variabilis | [ | Porifera (Demospongiae) | FAME | Western Carolines, Palau | Inhibition (%) | CH₂Cl₂, purified by chromatography L. papillosa |
Sesterterpenoids : 9.37–31.25 64] |
G. cylindrica: 15.62–28.12[ | (Manoalide) | 1H and 13C NMR, UV, IR64[103] | |||||||||
Luffariella variabilis | [ | 87 | ] | ||||||||||||||||
[ | Antibacterial | 180 | ] | [ | G(+): Streptomyces pyogenes, S. aureus | 150 | Active against S. pyogenes, S. aureus[56] | ||||||||||||
] | [ | 56 | ] | [ | 180 | ][150] | Linum usitatissimum L. | Linaceae | Common flax or linseed | Algeria | Seeds | ||||||||
Linum usitatissimum | Petroleum ether with Soxhlet extractor | L. | Antibacterial, AntiviralA. flavus MTTC 2799 and A. ochraceus CECT 2092 | Determination of percent mycelial inhibition by growth radial technique on solid medium and by biomass technique on liquid medium | FAME | G(+): B. subtilis NRRL B-94 G(-): E. coli NRRL B-3703 Virus: (HSV-1) |
Disk diffusion method | Chloramphenicol (bacteria), Acyclovir (virus) | 179][151] | ||||||||||
Antibacterial | G(+): S. aureus, B. subtilis G(-): E. coli, P. aeruginosa Yeast: | Not mentioned | C. albican | Antifungal index of FAME in solid medium: 54.19 ± 0.85 at 10 μL in A. flavus and 40.48 ± 0.12 at 90 μL for A. ochraceus at 90 μL | MIC (µg/mL)/IZ (mm) PI(%) L. papillosa E. coli: -/8 B. subtilis: -/11FAME |
HSV-1: 40.62–59.37% [57][41] | [57][41] | ||||||||||||
G. cylindrica | E. coli | : 80/11 | B. subtilis: 80/11 HSV-1: 45.87–59.37% |
[89][75] | Scaphium macropodum (Miq.) Beumee ex. Heyne | Malvaceae | Malva nut or Kembang semangkok | Malaysia | Stem bark | ||||||||||
Scaphium macropodum (Miq.) Beumee ex. Heyne | Mycobacterium smegmatis, E. coli, S. typhimurium, | ||||||||||||||||||
Gigartina tenella | Antiviral | HIV-reverse transcriptase type 1 | IC50 11.2 µM | [107][91] | |||||||||||||||
s | Active against | S. aureus, B. subtilis | [179][151] | B. subtilis, and S. aureus | Inhibitory activity of the extract by disk diffusion method; broth microdilution assay (MTT assay) was used to determine the MIC; MBC was determined via streak plate method | Ampicillin and rifampicin | IZ of 10.67 ± 0.58 mm in MeOH | S. aureus and of 9 mm in P. aeruginosa at 0.25 mg/mL. S. aureus showed the lowest MIC (0.78 mg/mL) and MBC (3.13 mg/mL). For M. smegmatis, MIC value was 3.13 mg/mL and MBC was 25 mg/mLMethyl hexadecanoate, hexadecanoic acid <n-> | Melophlus sarasinorum[ | Porifera (Demospongiae)Methyl hexadecanoate, hexadecanoic acid < | Makassar, Sulawesi Island, Indonesia | ||||||||
Melophlus sarasinorum | Antibacterial Antifungal |
G(+): B. subtilis (DSM2109) G(+): E. coli (DSM10290) Yeast: S. cerevisiae | Acetone and MeOH. Extract partitioned between EtOAc and H2O. Aqueous extract on HP20 (MeOH, H2O). MeOH eluate on C18 (MeOH and H | n- | > | 82 | 2O, gradient elution)[82 | Disk diffusion methodSteroidal glycosides (Sarasinoside)]] |
1H and [57] | ||||||||||
13 | C NMR, HR-ESI-MS, LC-MS, UV | IZ (mm) | B. subtilis: 9 S. cerevisiae: 10–13 | [57] | [173][152] | Gracilaria gracilis | |||||||||||||
[ | 173 | ] | [ | 152 | ] | Melastoma malabathricum L. | Melastomataceae | Planter’s rhododendron or Sendudok | Antibacterial | Oceanapia sp.Malaysia | G(+): Leaves | B. subtilis | Porifera (Demospongiae) G(-): V. fischeri, V. cholerae, P. aeruginosa, Salmonella sp., A. hydrophilaMeOH/H2O (4:1, v/ |
Disk diffusion method | Chloramphenicol | Kamagi Bay, Sada Peninsula, Japan | MeOH extracts partitioned between ether and H2 | ||
Oceanapia sp. | O. Organic phase partitioned between | Antibacterial Antifungal |
G(+): B. subtilis, S. aureus G(-): E. coli, P. aeruginosa Yeast: S. cerevisiae, C. albicans (GT160-45C, cdc5, act1-1, YAT2296c) Fungi: Penicillium chrysogenum, Mortierella ramannianan-hexane and MeOH/H | v | ), defatted with petroleum ether and extracted with CHCl3. Lipids recovered after elution of the CHCl3 extract by SiO2 column with CHClMIC: 5 µg/disk IZ (mm) B. subtilis 10.3–17.6 (CHCl33/acetone/MeOH (10:9:1, v/v). |
)/10–15.6 (Et2Steryl glycoside: β-sitosterol 3-O-β-D-glucopyranoside |
[69] | ||||||||||||
Melastoma malabathricum L. | O) | [ | 94 | ] | [ | 92] | |||||||||||||
2 | O (9:1, | v | [ | 58 | ] | ||||||||||||||
S. aureus | ATCC 25923, B. cereus ATCC 10876, | / | v). Aqueous MeOH fraction subjected to C18. Purification on SiO2 column (CHCl3, CHCl3/MeOH (9:1), CHCl3/MeOH/H2O (6:4:1), and MeOH) | Acetylenic acid | 1H and 13C NMR, FAB-MS, UV, IR | Disk diffusion method | IZ (mm) S. cerevisiae: 6.5–10 C. albicans: 8 E. coli: 8.5–12.0 P. aeruginosa: 8.5–13.0 B. subtilis: 11.0 S. aureus: 9.5–13.5[161][153] |
||||||||||||
[ | 161 | ] | [ | 153 | ] | Azadirachta indica A. Juss | Meliaceae | Neem | India | Gracilariopsis longissima | ParagrantiaAntibacterial, Antifungal | cf. waguensisLeaves | G(+): S. agalactiae, Enterococcus sp. G(-): P. aeruginosa, V. salmonicida, V. fluvialis, V. vulnificus, V. cholerae non-O1, V. alginolyticus Yeast: C. albicans, C. famata, C. glabrataMeOH. Recovered after elution on a SiO |
Disk diffusion method | Porifera (Calcarea) | ||||
Paragrantia | Onna village, Okinawa, Japan | cf. waguensisMeOH extract partitioned between H | Antibacterial | G(+): S. aureus (IAM 12084) G(-): E. coli (ATCC 12600)2O and EtOAc. EtOAc extract subjected to Sephadex LH20 (CH2Cl2/MeOH, 1:1, v/2 column with CHCl3/MeOH (9:1, v/v) |
IZ (mm) V. alginolyticus: 25 V. fluvialisSQDG |
: 8 V. vulnificus: 15 V. cholerae non-O-1:10[ |
v). Fraction separation on RP HPLC | Acetylenic acid | 1H and 13C NMR, ESI-MS, UV, IR | Broth microdilution method | Rifampicin, Nalidixic acid | MIC (µg/mL) S. aureus: 64 E. coli[108][93]71][59] |
|||||||
Azadirachta indica A. Juss | |||||||||||||||||||
: 128 | [ | 163 | ] | [ | 154 | ] | |||||||||||||
[ | 163 | ] | [ | 154 | ] | Neem | India | Hypnea musciformis, Osmundaria obtusiloba, Porphyra acanthophora, Pterocladiella capillaceaLeaves | Petroleum ether (60–80 °C) for 24 h and extracted thrice with MeOH for 48 h each time at room temperature | Antiviral | Virus: HSV-1-ACVs, HSV-1-ACVr | Titer reduction | PI(%)/VII |
Petrosia weinbergi | Porifera (Demospongiae) | Acklin Island, Bahamas | MeOH/CHCl3 (1:1, v/v). Aqueous suspension extracted with EtOAc, EtOAc/n-BuOH (1:1), and n-BuOH. Active extracts fractionated by C18 HPLCO. obtusiloba |
Steroid sulfates (Weinbersterol disulfates)ACVs-HSV-1: 82.2–99.5/0.75–2.35 |
|
Petrosia weinbergi | SQDG | [ | 72 | ] | [ | 60] | |||||||||||||
HSV-1-ACVr: 99.7–99.9/2.5–4.5 | Antiviral | Viruses: Feline leukemia virus (FeLV), HIV | 1 | H and 13C NMR, FAB-MS, IR | [97][81] | ||||||||||||||
EC | 50 | (µg/mL) | [ | 166][155] | Carapa guianensis Aubl. and Carapa vasquezii Kenfack | Andiroba | Brazil | Seed oil | Jania corniculata, Laurencia papillosan-hexane with Soxhlet extractor | Antibacterial, Antifungal | G(+): B. subtilis, Staphylococcus albus, E. faecalis G(-): E. coli Yeast: C. albicans Fungus: A. flavusFA, FAME, squalene, |
Disk diffusion methodβ-sitosterol | 11 < IZ ≤ 15 No IZ (A. flavus)[58][42] |
||||||
[ | 93 | ] | [ | 94 | ] | Ficus lutea Vahl | Moraceae | Giant-leaved fig or Lagos rubbertree | Cameroon | Woods | CH2 | ||||||||
Laurencia okamurai | Antifungal | Yeast: C. neoformans (32609), C. glabrata (537) Fungi: Trichophyton rubrum (Cmccftla), A. fumigatus (07544) | Cl | 2 | /MeOH (1:1, | Broth dilution methodv/v) and elution with EtOAc/10% MeOH | Amphotericin B, fluconazole, voriconazole, ketoconazole | MIC80 (µg/mL) C. neoformans: 8–64 C. glabrata: 4–64 A. fumigatus: >64 T. rubrum: 64Glycosphingolipid [1-O-β-D-glucopyranosyl-(2S,3R,5E,12E)-2N-[(2′ |
[109R)-hydroxyhexadecanoyl]-octadecasphinga-5,12-dienine] named lutaoside | ][95][76][61] | |||||||||
Ficus pandurata Hance | Fiddle leaf fig | ||||||||||||||||||
Laurencia | Egypt | spp. | Antibacterial | G(-): Chromobacterium violaceum, P. mirabilis, P. vulgaris, ErwiniaFruits |
sp., 70% MeOH. MeOH extract fractionated on a SiO2 column and purified by semi-preparative HPLC to afford pure ceramides |
Ceramides [panduramides A-D, and newbouldiamide] | V. parahaemolyticus, V. alginolyticus | Disk diffusion method | MIC (µg/disk) C. violaceum: 10–40 P. mirabilis: 20–40 P. vulgaris: 20–40 Erwinia sp.: 10–30 V. parahaemolyticus: 20–40 V. alginolyticus: 20–30[75][62] |
||||||||||
[ | 110 | ] | [ | 96 | ] | Kunzea ericoides (A. Rich) J. Thompson | Myrtaceae | Kanuka (Maori), white manuka (Maori) or the white tea tree (English) |
Australia | Leaves and twigs | CH2Cl2:MeOH (1:1, v/v), CH2Cl2:MeOH (2:1, v/v) and CH2Cl2 (neat) | Steryl esters, triacylglycerols, free FA, sterols, and phospholipids | [77][63] | ||||||
Osmundaria obtusiloba | Antiviral | Virus: HSV-1, HSV-2 | Titer reduction | Acyclovir | EC50 (µg/mL)/SI/PI(%) HSV-1: 42/1.7/75 HSV-2: 12/6/96 |
[111][97] | Pentagonia gigantifolia Ducke | Rubiaceae | |||||||||||
Palmaria palmata, Grateloupia turuturu | Antibacterial | Peru | G(-): V. harveyi | Roots | ORM4 | Broth microdilution method95% EtOH. EtOH extract was fractionated on a SiO2 column using CHCl3/MeOH from 0% to 100% MeOH. Fraction eluted with 2% MeOH/CHCl3 was separated on C18 SiO | 2 using 85% to 90% MeOH. | Acetylenic acids: 6-octadecynoic acid and 6-nonadecynoic acid | 0.2 < PI ≤ 7.9% | [112][98[38][64] | |||||||||
] | Hedyotis pilulifera (Pit.) T.N. Ninh | Vietnam | , Aerial parts | MeOH at 60 °C, suspended in water and successively partitioned with CHCl3 and EtOAc. EtOAc extract fractionated on a SiO2 column. | Triterpenoids, steroids, FA, glycolipids, and a ceramide | n-hexane. Soxhlet extractor. [83][65] | |||||||||||||
n | -hexane extract fractionated on SiO | 2 column (2, 10, 20, 30 and 100% acetone) | Phospholipids (main compounds PC-O, PE, PS, PI, SM, GlCer), Glycolipids (MGDG), Triacylglycerol, DAG | LC-ESI-MS/MS | |||||||||||||||
Pyropia orbicularis | Antibacterial | G( + ): S. aureus, B. cereus G(-): E. coli | [ | Disk diffusion method | 113][ | Kanamycin99] | 16 < IZ < 26 | [113][99] | Withania somnifera (L.) Dunal, Euphorbia hirta L., Terminalia chebula Retz. | ||||||||||
Sphaerococcus coronopifolius | Atlantic coast of Morocco | MeOH/CH2Cl2. Extract separated on SiO2 column (hexane, gradients of hexane/CH2Cl2 and CH2 | |||||||||||||||||
Sphaerococcus coronopifolius | Cl | 2/acetone, and MeOH) | Bromoditerpenes (Sphaerolabdadiene-3,14-diol (1), Sphaerococcenol) | 1 | Antibacterial, AntiplasmodialH and | G(+): S. aureus (ATCC # 6538) Parasitic protozoa: P. falsciparum13C NMR, HRMS, EIMS, CIMS, FTIR, UV |
(FCB1)[114][100] | ||||||||||||
Antibacterial: Disk-diffusion, Antimalarial: inhibition of [ | 3 | H]-hypoxanthine uptake by | P. falsciparum cultured in human blood | Macroalgae–Ochrophyta | |||||||||||||||
S. aureus | -MIC: 0.104–0–146 µM | P. falciparum | -IC50: 1 µM | [114][100] | Dictyota cervicornis, Dictyota menstrualis | ||||||||||||||
Macroalgae–Ochrophyta | |||||||||||||||||||
Dictyota cervicornis, Dictyota menstrualis | Antiviral | Virus: HSV-1-ACVs, HSV-1-ACVr | Titer reduction | [97][81] | |||||||||||||||
Dictyota fasciola, Taonia atomaria | Antibacterial, Antifungal, Antiviral | G(+): B. subtilis G(-): E. coli Fungi: C. albicans, A. niger Virus: HSV-1 |
Disk diffusion method (antibacterial); Plaque reduction assay (antiviral) | D. fasciola: Inhibition (%) HSV-1: 50.00–81.25% T. atomaria: MIC (µm/mL)/IZ(mm) B. subtilis: 80/9, E. coli: 80/7, C. albicans: 80/10, A. niger: 60/12 Inhibition (%) HSV-1: 31.25–34.37% |
[103][87] | ||||||||||||||
Antibacterial, Antiviral | G(+):B. subtilis NRRL B-94 G(-): E. coli NRRL B-3703 Virus: HSV-1 |
Disk diffusion method (antibacterial); Plaque reduction assay (antiviral) | Chloramphenicol (bacteria), Acyclovir (virus) | MIC (µg/mL)/IZ (mm) PI(%) D. fasciola E. coli: -/8 B. subtilis: -/10 HSV-1: 46.87–70.12% T. atomaria: E. coli: 60/15 B. subtilis: 40/13 HSV-1: 43.75–56.25% |
[89][75] | ||||||||||||||
Fucus evanescens | Antibacterial | G(+): B. cereus, Clostridium difficile, MRSA, Propionibacterium acnes (ATCC and clinical isolate), | |||||||||||||||||
FeLV: 4.0–5.2 | HIV: 1.0 | [ | 166 | ] | [155] | Poecillastra wondoensis, Rhabdastrella wondoensis (two-sponge association) |
Porifera (Demospongiae) | Cheju Island, South Korea | MeOH (70%). Extract partitioned with Et2O and H2O. Aqueous phase extracted with n-BuOH, subjected to C18 flash chromatography and Sephadex LH-20. Purification on C18 HPLC | Steroidal glycosides (Wondosterols) |
1H and 13C NMR, FAB-MS, UV, IR | [175][156] | |||||||
Poecillastra wondoensis, Rhabdastrella wondoensis (two-sponge association) |
Antibacterial | G(-): P. aeruginosa, E. coli |
Disk diffusion method | Active concentration 10 µg/disk | [175][156] | Pseudoceratina purpurea | Porifera (Demospongiae) | Kaunakakai Harbor, O’ahu island, Hawaii, USA | EtOH and methylene chloride. Combined extracts partitioned (hexane, methylene chloride and BuOH) Isolation: SiO2 flash column (hexane). Purification: Sephadex LH-20 | Bromotyramine homoserine-derived (Mololipids) | 1H and 13C NMR, HR-FAB-MS, UV, IR | ||||||||
Pseudoceratina purpurea | Antiviral | [ | Virus: HIV-1 | 191 | ] | [157] | S. pyogenes G(-): Acinetobacter baumannii, E. coli, Haemophilus influenzae, K. pneumoniae, Legionella pneumophila, P. aeruginosa |
Disk diffusion method | MIC100 | ||||||||||
EC | 50 | (µM): 52.2 | [ | 191 | ][157] | Axinyssa digitata | Porifera (Demospongiae) | Tunisia | Acetone extract partitioned between H2O and Et2O. Aqueous residue re-extracted with n-BuOH and chromatographed on Sephadex LH-20 column (MeOH) and C18 HPLC | Buzios, Rio de Janeiro, Brazil | Acetone insoluble material extracted with CHCl3/MeOH (2:1 and 1:2, v/v). Extract partitioned on SiO2 column (CHCl3, acetone or MeOH) | Glycolipid-rich extracts (Sulfoglycolipids, Glycosyldiacylglycerols) | HPTLC | [97][81] | |||||
Dictyota fasciola, Taonia atomaria | Mediterranean Sea, Egypt | CHCl3/MeOH (2:1, v/v). Glycolipid separation using acetone on SiO2 column | Glycolipid-rich extracts (DGDG) | GC-FID, LC-MS/MS | [87] | ||||||||||||||
V. ordalii | : 8–12 | 103 | ] | Mediterranean Sea, Egypt | MeOH/CHCl3 (2:1, v/v). Sulfolipid isolation: diethylaminoethyl-cellulose column (CHCl3/MeOH (6:4, v/v) and NH3) | Glycolipids (Sulfolipids) | GC-MS, GC-FID, LC-MS/MS, IR | [89][75] | |||||||||||
Fucus evanescens | West coast of Ungava Bay, Canada | EtOAc (99%), CH2Cl2. EtOAc algal extract acetylated and organic layer purified by flash chromatography (0% → 50% EtOAc in hexane and flushed with 100% EtOAc and 5% MeOH in 95% EtOAc) | Glycolipid-rich extracts | 1H and 13C NMR | [115][101] | ||||||||||||||
[ | : 50 µg/mL | [ | 115 | ] | [101] | ||||||||||||||
Steroid sulfates | (Halistanol sulfates) | ||||||||||||||||||
Axinyssa digitata | Antiviral | 1 | Viruses: HIV-1, HIV-2 | H and | 13C NMR, FAB-MS | Himanthalia elongata | Las Palmas, Spain | Pressurized liquid extraction Hexane, EtOH, H2O | Sterol (Fucosterol), FA | GC-MS, HPLC-DAD | Himanthalia elongata | Antibacterial | G(+): S. aureus ATCC 25923, G(-): E. coli ATCC 11775 Yeast: C. albicans ATCC 60193 Fungi: A. niger ATCC 16404[116][102] |
||||||
Broth microdilution method | MBC (mg/mL) | S. aureus: | 6.25 E. coli: 6.00 MFC (mg/mL) C. albicans: 8 A. niger: 12 |
[116][102] | Laminaria cichorioides | Khasan region of the Primorskii Territory, in the Troitsa Gulf (the Sea of Japan), Russia | |||||||||||||
Laminaria cichorioides | EtOH (96%). Lipophilic fraction extracted with CHCl | 3 | Antibacterial, Antifungal. Fractionation of lipid classes on SiO2 column | Glycolipids (MGDG, DGDG, SQDG), Free FA, PUFA | G(+): S. aureus ATCC 21027 |
G(-): E. coli ATCC 15034 Yeast: Safale S04, C. albicans KMM 455 Fungi: A. niger KMM 4634, F. oxysporum KMM 4639[ |
Disk diffusion method91] | Fucoxanthin, Nitrofungin[77] | |||||||||||
IZ (mm) | S. aureus | : 2–5 | E. coli:1–6 | Sargassum dentifolium | Suez Canal, Egypt | EtOH (70%), CH2Cl2 | FA | GC-MS | [93][94] | ||||||||||
Sargassum fusiforme, Sargassum vulgare | Red Sea, Egypt | Et2O, MeOH, EtOH, CHCl3 | Terpenoids, FA | GC-MS | [117][103] | ||||||||||||||
Sargassum pallidum | Trinity Bay in the Peter the Great Gulf, Russia | EtOH; EtOH/acetone (1:1, v/v), EtOH/CHCl3 (1:1, v/v). Fractionation of lipid classes on SiO2 column (hexane, Et2O/hexane with increasing ether concentration (95:5 → 50:50, v/v) and CHCl3) | Glycolipids (MGDG, SQDG; DGDG), Free FA/Esters, Triacylglycerols, DAG | [118][104] | |||||||||||||||
C. albican | s: 1–6 | A. | niger: 1–3 F. oxysporum: 1–4 |
[91][77] | |||||||||||||||
Sargassum dentifolium | Antibacterial, Antifungal | G(+): B. subtilis, S. albus, E. faecalis G(-): E. coli Yeast: C. albicans Fungus: A. flavus |
Disk diffusion method | 11 < IZ (mm) ≤ 12 No IZ (A. flavus) |
[93][94] | ||||||||||||||
Sargassum fusiforme, Sargassum vulgare | Antibacterial | Multidrug resistant: S. aureus, P. aeruginosa, Shigella flexneri, E. coli, Corynebacterium sp. |
Agar well diffusion | 9.33 < IZ (mm) ≤ 23.33 MIC: 50–100 mg/mL |
[117][103] | ||||||||||||||
Sargassum pallidum | Antibacterial, Antifungal | G(+): S. aureus ATCC 21027 G(-): E. coli ATCC 15034 Yeast: C. albicans KMM 455 Fungi: A. niger KMM 4634, F. oxysporum KMM 4639, Septoria glycines |
Agar well diffusion | IZ (mm) S. aureus: 0.7–14.5 E. coli: 0.5–6.7 C. albicans: 1.0–4.5 A. niger: 2.0–5.7 F. oxysporum: 1.0–5.2 S. glycines: 2.0–5.7 |
[118][104] | ||||||||||||||
Sargassum vulgare | Antiviral | Virus: HSV-1, HSV-2 | Titer reduction | Acyclovir | PI (%) HSV-1: 96.0–99.9 HSV-2: 99.9 |
[119][105] | |||||||||||||
Sargassum wightii | Antibacterial | Xanthomonas oryzae pv. oryzae CAS ar01 | Disk diffusion method | IZ (mm): 3.0–13.5 | [120][106] | ||||||||||||||
Microalgae | |||||||||||||||||||
Chaetoceros muelleri | Antibacterial, Antifungal | G(+): Staphyloccocus aureus (ATCC 25923) G(-):E. coli (ATCC 11775) Yeast: C. albicans (ATCC 60193) |
Broth microdilution method | Chloramphenicol, Amphotericin B | MBC (mg/mL) E. coli: 12–15 S. aureus: 12–17 C. albicans: 7–9 |
[121][107] | |||||||||||||
Chlorococcum HS-101 | Antibacterial | G(+): MRSA, S. aureus ATCC 25923 | Disk diffusion method | Gentamicin, Amikacin, Cephalosporin, Habekacin, Ampicillin, Vancomycin, Oxytetracyclin, Erythromycin, Cefmetazole, Fosfomycin, Imipenem, Minomycin | IZ (mm): 18.7–28.3 | [122][108] | |||||||||||||
Dunaliella salina | Antibacterial, Antifungal | G(+): S. aureus ATCC 25923 G(-): E. coli ATCC 11775 Yeast: C. albicans ATCC 60193 Fungi: A. niger ATCC 16404 |
Disk diffusion method | Chloramphenicol (bacteria), Amphotericin B (yeast and fungi) |
MBC (mg/mL) E. coli: 6–30 S. aureus: 8–30 MFC (mg/mL) C. albicans: 12–30 A. niger: 32–>35 |
[123][109] | |||||||||||||
Navicula delognei f. elliptica | Antibacterial | G(+): Staphyloccus aureus (ATCC 25923), S. epidermidis (ATCC 12228) G(-): S. typhimurium (ATCC 14028), P. vulgaris (ATCC 13315), Enterobacter cloacae (ATCC 23355), E. coli (ATCC 25922), K. pneumoniae (ATCC 13883), Serratia marcescens (ATCC 8100) |
Disk diffusion method | Ampicillin, Tetracycline, Chloramphenicol | IZ (mm) S. aureus >4 S. typhimurium >4 S. epidermidis >2 P. vulgaris >2 E. coli IZ noticeable No IZ (E. cloacae, K. pneumoniae, S. marcescens) |
[124][110] | |||||||||||||
Phaeodactylum tricornutum | Antibacterial, Antifungal | G(+): S. aureus (SH1000), Bacillus weihenstephanensis (10390), MRSA 252, MRSA 16a, S. epidermidis, M. luteus (NCIMB 9278), Planococcus citreus (NCIMB 1493), B. cereus (883-00) G(-): Alteromonas haloplanktis (NCIMB 19), A. hydrophila (NCIMB 1108), Photobacterium phosphoreum (NCIMB 64), Psychrobacter immobilis (NCIMB 308), Listonella anguillarum (MT1637), E. coli B, P. aeruginosa (NCIMB 10775) Yeast: C. glabrata, Candida neoformis, Candida sp., Saccharomyces cerevisiae BY4741a |
Disk diffusion method | Ampicillin | IC50 (µM)/MBC (µM) S. aureus: 10–40/40–80 |
[125][111] | |||||||||||||
Antibacterial, Antifungal | G(+):M. luteus (NCIMB 9278), Planococcus citreus (NCIMB 1493), B. cereus (883-00), S. aureus (SH1000), B. weihenstephanensis (10390), MRSA 252, MRSA16a, S. epidermidis G(-): Alteromonas haloplanktis (NCIMB 19), A. hydrophila (NCIMB 1108), Photobacterium phosphoreum (NCIMB 64), Psychrobacter immobilis (NCIMB308), Listonella anguillarum (MT1637), E. coli B, P. aeruginosa (NCIMB 10775) Yeast:C. glabrata, C. neoformis, Candida sp., S. cerevisiae BY4741a |
Agar well diffusion | Growth inhibition (mm2) ≤50–>50 S. aureus: 25–190 mm2 |
[126][112] | |||||||||||||||
Synechocystis sp. | Antibacterial | G(+): S. aureus ATCC 25923 G(+): E. coli ATCC 11775, Yeast: C. albicans ATCC 60193 Fungi: A. niger ATCC 16404 |
Broth microdilution method | MBC (mg/mL) S. aureus: 7 E. coli: 5.6 MFC (mg/mL) C. albicans: 12 A. niger: 14 |
[116][102] |
EC |
50 | |||||||||||||
(µg/mL) | |||||||||||||
HIV-1: 3–6 | |||||||||||||
HIV-2: Not referred | |||||||||||||
[ | |||||||||||||
165 | |||||||||||||
] | |||||||||||||
[ | |||||||||||||
158 | |||||||||||||
] | |||||||||||||
[ | |||||||||||||
165 | |||||||||||||
] | |||||||||||||
[ | |||||||||||||
158 | |||||||||||||
] | |||||||||||||
Siliquariaspongia | |||||||||||||
sp. | |||||||||||||
Porifera (Demospongiae) | |||||||||||||
Motualevu reef, Fiji | |||||||||||||
Siliquariaspongia sp. | Antibacterial | G(+): S. aureus, MRSA | H2O and MeOH/CH2Cl2 (1:1, v/v). n-BuOH-soluble material from the aqueous extract and CHCl3-soluble material from the organic extract chromatographed on Sephadex LH-20 (MeOH/H2O, 3:1, v/v). Purification by RP HPLC | Brominated long-chain acids (Motualevic acids) | Disk diffusion method, Microbroth dilution | 1H- and | MIC5013C-NMR, LC-MS, HR-ESI-MS, FT-IR | (µg/mL) S. aureus: 1.2–10.9 S. aureus (MRSA): 3.9–400[164][159] |
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[ | 164 | ] | [ | 159 | ] | Siphonodictyon coralliphagum | Porifera (Demospongiae) | Lighthouse Reef and Glover Reef, Belize | |||||
Siphonodictyon coralliphagum | Antibacterial | G(+): S. aureus, | EtOH. Aqueous suspension extracted with CH2Cl2, EtOAc and n-BuOH. EtOAc extract fractionated by chromatography and purified on SiO2 plates | B. subtilisPhenolic aldehydes (Siphonodictyal) |
1H and 13C NMR, IR, UV | [ | 182] | Active against S. aureus, B. subtilis[160] | |||||
[ | 182 | ] | [ | 160 | ] | Spheciospongia purpurea | Porifera (Demospongiae) | Weizhou Island, Guangxi Autonomous Region, China | |||||
Spheciospongia purpurea | Antifungal | Yeasts: C. neoformans (32609), C. glabrata (537) Fungi: T. rubrum (Cmccftla), A. fumigatus (07544), | Acetone. Extract resuspended in H2O and partitioned with Et2O. Et2O extract fractionated on SiO2 (petroleum ether/acetone, 1:0 → 0:1), Sephadex LH-20 (CH2Cl2/MeOH, 1:1). Purification by C18 HPLC | Lysophospholipids (PAF(16:0), PAF (16:1 n-5), PAF (18:0), PAF (18:1 n-7), PAF (18:1 n-11), PAF (18:1 n-13)) |
1H and | Broth dilution13C NMR, IR, ESI-MS, HR-ESI-MS, LC-MS/MS | Amphotericin B, Fluconazole, Voriconazole, Ketoconazole | MIC80 (µg/mL) C. neoformans: 4–32 C. glabrata: 8–64 A. fumigatus: >64 T. rubrum: >64[146][122] |
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[ | 146 | ] | [ | 122 | ] | Family Spongiidae | |||||||
Family Spongiidae | Porifera (Demospongiae) | Antibacterial Unten Port, Okinawa, Japan |
Antifungal | G(+): B. subtilis, M. luteus, S. aureus G(-): E. coli Yeasts: C. albicans, C. neoformans Fungi: A. nigerMeOH extract partitioned between EtOAc and H2O. H2O-soluble portions extracted with n-BuOH. EtOAc and n-BuOH, soluble materials purified by SiO2 columns and C18 HPLC |
Sesquiterpenoid (Sesquiterpenoid quinones, Nakijiquinones) |
1H and 13C NMR, FAB-MS, UV, IR | MIC (µm/mL) B. subtilis: 33.3 E. coli: >33.3 M. luteus: 16.7–33.3 S. aureus: 33.3 C. neoformans: 8.35 C. albicans: 8.35 [185][161] |
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A. niger | : 16.7 | [ | 185 | ] | [ | 161] | Suberites domuncula | Porifera (Demospongiae) | Rovinj, Croatia | ||||
Suberites domuncula | Antibacterial | Bacterium SB1 (strain isolated from S. domuncula with >98.0% similarity to the alpha-Proteobacterium (MBIC3368) | MeOH and CHCl3. Combined extracts partitioned between H2O and BuOH. Organic layer fractionated by medium-pressure on C18 (linear gradient H2O → MeOH → CHCl3). Purification by RP HPLC | Lysophospholipids (PAF) |
1H NMR, FIA-MS, LC-MS/MS | [157][134] | |||||||
Disk diffusion method | IZ (mm): 4.5–6.8 | [ | 157 | ] | [134] | Topsentia sp. | Porifera (Demospongiae) | Chuuk, Federated States of Micronesia | |||||
Topsentia sp. | Antifungal | G(+):MRSA, Acid-fast bacterium: M. intracellulare Parasitic protozoa: P. falciparum (D6 and W2 clones), L. donovani Yeasts: C. albicans, C. glabrata, Candida krusei, S. cerevisiae, C. neoformans Fungus: | CH2Cl2/MeOH (1:1, v/v). Extract fractionated by SPE using C18 cartridges | A. fumigatusSteroid sulfates (Eurysterols) |
1H and | Broth microdilution method13C NMR, HR-ESI-MS, IR, UV | Beauvericin | FIC (µM) C. albicans: 0.2–1.8 S. cerevisiae: 0.08–1.34[168][162] |
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[ | 168 | ] | [ | 162 | ] | Xestospongia sp. | Porifera (Demospongiae) | Rasch Pass of Madang, Papua New Guinea | Hexane, CH2Cl | ||||
Xestospongia sp. | 2 | Antibacterial | G(+): MRSA, S. mutans, S. sobrinus and EtOAc. Hexane extract subjected to flash column (gradient hexane/EtOAc (95:5, v/v) → EtOAc) | Brominated FA | Disk diffusion method1H and 13C NMR, IR, UV, HR-EI-MS, HR-APCI-MS, HR-FAB-MS | IZ (mm) MRSA: 12 S. mutans: 17 S. sobrinus: 14[138][114] |
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[ | 138 | ] | [ | 114 | ] | Hyas araneus, Podopthalmus vigil, Lauridromia dehanni, Charybdis helleri, Portunus sanguinolentus, Portunus pelagicus |
Arthropoda (Malacostraca) | Vellar Estuary, India | MeOH | Lysoglycerolipids/glycerides FA/esters |
|||
Hyas araneus, Podopthalmus vigil, Lauridromia dehanni, Charybdis helleri, Portunus sanguinolentus, Portunus pelagicus | Antibacterial Antifungal |
G(+): S. aureus, MRSA, S. pyogenes G(-): E. coli, P. aeruginosa, S. typhi, S. flexneri, Klebsiella sp., V. cholerae, Acinetobacter sp. Yeasts: Rhodotorula sp., C. albicans, C. neoformans Fungi: A. fumigatus | 1 | H and | 13C NMR, ESI-MS/MS, FT-IR | , A. niger | Disk diffusion method | Penicillin, Ketoconazole | IZ (mm) S. pyogenes: 1 S. typhi: 1–3 S. flexneri: 1–6 V. cholerae: 1–4 Acinetobacter sp.: 1[148][124] |
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[ | 148 | ] | [ | 124 | ] | Meganyctiphanes norvegica | Arthropoda (Malacostraca) | Straits of Messina, central Mediterranean Sea, Italy | H2O/acetone (1:1, v/v). Supernatant recovered with CH₂Cl₂. Extracts fractionated by semi-preparative RP HPLC-DAD on SB-C8 column | FA (EPA, DHA, ETA) |
LC-MS, HPLC-UV-HR-MS | [ | |
Meganyctiphanes norvegica | 141 | ] | Antibacterial | [ | 117 | ] | |||||||
G(+): MRSA, MB5393, MSSA, ATCC 29213 | G(-): E. coli (ATCC 25922), K. pneumoniae (ATCC 700603) Acid-fast bacterium: M. tuberculosis (H37Ra ATCC 25177) |
Well plate, REMA method | Vancomycin hydrochloride, Aztreonam, Gentamycin sulfate | MIC (µg/mL) MRSA: 80–320 MSSA: 320 M. tuberculosis: 320 |
[141][117] | Aplidium sp. | Chordata (Ascidiacea) | Northland, New Zealand | MeOH-CH | ||||
Aplidium sp. | Antibacterial Antiviral Antifungal |
G(+): B. subtilis Fungi: T. mentagrophytes | 2Cl2 extract fractionated with RF C18 flash column (MeOH/H2O), Sephadex LH20 (MeOH), semi-preparative C18 HPLC | Meroterpene derivatives (Rossinones) |
1H and 13C NMR, HR-FAB-MS, UV, IR | [189][163] | |||||||
Virus: HSV-1 | Disk diffusion method | Eunicea succinea | Cnidaria (Anthozoa) | Mona Island, Puerto Rico, | CHCl3/MeOH (1:1, v/v). Extract fractionated by SiO2 column chromatography | FA ((5Z,9Z)-14-methyl-5,9-pentadecadienoic acid) |
1H and 13C NMR, GC-MS, HR-MS, IR | [137][113] | |||||
IZ (mm) | B. subtilis/T. mentagrophytes: | 3–6 | Antiviral activity at 2 μg/disk | [189][163] | |||||||||
Eunicea succinea | Antibacterial | G(+): S. aureus (ATCC 25923), E. faecalis (ATCC 29212) G(-): P. aeruginosa (ATCC 27853), E. coli (ATCC 25922) |
Broth microdilution method | MIC (µmol/mL)/IC50 (µg/mL) S. aureus: 0.24/36 E. faecalis: 0.16/<10 |
[ | Lobophytum crassum | Cnidaria (Anthozoa) | Rameswaram, India | Aqueous EtOH (95%), MeOH. Extract partitioned with H2O and EtOAc. EtOAc extract fractionated on SiO2 column (gradient hexane/EtOAc) | Cembranoid diterpene Ceramide |
1H and 13C NMR, FAB-MS, IR | [177][164] | |
137 | ] | [ | 113 | ] | |||||||||
Lobophytum crassum | Antibacterial | G(+): S. epidermidis, B. subtilis, S. aureus G(-): P. aeruginosa |
Disk diffusion method | Ampicillin | IZ (mm) S. epidermidis: 9.5–16.5 B. subtilis: 8.5–18.0 S. aureus: 9.0–19.5 P. aeruginosa: 9.0–14.0 |
[177][164] | Antillogorgia elisabethae | ||||||
Antillogorgia elisabethae | Cnidaria (Anthozoa) | Bahamas | Antibacterial | G(+): S. pyogenes (ATCC 19615), S. aureus (ATCC 25923), E. faecalis (ATCC 19433) G(-): E. coli (ATCC 25933), P. aeruginosa (ATCC 27853)MeOH. Extract redissolved in EtOH/H2O (2:8, v/v). EtOH/H2O extract reextracted with EtOAc, SiO2 column (hexane, 0 → 100% EtOAc/hexane, 0 → 100% MeOH/EtOAc). Fractions subjected to RP HPLC (0 → 100% H2O/Acetonitrile) |
Diterpenes (Elisabethin) |
1H, 13C NMR, HR-EI-MS, UV, IR | Disk diffusion method | MIC (µg/mL)/IZ (mm) S. pyogenes: 0.8–1.0/12–17 S. aureus: 2.0–2.3/8–11 E. faecalis: 3.2–3.8/8–9[192][165] |
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[ | 192 | ] | [ | 165 | ] | Sinularia grandilobata, Sinularia sp. |
Cnidaria (Anthozoa) | Andaman Islands, India | |||||
Sinularia grandilobata, Sinularia sp. |
Antibacterial Antifungal |
G(+): B. subtilis (MTCC 441), Bacillus pumilus (NCIM 2327) G(-): E. coli (MTCC 443), P. aeruginosa (MTCC 1688) Yeast: C. albicans (MTCC 183) Fungi: | EtOH. Extract reextracted with EtOAc. Combined extracts fractionated on SiO2 column (gradient system hexane/EtOAc (100:0 → 0:100)) | A. niger (MTCC 1344), Rhizopus oryzae (MTCC 1987)Sphingolipids | Disk diffusion method |
IZ (mm) B. subtilis: 11–18 B. pumilus: 11–16 E. coli: 11–17 P. aeruginosa: 11–17 C. albicans: 8–17 A. niger: 10–16 R. oryzae: 10–15 |
[139][115] | Sargassum vulgare | Sepetiba Bay, Brazil | CHCl3/MeOH (2:1 and 1:2, v/v). Fractionated on SiO2 column (CHCl3, acetone and MeOH) | Glycolipid-rich extracts (Sulfoglycolipids) | ||
Holothuria scabra | Antibacterial | G(+): S. aureus (ATCC 6538), E. faecalis G(-): P. aeruginosa (ATCC 8739), V. damsela, E. coli | 1 | Well-cut diffusion techniqueH and 13C NMR, ESI-MS-MS | [119][ | 105] | |||||||
AU | S. aureus | : 1.2–2.8 | E. faecalis: 1.7–3.2 P. aeruginosa1H and 13C NMR, FT-IR, |
[144][120] | |||||||||
Saccostrea glomerata | Mollusca (Bivalvia) |
Kovalam, Tamilnadu, India | |||||||||||
Agelas oroides | Antibacterial, Antiplasmodial | Acid-fast bacterium: M. tuberculosis Parasitic protozoa: P. falciparum, Trypanosoma brucei rhodesiense, T. cruzi, L. donovani G(-): E. coli |
Glycolipids | 1 | H and 13C NMR, EI-MS | [139][115] | |||||||
Holothuria scabra | Echinodermata (Echinozoa) | Red Sea, Egypt | EtOH (70%), MeOH, EtOAc and CHCl3/MeOH (2:1, v/v) | Pigments (Carotenoids) |
HPLC-UV/VIS, GC-MS | : 1.4–1.8 V. damsela: 1.6 E. coli: 1.2[193][166] |
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[ | 193 | ] | [ | 166 | ] | Sargassum wightii | Gulf of Mannar, India | MeOH. Isolation on SiO | Dosidicus gigas | Mollusca (Cephalopoda) | Hermosillo, Mexico | ||
Dosidicus gigas | 2 | column (hexane/EtOAc, EtOAc/MeOH). Purification on flash SiO | Antibacterial 2 column (CHCl3/MeOH gradients) |
Antifungal | G(+): B. cereus (CCM 2010), Clostridium perfringens (CCM 4991), Listeria monocytogenes (CCM 4699), S. aureus subs. aureus (CCM 2461) G(-): Haemophilus influenza (CCM 4456), K. pneumoniae (CCM 2318), S. enterica subs. entericaAcidified MeOH (MeOH/HCl, 99:1, v/v) |
(CCM 3807) Yeasts: C. albicans (CCM 8186), C. glabrata (CCM 8270), C. tropicalis (CCM 8223) Glycolipid (Sulfoglycerolipid, 1-O-palmitoyl-3-O(6′-sulfo-α-quinovopyranosyl)-glycerol) |
1H and 13C NMR, IR | Fungi: Pigments (Ommochrome)[120] |
Aspergillus clavatus, A. flavus, Aspergillus versicolor, Penicillium chrisogenum, Penicillium griseofulvum, Penicillium expansum[106] | ||||
Disk diffusion method | Inhibition (%) | B. cereus: | 39.4 C. perfringens: 45.5 L. monocytogenes: 60.7 S. aureus subs. aureus: 57.8 H. influenza: 54.5 K. pneumoniae: 39.4 S. enterica subs. enterica: 93.9 C. albicans: 66.7 C. glabrata: 42.4 C. tropicalis: 33.3 A. clavatus: 48.4 A. flavus: 42.4 A. versicolor: 42.4 P. chrisogenum: 39.4 P. griseofulvum: 42.4 P. expansum: 48.5 |
[144][120] | Microalgae | ||||||||
Hexane, EtOAc and MeOH. Purification on SiO | |||||||||||||
Saccostrea glomerata | 2 | column (hexane/EtOAc and EtOAc/MeOH) | Antibacterial Antifungal |
G(+): S. aureus G(-): P. aeruginosa, V. harveyi, A. hydrophila, P. aeruginosa, Sterols [Cholesta-5,22-dien-3β-ol, Cholesterol, Ergosta-5,22-dien-3-ol, (3β,22E)-], FA (6-Octadecenoic acid, Octadecanoic acid) |
GC-MS, FT-IR | V. harveyi, V. parahaemolyticus Yeast: C. albicans Fungi: A. niger, A. flavus, Fusarium sp. Virus: White spot syndrome virus (WSSV) |
Disk diffusion method | IZ (mm) P. aeruginosa: 4.1–16.0 V. harveyi: 3.8–14.9 A. hydrophila: 5.1–14.5 A. niger: No activity–High activity C. albicans: No activity–High activity Fusarium sp: No activity–High activity Antiviral activity: PI < 91.85%[171][167] |
Chaetoceros muelleri | ||||
[ | 171 | ] | [ | 167 | ] | Supercritical fluid extraction, EtOH (99.5%) | Triacylglycerol, DAG, MAG, sterols (cholesterol), FA | HPLC-ELSD, GC-FID | [121][107] | ||||
Chlorococcum HS-101 | Japan | MeOH extract, partitioned with hexane. SiO2 column (MeOH/CHCl3 gradient). Active fraction recovered with MeOH/CHCl3 (5:95, v/v) | FA | 1H and 13C NMR, GC-MS | [122][108] | ||||||||
Dunaliella salina | Jerusalem, Israel | Pressurized liquid extracts: hexane, petroleum ether, EtOH | FA Sesquiterpenoids (Neophytadiene), Diterpenoid (Phytol) |
GC-MS | [123][109] | ||||||||
Navicula delognei | Lepreau Ledges, New Brunswick, Canada | MeOH, CHCl3, extract chromatographed on SiO2 column (CHCl3 and CHCl3/MeOH) | FA [(6Z,9Z,12Z,15Z)-hexadecatetraenoic acid, (6Z,9Z,12Z,15Z)-octadecatetraenoic acid), Ester ((E)-phytol (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate] | 1H and 13C NMR, GC-MS | [124][110] | ||||||||
Phaeodactylum tricornutum | Experimental Phycology and Culture Collection of Algae at the University of Göttingen (Germany) | EtOAc and MeOH extracts applied to SiO2 Sep Pak cartridges. EtOAc extract eluted with 10% step increases of hexane/EtOAc until 100% EtOAc. MeOH extract eluted with 10% step increases of EtOAc/MeOH until 100% MeOH | Free FA (palmitoleic acid, HTA) | 1H and 13C NMR, ESI-MS | [125][111] | ||||||||
MeOH/H2O (5:1, v/v). Extract redissolved in MeOH (70%) and fractioned on Sep Pak cartridge (MeOH (70%) followed by constant volumes of MeOH (5% steps → 100%)). Fractionated by RP HPLC | FA (EPA) | 1H NMR, ESI-MS | [126][112] | ||||||||||
Synechocystis sp. | Las Palmas, Spain | Pressurized liquid extraction: hexane, EtOH, H2O | FA, Sesquiterpenoids (Neophytadiene) | GC-MS, HPLC-DAD | [116][102] |