Anthraquinones and their derivatives constitute a large group of quinoid compounds with about 700 molecules described. They are widespread in fungi and their chemical diversity and biological activities attracted attention of industries in such fields as pharmaceuticals, clothes dyeing, and food colorants. As marine microorganisms appeared as producers of an astonishing variety of structurally unique secondary metabolites, they may represent a promising resource for identifying new candidates for therapeutic drugs or daily additives.
Mol. Formula/Mol. mass Mol. Formula/Mol. mass |
Trivial name Trivial name |
Structure Structure |
IUPAC NAME IUPAC NAME |
Source Source |
Refs Refs |
---|---|---|---|---|---|
C14H8O3/224 C |
Genus |
Species/Strain No |
Name of Compounds Produced |
Source of Isolation |
Refs. |
|||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Alternaria |
14H8O3/224 |
Al. eichorniae |
Hydroxy-9,10-anthraquinone
|
4-deoxyBostrycin, Bostrycin |
Mar. Plant pathogen |
Hydroxy-9,10-anthraquinone |
|
1-hydroxy-3-methylanthraquinone | [46] |
||||||
1-hydroxy-3-methylanthraquinone | Halorosellinia | sp. No. 1403 | Halorosellinia sp. No. 1403 |
[70] [70] |
15H10O |
Al. (SK11) |
3/238 |
(+) α S-alterporriol C, 6-methylquinizarin, Alterporriol S, Austrocortinin |
Pachybasin |
Mangrove Plant end. |
|
[47] |
|||
Mar. Org end. | |||||||||||||||
[ | |||||||||||||||
] | |||||||||||||||
C15H10O3/238 C |
Pachybasin |
|
1-hydroxy-3-methylanthraquinone 1-hydroxy-3-methylanthraquinone |
Monodictys sp. Monodictys sp. |
[14][82] | ||||||||||
C15H10O4/254 C15H10O4/254 |
Al. sp. ZJ-2008003 |
Chrysophanol
|
Alterporriol C, K–R, Altersolanol B and C, Macrosporin |
Mar. Org end. |
Chrysophanol |
|
1,8-dihydroxy-3-methylanthraquinone | [48] |
|||||||
1,8-dihydroxy-3-methylanthraquinone | Monodictys | sp. | Paecilomyces sp. P. citrinum PSU-F51 P. oxalicum 2-HL-M-6 Monodictys sp. Paecilomyces sp. |
4 |
Al. sp. ZJ9-6B |
/254 |
6-Methylquinizarin |
Alterporriols C–M, Altersolanol A, Dactylariol, Macrosporin, Physcion, TetrahydroAltersolanol B |
6-Methylquinizarin |
Mar. Plant end. |
[ |
49] | |||
1,4-dihydroxy-methylanthraquinone 1,4-dihydroxy-methylanthraquinone |
Al. sp. (SK11) Al. sp. (SK11) |
[47] [47] |
Aspergillus |
||||||||||||
C16H12O4/268 C16H12O4/268 |
A. glaucus |
10,10′-dimer of Emodin and Physcion, Catenarin, Cynodontin, Emodin, Erythroglaucin, Helminthosporin, Physcion, Questin, Rubrocristin, Tritisporin, Variecolorquinone A |
Mangrove sed. |
1-Hydroxy-3-methoxy-6-methylanthraquinone 1-Hydroxy-3-methoxy-6-methylanthraquinone |
[50 |
| |||||||||
---- | ---- |
Phomopsis sp. PSU-MA214 Phomopsis sp. PSU-MA214 |
[92] [92] |
||||||||||||
C15H10O5/270 C15H10O5/270 |
A. sp. 05F16 |
1-deoxytetrahydrobostrycin, Tetrahydrobostrycin |
Aloe emodin Aloe emodin |
Algal end. |
|
[54] |
|||||||||
1,8-dihydroxy-3-(hydroxymethyl)anthraquinone/284 C16H12O5/284 |
Macrosporin Macrosporin |
|
1,7-dihydroxy-3-methoxy-6-methylanthraquinone 1,7-dihydroxy-3-methoxy-6-methylanthraquinone |
Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Phomopsis sp. PSU-MA214 Stemphylium globuliferum Stemphylium sp. 33231 Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Phomopsis sp. PSU-MA214 Stemphylium globuliferum Stemphylium sp. 33231 |
[49] [48] [92] [94] [93] | ||||||||||
C16H12O5/284 C16H12O5/284 |
Marcrospin Marcrospin |
|
1,6-dihydroxy-3-methoxy-7-methylanthraquinone 1,6-dihydroxy-3-methoxy-7-methylanthraquinone |
Al. sp. ZJ9-6B Al. sp. ZJ9-6B |
[49] [49] |
||||||||||
C16H12O5/284 C16H12O5/284 |
Monodictyquinone A Monodictyquinone A |
|
1,8-dihydroxy-2-methoxy-6-methylanthraquinone 1,8-dihydroxy-2-methoxy-6-methylanthraquinone |
Monodictys sp. Monodictys sp. |
[14][82] | ||||||||||
C16H12O5/284 C16H12O5/284 |
Phallacinol/Fallacinol Phallacinol/Fallacinol |
|
1,8-dihydroxy-3-(hydroxy-methyl)-6-methoxyanthraquinone 1,8-dihydroxy-3-(hydroxy-methyl)-6-methoxyanthraquinone |
A. variecolor B-17 Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) A. variecolor B-17 Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[ | ||||||||||
Mar. Org end. | |||||||||||||||
[ | , | ||||||||||||||
Nigrospora |
N. spp. |
1-deoxytetrahydrobostrycin, 4-deoxybostrycin, Bostrycin, 4a-epi-9α-methoxydihydrodeoxybostrycin, 10-deoxybostrycin |
Mar. Plant/Org end. |
||||||||||||
N. sp. MA75 |
4-deoxybostrycin, Bostrycin |
Marine |
[85] |
||||||||||||
P. citrinum | PSU-F51 | P. oxalicum | 2-HL-M-6 | [14][82] [87] [88] 1,8-dihydroxy-3-(hydroxymethyl)anthraquinone |
P. oxalicum 2-HL-M-6 P. oxalicum 2-HL-M-6 |
[91] [91] |
A | ||||||||
C15H10O5/270 C15H10O5/270 |
Emodin Emodin |
|
1,3,8-trihydroxy-6-methylanthraquinone 1,3,8-trihydroxy-6-methylanthraquinone |
A. glaucus A. variecolor B-17 A. versicolor Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Eurotium Cristatum Gliocladium sp. T31 Monodictys sp. Paecilomyces sp. P. citrinum PSU-F51 P. oxalicum 2-HL-M-6 A. glaucus A. variecolor B-17 A. versicolor Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Eurotium Cristatum Gliocladium sp. T31 Monodictys sp. Paecilomyces sp. P. citrinum PSU-F51 P. oxalicum 2-HL-M-6 |
N. sp. 1403 |
4-deoxybostrycin, Bostrycin |
Mangrove |
[86] |
|||||||
Paecilomyces |
P. sp. (Tree 1-7) |
Chrysophanol, Emodin |
Mangrove |
[87] |
|||||||||||
[ | 91 | ] | . sp. SCSIOF063 |
(1′S)-7-chloroaverantin, 1′-O-methylaverantin 1′-O-methyl-7-chloroaverantin, 6-O-methyl-7-chloroaverantin, 6-O-methyl-7-chloroaverythrin, 6-O-methyl-7-bromoaverantin, 6,1′-O,O-dimethyl-7-chloroaverantin, 6,1′-O,O-dimethyl-7-bromoaverantin, 6,1′-O,O-dimethylaverantin, 7-chloroaverantin-1′-butyl ether, 7-chloroaverythrin |
Sed. |
[55] |
|||||||||
] [ | , | , | 77,79,96] [36] [78] [14,82] [87] [88] [57] [91] [56] [61] [75][76][77][79][96] [36] [78] [14][82] [87] [88] [57] |
A. variecolor B-17 |
(2S)-2,3-dihydroxypropyl1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2carboxylate, Catenarin, Emodin, Fallacinol, Physcion, Erythroglaucin, Questin, Questinol, Rubrocristin, Variecolorquinone A, |
Sed. |
[56] |
||||||||
A. versicolor |
|||||||||||||||
C15H10O5/270 C15H10O5/270 |
Helminthosporin Helminthosporin |
|
1,5,8-trihydroxy-3-methylanthraquinone 1,5,8-trihydroxy-3-methylanthraquinone |
A. glaucus A. glaucus |
[50][51][52][53] | 7-hydroxyemodin 6,8-methyl ether, Emodin, Isorhodoptilometrin-methyl ether, Methyl emodin |
Algal end. |
[ | |||||||
C14H8O6/272 C14H8O6/272 |
1,3,6,8-Tetrahydroxyanthraquinone 1,3,6,8-Tetrahydroxyanthraquinone |
| ] |
||||||||||||
---- | ---- |
A.versicolor Microsphaeropsis A.versicolor Microsphaeropsis |
[97] [81] |
A. versicolor EN-7 (Genbank no EU042148) |
6,8-di-O | ||||||||||
C15H14O5/274 C15H14O5/274 |
Coniothranthraquinone 1 Coniothranthraquinone 1 | -methylversiconol 6,8-di-O-methylnidurufin 6,8-di-O-methylaverantin 6,8-di-O-methylversicolorin A, Aversin: (−)-isomer |
|
Algal end. |
(2S,3R)-2,3,5-trihydroxy-7-methyl-1,2,3,4-tetrahydroanthraquinone (2S,3R)-2,3,5-trihydroxy-7-methyl-1,2,3,4-tetrahydroanthraquinone |
[58] |
|||||||||
Trichoderma aureoviride | (PSU-F95) | Trichoderma aureoviride (PSU-F95) | [88][98] |
Curvularia |
C. lunata |
Cytoskyrin A, Lunatin |
Mar. Org end. |
||||||||
C16H12O5/284 C16H12O5/284 |
1-Methylemodin 1-Methylemodin |
|
1,3-dihydroxy-8-methoxy-6-methylanthraquinone 1,3-dihydroxy-8-methoxy-6-methylanthraquinone |
A. versicolor A. versicolor |
[57] [57] |
||||||||||
C16H12O5/284 C16H12O5/284 |
Austrocortinin Austrocortinin |
|
99 | ] | [73][74][76][77][79][96] | ||||||||||
C16H12O5/284 C16H12O5/284 |
Physcion Physcion |
|
1,8-dihydroxy-3-methoxy-6-methylanthraquinone 1,8-dihydroxy-3-methoxy-6-methylanthraquinone |
Al. sp. ZJ9-6B A. glaucus A. variecolor B-17 Eurotium repens Eurotium cristatum Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Letrouitia hafellneri, L. leprolytoides, Arthonia elegans, Biatorella conspersa, B. ochrophora, Pyrenula cerina, Sphaerophorus fragilis, Stereocaulon corticatulum, v. procerum, Trypethelium aeneum, T. aureomaculata Al. sp. ZJ9-6B A. glaucus A. variecolor B-17 Eurotium repens Eurotium cristatum Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Letrouitia hafellneri, L. leprolytoides, Arthonia elegans, Biatorella conspersa, B. ochrophora, |
Penicillium |
P. citrinum PSU-F51 (Accession no JQ66600) |
Chrysophanol, Citreorosein, Emodin, Penicillanthranins A and B |
Mar. Org end. |
[88] |
||||||
1,4-dihydroxy-2-methoxy-7-methylanthraquinone | 1,4-dihydroxy-2-methoxy-7-methylanthraquinone |
Al. sp. (SK11) |
P. chrysogenum |
Skyrin |
Salt lake |
[89] |
|||||||||
P. flavidorsum SHK1-27 |
6,8-O-dimethylaverufin, 8-O-methylaverufin, Averufin, Averantin, Versiconol, Versicolorin A&B, Nidurufin |
Marine |
[90] |
||||||||||||
Xylaria |
|||||||||||||||
C15H10O4/254 C15H10O | ] | [ | |||||||||||||
Eurotium |
E. cristatum (ECE) |
Catenarin, Emodin, Erythroglaucyn, Physcion, Physcion anthrone, Questin, Rubrocristin |
Mar. Org end. |
||||||||||||
Al. | sp. (SK11) | [ | ] [47] |
||||||||||||
C16H |
E. repens |
12 |
Catenarin, Erythroglaucyn, Physcion, Physcion anthrone |
O |
Mar. Org end. |
5 | |||||||||
E. rubrum |
6,3-O-(α-d-ribofuranosyl)-questin, Questin |
Mar. Plant end. |
[63] |
||||||||||||
Unidentified |
Fungus Isolate 1850 and 2526 |
Averufin, Nidurufin, versicolorin C |
Mar. Plant end. |
[64] |
|||||||||||
Fungus ZSUH-36 |
1′-O-methyl averantin, 6,8-di-O-methyl averufanin, 6,8-di-O-methyl averufin, 6,8,1′-tri-O-methyl averantin, Versicolorin C |
Mar. Plant end. |
[65] |
||||||||||||
Fusarium |
F. sp. No. B77 |
5-acetyl-2-methoxy-1,4,6-trihydroxy-anthraquinone |
Mangrove Plant end. |
[66] |
|||||||||||
Pyrenula cerina | , | Sphaerophorus fragilis | , | Stereocaulon corticatulum, v. procerum, Trypethelium aeneum, T. aureomaculata |
[49] [50,51,52,53] [56] [62] [36,61] [75,76,77,79,96] [72,80] [49] [50][51][52][53] [56] [62] [36][61] [75][76][77][79][96] [72][80] |
||||||||||
C16H12O |
F. sp. ZZF60 |
5/284 C16 |
6,8-dimethoxy-1-methyl-2-(3-oxobutyl) anthraquinone |
H12O5/284 |
Questin Questin |
|
Mangrove Plant end. |
1,6-dihydroxy-8-methoxy-3-methylanthraquinone 1,6-dihydroxy-8-methoxy-3-methylanthraquinone |
[67] |
||||||
A. glaucus A. variecolor | B-17 | Eurotium cristatum (ECE) Eurotium rubrum | A. glaucus A. variecolor B-17 Eurotium cristatum (ECE) Eurotium rubrum |
[50],[51] [56] [52,53] [36,61,63] [50],[51] [56] [52][53] [36][61][63] |
|||||||||||
C15H10O6/286 | F. sp. No. ZH-210 |
Fusaquinon A,B,C |
C15H10O6/286 |
Mangrove sed. |
Catenarin Catenarin |
|
1,4,5,7-tetrahydroxy-2-methylanthraquinone 1,4,5,7-tetrahydroxy-2-methylanthraquinone |
[68] |
|||||||
A. glaucus A. variecolor | B-17 | Eurotium cristatum (ECE) Eurotium repens | A. glaucus A. variecolor B-17 Eurotium cristatum (ECE) Eurotium repens | [50][51] [56] [52][53] [36][62] | |||||||||||
C15H10O6/286 C15H10O6/286 |
F. sp. PSU-F14, F. sp. PSU-F135 |
Citreorosein Citreorosein |
Austrocortirubin, Bostrycin |
|
Mar. Org end. |
ω-hydroxyemodin (OHM) or 1,3,8-trihydroxy-6-(hydroxymethyl) anthraquinone ω-hydroxyemodin (OHM) or 1,3,8-trihydroxy-6-(hydroxymethyl) anthraquinone |
[69] |
||||||||
Gliocladium | . sp. T31 | P. citrinum | PSU-F51 P. oxalicum 2-HL-M-6 Gliocladium. sp. T31 P. citrinum PSU-F51 P. oxalicum 2-HL-M-6 |
[78] [88] [91] |
Halorosellinia |
||||||||||
C15H10O6/286 C15H10O6/286 |
H. sp. (No. 1403) |
Cynodontin Cynodontin |
1,4,5,6,7,9-hexahydroxy-2-methoxy-7-methyl-5β,9β, 8aβ,6α,10aα—hexahydroanthracene10(10aH)-one, Austrocortirubin, Demethoxyaustrocortirubin, Hydroxy-9,10-anthraquinone, SZ-685C |
Mar. Plant-derived |
|
1,4,5,8-tetrahydroxy-2-methylanthraquinone 1,4,5,8-tetrahydroxy-2-methylanthraquinone | |||||||||
A. glaucus | A. glaucus | [50][51][52][53] |
Lichens |
||||||||||||
C15H10 |
Arthonia elegans, Biatorella conspersa, B. ochrophora, Pyrenula cerina, Sphaerophorus fragilis, Stereocaulon corticatulum,v. procerum, Trypethelium aeneum, T. aureomaculata, etc. |
O |
Physcion |
6/286 C15H10O6/ |
Lichens |
286 |
Lunatin Lunatin |
|
1,3,8-trihydroxy-6-methoxyanthraquinone 1,3,8-trihydroxy-6-methoxyanthraquinone |
[72] |
|||||
Curvularia lunata | Curvularia lunata | [50][51][59][60] | |||||||||||||
C15H10O7/286 C15H10O7 |
Caloplaca sp. |
/286 |
Tritisporin Tritisporin |
Phallacinol (=Teloschistin=Fallacinol)) |
|
Lichen |
1,4,5,7-tetrahydroxy-2-(hydroxylmethyl) anthraquinone 1,4,5,7-tetrahydroxy-2-(hydroxylmethyl) anthraquinone |
A. glaucus] | |||||||
A. glaucus | [ | [50][51][52][53] | |||||||||||||
C15H14O6/290 C15H14O6/290 |
Caloplaca ehrenbergii, C. schaereri, C. spitsbergensis, etc. |
Trichodermaquinone Trichodermaquinone |
1-O-methyl-7-chloroemodin, 7-chloro-1,6,8-trihydroxy-3-methyl-10-anthrone, 7-chlorocitreorosein, 7-chloroemodic acid, 7-chloroemodin, 7-chloroemodinal, Emodin, Phallacinol, Physcion |
|
Lichens |
(2S,3R)-2,3,5-trihydroxy-7-(hydroxylmethyl)-1,2,3,4-tetrahydroanthraquinone (2S,3R)-2,3,5-trihydroxy-7-(hydroxylmethyl)-1,2,3,4-tetrahydroanthraquinone | |||||||||
Trichoderma aureoviride | (PSU-F95) | Trichoderma aureoviride (PSU-F95) | [88][98] | ||||||||||||
C15H14O6/290 C15H14O6/290 |
Gliocladium sp. T 31 |
Demethoxyaustrocortirubin
| Citreorosein, Emodin, Isorhodoptilometrin |
Demethoxyaustrocortirubin |
Lichen |
|
[ |
1,4-dihydroxy-6-methylanthraquinone 1,4-dihydroxy-6-methylanthraquinone | 78] |
||||||
Halorosellinia | sp. No. 1403 | Halorosellinia sp. No. 1403 | [70][71] | ||||||||||||
C15H14O6/290 C15H14O6/290 |
Letrouitia hafellneri, L. leprolytoides |
7-Hydroxyemodin 6,8-methyl ether 7-Hydroxyemodin 6,8-methyl ether | 7-chloroemodinal, 7-chloroemodin, Fragilin, Physcion |
|
Lichens |
[ |
2,8-dihydroxy-1,3-dimethoxy-6-methyl anthraquinone 2,8-dihydroxy-1,3-dimethoxy-6-methyl anthraquinone | ||||||||
A. versicolor | A. versicolor | [57] [57] |
Microsphaeropsis |
||||||||||||
C16H10O4/300 C16H10O4/300 |
M. sp. |
1,3,6,8-tetrahydroxyanthraquinone, 1,3,6,8-tetrahydroxy-2-(1-hydroxyethyl)anthraquinone |
Erythroglaucin Erythroglaucin |
1,3,6,8-tetrahydroxy-2-(1-methoxyethyl)anthraquinone 1,2,3,6,8-pentahydroxy-7-(1-methoxyethyl)anthraquinone |
|
Mar. Org end. |
1, 4, 5-trihydroxy-7-methoxy-2-methylanthraquinone 1, 4, 5-trihydroxy-7-methoxy-2-methylanthraquinone |
[81] |
|||||||
A. glaucus A. variecolor | B-17 | Eurotium cristatum (ECE) Eurotium repens | A. glaucus A. variecolor B-17 Eurotium cristatum (ECE) Eurotium repens |
[50,51,52,53] [56] [36,61] [36] [50][51][52][53] [56] [36][61] [36] |
Monodictys |
||||||||||
C16H12O6/300 C16H12O6/300 |
M. sp. |
Carviolin Carviolin |
Chrysophanol, Emodin, Monodictyquinone A, Pachybasin |
|
1,3-dihydroxy-6-(hydroxymethyl)-8-methoxyanthraquinone 1,3-dihydroxy-6-(hydroxymethyl)-8-methoxyanthraquinone |
P. dravuni P. dravuni |
[100] [100] |
||||||||
C16H12O6/300 C16H12O6/300 |
Questinol Questinol |
|
1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthraquinone 1,6-dihydroxy-3-(hydroxymethyl)-8-methoxyanthraquinone |
A. variecolor B-17 A. variecolor B-17 |
[56] [56] |
||||||||||
C16H12O6/300 C16H12O6/300 |
Rubrocristin Rubrocristin |
|
1,4,7-trihydroxy-5-methoxy-2-methylanthraquinone 1,4,7-trihydroxy-5-methoxy-2-methylanthraquinone |
A. glaucus A. variecolor B-17 Eurotium cristatum (ECE) A. glaucus A. variecolor B-17 Eurotium cristatum (ECE) |
[50][51][52][53] [56] [36][61] | ||||||||||
C16H12O6/300 C16H12O6/300 |
6-O-methylalaternin 6-O-methylalaternin |
|
1,2,8-trihydroxy-6-methoxy-3-methylanthraquinone 1,2,8-trihydroxy-6-methoxy-3-methylanthraquinone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
||||||||||
C16H12O6/300 C16H12O6/300 |
1,4,6-Trihydroxy-2-methoxy-7-methyl-anthraquinone 1,4,6-Trihydroxy-2-methoxy-7-methyl-anthraquinone |
|
3,5,8-trihydroxy-7-methoxy-2-methylanthraquinone 3,5,8-trihydroxy-7-methoxy-2-methylanthraquinone |
Halorosellinia sp. No. 1403 Halorosellinia sp. No. 1403 |
[70] [70] |
||||||||||
C15H9O5Cl/304 C15H9O5Cl/304 |
7-Chloroemodin 7-Chloroemodin |
|
---- ---- |
Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[75][76][77][79][96] | ||||||||||
C16H16O6/304 C16H16O6/304 |
Altersolanol B Altersolanol B |
|
(2S,3R)-2,3,5-trihydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone (2S,3R)-2,3,5-trihydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone |
Al. sp. ZJ-2008003 Stemphylium sp. 33231 Al. sp. ZJ-2008003 Stemphylium sp. 33231 |
[48] [93] | ||||||||||
C16H18O6/306 C16H18O6/306 |
Fusaquinon A Fusaquinon A |
|
(2R,3S,4aR,9S,9aS)-3,5,8-trihydroxy-7-methoxy-2-methyl-2,3,4,4a,9,9a-hexahydro-2,9-epoxyanthracen-10(1H)-one (2R,3S,4aR,9S,9aS)-3,5,8-trihydroxy-7-methoxy-2-methyl-2,3,4,4a,9,9a-hexahydro-2,9-epoxyanthracen-10(1H)-one |
Fusarium sp. No. ZH-210 Fusarium sp. No. ZH-210 |
[68] [68] |
||||||||||
C16H18O6/307 C16H18O6/307 |
P. oxalicum 2-HL-M-6 |
Aloe emodin, Chrysophanol, Citreorosein, Citreorosein-3- |
Dihydroaltersolanol BO-sulfate, Emodin, Emodin-3-O-sulfate, Isorhodoptilometrin |
Mangrove sed. |
Dihydroaltersolanol B |
|
[91] |
||||||||
(2 | S | ,3R)-2,3,5-trihydroxy-7-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydroanthraquinone (2S,3R)-2,3,5-trihydroxy-7-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydroanthraquinone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
Phomopsis |
||||||||||
C15H19O7/311 |
P. sp. PSU-MA214 |
C15H19O7 |
Phomopsanthraquinone, 1-hydroxy-3-methoxy-6-methylanthraquinone, Ampelanol, Macrosporin |
/ |
Mangrove Plant endo |
311 |
Xylanthraquinone Xylanthraquinone |
|
---- ---- |
[92] |
|||||
Xylaria | sp. 2508 | Xylaria sp. 2508 |
[95] [95] |
Stemphylium |
S. sp. 33231 |
2-O-acetylaltersolanol B, Alterporriol T–W, Altersolanol B&C, Auxarthrol C, Macrosporin |
|||||||||
C17H14 O6/314 C17H14 O6/314 |
Isorhodoptilometrin Isorhodoptilometrin | Mangrove Plant end. |
|
(R)-1,3,8-trihydroxy-6-(2-hydroxypropyl)anthraquinone (R)-1,3,8-trihydroxy-6-(2-hydroxypropyl)anthraquinone |
[93] |
||||||||||
Gliocladium | sp. T31 | P. oxalicum | 2-HL-M-6 Gliocladium sp. T31 P. oxalicum 2-HL-M-6 |
[78] [91] | |||||||||||
C16H12O7/317 C16H12O7 |
S. globuliferum |
/317 |
6-O-methylalaternin, Acetylalterporriol D and E, Alterporriol D and E, Altersolanol A,B and C, Dihydroaltersolanol B and C, Macrosporin, Stemphylanthranol A and B |
Salt lake Plant end. |
1,3,6,8-Tetrahydroxy-2-(1-hydroxyethyl) anthraquinone 1,3,6,8-Tetrahydroxy-2-(1-hydroxyethyl) anthraquinone |
|
1,3,6,8-tetrahydroxy-2-(1-hydroxyethyl) anthracene-9,10-dione 1,3,6,8-tetrahydroxy-2-(1-hydroxyethyl) anthracene-9,10-dione |
[94] |
|||||||
Microsphaeropsis | Microsphaeropsis | [81] [81] |
Trichoderma |
||||||||||||
C16H11O5Cl/318 C16H11O5Cl/318 |
T. aureoviride PSU-F95 |
1-O-Methyl-7-chloroemodin 1-O-Methyl-7-chloroemodin |
Coniothranthraquinone 1, Trichodermaquinone |
|
2-chloro-1,6-dihydroxy-8-methoxy-3-methylanthraquinone 2-chloro-1,6-dihydroxy-8-methoxy-3-methylanthraquinone |
Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[75][76][77][79 | X. sp. 2508 |
Altersolanol A, Bostrycin, Deoxybostrycin, Xylanthraquinone |
Marine |
[95] |
] | |||||
[ | |||||
96 | |||||
] | |||||
C | |||||
15 | |||||
H | |||||
9 | |||||
O | |||||
6 | |||||
Cl/ | |||||
320 | |||||
C | |||||
15 | |||||
H | |||||
9 | |||||
O | |||||
6 | |||||
Cl/ | |||||
320 | |||||
7-Chlorocitreorosein | |||||
7-Chlorocitreorosein | |||||
| |||||
---- | |||||
---- | |||||
Caloplaca | spp. | ( | e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[75][76][77][79][96] | |
C16H16O7/320 C16H16O7/320 |
Austrocortirubin Austrocortirubin |
|
1,4-dihydroxy-2-methoxy-7-methylanthraquinone 1,4-dihydroxy-2-methoxy-7-methylanthraquinone |
Fusarium spp. PSU-F14 and PSU-F135 Halorosellinia sp. No. 1403 Nigrospora sp. ZJ-2010006 Fusarium spp. PSU-F14 and PSU-F135 Halorosellinia sp. No. 1403 Nigrospora sp. ZJ-2010006 |
[69] [70][71] [84] |
C16H16O7/320 C16H16O7/320 |
Altersolanol C Altersolanol C |
|
(1R,2R,3R)-1,2,3,5-tetra-hydroxy-7-methoxy-2-methyl-1,2,3,4-tetra-hydroanthraquinone (1R,2R,3R)-1,2,3,5-tetra-hydroxy-7-methoxy-2-methyl-1,2,3,4-tetra-hydroanthraquinone |
Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Stemphylium sp. 33231 Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Stemphylium sp. 33231 |
[49] [48] [93] |
C16H16O7/320 C16H16O7/320 |
4-Deoxybostrycin 4-Deoxybostrycin |
|
(2R,3S,4aS,9aS,10R)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one (2R,3S,4aS,9aS,10R)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one |
Nigrospora sp. 1403 Nigrospora sp. MA75 Nigrospora sp. 1403 Nigrospora sp. MA75 |
[68][83][84][86][101] [85] |
C16H16O7/320 C16H16O7/320 |
2,3,5,8-Tetrahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone 2,3,5,8-Tetrahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone |
---- ---- |
2,3,5,8-tetrahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthracene-9,10-dione 2,3,5,8-tetrahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthracene-9,10-dione |
Al. eichorniae Al. eichorniae |
[46] [46] |
C16H16O7/321 C16H16O7/321 |
10-Deoxybostrycin 10-Deoxybostrycin |
|
--- --- |
Nigrospora sp. Nigrospora sp. |
[84] [84] |
C16H18O7/323 C16H18O7/323 |
Dihydroaltersolanol C Dihydroaltersolanol C |
|
(1R,2R,3R)-1,2,3,5-tetra-hydroxy-7-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydroanthraquinone (1R,2R,3R)-1,2,3,5-tetra-hydroxy-7-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydroanthraquinone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C16H20O7/324 C16H20O7/324 |
Fusaquinon C Fusaquinon C |
|
(2S,3R,4aR,9aR,10S)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one (2S,3R,4aR,9aR,10S)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one |
Fusarium sp. No. ZH-210 Fusarium sp. No. ZH-210 |
[68] [68] |
C16H21O7/325 C16H21O7/325 |
1-Deoxytetrahydrobostrycin 1-Deoxytetrahydrobostrycin |
|
(2R,3S)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one (2R,3S)-2,3,5,8,10-pentahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one |
A. sp. 05F16 Nigrospora sp. A. sp. 05F16 Nigrospora sp. |
[54] [83] |
C15H20O8/328 C15H20O8/328 |
Fragilin Fragilin |
|
2-chloro-1,8-dihydroxy-3-methoxy-6-methylanthraquinone 2-chloro-1,8-dihydroxy-3-methoxy-6-methylanthraquinone |
Letrouitia hafellneri L. leprolytoides Letrouitia hafellneri L. leprolytoides |
[79][80] |
C17H12O7/328 C17H12O7/328 |
5-Acetyl-2-methoxy-1,4,6-trihydroxyanthraquinone 5-Acetyl-2-methoxy-1,4,6-trihydroxyanthraquinone |
|
---- ---- |
Fuarium sp. B77 Fuarium sp. B77 |
[66] [66] |
C18H16O6/328 C18H16O6/328 |
Isorhodoptilometrin-1-methylether Isorhodoptilometrin-1-methylether |
|
1,3-dihydroxy-6-2-hydroxypropyl-8-methoxyanthraquinone 1,3-dihydroxy-6-2-hydroxypropyl-8-methoxyanthraquinone |
A. versicolor A. versicolor |
[57] [57] |
C17H14O7/329 C17H14O7/329 |
1,3,6,8-Tetrahydroxy-2-(1-methoxyethyl)anthraquinone 1,3,6,8-Tetrahydroxy-2-(1-methoxyethyl)anthraquinone |
|
--- --- |
Microsphaeropsis Microsphaeropsis |
[81] [81] |
C18H20O6/332 C18H20O6/332 |
Phomopsanthraquinone Phomopsanthraquinone |
|
(2R,3S)-7-ethyl-1,2,3,4-tetrahydro-2,3,8-trihydroxy-6-methoxy-3-methylanthraquinone (2R,3S)-7-ethyl-1,2,3,4-tetrahydro-2,3,8-trihydroxy-6-methoxy-3-methylanthraquinone |
Phomopsis sp. PSU-MA214 Phomopsis sp. PSU-MA214 |
[92] [92] |
C16H16O8/336 C16H16O8/336 |
Altersolanol A Altersolanol A |
|
(1R,2S,3R,4S)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone (1R,2S,3R,4S)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroanthraquinone |
Stemphylium globuliferum Xylaria sp. 2508 Stemphylium globuliferum Xylaria sp. 2508 |
[94] [95] |
C16H16O8/336 C16H16O8/336 |
Bostrycin Bostrycin |
|
(5S,6R,7S)-5,6,7,9,10-pentahydroxy-2-methoxy-7-methyl-5,6,7,8-tetrahydroanthracene-1,4-dione (5S,6R,7S)-5,6,7,9,10-pentahydroxy-2-methoxy-7-methyl-5,6,7,8-tetrahydroanthracene-1,4-dione |
A. sp. strain 05F16 Al. eichorniae Fusarium spp. PSU-F14/PSU-F135 Halorosellinia sp. No. 1403 Nigrospora sp. Xylaria sp. 2508 A. sp. strain 05F16 Al. eichorniae Fusarium spp. PSU-F14/PSU-F135 Halorosellinia sp. No. 1403 Nigrospora sp. Xylaria sp. 2508 |
[46,102] [69] [68,86,101,103] [84] [54] [95] [46][102] [69] [68][86][101][103] [84] [54] [95] |
C16H18O8/338 C16H18O8/338 |
SZ-685C SZ-685C |
|
1,2,3,5,8-pentahydroxy-6-methoxy-3-methyl-1,2,3,4-tetrahydroanthraquinone 1,2,3,5,8-pentahydroxy-6-methoxy-3-methyl-1,2,3,4-tetrahydroanthraquinone |
Halorosellinia sp. No. 1403 Halorosellinia sp. No. 1403 |
[70][101][104][105][106][107] |
C16H20O8/340 C16H20O8/340 |
Fusaquinon B Fusaquinon B |
|
(1R,2S,3R,4aR,9aS,10S)-1,2,3,5,8,10-hexahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one (1R,2S,3R,4aR,9aS,10S)-1,2,3,5,8,10-hexahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one |
Fusarium sp. No. ZH-210 Fusarium sp. No. ZH-210 |
[68] [68] |
C16H21O8/340 C16H21O8/340 |
Tetrahydroxybostrycin Tetrahydroxybostrycin |
|
1,2,3,5,8,10-hexahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one 1,2,3,5,8,10-hexahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one |
A. sp. 05F16 Nigrospora sp. MA75 A. sp. 05F16 Nigrospora sp. MA75 |
[54] [85] |
C18H12O7/340 C18H12O7/340 |
Versicolorin C Versicolorin C |
|
4,6,8-trihydroxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione 4,6,8-trihydroxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione |
Fungus ZSUH-36 Fungus Isolate 1850 and isolate 2526 Fungus ZSUH-36 Fungus Isolate 1850 and isolate 2526 |
[65] [64] |
C18H18O7/346 C18H18O7/346 |
2-O-Acetylaltersolanol B 2-O-Acetylaltersolanol B |
|
(2R,3S)-3,8-dihydroxy-6-methoxy-3-methyl-9,10-dioxo-1,2,3,4,9,10-hexahydroanthracen-2-yl acetate (2R,3S)-3,8-dihydroxy-6-methoxy-3-methyl-9,10-dioxo-1,2,3,4,9,10-hexahydroanthracen-2-yl acetate |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C17H14O8/347 C17H14O8/347 |
1,2,3,6,8-Pentahydroxy-7-(1-methoxyethyl)anthraquinone 1,2,3,6,8-Pentahydroxy-7-(1-methoxyethyl)anthraquinone |
|
1,2,3,6,8-pentahydroxy-7-(1-methoxyethyl)anthracene-9,10-dione 1,2,3,6,8-pentahydroxy-7-(1-methoxyethyl)anthracene-9,10-dione |
Microsphaeropsis Microsphaeropsis |
[81] [81] |
C15H10O8S/350 C15H10O8S/350 |
Emodin-3-O Sulfate Emodin-3-O Sulfate |
|
4,5-dihydroxy-7-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl hydrogen sulfate 4,5-dihydroxy-7-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl hydrogen sulfate |
P. oxalicum 2-HL-M-6 P. oxalicum 2-HL-M-6 |
[91] [91] |
C16H15O9/351 C16H15O9/351 |
Auxarthrol C Auxarthrol C |
|
(1S,2R,3R,4R,4aR,9aS)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydro-4a,9a-epoxyanthraquinone (1S,2R,3R,4R,4aR,9aS)-1,2,3,4,5-pentahydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydro-4a,9a-epoxyanthraquinone |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C19H11O7/351 C19H11O7/351 |
8-O-MethylversicolorinB 8-O-MethylversicolorinB |
|
4,8-dihydroxy-6-methoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione 4,8-dihydroxy-6-methoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione |
A. versicolor endolichenic A. versicolor endolichenic |
[108] [108] |
C21H20O5/352 C21H20O5/352 |
6,8-Dimethoxy-1-methyl-2-(3-oxobutyl)anthraquinone 6,8-Dimethoxy-1-methyl-2-(3-oxobutyl)anthraquinone |
|
---- ---- |
Fusarium sp. ZZF60 Fusarium sp. ZZF60 |
[67] [67] |
C19H13O7/353 C19H13O7/353 |
8-O-Methylversicolorin A 8-O-Methylversicolorin A |
|
4,8-dihydroxy-6-methoxyanthra[2,3-b]furo[3,2-d]furan-5,10(3aH,12aH)-dione 4,8-dihydroxy-6-methoxyanthra[2,3-b]furo[3,2-d]furan-5,10(3aH,12aH)-dione |
A. versicolor endolichenic A. versicolor endolichenic |
[108] [108] |
C20H18O6/354 C20H18O6/354 |
Averythrin Averythrin |
|
(E)-2-(hex-1-en-1-yl)-1,3,6,8-tetrahydroxyanthraquinone (E)-2-(hex-1-en-1-yl)-1,3,6,8-tetrahydroxyanthraquinone |
A. sp. SCSIO F063 A. versicolor endolichenic A. sp. SCSIO F063 A. versicolor endolichenic |
[55] [108] |
C30H18O10/358 C30H18O10/358 |
Skyrin Skyrin |
|
2,2′,4,4′,5,5′-hexahydroxy-7,7′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone 2,2′,4,4′,5,5′-hexahydroxy-7,7′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
P. chrysogenum P. chrysogenum |
[89] [89] |
C16H12O8S/364 C16H12O8S/364 |
Macrosporin-7-O-sulfate Macrosporin-7-O-sulfate |
|
Sodium 8-hydroxy-6-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl sulfate Sodium 8-hydroxy-6-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl sulfate |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C15H9O9S/365 C15H9O9S/365 |
Citreorosein-3-O-sulfate Citreorosein-3-O-sulfate |
|
4,5-dihydroxy-7-(hydroxymethyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl hydrogen sulfate 4,5-dihydroxy-7-(hydroxymethyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl hydrogen sulfate |
P. oxalicum 2-HL-M-6 P. oxalicum 2-HL-M-6 |
[91] [91] |
C20H14O7/365 C20H14O7/365 |
6,8-di-O-methylversico-lorinA 6,8-di-O-methylversico-lorinA |
|
4-hydroxy-6,8-dimethoxyanthra[2,3-b]furo[3,2-d]furan-5,10(3aH,12aH)-dione 4-hydroxy-6,8-dimethoxyanthra[2,3-b]furo[3,2-d]furan-5,10(3aH,12aH)-dione |
A. versicolor endolichenic A. versicolor EN-7 (Genbank no EU042148) A. versicolor endolichenic A. versicolor EN-7 (Genbank no EU042148) |
[108] [58] |
C21H19O6/367 C21H19O6/367 |
8-O-Methylaverythrin 8-O-Methylaverythrin |
|
(E)-2-(hex-1-en-1-yl)-1,3,6-trihydroxy-8-methoxyanthraquinone (E)-2-(hex-1-en-1-yl)-1,3,6-trihydroxy-8-methoxyanthraquinone |
A. versicolor endolichenic A. versicolor endolichenic |
[108] [108] |
C20H16O7/368 C20H16O7/368 |
Aversin Aversin |
|
4-hydroxy-6,8-dimethoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione 4-hydroxy-6,8-dimethoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione |
A. versicolor endolichenic A. versicolor endolichenic |
[108] [108] |
C20H16O7/368 C20H16O7/368 |
Aversin : (−)-isomer Aversin : (−)-isomer |
|
4-hydroxy-6,8-dimethoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione 4-hydroxy-6,8-dimethoxy-3,3a-dihydroanthra[2,3-b]furo[3,2-d]furan-5,10(2H,12aH)-dione |
A. versicolor EN-7 (Genbank no EU042148) A. versicolor EN-7 (Genbank no EU042148) |
[58] [58] |
C20H20O7/372 C20H20O7/372 |
Averantin Averantin |
|
(S)-1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone (S)-1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C20H20O7/372 C20H20O7/372 |
Averantin = (S)-(−)-averantin Averantin = (S)-(−)-averantin |
|
(S)-1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone (S)-1,3,6,8-tetrahydroxy-2-(1-hydroxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C21H18O7/382 C21H18O7/382 |
6-O-Methylaverufin 6-O-Methylaverufin |
|
7,9-dihydroxy-11-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione 7,9-dihydroxy-11-methoxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione |
Fungus ZSUH-36 A. versicolor EN-7 Fungus ZSUH-36 A. versicolor EN-7 |
[65] [58] |
C20H16O8/384 C20H16O8/384 |
Nidurufin Nidurufin |
|
5,7,9,11-tetrahydroxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione 5,7,9,11-tetrahydroxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione |
Fungus Isolate 1850 and isolate 2526 Fungus Isolate 1850 and isolate 2526 |
[64] [64] |
C20H15O8/386 C20H15O8/386 |
Averufin Averufin |
|
7,9,11-trihydroxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione 7,9,11-trihydroxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione |
A. versicolor Fungus ZSUH-36 Fungus Isolate 1850 and isolate 2526 A. versicolor Fungus ZSUH-36 Fungus Isolate 1850 and isolate 2526 |
[109] [65] [64] |
C21H22O7/386 C21H22O7/386 |
1′-O-Methylaverantin 1′-O-Methylaverantin |
|
1,3,6,8-tetrahydroxy-2-(1-methoxyhexyl)anthraquinone 1,3,6,8-tetrahydroxy-2-(1-methoxyhexyl)anthraquinone |
A. sp. SCSIO F063 Fungus ZSUH-36 A. sp. SCSIO F063 Fungus ZSUH-36 |
[55] [65] |
C19H15O9/388 C19H15O9/388 |
(2S)-2,3-Dihydroxy-propyl-1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate (2S)-2,3-Dihydroxy-propyl-1,6,8-trihydroxy-3-methyl-9,10-dioxoanthracene-2-carboxylate |
|
(1S,5′S,6′R,7′S,8′R)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dimethyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (1S,5′S,6′R,7′S,8′R)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dimethyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
A. variecolor B-17 A. variecolor B-17 |
[56] [56] |
C20H17ClO6/388 C20H17ClO6/388 |
7-Chloroaverythrin 7-Chloroaverythrin |
|
(E)-2-chloro-7-(hex-1-en-1-yl)-1,3,6,8-tetrahydroxyanthraquinone (E)-2-chloro-7-(hex-1-en-1-yl)-1,3,6,8-tetrahydroxyanthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C20H20O8/388 C20H20O8/388 |
6,8-Di-O-methylversiconol 6,8-Di-O-methylversiconol |
|
2-(1,4-dihydroxybutan-2-yl)-1,3-dihydroxy-6,8-dimethoxyanthraquinone 2-(1,4-dihydroxybutan-2-yl)-1,3-dihydroxy-6,8-dimethoxyanthraquinone |
A. versicolor EN-7 (Genbank no EU042148) A. versicolor EN-7 (Genbank no EU042148) |
[58] [58] |
C22H20O7/396 C22H20O7/396 |
6,8-Di-O-methylaverufin 6,8-Di-O-methylaverufin |
|
7-hydroxy-9,11-dimetho-xy-2-methyl-3,4,5,6-tetra-hydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione 7-hydroxy-9,11-dimetho-xy-2-methyl-3,4,5,6-tetra-hydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione |
A. versicolor endolichenic A. versicolor endolichenic |
[108] [108] |
C22H20O7/396 C22H20O7/396 |
6,8-Di-O-methylnidurufin 6,8-Di-O-methylnidurufin |
|
5,7-dihydroxy-9,11-dime-thoxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione 5,7-dihydroxy-9,11-dime-thoxy-2-methyl-3,4,5,6-tetrahydro-2H-2,6-epoxyanthra[2,3-b]oxocine-8,13-dione |
A. versicolor endolichenic A. versicolor EN-7 (Genbank no EU042148) A. versicolor endolichenic A. versicolor EN-7 (Genbank no EU042148) |
[108] [58] |
C22H22O7/398 C22H22O7/398 |
6,8-Di-O-methylaverufanin 6,8-Di-O-methylaverufanin |
|
1,3-dihydroxy-6,8-dimethoxy-2-(6-methyltetra-hydro-2H-pyran-2-yl)anthracene-9,10-dione 1,3-dihydroxy-6,8-dimethoxy-2-(6-methyltetra-hydro-2H-pyran-2-yl)anthracene-9,10-dione |
Fungus ZSUH-36 Fungus ZSUH-36 |
[65] [65] |
C22H24O7/400 C22H24O7/400 |
6,1′-O,O-Dimethylaverantin 6,1′-O,O-Dimethylaverantin |
|
(S)-1,3,8-trihydroxy-6-methoxy-2-(1-methoxyhexyl)anthraquinone (S)-1,3,8-trihydroxy-6-methoxy-2-(1-methoxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C20H17O9/401 C20H17O9/401 |
Variecolorquinone A Variecolorquinone A |
|
(S)-2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate (S)-2,3-dihydroxypropyl 1,6-dihydroxy-8-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate |
A.glaucus A. variecolor B-17 A.glaucus A. variecolor B-17 |
[50][51][52][53] [56] |
C22H24O7/401 C22H24O7/401 |
6,8-Di-O-methylaveran-tin 6,8-Di-O-methylaveran-tin |
|
(S)-1,3-dihydroxy-2-(1-hydroxyhexyl)-6,8-dimetho-xyanthraquinone (S)-1,3-dihydroxy-2-(1-hydroxyhexyl)-6,8-dimetho-xyanthraquinone |
A. versicolor EN-7 (Genbank no EU042148) A. sp. SCSIO F063 A. versicolor EN-7 (Genbank no EU042148) A. sp. SCSIO F063 |
[58] [55] |
C21H19ClO6/402 C21H19ClO6/402 |
6-O-Methyl-7-chloroaverythrin 6-O-Methyl-7-chloroaverythrin |
|
(E)-2-chloro-7-(hex-1-en-1-yl)-1,6,8-trihydroxy-3-methoxyanthraquinone (E)-2-chloro-7-(hex-1-en-1-yl)-1,6,8-trihydroxy-3-methoxyanthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C20H19ClO7/407 C20H19ClO7/407 |
(1′S)-7-Chloroaverantin (1′S)-7-Chloroaverantin |
|
(S)-2-chloro-1,3,6,8-tetrahydroxy-7-(1-hydroxyhexyl)anthraquinone (S)-2-chloro-1,3,6,8-tetrahydroxy-7-(1-hydroxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C22H23ClO7/407 C22H23ClO7/407 |
6,1′-O,O-Dimethyl-7-chloroaverantin 6,1′-O,O-Dimethyl-7-chloroaverantin |
|
(S)-2-chloro-1,6,8-trihydroxy-3-methoxy-7-(1-methoxyhexyl)anthraquinone (S)-2-chloro-1,6,8-trihydroxy-3-methoxy-7-(1-methoxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C23H26O7/414 C23H26O7/414 |
6,8,1′-Tri-O-methyl-averantin 6,8,1′-Tri-O-methyl-averantin |
|
1,3-dihydroxy-6,8-dimethoxy-2-(1-methoxyhexyl)anthraquinone 1,3-dihydroxy-6,8-dimethoxy-2-(1-methoxyhexyl)anthraquinone |
A.versicolor endolichenic Fungus ZSUH-36 A.versicolor endolichenic Fungus ZSUH-36 |
[108] [65] |
C21H19O9/415 C21H19O9/415 |
6-3-O-(Ribofuranosyl)questin 6-3-O-(Ribofuranosyl)questin |
|
1,6-dihydroxy-6-O-(ribofuranosyl)-8-methoxy-3-methylanthraquinone 1,6-dihydroxy-6-O-(ribofuranosyl)-8-methoxy-3-methylanthraquinone |
Eurotium rubrum Eurotium rubrum |
[63] [63] |
C21H21ClO7/420 C21H21ClO7/420 |
1′-O-methyl-7-chloro averantin 1′-O-methyl-7-chloro averantin |
|
(S)-2-chloro-1,3,6,8-tetrahydroxy-7-(1-methoxy-hexyl)anthraquinone (S)-2-chloro-1,3,6,8-tetrahydroxy-7-(1-methoxy-hexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C21H21ClO7/421 C21H21ClO7/421 |
6-O-methyl-7-chloro-averantin 6-O-methyl-7-chloro-averantin |
|
(S)-2-chloro-1,6,8-trihydroxy-7-(1-hydroxyhexyl)-3-methoxyanthraquinone (S)-2-chloro-1,6,8-trihydroxy-7-(1-hydroxyhexyl)-3-methoxyanthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C24H28O8/444 C24H28O8/444 |
Averantin-1′-butyl ether Averantin-1′-butyl ether |
|
(S)-2-(1-butoxyhexyl)-1,3,6,8-tetrahydroxy-anthraquinone (S)-2-(1-butoxyhexyl)-1,3,6,8-tetrahydroxy-anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C24H27ClO7/463 C24H27ClO7/463 |
7-Chloroaverantin-1′-butyl ether 7-Chloroaverantin-1′-butyl ether |
|
(S)-2-(1-butoxyhexyl)-7-chloro-1,3,6,8-tetrahy-droxyanthraquinone (S)-2-(1-butoxyhexyl)-7-chloro-1,3,6,8-tetrahy-droxyanthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C21H21BrO7/465 C21H21BrO7/465 |
6-O-Methyl-7-bromoaverantin 6-O-Methyl-7-bromoaverantin |
|
(S)-2-bromo-1,6,8-trihydroxy-7-(1-hydroxyhexyl)-3-methoxyanthraquinone (S)-2-bromo-1,6,8-trihydroxy-7-(1-hydroxyhexyl)-3-methoxyanthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C22H23BrO7/479 C22H23BrO7/479 |
6,1′-O,O-Dimethyl-7-bromoaverantin 6,1′-O,O-Dimethyl-7-bromoaverantin |
|
(S)-2-bromo-1,6,8-trihydroxy-3-methoxy-7-(1-methoxyhexyl)anthraquinone (S)-2-bromo-1,6,8-trihydroxy-3-methoxy-7-(1-methoxyhexyl)anthraquinone |
A. sp. SCSIO F063 A. sp. SCSIO F063 |
[55] [55] |
C24H23O11/487 C24H23O11/487 |
Macrosporin2-O-(6′-acetyl)-a-d-glucopyranoside Macrosporin2-O-(6′-acetyl)-a-d-glucopyranoside |
|
((2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-((8-hydroxy-6-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)oxy)tetrahydro-2H-pyran-2-yl)methyl acetate ((2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-((8-hydroxy-6-methoxy-3-methyl-9,10-dioxo-9,10-dihydroanthracen-2-yl)oxy)tetrahydro-2H-pyran-2-yl)methyl acetate |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C28H24O10/520 C28H24O10/520 |
Penicillanthranin A Penicillanthranin A |
|
(1S,3R,4S)-1-(6-ethyl-1,3,8-trihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)-6,8-dihy-droxy-3,4,5-trimethyliso-chroman-7-carboxylic acid (1S,3R,4S)-1-(6-ethyl-1,3,8-trihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)-6,8-dihy-droxy-3,4,5-trimethyliso-chroman-7-carboxylic acid |
P. citrinum PSU-F51 P. citrinum PSU-F51 |
[88] [88] |
C28H24O11/536 C28H24O11/536 |
Penicillanthranin B Penicillanthranin B |
|
(1S,3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-(1,3,8-trihydroxy-6-(hydroxy-methyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl)isochroman-7-carboxylic acid (1S,3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-(1,3,8-trihydroxy-6-(hydroxy-methyl)-9,10-dioxo-9,10-dihydroanthracen-2-yl)isochroman-7-carboxylic acid |
P. citrinum PSU-F51 P. citrinum PSU-F51 |
[88] [88] |
C32H24O8/536 C32H24O8/536 |
(trans)-R (cis)-Emodin-Physcion bianthrone (trans)-R (cis)-Emodin-Physcion bianthrone |
|
2,4,4′,5,5′-pentahydroxy-2′-methoxy-7,7′-dimethyl-[9,9′-bianthracene]-10,10′(9H,9′H)-dione 2,4,4′,5,5′-pentahydroxy-2′-methoxy-7,7′-dimethyl-[9,9′-bianthracene]-10,10′(9H,9′H)-dione |
A. glaucus A. glaucus |
[50][51][52][53] |
C32H21O10/565 C32H21O10/565 |
Alterporriol Q Alterporriol Q |
|
1′,2,7′,8-tetrahydroxy-3′,6-dimethoxy-3,6′-dimethyl-[1,2′-bianthracene]-9,9′,10,10′-tetraone 1′,2,7′,8-tetrahydroxy-3′,6-dimethoxy-3,6′-dimethyl-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ-2008003 Al. sp. ZJ-2008003 |
[48] [48] |
C32H21O10/565 C32H21O10/565 |
Alterporriol R Alterporriol R |
|
2,4′,6′,8-tetrahydroxy-2′,6-dimethoxy-3,7′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone 2,4′,6′,8-tetrahydroxy-2′,6-dimethoxy-3,7′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ-2008003 Al. sp. ZJ-2008003 |
[48] [48] |
C32H22O10/566 C32H22O10/566 |
Alterporriol V Alterporriol V |
|
2,2′,8,8′-tetrahydroxy-6,6′-dimethoxy-3,3′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone 2,2′,8,8′-tetrahydroxy-6,6′-dimethoxy-3,3′-dimethyl-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C30H22O12/574 C30H22O12/574 |
Cytoskyrin A Cytoskyrin A |
|
(6R,14R,17S,18R,19R,20S)-1,7,9,15,17,20-hexahydroxy-3,11-dimethoxy-6,13a,5a,14-(epibutane[1,2,3,4]tetrayl)cycloocta[1,2-b:5,6-b′]dinaphtha-lene-5,8,13,16(6H,14H)-tetraone (6R,14R,17S,18R,19R,20S)-1,7,9,15,17,20-hexahydroxy-3,11-dimethoxy-6,13a,5a,14-(epibutane[1][2][3][4]tetrayl)cycloocta[1,2-b:5,6-b′]dinaphtha-lene-5,8,13,16(6H,14H)-tetraone |
Curvularia lunata Curvularia lunata |
[50][51][59][60] |
C32H26O10/586 C32H26O10/586 |
Alterporriol K Alterporriol K |
|
(5S,8R)-4,4′,5,7′,8-penta-hydroxy-1,1′-dimethoxy-6′,8-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone (5S,8R)-4,4′,5,7′,8-penta-hydroxy-1,1′-dimethoxy-6′,8-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Al. sp. ZJ9-6B Al. sp. ZJ-2008003 |
[49] [48] |
C32H30O13/590 C32H30O13/590 |
Alterporriol T Alterporriol T |
|
(6R,6′S,7R,7′R,8R)-1′,4,6,6′,7,7′,8-heptahydroxy-2,3′-dimethoxy-6′,7-dime-thyl-5,5′,6,6′,7,7′,8,8′-octahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (6R,6′S,7R,7′R,8R)-1′,4,6,6′,7,7′,8-heptahydroxy-2,3′-dimethoxy-6′,7-dime-thyl-5,5′,6,6′,7,7′,8,8′-octahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C32H25O12/601 C32H25O12/601 |
Alterporriol L Alterporriol L |
|
(6S,7R,8R)-4,4′,6,7,7′,8-hexahydroxy-1,1′-dimethoxy-6′,7-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone (6S,7R,8R)-4,4′,6,7,7′,8-hexahydroxy-1,1′-dimethoxy-6′,7-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Al. sp. ZJ9-6B Al. sp. ZJ-2008003 |
[49] [48] |
C32H25O12/601 C32H25O12/601 |
Alterporriol M Alterporriol M |
|
(6S,7S,8R)-4,4′,6,7,7′,8-hexahydroxy-1,1′-dimethoxy-6′,7-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone (6S,7S,8R)-4,4′,6,7,7′,8-hexahydroxy-1,1′-dimethoxy-6′,7-dimethyl-5,6,7,8-tetrahydro-[2,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ9-6B Al. sp. ZJ-2008003 Al. sp. ZJ9-6B Al. sp. ZJ-2008003 |
[49] [48] |
C32H25O12/601 C32H25O12/601 |
Alterporriol P Alterporriol P |
|
(5′R,6′R,7′R)-1′,2,5′,6′,7′,8-hexahydroxy-3′,6-dimethoxy-3,6′-dimethyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (5′R,6′R,7′R)-1′,2,5′,6′,7′,8-hexahydroxy-3′,6-dimethoxy-3,6′-dimethyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ-2008003 Al. sp. ZJ-2008003 |
[48] [48] |
C32H26O12/602 C32H26O12/602 |
Alterporriol W Alterporriol W |
|
(1′R,6R,7R,8R)-2′,4,6,7,8,8′-hexahydroxy-2,6′-dimethoxy-3′,7-dimethyl-5,6,7,8-tetrahydro-[1,1′-bianthracene]-9,9′,10,10′-tetraone (1′R,6R,7R,8R)-2′,4,6,7,8,8′-hexahydroxy-2,6′-dimethoxy-3′,7-dimethyl-5,6,7,8-tetrahydro-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C32H30O12/606 C32H30O12/606 |
Alterporriol U Alterporriol U |
|
(6R,6′S,7S,7′R)-1′,4,6,6′,7,7′-hexahydroxy-2,3′-di-methoxy-6′,7-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (6R,6′S,7S,7′R)-1′,4,6,6′,7,7′-hexahydroxy-2,3′-di-methoxy-6′,7-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium sp. 33231 Stemphylium sp. 33231 |
[93] [93] |
C31H32O13/612 C31H32O13/612 |
Alterporriol S Alterporriol S |
|
(2′S,3′R,4′S,6R,7S,9′R)-1,2′,3′,4,5′,6,7,8′-octahy-droxy-7′-methoxy-2′,4′,7-trimethyl-2′,3′,4′,4′a,5,6,7,8,9′,9′a-decahydro-[2,9′-bianthracene]-9,10,10′(1′H)-trione (2′S,3′R,4′S,6R,7S,9′R)-1,2′,3′,4,5′,6,7,8′-octahy-droxy-7′-methoxy-2′,4′,7-trimethyl-2′,3′,4′,4′a,5,6,7,8,9′,9′a-decahydro-[2,9′-bianthracene]-9,10,10′(1′H)-trione |
Al. sp. (SK11) Al. sp. (SK11) |
[47] [47] |
C32H25O13/617 C32H25O13/617 |
(+)-aS-alterporriol C (+)-aS-alterporriol C |
|
(1S,5′S,6′R,7′S,8′R)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dime-thyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (1S,5′S,6′R,7′S,8′R)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dime-thyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. (SK11) Al. sp. (SK11) |
[47] [47] |
C32H25O13/617 C32H25O13/617 |
Alterporriol C Alterporriol C |
|
(1S,5′R,6′S,7′R,8′S)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dime-thyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone (1S,5′R,6′S,7′R,8′S)-1′,2,5′,6′,7′,8,8′-heptahydroxy-3′,6-dimethoxy-3,6′-dime-thyl-5′,6′,7′,8′,8′a,10′a-hexahydro-[1,2′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. (SK11) Al. sp. ZJ-2008003 Al. sp. (SK11) Al. sp. ZJ-2008003 |
[47] [48] |
C32H29O14/637 C32H29O14/637 |
Alterporriol N Alterporriol N |
|
(6R,6′R,7R,7′R,8R,8′R)-4,4′,6,6′,7,7′,8,8′-octahy-droxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-bianthracene]-9,9′,10,10′-tetraone (6R,6′R,7R,7′R,8R,8′R)-4,4′,6,6′,7,7′,8,8′-octahy-droxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ-2008003 Al. sp. ZJ-2008003 |
[48] [48] |
C32H29O14/637 C32H29O14/637 |
Alterporriol O Alterporriol O |
|
(2R,2′R,3S,3′S)-2,2′,3,3′,8,8′-hexahydroxy-6,6′-dimethoxy-3,3′-dimethyl-1,1′,2,2′,3,3′,4,4′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone (2R,2′R,3S,3′S)-2,2′,3,3′,8,8′-hexahydroxy-6,6′-dimethoxy-3,3′-dimethyl-1,1′,2,2′,3,3′,4,4′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Al. sp. ZJ-2008003 Al. sp. ZJ-2008003 |
[48] [48] |
C34H33O17/713 C34H33O17/713 |
Acetylalterporriol D Acetylalterporriol D |
|
(1′S,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6′,7,7′,8,8′-nonahydroxy-2,2′-dimethoxy-7,7′-dimethyl-9,9′,10,10′-tetraoxo-5,5′,6,6′,7,7′,8,8′,9,9′,10,10′-dodecahydro-[1,1′-bianthracen]-6-yl acetate (1′S,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6′,7,7′,8,8′-nonahydroxy-2,2′-dimethoxy-7,7′-dimethyl-9,9′,10,10′-tetraoxo-5,5′,6,6′,7,7′,8,8′,9,9′,10,10′-dodecahydro-[1,1′-bianthracen]-6-yl acetate |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C34H33O17/713 C34H33O17/713 |
Acetylalterporriol E Acetylalterporriol E |
|
(1′R,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6′,7,7′,8,8′-nonahydroxy-2,2′-dimethoxy-7,7′-dimethyl-9,9′,10,10′-tetraoxo-5,5′,6,6′,7,7′,8,8′,9,9′,10,10′-dodecahydro-[1,1′-bianthracen]-6-yl acetate (1′R,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6′,7,7′,8,8′-nonahydroxy-2,2′-dimethoxy-7,7′-dimethyl-9,9′,10,10′-tetraoxo-5,5′,6,6′,7,7′,8,8′,9,9′,10,10′-dodecahydro-[1,1′-bianthracen]-6-yl acetate |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C34H33O17/713 C34H33O17/713 |
Alterporriol D Alterporriol D |
|
(1S,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6,6′,7,7′,8,8′-decahydroxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone (1S,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6,6′,7,7′,8,8′-decahydroxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C34H33O17/713 C34H33O17/713 |
Alterporriol E Alterporriol E |
|
(1R,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6,6′,7,7′,8,8′-decahydroxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone (1R,5S,5′S,6R,6′R,7S,7′S,8R,8′R)-4,4′,5,5′,6,6′,7,7′,8,8′-decahydroxy-2,2′-dimethoxy-7,7′-dimethyl-5,5′,6,6′,7,7′,8,8′-octahy-dro-[1,1′-bianthracene]-9,9′,10,10′-tetraone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C48H40O21/952 C48H40O21/952 |
Stemphylanthranol A Stemphylanthranol A |
|
(5S,5′′S,6R,6′′R,7S,7′′S,8R,8′′R)-2′,4,4′′,5,5′′,6,6′′,7,7′′,8,8′,8′′-dodecahydroxy-2,2′′,6′-trimethoxy-3′,7,7′′-trimethyl-5,5′′,6,6′′,7,7′′,8,8′′-octahydro-[1,1′:5′,1′′-teranthracene]-9,9′,9′′,10,10′,10′′-hexaone (5S,5′′S,6R,6′′R,7S,7′′S,8R,8′′R)-2′,4,4′′,5,5′′,6,6′′,7,7′′,8,8′,8′′-dodecahydroxy-2,2′′,6′-trimethoxy-3′,7,7′′-trimethyl-5,5′′,6,6′′,7,7′′,8,8′′-octahydro-[1,1′:5′,1′′-teranthracene]-9,9′,9′′,10,10′,10′′-hexaone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
C48H40O21/952 C48H40O21/952 |
Stemphylanthranol B Stemphylanthranol B |
|
(5S,5′′R,6R,6′′R,7S,7′′R,8R,8′′R)-2′,4,4′′,5,5′′,6,7,7′′,8,8′,8′′-undecahydroxy-2,2′′,6′-trimethoxy-3′,6′′,7,7′′-tetramethyl-5,5′′,6,6′′,7,7′′,8,8′′-octahydro-[1,1′:7′,1′′-tetranthracene]-9,9′,9′′,10,10′,10′′-hexaone (5S,5′′R,6R,6′′R,7S,7′′R,8R,8′′R)-2′,4,4′′,5,5′′,6,7,7′′,8,8′,8′′-undecahydroxy-2,2′′,6′-trimethoxy-3′,6′′,7,7′′-tetramethyl-5,5′′,6,6′′,7,7′′,8,8′′-octahydro-[1,1′:7′,1′′-tetranthracene]-9,9′,9′′,10,10′,10′′-hexaone |
Stemphylium globuliferum Stemphylium globuliferum |
[94] [94] |
---- ---- |
7-Chloroemodic acid 7-Chloroemodic acid |
---- ---- |
---- ---- |
Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[75][76][77][79][96] |
---- ---- |
7-Chloroemodinal 7-Chloroemodinal |
---- ---- |
---- ---- |
Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.)L. hafellneri L. leprolytoides Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.)L. hafellneri L. leprolytoides |
[75][76][77][79][96] [80] |
---- ---- |
7-Chloro-1,6,8-trihydroxy-3-methyl-10-anthrone 7-Chloro-1,6,8-trihydroxy-3-methyl-10-anthrone |
---- ---- |
---- ---- |
Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Caloplaca spp. (e.g., C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) |
[75][76][77][79][96] |
Abbreviations: A.: Aspergillus; Al.: Alternaria; P.: Penicillium. Orange brown: ; Orange: ; Yellow: ; Red: ; Bronze: .