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 |
---|---|---|---|---|---|
C14H C 8O14 3/224 |
Genus |
Species/Strain No |
Name of Compounds Produced |
Source of Isolation |
Refs. |
|||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Alternaria |
H8O3/224 |
Al. eichorniae |
Hydroxy-9,10-anthraquinone Hydroxy-9,10-anthraquinone |
4-deoxyBostrycin, Bostrycin |
Mar. Plant pathogen |
|
| 1-hydroxy-3-methylanthraquinone
1-hydroxy-3-methylanthraquinone[46] | |||||||
Halorosellinia | sp. No. 1403 | Halorosellinia sp. No. 1403 |
[70]
[70] |
H10O3 |
Al. (SK11) |
/238 |
(+) α S-alterporriol C, 6-methylquinizarin, Alterporriol S, Austrocortinin |
Pachybasin |
Mangrove Plant end. |
Pachybasin |
[47] |
||||
Mar. Org end. | |||||||||||||||
[ | |||||||||||||||
] | |||||||||||||||
C15H10O3/238
C15 |
|
|
1-hydroxy-3-methylanthraquinone
1-hydroxy-3-methylanthraquinone |
Monodictys sp.
Monodictys sp. |
[14][82] | ||||||||||
C15H
C15H10 10OO4/ 4/254 254 |
Al. sp. ZJ-2008003 |
Chrysophanol Chrysophanol |
Alterporriol C, K–R, Altersolanol B and C, Macrosporin |
Mar. Org end. |
|
| 1,8-dihydroxy-3-methylanthraquinone
1,8-dihydroxy-3-methylanthraquinone[48] | ||||||||
Monodictys | sp. | Paecilomyces | sp. P. citrinum PSU-F51
Monodictys P. oxalicum 2-HL-M-6sp. Paecilomyces sp. P. citrinum |
/ |
Al. sp. ZJ9-6B |
254 |
6-Methylquinizarin
6-Methylquinizarin |
Alterporriols C–M, Altersolanol A, Dactylariol, Macrosporin, Physcion, TetrahydroAltersolanol B |
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] |
||||||||||||
C15H C 10O15 5/270H10O5/270 |
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 sp. 33231
Al. sp. ZJ9-6B Al. Al. sp. ZJ-2008003sp. ZJ-2008003 Phomopsis sp. PSU-MA214 Phomopsis sp. PSU-MA214Stemphylium globuliferum Stemphylium sp. 33231 Stemphylium globuliferum Stemphylium |
[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.) |
[99] 96] | ||||||||||
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] |
||||||||||||
PSU-F51 | P. oxalicum | 2-HL-M-6 | [ | 14][82] [87] [88] [91]
[14,82] [87] [881,8-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 |
[91] [56] |
N. sp. 1403 |
4-deoxybostrycin, Bostrycin |
Mangrove |
[86] |
||||||
Paecilomyces |
P. sp. (Tree 1-7) |
Chrysophanol, Emodin |
Mangrove |
[87] |
|||||||||||
] [ | ] | . 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] |
||||||||||
[ | 61 | ] | 57]
[91] [56] [61] [75,76,77,79,96] [36] [78] [14,82] [87] [88] [57] [75][76][77][79][96] [36] [78] [14][82] [87] [88] [ |
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
|
|
, | 96] [73][74][76][77][79][ |
|||||||||||
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., Pyrenula cerina, C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Letrouitia hafellneri, L. leprolytoides, Arthonia elegans, Biatorella conspersa, C. ehrenbergii, C. schaereri, C. spitsbergensis, etc.) Letrouitia hafellneri, L. leprolytoides, Arthonia elegans, Biatorella conspersa, B. ochrophora, Sphaerophorus fragilis,B. ochrophora Stereocaulon corticatulum, v. procerum,, Pyrenula cerina, Trypethelium aeneum, T. aureomaculataAl. sp. ZJ9-6B A. glaucus A. variecolor B-17 Eurotium repens Eurotium cristatum Caloplaca spp. ( |
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)
Al. |
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
C15H10O4 | [ | ] | |||||||||||||
Eurotium |
E. cristatum (ECE) |
Catenarin, Emodin, Erythroglaucyn, Physcion, Physcion anthrone, Questin, Rubrocristin |
Mar. Org end. |
||||||||||||
sp. (SK11) | [ | 47 | ] |
[47] |
|||||||||||
C16H12 |
E. repens |
O |
Catenarin, Erythroglaucyn, Physcion, Physcion anthrone |
5 |
Mar. Org end. |
/ | |||||||||
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] |
|||||||||||
e.g., | Sphaerophorus fragilis | , | Stereocaulon corticatulum | , v. procerum, Trypethelium aeneum, T. aureomaculata |
[49] ] [50,51,52,53] [,77,79,96] [72,80] [50][51][52][53] [56] [62] [36]][77][79][96] [61] [75][76[72][80][49 |
||||||||||
C16H12O5 |
F. sp. ZZF60 |
/284
C16H |
6,8-dimethoxy-1-methyl-2-(3-oxobutyl) anthraquinone |
12O5/284 |
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] [53],63] 52][[36][61][63] |
|||||||||||
C15H10O6/286 | F. sp. No. ZH-210 |
C |
Fusaquinon A,B,C |
15H10O6/286 |
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] [36][62] [51] [56] [52][53] | |||||||||||
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]53] [51][52][ |
Lichens |
|||||||||||
C15H10O |
Arthonia elegans, Biatorella conspersa, B. ochrophora, Pyrenula cerina, Sphaerophorus fragilis, Stereocaulon corticatulum,v. procerum, Trypethelium aeneum, T. aureomaculata, etc. |
6 |
Physcion |
/286
C15H10O6/286 |
Lichens |
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 Demethoxyaustrocortirubin | Citreorosein, Emodin, Isorhodoptilometrin |
|
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 |
||||||||||
C16H C 12O16 6/300H12O6/300 |
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] [36][61] [51][52][53] [56] | ||||||||||
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 B | O-sulfate, Emodin, Emodin-3-O-sulfate, Isorhodoptilometrin |
Mangrove sed. |
Dihydroaltersolanol B
|
|
[91] |
|||||||
(2 | S | ,3 | R)-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
C |
P. sp. PSU-MA214 |
15H19O7/ |
Phomopsanthraquinone, 1-hydroxy-3-methoxy-6-methylanthraquinone, Ampelanol, Macrosporin |
311 |
Mangrove Plant endo |
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/ 12O7/317 317C16 |
S. globuliferum |
H |
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][96] |
Altersolanol A, Bostrycin, Deoxybostrycin, Xylanthraquinone |
Marine |
[95] |
, | |||||
] | |||||
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] |
C16H C 16O16 7/320H16O7/320 |
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][95]
[46,102] [69] [68,86,101,103] [84] [54] [95 [102] [69] 68][86][101][103] [84]] [[54] |
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,3 ,2 R,4aR,9aS,3R S,10,4aR,9a S)-1,2,3,5,8,10-hexahydroxy-6-methoxy-3-methyl-1,3,4,4a,9a,10-hexahydroanthracen-9(2H)-one(1RS,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/ 18O6/354 354C20H |
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] |
C21H C 19O21 6/367H19O6/367 |
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] |
C20H
C20H20 20OO7/ 7/372 372 |
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′,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
(1 S,6′S,5′S,6′R,7′S,8′ R,7′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 S |
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] |
C20H
C20H20 20OO8/ 8/388 388 |
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][56] [51][52][53] |
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/ 21ClO7/421 421C21H |
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] |
C24H C 27ClO24 7/463H27ClO7/463 |
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,3,6R)-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
((2 S,4R,3S,4S,5R,6 S,5R)-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 R |
Stemphylium sp. 33231
Stemphylium sp. 33231 |
[93]
[93] |
C28H24O10/520
C28H24O10/520 |
Penicillanthranin A Penicillanthranin A
|
|
(1S,3 (1S,3R,4 R,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 acidS)-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,14 ,14R,17S,18R,19R,20S R,17)-1,7,9,15,17,20-hexahydroxy-3,11-dimethoxy-6,13a,5a,14-(epibutane[ S,18R,19R,20S)-1,7,9,15,17,20-hexahydroxy-3,11-dimethoxy-6,13a,5a,14-(epibutane,2,3,4]tetrayl)cycloocta[1,2-b:5,6-b′]dinaphtha-lene-5,8,13,16(6H [1][2][3][4]tetrayl)cycloocta[1,2-b:5,6-b′]dinaphtha-lene-5,8,13,16(6H,14H)-tetraone(6R,14H)-tetraone |
Curvularia lunata
Curvularia lunata |
[50]60] [51][59][ |
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] |
C32H
C32H30 30OO13/ 13/590 590 |
Alterporriol T Alterporriol T
|
|
(6R,6′ R,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 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(6 |
Stemphylium sp. 33231
Stemphylium sp. 33231 |
[93]
[93] |
C32H 32H25O12/601 25O12/601C |
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] |
C32H 32H25O12/601 25O12/601C |
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] |
C32H 32H25O12/601 25O12/601C |
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/ 32O13/612 612C31H |
Alterporriol S Alterporriol S
|
|
(2′S,3′ S,3′R,4′ 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′ S,6H R,7S,9′)-trione 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′ |
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′
(1 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′-tetraoneS,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] |
C32H
C32H25 25OO13/ 13/617 617 |
Alterporriol C Alterporriol C
|
|
(1S,5′ S,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 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(1 |
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/ 33O17/713 713C34H |
Acetylalterporriol E Acetylalterporriol E
|
|
(1′R,5R)-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,5′R,5S,5′S,6R,6′ S,6R,7S R,6′,7′S,8 R,7R S,7′S,8,8′ R,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,6 S,6R,6′R,7S,7′ R,6′S R,7S,7′,8R,8′ 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′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] |
C34H
C34H33 33OO17/ 17/713 713 |
Alterporriol E Alterporriol E
|
|
(1R,5R,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,6 S,5′S,6R R,6′R,7,6′ S,7′S,8R,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:
:
;
.:
;
.:
. Orange brown: ; Orange: ; Yellow: ; Red: ; Bronze: .