Zhang Wen, Draeger Siegfried, Schulz Barbara, Krohn Karsten
Research Center for Marine Drugs, School ofPharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, PR China.
Nat Prod Commun. 2009 Nov;4(11):1449-54.
The new (22E,24R)-3-acetoxy-19(10-->6)-abeo-ergosta-5,7,9,22-tetraen-3beta-ol (1) and the known (22E,24R)-19(10-->6)-abeo-ergosta-5,7,9,22-tetraen-3beta-ol (2), two interesting ergosteroids with rare aromatized ring B, together with seven known derivatives, namely (22E,24R)-ergosta-5,7,22-trien-3beta-ol (3), (22E,24R)-ergosta-4,7,22-trien-3-one (4), (22E,24R)-ergosta-4,6,8(14),22-tetraen-3-one (5), (22E,24R)-5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol (6), (22E,24R)-ergosta-7,22-dien-3beta,5alpha,6beta-triol (7), (22E,24R)-6-acetoxy-ergosta-7,22-dien-3beta,5alpha,6beta-triol (8), and (22E,24R)-3,6-diacetoxy-ergosta-7,22-dien-3beta,5alpha,6beta-triol (9), were isolated from Colletotrichum sp., an endophytic fungus isolated from Ilex canariensis from Gomera. The structures of these compounds were elucidated by detailed spectroscopic analysis, comparison with reported data, and chemical interconversion. The isolation of these metabolites not only displays a beautiful array of chemical diversity, but also gives insight into the biosynthetic interconnections. Preliminary studies showed antimicrobial activity of these compounds against the fungus Microbotryum violaceum, the alga Chlorella fusca, and the bacteria Escherichia coli and Bacillus megaterium.
新型（22E，24R）-3-乙酰氧基-19（10→6）-去甲-麦角甾-5,7,9,22-四烯-3β-醇（1）和已知的（22E，24R）-19（10→6）-去甲-麦角甾-5,7,9,22-四烯-3β-醇（2）是两种有趣的具有罕见芳构化B环的麦角甾类化合物，它们与七种已知衍生物，即（22E，24R）-麦角甾-5,7,22-三烯-3β-醇（3）、（22E，24R）-麦角甾-4,7,22-三烯-3-酮（4）、（22E，24R）-麦角甾-4,6,8（14）,22-四烯-3-酮（5）、（22E，24R）-5α,8α-环氧麦角甾-6,22-二烯-3β-醇（6）、（22E，24R）-麦角甾-7,22-二烯-3β,5α,6β-三醇（7）、（22E，24R）-6-乙酰氧基-麦角甾-7,22-二烯-3β,5α,6β-三醇（8）和（22E，24R）-3,6-二乙酰氧基-麦角甾-7,22-二烯-3β,5α,6β-三醇（9），是从一种从加那利群岛戈梅拉岛的冬青叶中分离得到的内生真菌炭疽菌属中分离出来的。这些化合物的结构通过详细的光谱分析、与报道数据的比较以及化学相互转化得以阐明。这些代谢产物的分离不仅展示了一系列丰富的化学多样性，还为生物合成的相互联系提供了深入了解。初步研究表明，这些化合物对真菌堇色小煤炱、藻类小球藻以及细菌大肠杆菌和巨大芽孢杆菌具有抗菌活性。
