Journal
JOURNAL OF NATURAL PRODUCTS
Volume 73, Issue 11, Pages 1780-1784Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np100386q
Keywords
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Funding
- Ministry of Science and Technology of China [2010CB833802, 2007AA09Z446]
- Research Center for Marine Microbes of the Chinese Academy of Sciences [KSCX2-YW-G-073]
- National Science Foundation of China [30910103914]
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7-Nor-ergosterolide (1), a rare 7-norsteroid with an unusual pentalactone B-ring system, and two new steroid derivatives, 3 beta,11 alpha-dihydroxyergosta-8,24(28)-dien-7-one (2) and 3 beta-hydroxyergosta-8,24(28)-dien-7-one (3), were characterized from the culture extract of Aspergillus ochraceus EN-31, an endophytic fungus isolated from the marine brown alga Sargassum kjellmanianum. In addition, nine known related steroids were isolated and identified. The structures of these compounds were established on the basis of extensive spectroscopic analysis. The absolute configuration of the new steroids (1-3) was determined by application of the modified Mosher's method. Compound 1, which represents the first example of a 7-nor-ergosteroid possessing a pentalactone B-ring system in a naturally occurring steroid, displayed cytotoxicity against NCl-H460, SMMC-7721, and SW1990 cell lines with IC50 values of 5.0, 7.0, and 28.0 mu g/mL, respectively. Compound 2 also displayed cytotoxicity against the SMMC-7721 cell line with an IC50 value of 28.0 mu g/mL.
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