Polyhydroxylated steroids from an endophytic fungus, Chaetomium globosum ZY-22 isolated from Ginkgo biloba.

Full Abstract

A novel polyhydroxylated C(29)-sterol, 25xi-methyl-22-homo-5alpha-cholest-7,22-diene-3beta,6beta,9alpha-triol, designated globosterol (1), together with one known tetrahydroxylated ergosterol (22E, 24R)-ergosta-7,22-diene-3beta,5alpha,6beta,9alpha-tetraol (2) has been isolated from the cultures of an endophytic fungus, Chaetomium globosum ZY-22 originated from the plant Ginkgo biloba. The structures and relative configurations of 1 and 2 were established on the basis of extensive spectroscopic analyses including 1D and 2D NMR ((1)H-(1)H COSY, HSQC, HMBC, and NOESY) experiments and comparison with the literature. Globosterol (1) possesses an unprecedented 25-methyl Delta(22)-C(10)-side chain and Delta(7)-3beta,6beta,9alpha-hydroxy-steroid nucleus, which represents the first example for C(29)-steroids of the group.

Author information

Author/s: Qin, Jian-Chun (JC); Gao, Jin-Ming (JM); Zhang, Ya-Mei (YM); Yang, Sheng-Xiang (SX); Bai, Ming-Sheng (MS); Ma, Ya-Tuan (YT); Laatsch, Hartmut (H);

Affiliation: College of Science, Northwest A & F University, Yangling, Shaanxi 712100, China.

Journal and publication information

Publication Type: Journal Article; Research Support, Non-U.S. Gov't

Journal: Steroids (Steroids), published in United States. (Language: eng)

Reference: 2009-Sep; vol 74 (issue 9) : pp 786-90

Dates: Created 2009/06/22; Completed 2009/09/09;

PMID: 19427327, status: MEDLINE (last retrieval date: 9/9/2009, IMS Date: )

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