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Polyhydroxylated steroids from an endophytic fungus, Chaetomium globosum ZY-22 isolated from Ginkgo biloba
Authors:Jian-Chun Qin  Jin-Ming Gao  Ya-Mei Zhang  Ming-Sheng Bai  Hartmut Laatsch
Institution:a College of Science, Northwest A & F University, Yangling, Shaanxi 712100, China
b Department of Orgnic Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany
c College of Life Sciences, Northwest A & F University, Yangling, Shaanxi 712100, China
d Center for Experiments & Education Technology, Linyi Normal University, Linyi, Shandong 276005, China
Abstract:A novel polyhydroxylated C29-sterol, 25ξ-methyl-22-homo-5α-cholest-7,22-diene-3β,6β,9α-triol, designated globosterol (1), together with one known tetrahydroxylated ergosterol (22E, 24R)-ergosta-7,22-diene-3β,5α,6β,9α-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 (1H-1H COSY, HSQC, HMBC, and NOESY) experiments and comparison with the literature. Globosterol (1) possesses an unprecedented 25-methyl Δ22-C10-side chain and Δ7-3β,6β,9α-hydroxy-steroid nucleus, which represents the first example for C29-steroids of the group.
Keywords:Ginkgo biloba  Endophytic fungus  Chaetomium globosum  Polyhydroxysterol  25ξ-Methyl-22-homo-5α-cholest-7  22-diene-3β    9α-triol  Globosterol
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