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Trichocladinols A–C, Cytotoxic Metabolites from a Cordyceps ‐Colonizing Ascomycete Trichocladium opacum
Author(s) -
Guo Huijuan,
Sun Bingda,
Gao Hao,
Niu Shubin,
Liu Xingzhong,
Yao Xinsheng,
Che Yongsheng
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900735
Subject(s) - chemistry , stereochemistry , hela , cordyceps , cytotoxic t cell , nuclear magnetic resonance spectroscopy , absolute configuration , two dimensional nuclear magnetic resonance spectroscopy , biochemistry , cell , in vitro , food science
Trichocladinols A–C ( 1 – 3 ), three new metabolites, and the known massarigenin A ( 4 ), have been isolated from cultures of a Cordyceps ‐colonizing ascomycete Trichocladium opacum . Their structures were elucidated by NMR spectroscopy and X‐ray crystallography. The absolute configuration of 1 was assigned by using the modified Mosher method and that of 3 was determined by X‐ray crystallographic analysis of its ( S )‐MTPA ester. Compounds 1 – 3 showed modest cytotoxic effects against the human tumor cell lines HeLa and MCF‐7. Structurally, compounds 1 and 2 possess a previously undescribed 2,9‐dioxatricyclo[5.2.1.0 3,8 ]dec‐4‐ene skeleton.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)