Conosilane A (1), a novel sesquiterpene with an unprecedented carbon skeleton, was isolated from the cultures of the basidiomycete Conocybe siliginea. Its structure was elucidated by extensive spectroscopic methods, and the absolute configuration was determined by single crystal X-ray diffraction analysis. Conosilane A was found to inhibit 11β-hydroxysteroid dehydrogenase significantly.
A new drimane sesquiterpenoid, 3-keto-drimenol (1), were isolated from cultures of the basidiomycete Clitocybe conglobata together with 3b b-hydroxy-11-acetyldrimene (2), 3b b-hydroxydrimenol (3), 11,12-dihydroxydrimene (4), 3b b-hydroxy-11,12-O-isopropyldrimene (5), and 3b b,11,12-trihydroxydrimene (6). Their structures were established from MS and NMR experiments. Compounds 1, 3, and 6 showed inhibitory activities against two isozymes of 11b b-hydroxysteroid dehydrogenases with IC 50 1.7-8.0 m mg/ml (human 11b b-HSD1), 10.7-24.1 m mg/ml (mouse 11b b-HSD1); 177.0-220.0 m mg/ml (human 11b b-HSD2), 250.5-500.2 m mg/ml (mouse 11b b-HSD2), respectively, which catalyze the interconversion of active cortisol and inactive cortisone.
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