Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Pregnane-Type Steroids from the Inedible Mushroom Thelephora terrestris
Niko RadulovićDang Ngoc QuangToshihiro HashimotoMakiko NukadaMasami TanakaYoshinori Asakawa
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2005 年 53 巻 3 号 p. 309-312

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Chromatographic fractionation of the methanol extract of fruiting bodies of the inedible Japanese mushroom Thelephora terrestris (Thelephoraceae) has led to the isolation and characterization of two unusual new pregnane-type steroids, 2β,3α-dihydroxypregna-4,7,16-trien-12,20-dione (2) and 1α,2β,3α-trihydroxypregna-4,7,16-trien-12,20-dione (3) named terresterones A and B (2, 3), as well as the previously known compound stizophyllin, now assigned as 2β,3α,12β-trihydroxypregna-4,7,16-trien-20-one (1). Elucidation of their structures and the revision of the stereochemical assignment of stizophyllin were achieved by means of extensive 1D and 2D NMR, UV, CD, IR, MS and molecular modeling experiments. This paper presents the first report on the isolation of true pregnane-type steroids from the Fungi kingdom.

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© 2005 The Pharmaceutical Society of Japan
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