Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Soil Bacterial Hydrolysis leading to Genuine Aglycone. X. On the Structure of a Genuine Sapogenol of Meteogenin, an A-Ring Aromatized Spirostanol from Metanarthecium luteo-viride MAXIM.
ISAO KITAGAWATSUTOMU NAKANISHIYOSHINOBU MORIIITIRO YOSIOKA
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Keywords: mass spectra
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1977 Volume 25 Issue 9 Pages 2343-2349

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Abstract
By using the soil bacterial hydrolysis method for a glycoside mixture isolated from the subterranean part of Metanarthecium luteo-viride MAXIM. (Liliaceae), a mixture of prosapogenols has been isolated. Purification of the mixture by repeated chromatography and acetylation, a prosapogenol has been isolated as its peracetate. On the basis of chemical and physicochemical evidence, the structure of the peracetate has been established as a pentaacetate of 11-α-L-arabinopyranosyloxy-2β, 3β-dihydroxy-25R-spirost-4-ene (=11-O-α-L-arabinopyranosyl-protometeogenin) (8a) and it has been shown that protometeogenin is a genuine sapogenol of meteogenin (3) which is one of nine spirostane-type sapogenols hitherto isolated from the titled plant and is characterized by having an A-ring aromatized spirostanol skeleton.
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© The Pharmaceutical Society of Japan
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