Studies on the Constituents of Cimicifuga spp. XI. Isolation and Stereostructures of Dahurinol, Dehydroxydahurinol, Isodahurinol and 25-O-Methylisodahurinol

Abstract
Dahurinol (I), dehydroxydahurinol (II), and isodahurinol (III) were isolated from the rhizome of C. simplex Wormsk (Japanese name Sarashinashoma), while a new triterpene, 25-O-methylisodahurinol (IV), melting point 237-239.degree., C31H50O5, was isolated along with I and III from the rhizome of C. acerina (Sieb. et Zucc.) C. Tanaka (Ohbashoma). The stereostructures of III and IV were established by the conversion of cimigenyl triacetate, the total structure of which has already been elucidated, to isodahurinyl diacetate and of 25-O-methylcimigenyl monoacetate to 25-O-methylisodahurinyldiacetate.

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