Polyoxygenated cyclohexane epoxide derivatives from the stem bark of Monanthotaxis buchananii

Phytochemistry
1988.0

Abstract

From the stem bark of Monanthotaxis buchananii five oxygenated cyclohexane epoxide derivatives have been isolated, four of which are novel. One was identified as the 2-methyl ether of (+)-pipoxide and a second as labenzoyloxymethyl-3cc-benzoyloxycyclohex-5-en-1~,2~,4~-triol, probably derived from opening of the epoxide ring of a pipoxide precursor. The remaining three compounds are all diepoxides. Two, monanthadiepoxide methyl ether and boesenboxide have diequatorial substituents at C-2 and C-3 with stereochemistry comparable to crotepoxide while the third, epimonanthadiepoxide, has diaxial substituents at C-2 and C-3.

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