Plants as a source of chiral cyclopentenes: taraktophyllin and epivolkenin, new cyclopentenoid cyanohydrin glucosides from flacourtiaceae

Tetrahedron
1987.0

Abstract

Naturally occurring cyclopentenoid sides are hydrolyzed enzymatically to chiral, cyclopentene-l-ones, of potential interest as _. cyanohydrin glucohydroxylated 2 synthetic intermediates. Two novel cyclopentenoid cyanohydrin glucosides, taraktophyllin and epivolkenin [respectively (1\$4S)- and (lS,4R)- 1-(8-D-glucopyranosyloxy)-4-hydroxy-2-cyclopentene-l-carbonitrileJ were isolated from Taraktoqenos heterophylla and Hyanocarpus anthelmintica (Flacourtiaceae), the structures being assigned on the basis of spectroscopic and optical rotation (the Brewster rules) data.

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