Isolation and Identification of a Cannabinoid-Like Compound From Amorpha Species

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Abstract
The petroleum ether extracts from several plants were screened on TLC plates with the chromogenic reagent Fast Blue B. salt. Extracts from different plant parts of A. fruticosa, A. nanna and A. canescens gave several spots with color and Rf values similar to those of Cannabis sativa extract. The major compound, amorphastilbol, was isolated by column chromatography, purified and characterized by melting point, elemental analysis, UV, IR, MASS, PMR and CMR [carbon magnetic resonance] spectroscopy. Further information was obtained by analyzing the oxidation products of the compound. Evidence indicates that amorphastilbol is a phenolic stilbene terpenoid with a molecular formula of C24H28O2 and structural formula of (E,E)-2-(3'',7''-dimethyl-2'',6''-octadienyl)-5-(2-phenylethenyl)-1,3-benzenediol. This is the 1st report of the isolation of a naturally-occurring stilbene derivative possessing a terpenoid moiety.

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