Phenethylamides With an Unusual 4-Oxo-2-oxolenyl Terpenoid Side Chain from Glycosmis Species

Monatshefte für Chemie / Chemical Monthly
1998.0

Abstract

Four new amides, glyparvin-A (1), dihydroglyparvin (2), khaochamide (3), and puhinamide (4) were isolated from the lipophilic leaf extracts of Glycosmis species collected in Thailand. Their structures were elucidated by spectroscopic methods. All amides have in common a phenethylamine moiety linked with a geranyloxy rest in para-position which is further transformed to an unusual terminal 4-oxo-2-oxolene five-membered ring, a non-lactonic dihydrofuranone. The different acid parts are derived either from 3-methylsulfonylpropenoic (1, 2) or from isovaleric (3) and senecioic acid (4).

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