PHENETHYLAMIDES WITH AN UNUSUAL 4-OXO-2-OXOLENYL TERPENOID SIDE-CHAINFROM GLYCOSMIS SPECIES

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 eluc idated by spectroscopic methods. All amides have in common a phenethyl amine moiety linked with a geranyloxy rest in para-position which is f urther transformed to an unusual terminal 4-oxo-2-oxolene five-membere d ring, a non-lactonic dihydrofuranone. The different acid parts are d erived either from 3-methylsulfonylpropenoic (1, 2) or from isovaleric (3) and senecioic acid (4).