CHIMANINES, NEW 2-SUBSTITUTED QUINOLINES, ISOLATED FROM AN ANTIPARASITIC PLANT IN BOLIVIA - GALIPEA-LONGIFLORA

Petroleum ether and CHCl3 extracts of stem, root bark, and leaves of Galipea longiflora were found active in vitro against Leishmania sp. and Trypanosoma cruzi at 100 mug/ml. The activity-guided fractionation of the extracts by chromatography afforded thirteen active compounds identified as 2-substituted quinoline alkaloids. Four new 2-alkylquinoline alkaloids were isolated and identified from leaves or trunk bark of G. longiflora: 4-methoxy-2-n-propylquinoline [10] (chimanine A), 2-(E)-prop-1'-enylquinoline [11] (chimanine B), 4-methoxy-2-(E)-prop-1'-enylquinoline [12] (chimanine C), and 2-(1',2'-trans-epoxypropyl)-quinoline [13] (chimanine D). These alkaloids are accompanied by eight known 2-substituted quinolines (2-9), and by one known furo-(2,3b)-quinoline alkaloid, skimmianine [1].