A. Fournet et al., CHIMANINES, NEW 2-SUBSTITUTED QUINOLINES, ISOLATED FROM AN ANTIPARASITIC PLANT IN BOLIVIA - GALIPEA-LONGIFLORA, Journal of natural products, 56(9), 1993, pp. 1547-1552
Petroleum ether and CHCl3 extracts of stem, root bark, and leaves of G
alipea longiflora were found active in vitro against Leishmania sp. an
d Trypanosoma cruzi at 100 mug/ml. The activity-guided fractionation o
f the extracts by chromatography afforded thirteen active compounds id
entified as 2-substituted quinoline alkaloids. Four new 2-alkylquinoli
ne 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'-en
ylquinoline [12] (chimanine C), and 2-(1',2'-trans-epoxypropyl)-quinol
ine [13] (chimanine D). These alkaloids are accompanied by eight known
2-substituted quinolines (2-9), and by one known furo-(2,3b)-quinolin
e alkaloid, skimmianine [1].