Beta-carboline alkaloids from the stems of Picrasma quassioides.
ABSTRACT Five new beta-carboline alkaloids, 6,12-dimethoxy-3-(2-hydroxylethyl)-beta-carboline (1), 3,10-dihydroxy-beta-carboline (2), 6,12-dimethoxy-3-(1-hydroxylethyl)-beta-carboline (3), 6,12-dimethoxy-3-(1,2-dihydroxylethyl)-beta-carboline (4), and 6-methoxy-3-(2-hydroxyl-1-ethoxylethyl)-beta-carboline (5), and two new natural products, 6-methoxy-12-hydroxy-3-methoxycarbonyl-beta-carboline (6) and 3-hydroxy-beta-carboline (7) were isolated from the stems of Picrasma quassioides along with 16 known beta-carboline alkaloids (8-23). The structures of new compounds were determined by extensive spectroscopic analyses, and the 1D and 2D NMR data of compounds 6, 7 and 10 were reported for the first time. The bioassays showed that only compounds 14 and 16 could enhance the differentiation of 3T3-L1 preadiocytes accompanied by secretion of adiponectin proteins among these 23 compounds.
- Chemistry Letters - CHEM LETT. 01/1984;
- Journal of Natural Products - J NAT PROD. 01/1991; 54(3):837-843.
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ABSTRACT: Five new crystalline bitter principles were isolated from the stem-chips of Picrasma ailanthoides Planchon (Simaroubaceae). Structures of nigakilactones J, K, L, M and N were shown to be 1a, 2a, 3d, 4c and 4b, respectively.Tetrahedron. 01/1973; 29(11):1515-1522.