Beta-carboline alkaloids from the stems of Picrasma quassioides

Magn Reson Chem. 2010 Jun;48(6):490-5. doi: 10.1002/mrc.2602.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Carbolines / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Picrasma / chemistry*
  • Plant Extracts / chemistry*
  • Plant Stems / chemistry*

Substances

  • Alkaloids
  • Carbolines
  • Plant Extracts