Alkaloids from Heimia salicifolia

Phytochemistry. 2008 May;69(8):1756-62. doi: 10.1016/j.phytochem.2008.01.028. Epub 2008 Mar 28.

Abstract

Two alkaloids, 9beta,2'-dihydroxy-4'',5''-dimethoxy-lythran-12-one or 9beta-hydroxyvertine (1) and (2S,4S,10R)-4-(3-hydroxy-4-methoxyphenyl)-quinolizidin-2-acetate (2), as well as seven known alkaloids, lythrine (3), dehydrodecodine (4), lythridine (5), vertine (6), heimidine (7), lyfoline (8) and epi-lyfoline (9), were isolated from Heimia salicifolia. The structures of these compounds were elucidated by extensive spectroscopic techniques. Furthermore, the structures of 2, 3, and 6 were confirmed by X-ray crystallography, including absolute configuration determination of 2 and 6. Compounds 6 and 9 showed moderate antimalarial activity.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Animals
  • Anti-Infective Agents / pharmacology
  • Antimalarials / pharmacology
  • Cell Proliferation / drug effects
  • Chlorocebus aethiops
  • Crystallography, X-Ray
  • Lythraceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects
  • Quinazolines / chemistry*
  • Quinazolines / isolation & purification
  • Quinazolines / pharmacology
  • Quinolines / chemistry*
  • Quinolines / isolation & purification
  • Quinolines / pharmacology
  • Vero Cells

Substances

  • (2S,4S,10R)-4-(3-hydroxy-4-methoxyphenyl)-quinolizidin-2-acetate
  • 9beta,2'-dihydroxy-4'',5''-dimethoxy-lythran-12-one
  • Alkaloids
  • Anti-Infective Agents
  • Antimalarials
  • Quinazolines
  • Quinolines