Alstoniaphyllines A-C, unusual nitrogenous derivatives from the bark of Alstonia macrophylla

J Nat Prod. 2013 Apr 26;76(4):723-6. doi: 10.1021/np3006937. Epub 2013 Apr 8.

Abstract

Chemical investigation of an alkaloidal extract of Alstonia macrophylla bark led to the isolation and identification of two new nitrogenous derivatives, alstoniaphyllines A (1) and B (2), a new indole alkaloid, alstoniaphylline C (4), and eight known alkaloids (3, 5-11). Alstonisine (9) exhibited antiplasmodial activity against Plasmodium falciparum, with an IC50 of 7.6 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Alstonia / chemistry*
  • Antimalarials / chemistry
  • Antimalarials / isolation & purification*
  • Antimalarials / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification*
  • Indole Alkaloids / pharmacology
  • Indoles
  • Inhibitory Concentration 50
  • KB Cells
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oxindoles
  • Plant Bark / chemistry
  • Plasmodium falciparum / drug effects
  • Spiro Compounds
  • Thailand

Substances

  • Alkaloids
  • Antimalarials
  • Indole Alkaloids
  • Indoles
  • Oxindoles
  • Spiro Compounds
  • alstoniaphylline A
  • alstoniaphylline C
  • alstonisine