Wrightiamines A and B, two new cytotoxic pregnane alkaloids from Wrightia javanica

Chem Pharm Bull (Tokyo). 2003 Jun;51(6):737-9. doi: 10.1248/cpb.51.737.

Abstract

Two new pregnane alkaloids, wrightiamines A (1) and B (2), were isolated from the extract of the tropical Apocynaceous plant Wrightia javanica collected in Thailand, and their structures were elucidated by spectral data. Wrightiamine B (2) was preparaed from 3beta-hydroxy-5alpha-pregnan-20-one to establish the configuration of the C-20 position as S. Wrightiamine A (1) exhibited cytotoxic activity against vincristine-resistant murine leukemia P388 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Apocynaceae / chemistry*
  • Cell Survival / drug effects
  • Drug Resistance, Neoplasm
  • Leukemia P388 / drug therapy
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Pregnanes / chemistry
  • Pregnanes / isolation & purification*
  • Pregnanes / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents
  • Plant Extracts
  • Pregnanes
  • wrightiamine A
  • wrightiamine B