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

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.

• Authors: Souichi Kawamoto, Takashi Koyano, Thaworn Kowithayakorn, Haruhiro Fujimoto, Emi Okuyama, Masahiko Hayashi, Kanki Komiyama, Masami Ishibashi
• Journal: Chemical & pharmaceutical bulletin (Chem Pharm Bull (Tokyo)) Vol. 51 Issue 6 Pg. 737-9 (Jun 2003) ISSN: 0009-2363 [Print] Japan
• PMID: 12808258 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

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

Topics

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