Antitumor agents, 135. Structure and stereochemistry of polacandrin, a new cytotoxic triterpene from Polanisia dodecandra.

Journal Article (Journal Article)

A new dammarane triterpene, polacandrin [1], has been isolated from Polanisia dodecandra. The structure of 1 was established as 1 beta, 3 alpha, 12 beta, 25-tetrahydroxy-20(S),24(S)-epoxydammarane by chemical and spectroscopic methods, which included the concerted application of a number of 2D nmr techniques that involved 1H-1H COSY, HETCOR, NOESY, and long-range HETCOR. Single-crystal X-ray analysis of polacandrin pentahydrate verified the complete structure and stereochemistry. Polacandrin showed potent cytotoxicities against KB (ED50 = 0.60 microgram/ml), P-388 (ED50 = 0.90 microgram/ml), and RPMI-7951 (ED50 = 0.62 microgram/ml) tumor cells.

Full Text

Duke Authors

Cited Authors

  • Shi, Q; Chen, K; Fujioka, T; Kashiwada, Y; Chang, JJ; Kozuka, M; Estes, JR; McPhail, AT; McPhail, DR; Lee, KH

Published Date

  • October 1992

Published In

Volume / Issue

  • 55 / 10

Start / End Page

  • 1488 - 1497

PubMed ID

  • 1453183

Electronic International Standard Serial Number (EISSN)

  • 1520-6025

International Standard Serial Number (ISSN)

  • 0163-3864

Digital Object Identifier (DOI)

  • 10.1021/np50088a015

Language

  • eng