Bisrubescensins A-C: three new dimeric ent-kauranoids isolated from isodon rubescens

Org Lett. 2006 Mar 16;8(6):1157-60. doi: 10.1021/ol0531379.

Abstract

[reaction: see text] A phytochemical study of the secondary metabolites produced by the species of Isodon rubescens has led to the isolation of three new dimeric ent-kauranoids and two known ones. The most important of these compounds are bisrubescensin A (1), which contains an unprecedented C(23) ent-kaurane unit, and bisrubescensin C (3), which is the precursor of bisrubescensin B (2) from the viewpoint of biosynthesis. Their structures were determined on the basis of extensive spectroscopic analysis and chemical evidence.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic* / chemistry
  • Antineoplastic Agents, Phytogenic* / isolation & purification
  • Antineoplastic Agents, Phytogenic* / pharmacology
  • Diterpenes, Kaurane* / chemistry
  • Diterpenes, Kaurane* / isolation & purification
  • Diterpenes, Kaurane* / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Isodon / chemistry*
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Kaurane
  • bisrubescensin A
  • bisrubescensin B
  • bisrubescensin C