Rubesanolides A and B: diterpenoids from Isodon rubescens

Org Lett. 2011 Mar 18;13(6):1406-9. doi: 10.1021/ol200086k. Epub 2011 Feb 18.

Abstract

From the medicinal plant Isodon rubescens, we isolated two novel diterpenes, rubesanolides A (1) and B (2). The compounds contain a unique β-lactone subgroup. This is the first discovery for a natural diterpene having rings A, B, and C in chair, boat, and twist-chair conformations, respectively. The structures were elucidated by analysis of spectroscopic data, and the absolute configuration of 1 was determined by X-ray diffraction.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Crystallography, X-Ray
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Isodon / chemistry*
  • K562 Cells
  • Lactones / chemistry
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Lactones
  • rubesanolide A
  • rubesanolide B