Przewalskone: a cytotoxic adduct of a danshenol type terpenoid and an icetexane diterpenoid via hetero-Diels-Alder reaction from Salvia przewalskii

Chem Commun (Camb). 2012 May 11;48(37):4438-40. doi: 10.1039/c2cc30405h. Epub 2012 Feb 27.

Abstract

Przewalskone (1), an unprecedented adduct of two different terpenoid units via a hetero-Diels-Alder cycloaddition, was isolated from the roots of Salvia przewalskii. The structure and absolute configurations were elucidated by extensive analysis of NMR spectra and crystal X-ray diffractions. Compound 1 exhibited significant cytotoxicities against five human cancer lines in vitro (IC(50) 0.69-2.35 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / toxicity
  • Cell Line, Tumor
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology*
  • Diterpenes / toxicity
  • Humans
  • Inhibitory Concentration 50
  • Salvia / chemistry*

Substances

  • Antineoplastic Agents
  • Diterpenes
  • przewalskone