Neo-clerodane diterpenes from Salvia herbacea

J Nat Prod. 2012 May 25;75(5):951-8. doi: 10.1021/np3001464. Epub 2012 May 11.

Abstract

Chemical investigation of the aerial parts of Salvia herbacea led to the isolation of eight new neo-clerodane diterpenes (1-8), named tehuanins A-H, and three known compounds. The structures of these compounds were determined by analysis of their spectroscopic data. Three of the new diterpenes possess a 1,8-epoxy group (1-3). This unusual structural feature was confirmed by X-ray diffraction of 1. The structure of the previously isolated 1α,10α-epoxysalviarin was revised. The absolute configuration of 6 was established by X-ray diffraction analysis of its bromo derivative 6a. Cytotoxic and anti-inflammatory activities of these diterpenes were examined. None of the compounds were considered to be cytotoxic; however, compound 7 exhibited anti-inflammatory activity comparable to that of indomethacin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Diterpenes, Clerodane / chemistry
  • Diterpenes, Clerodane / isolation & purification*
  • Diterpenes, Clerodane / pharmacology
  • Drug Screening Assays, Antitumor
  • Edema / chemically induced
  • Edema / drug therapy
  • Edema / enzymology
  • Indomethacin / pharmacology
  • Lipoxygenase Inhibitors / pharmacology
  • Mexico
  • Mice
  • Molecular Structure
  • Salvia / chemistry*

Substances

  • Diterpenes, Clerodane
  • Lipoxygenase Inhibitors
  • Indomethacin