Grindelane diterpenoids from Stevia subpubescens

J Nat Prod. 2000 Feb;63(2):226-9. doi: 10.1021/np990216i.

Abstract

Four new 9R,13R-epoxylabdane diterpenes (1-4) and a known clerodane derivative, 3,4beta-epoxy-5beta,10beta-cis-17alpha, 20alpha-clerod-13(14)-en-15,16-olide, were isolated from the leaves of Stevia subpubescens. The structures, which correspond to the grindelane class of diterpenoids, were elucidated by NMR data, chemical correlation, and single-crystal X-ray diffraction analysis of monoacetate 5. The absolute configuration of 1-4 is based on the optical activity of ketone 3 as compared with data of closely related substances.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Asteraceae / chemistry*
  • Crystallography, X-Ray
  • Diterpenes / chemistry*
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Oxidation-Reduction
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Spectrophotometry, Infrared

Substances

  • Diterpenes
  • Plant Extracts