Tigliane-type diterpenoid glycosides from Euphorbia fischeriana

J Nat Prod. 2011 Jun 24;74(6):1508-12. doi: 10.1021/np200058c. Epub 2011 May 2.

Abstract

Investigation of whole plants of Euphorbia fischeriana afforded three new tigliane-diterpenoid glycosides, fischerosides A-C (1-3), together with 11 known diterpenoids. Fischerosides A-C (1-3) are the first tigliane-type diterpenoid glucosides. Their structures were determined by a combination of 1D and 2D NMR, MS, and acid hydrolysis. Inhibitory activity against HIV-1 was assessed for compounds 1-5. The new compound 3 showed an EC₅₀ value of 0.02 μM and a therapeutic index (TI) of 17.50, while prostratin (4) and 12-deoxyphorbol-13,20-diacetate (5) showed significantly greater anti-HIV-1 activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Euphorbia / chemistry*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • HIV-1 / drug effects*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Anti-HIV Agents
  • Diterpenes
  • Drugs, Chinese Herbal
  • Glucosides
  • fischeroside A
  • fischeroside B
  • fischeroside C