A pair of new neo-clerodane diterpenoid epimers from the roots of Croton crassifolius and their anti-inflammatory

Nat Prod Res. 2020 Oct;34(20):2945-2951. doi: 10.1080/14786419.2019.1601193. Epub 2019 May 13.

Abstract

A pair of new neo-clerodane diterpenoid epimers, 3S-methoxyl-teucvin (1) and 3R-methoxyl-teucvin (2), were isolated from the Roots of Croton crassifolius. Their structures were completely established on the basis of spectroscopic methods, and the absolute configurations were determined by analysis of electronic circular dichroism (ECD) spectroscopy and X-ray diffraction analysis. Compounds 1 and 2 exhibited anti-inflammatory activities with IC50 values of 0.82 and 0.54 μM, respectively, while the IC50 value of dexamethasone as a positive control was found to be 0.14 μM.

Keywords: Croton crassifolius; Euphorbiaceae; anti-inflammatory activity; clerodane diterpenoid.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / analysis
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Circular Dichroism
  • Croton / chemistry*
  • Crystallography, X-Ray
  • Diterpenes
  • Diterpenes, Clerodane / chemistry*
  • Diterpenes, Clerodane / pharmacology*
  • Drug Evaluation, Preclinical
  • Furans
  • Magnetic Resonance Spectroscopy
  • Mice
  • Plant Roots / chemistry
  • RAW 264.7 Cells

Substances

  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Diterpenes
  • Diterpenes, Clerodane
  • Furans
  • teucvin