Three new cassane diterpenes from the seeds of Caesalpinia minax Hance

Nat Prod Res. 2018 Apr;32(8):885-891. doi: 10.1080/14786419.2017.1366480. Epub 2017 Aug 18.

Abstract

Four fractions were prepared from the crude extract of Caesalpinia minax Hance and the inhibitory activity of nitric oxide (NO) production release of RAW 264.7 cells stimulated by lipopolysaccharide (LPS) was evaluated. The ethyl acetate (EtOAc) fraction showed obvious inhibitory effect. Bioassay-guided fractionation led to the isolation of three new cassane diterpenes, caesalmin X (1), caesalmin Y (2) and caesalmin Z (3), together with 19 known cassane diterpenoids (4-22). Their structures were mainly characterised on the basis of extensive spectroscopic analyses and comparison with reported data. Moreover, three compounds (20-22) which possessed furanditerpenoid 7,17-lactone structures, displayed moderate activities, with IC50 value of 29.85, 27.38 and 25.40 μM, respectively.

Keywords: Caesalpinia minax; Cassane diterpenes; anti-inflammatory activity.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Caesalpinia / chemistry*
  • Cell Line
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Drug Evaluation, Preclinical / methods
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Seeds / chemistry
  • Spectrophotometry, Infrared

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Diterpenes
  • Lipopolysaccharides
  • Nitric Oxide