Anti-inflammation furanoditerpenoids from Caesalpinia minax Hance

Phytochemistry. 2015 Sep:117:325-331. doi: 10.1016/j.phytochem.2015.06.025. Epub 2015 Jun 27.

Abstract

Cassane skeletons are rare in nature, but often possess valuable medicinal properties. A furanoditerpenoid with an unusual A-seco-rearranged cassane skeleton, neocaesalminin A, and five furanoditerpenoids were isolated from seeds of Caesalpinia minax Hance, along with six known cassane derivatives, 7-O-acetyl-bonducellpin C, caesalmin F, caesalmin C, ζ-caesalmin, caesalmin E1 and caesalpinin K. Compound structures were determined by spectroscopy (HR-ESI-MS, UV, IR, 1D NMR, 2D NMR), X-ray crystallography and quantum chemical computation of electronic circular dichroism). Three of the previously known compounds exhibited significant inhibition of nitric oxide production of RAW264.7 macrophages stimulated by lipopolysaccharide (LPS).

Keywords: A-seco-rearranged cassane; Anti-inflammation activity; Caesalpinia; Caesalpinia minax Hance; Circular dichroism; Conformation analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Caesalpinia / chemistry*
  • Cell Line / drug effects
  • Crystallography, X-Ray
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Drug Evaluation, Preclinical / methods
  • Drugs, Chinese Herbal / chemistry
  • Furans / chemistry
  • Furans / pharmacology
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Seeds / chemistry

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Diterpenes
  • Drugs, Chinese Herbal
  • Furans
  • Lipopolysaccharides
  • Nitric Oxide