Carpelipines C and D, Two Anti-Inflammatory Germacranolides from the Flowers of Carpesium lipskyi Winkl. (Asteraceae)

Chem Biodivers. 2022 Jul;19(7):e202200415. doi: 10.1002/cbdv.202200415. Epub 2022 Jun 15.

Abstract

Two new germacranolides, carpelipine C (1) and carpelipine D (2), together with four known ones (3-6), were isolated from Carpesium lipskyi Winkl. flowers, a folk Tibetan herbal medicine with antipyretic-analgesic and anti-inflammatory effects. The chemical structures of new structure were illuminated by diversified spectroscopic and X-ray crystallographic analyses. Compounds 1 and 3 dramatically suppressed the synthesis of NO and decreased pre-inflammatory protein expression of iNOS and COX-2 in LPS-induced RAW264.7 cells. Furthermore, it was revealed that NF-κB/MAPK signaling pathway were involved in the anti-inflammatory process of 1 and 3, and their effects on reducing oxidative stress by activating Nrf2/HO-1 pathway were also measured. This article indicated that the traditional use of C. lipskyi to treat inflammatory diseases has a certain rationality.

Keywords: Asteraceae; Carpesium lipskyi; anti-inflammation; carpelipines C and D; germacranolide.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology
  • Asteraceae* / chemistry
  • Flowers / chemistry
  • Flowers / metabolism
  • Heme Oxygenase-1 / metabolism
  • Lipopolysaccharides / pharmacology
  • Mice
  • RAW 264.7 Cells / drug effects
  • RAW 264.7 Cells / metabolism
  • Sesquiterpenes, Germacrane* / chemistry
  • Sesquiterpenes, Germacrane* / pharmacology

Substances

  • Anti-Inflammatory Agents
  • germacranolide
  • Heme Oxygenase-1
  • Lipopolysaccharides
  • Sesquiterpenes, Germacrane
  • carpelipine C