Sesquiterpene lactone dimers from the fruit of Carpesium abrotanoides L

Phytochemistry. 2022 Nov:203:113389. doi: 10.1016/j.phytochem.2022.113389. Epub 2022 Aug 23.

Abstract

Seven undescribed sesquiterpene lactone dimers (SLDs) (carpeabrodilactones A-G), one known SLD, and six known sesquiterpenes were isolated from the fruit of Carpesium abrotanoides L. Carpeabrodilactone A was a dimeric carabrane featuring a rare C-13-C-13' linkage. Carpeabrodilactones B and C are the first two SLDs to be described possessing a carabranolide unit and a guaianolide unit connected by an O-ether linkage. The structures of the SLDs were assigned based on HRESIMS, NMR analysis, 13C NMR calculation, ECD calculation, and modified Mosher's method. Four SLDs showed potent cytotoxicity against K562 and/or A549 cells, with IC50 values below 10 μM, but none inhibited protein tyrosine phosphatases at 40 μM, including PTP1B, SHP1, CD45, and TCPTP.

Keywords: Asteraceae; Carpesium abrotanoides L.; Cytotoxicity; Sesquiterpene lactone dimer.

MeSH terms

  • Asteraceae* / chemistry
  • Ethers
  • Fruit
  • Lactones / chemistry
  • Lactones / pharmacology
  • Molecular Structure
  • Phytochemicals
  • Sesquiterpenes* / chemistry
  • Sesquiterpenes* / pharmacology

Substances

  • Ethers
  • Lactones
  • Phytochemicals
  • Sesquiterpenes