New sesquiterpenes from Asteriscus graveolens

Nat Prod Res. 2021 Jul;35(13):2190-2198. doi: 10.1080/14786419.2019.1666390. Epub 2019 Sep 23.

Abstract

Asteriscus graveolens (Forsk) Less. is a Saharan medicinal plant of Asteraceae family. A new acyclic sesquiterpene [7,12-dihydroxy-6,7-dihydro-5,(6) E-dehydronerolidol (3)] and sesquiterpene germacranolide lactone derivatives [9β-hydroxy-11β,13-dihydroparthenolide-9-O-β-D-glucopyranoside (7) and 9α-hydroxy-11β,13-dihydroparthenolide-9-O-β-D-glucopyranoside (8)] along with eight known compounds were isolated from polar extracts of aerial parts. Their structures were established by the analysis of 1 D- 2 D-NMR and high-resolution mass spectrometry data. A. graveolens extracts and compounds showed a significant (P < 0.05) and concentration dependent inhibitory effect on the growth of Human Colon Carcinoma (HCT116) and Human Colorectal Adenocarcinoma (DLD1) cells with IC50 in a concentration range from 89.4 to 296.0 µg/mL for extracts and from 32.6 to 728.1 µg/mL for compounds. No cytotoxic effects was evidenced in normal Primary Human Dermal Fibroblast (HDFa) up to 0.050 mg/mL for extracts and 1.0 mg/mL for pure compounds.

Keywords: Asteraceae; Asteriscus graveolens; cytotoxicity; sesquiterpenes.

MeSH terms

  • Asteraceae / chemistry*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Hydrolysis
  • Proton Magnetic Resonance Spectroscopy
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology

Substances

  • Sesquiterpenes