Chlorinated bisabolene sesquiterpenoids from the whole plant of Parasenecio rubescens

Fitoterapia. 2022 Jan:156:105093. doi: 10.1016/j.fitote.2021.105093. Epub 2021 Nov 29.

Abstract

Four new chlorinated bisabolene-type sesquiterpenoids (1-4) were isolated during the phytochemical investigation of an acetone extract of the whole plant of Parasenecio rubescens. The structures of 1-4 were determined by analysis of their HRESIMS and NMR spectroscopic data, and the absolute configuration of 1 was established through single-crystal X-ray diffraction. All isolates were evaluated for their cytotoxicity against three cancer cell lines (B16 mouse melanoma, HepG2 human hepatocellular carcinoma, and MCF7 human breast adenocarcinoma), as well as their antimicrobial effects against Staphylococcus aureus, Escherichia coli, and Monilia albicans. As a result, compounds 1-4 displayed a certain degree of antimicrobial activities.

Keywords: Absolute configuration; Antimicrobial activities; Chlorinated bisabolene sesquiterpenoids; Compositae; Parasenecio rubescens.

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Asteraceae / chemistry*
  • Candida albicans / drug effects
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Escherichia coli / drug effects
  • Hep G2 Cells
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy
  • Melanoma, Experimental
  • Mice
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Staphylococcus aureus / drug effects
  • X-Ray Diffraction

Substances

  • Anti-Infective Agents
  • Plant Extracts
  • Sesquiterpenes