New oxylipins from Siegesbeckia glabrescens as potential antibacterial agents

Fitoterapia. 2020 Sep:145:104613. doi: 10.1016/j.fitote.2020.104613. Epub 2020 May 11.

Abstract

Seven rare oxylipins, siegesbeckins A-G (1-7) representing further bioactive constituents different from the general terpenyl compounds found in Siegesbeckia species, have been obtained from the aerial parts of Siegesbeckia glabrescens. These isolates were identified to be a series of methyl 4-methylpentanoates incorporating fatty acid moieties of different chain lengths, based on spectroscopic techniques, and their absolute configurations were determined via chemical degradation and comparison of experimental and theoretically calculated ECD spectra. With respect to bioactivity, antibacterial, anti-inflammatory and cytotoxic properties of selected compounds were evaluated. Compounds 1 and 5 showed moderate antibacterial activity against two Gram-positive bacteria with MIC values of 4.3 μg/mL, while 3 showed no pronounced activity in these assays.

Keywords: Antibacterial; Compositae; Oxylipin; Siegesbeckia glabrescens; Siegesbeckin.

MeSH terms

  • A549 Cells
  • Animals
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Asteraceae / chemistry*
  • Cell Line, Tumor
  • China
  • Gram-Positive Bacteria / drug effects
  • Humans
  • Mice
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Oxylipins / isolation & purification
  • Oxylipins / pharmacology*
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Components, Aerial / chemistry
  • RAW 264.7 Cells

Substances

  • Anti-Bacterial Agents
  • Oxylipins
  • Phytochemicals