Crotofoligandrin, a new endoperoxide crotofolane-type diterpenoid from the twigs of Croton oligandrus Pierre ex. Hutch (Euphorbiaceae)

Z Naturforsch C J Biosci. 2023 Feb 22;78(7-8):275-283. doi: 10.1515/znc-2022-0204. Print 2023 Jul 26.

Abstract

Crotofoligandrin (1), a new endoperoxide crotofolane-type diterpenoid was isolated from the dichloromethane/methanol (1:1) extract of the twigs of Croton oligandrus Pierre Ex Hutch along with thirteen known secondary metabolites including 1-nonacosanol (2), lupenone (3), friedelin (4), β-sitosterol (5), taraxerol (6), (-)-hardwickiic acid (7), apigenin (8), acetyl aleuritolic acid (9), betulinic acid (10), fokihodgin C 3-acetate (11), D-mannitol (12), scopoletin (13) and quercetin (14). The structures of the isolated compounds were determined based on their spectroscopic data. The crude extract and the isolated compounds were assessed in vitro for their antioxidant, lipoxygenase, butyrylcholinesterase (BChE), urease and glucosidase inhibitory potentials. Compounds 1-3, and 10 displayed activities on all the performed bioassays. All the tested samples showed strong to significant antioxidant activity with compound 1 being the most potent (IC50 39.4 μM).

Keywords: Croton oligandrus; Euphorbiaceae; crotofolane; endoperoxide.

MeSH terms

  • Antioxidants / pharmacology
  • Butyrylcholinesterase
  • Croton* / chemistry
  • Diterpenes* / chemistry
  • Diterpenes* / pharmacology
  • Euphorbiaceae*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Triterpenes*

Substances

  • Butyrylcholinesterase
  • Diterpenes
  • Plant Extracts
  • Antioxidants
  • Triterpenes