Phytochemistry and antiplasmodial activity of Xylopia sericea leaves

Nat Prod Res. 2020 Dec;34(24):3526-3530. doi: 10.1080/14786419.2019.1577838. Epub 2019 Feb 27.

Abstract

Aiming to investigate the antiplasmodial activity and the phytochemical composition of Xylopia sericea leaves, the essential oil and dichloromethane extract were analyzed by gas and liquid chromatography, respectively, both of them coupled to mass spectrometry, and were evaluated against the chloroquine-resistant Plasmodium falciparum strain (W2) and for cytotoxicity to HepG2 cells. Low growth inhibition of P. falciparum as well as low cytotoxicity to HepG2 cells were observed for the essential oil. The leaves dichloromethane extract showed moderate growth inhibition of P. falciparum and low cytotoxicity to HepG2 cells. Bioguided chromatographic fractionation of this extract led to fractions with increased antiplasmodial activity from which liriodenine (IC50 6.1 ± 0.1 μg/mL, CC50 > 1000.0 μg/mL, SI > 164), an aporphine alkaloid, and an acetogenin-rich fraction containing mainly isomers of annomontacin and 4-deoxy-annomontacin (IC50 22.7 ± 1.9 µg/mL, CC50 336.1 ± 15.5 µg/mL, SI = 15) might be highlighted for their antiplasmodial activity.

Keywords: Annonaceae; acetogenins; alkaloids; antiplasmodial; dichloromethane extract; essential oil; mass Spectrometry.

MeSH terms

  • Animals
  • Antimalarials / chemistry
  • Antimalarials / pharmacology*
  • Antimalarials / toxicity
  • Aporphines / chemistry
  • Aporphines / pharmacology
  • Chloroquine / pharmacology
  • Chromatography, Gas
  • Chromatography, Liquid
  • Drug Evaluation, Preclinical
  • Drug Resistance, Microbial
  • Furans / pharmacology
  • Hep G2 Cells
  • Humans
  • Lactones / pharmacology
  • Oils, Volatile / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Plasmodium falciparum / drug effects*
  • Xylopia / chemistry*

Substances

  • Antimalarials
  • Aporphines
  • Furans
  • Lactones
  • Oils, Volatile
  • Plant Extracts
  • annomontacin
  • aporphine
  • Chloroquine
  • liriodenine