Activity of Compounds from Temperate Propolis against Trypanosoma brucei and Leishmania mexicana

Molecules. 2021 Jun 26;26(13):3912. doi: 10.3390/molecules26133912.

Abstract

Ethanolic extracts of samples of temperate zone propolis, four from the UK and one from Poland, were tested against three Trypanosoma brucei strains and displayed EC50 values < 20 µg/mL. The extracts were fractionated, from which 12 compounds and one two-component mixture were isolated, and characterized by NMR and high-resolution mass spectrometry, as 3-acetoxypinobanksin, tectochrysin, kaempferol, pinocembrin, 4'-methoxykaempferol, galangin, chrysin, apigenin, pinostrobin, cinnamic acid, coumaric acid, cinnamyl ester/coumaric acid benzyl ester (mixture), 4',7-dimethoxykaempferol, and naringenin 4',7-dimethyl ether. The isolated compounds were tested against drug-sensitive and drug-resistant strains of T. brucei and Leishmania mexicana, with the highest activities ≤ 15 µM. The most active compounds against T. brucei were naringenin 4',7 dimethyl ether and 4'methoxy kaempferol with activity of 15-20 µM against the three T. brucei strains. The most active compounds against L. mexicana were 4',7-dimethoxykaempferol and the coumaric acid ester mixture, with EC50 values of 12.9 ± 3.7 µM and 13.1 ± 1.0 µM. No loss of activity was found with the diamidine- and arsenical-resistant or phenanthridine-resistant T. brucei strains, or the miltefosine-resistant L. mexicana strain; no clear structure activity relationship was observed for the isolated compounds. Temperate propolis yields multiple compounds with anti-kinetoplastid activity.

Keywords: Leishmania mexicana; Trypanosoma brucei; flavonoids; isolated compounds; temperate propolis.

MeSH terms

  • Cinnamates / chemistry
  • Flavanones / chemistry
  • Flavonoids / chemistry
  • Kaempferols / chemistry
  • Leishmania mexicana / drug effects*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Poland
  • Propolis / analysis*
  • Propolis / chemistry
  • Propolis / pharmacology*
  • Trypanocidal Agents / chemistry*
  • Trypanosoma brucei brucei / drug effects*
  • United Kingdom

Substances

  • Cinnamates
  • Flavanones
  • Flavonoids
  • Kaempferols
  • Trypanocidal Agents
  • cinnamic acid
  • galangin
  • chrysin
  • pinobanksin
  • kaempferol
  • pinocembrin
  • Propolis
  • tectochrysin
  • naringenin
  • pinostrobin