In vitro antileishmanial, antiplasmodial and cytotoxic activities of a new ventiloquinone and five known triterpenes from Parinari excelsa

Pharm Biol. 2012 Jul;50(7):801-6. doi: 10.3109/13880209.2011.633270. Epub 2012 Apr 3.

Abstract

Context: Parinari excelsa Sabine (Chrysobalanaceae) is an indigenous tree from West and Eastern Africa. This tree is used in Ivory Coast as an antimalaria remedy.

Objective: The in vitro antiplasmodial and antileishmanial activities of the stem bark, the leaf and the major compounds from the stem bark were investigated.

Materials and methods: The leaves and stem bark from P. excelsa were separately collected, air-dried and powdered. Two extracts (methylene chloride and methanol) were realized for both powders. Every extract was tested for its antiplasmodial and antileishmanial activities. Only the stem bark crude extracts were fractionated by column chromatography and their major components were analyzed by NMR, HRESIMS and IR methods. The compounds were tested for their antiplasmodial and antileishmanial activities.

Results: The comparison of the IC(50) values of the crude extracts were in this order: 3.41 (IC(50) of PeBMc) <4.10 (IC(50) of PeBMc) <4.42 (IC(50) of PeLMe) against P. falciparum and 5.19 (IC(50) of PeBMc) <12.32 (IC(50) of PeBMe) <19.33 (IC(50) of PeLMc) <32.37 (IC(50) of PeLMe) against L. donovani. The stem bark crude extracts were the most active against both parasites. Their fractionation leaded to a new ventiloquinone, five triterpenes and one chlorogenic acid. All these compounds were isolated for the first time from P. excelsa. High activities were observed with (3β)-3-hydroxyolean-12-en-28-oic acid (IC(50) = 8.2 µM) and 3β-hydroxyolean-5,12-dien-28-oic acid (IC(50) = 7.7 µM) against L. donovani. With the antiplasmodial activity, the best activity was observed with 16β-hydroxylupane-1,20(29)-dien-3-one (IC(50) = 28.3 µM).

Discussion and conclusion: These findings demonstrated that the constituents of P. excelsa stem bark have in vitro antiplasmodial and antileishmanial activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemistry
  • Antimalarials / isolation & purification
  • Antimalarials / toxicity*
  • Chrysobalanaceae*
  • Leishmania donovani / drug effects*
  • Leishmania donovani / physiology
  • Naphthoquinones / chemistry
  • Naphthoquinones / isolation & purification
  • Naphthoquinones / toxicity*
  • Plant Bark
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / toxicity
  • Plant Leaves
  • Plasmodium falciparum / drug effects*
  • Plasmodium falciparum / physiology
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / toxicity*

Substances

  • Antimalarials
  • Naphthoquinones
  • Plant Extracts
  • Triterpenes