Nor-hopanes from Zanha africana root bark with toxicity to bruchid beetles

Phytochemistry. 2016 Mar:123:25-32. doi: 10.1016/j.phytochem.2016.01.008. Epub 2016 Jan 20.

Abstract

Zanha africana (Radlk.) Exell (Sapindaceae) root bark is used by farmers throughout sub-Saharan Africa to protect stored grain from bruchid beetles, such as Callosobruchus maculatus. Chloroform, methanol and water extracts of Z. africana root bark inhibited oviposition and caused significantly higher mortality of C. maculatus at a rate of application equivalent to that applied by farmers compared to control insects. The chloroform extract contained nor-hopanes rarely found in plants of which seven were isolated, one of which was previously known. Two of the most abundant nor-hopanes 3β,6β-dihydroxy-7β-[(4-hydroxybenzoyl)oxy]-21αH-24-norhopa-4(23),22(29)-diene and 3β,6β-dihydroxy-7β-[(4-hydroxybenzoyl)oxy]-24-norhopa-4(23),17(21)-diene were toxic to and reduced oviposition of C. maculatus in a dose dependent manner. Z. africana root bark is rich in insecticidal compounds that account for its effective use by smallholder farmers as an alternative to conventional insecticides.

Keywords: Botanicals; Bruchid beetles; Callosobruchus maculatus; Cowpea; Fabaceae; Pesticidal plants; Post-harvest pest management; Sapindaceae; Stored product pests; Vigna unguiculata; Zanha africana.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Africa South of the Sahara
  • Animals
  • Coleoptera / drug effects*
  • Dose-Response Relationship, Drug
  • Female
  • Insecticides / chemistry
  • Insecticides / isolation & purification*
  • Insecticides / pharmacology*
  • Oviposition / drug effects
  • Plant Bark / chemistry
  • Sapindaceae / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology*

Substances

  • Insecticides
  • Triterpenes
  • hopane