Acaricidal activity of tonka bean extracts. Synthesis and structure-activity relationships of bioactive derivatives

J Nat Prod. 2003 May;66(5):690-2. doi: 10.1021/np020563j.

Abstract

The acaricidal effects of tonka bean, Dipterix odorata, extracts were investigated on Dermatophagoides pteronyssinus, the European house dust mite, and compared with benzyl benzoate as a standard acaricidal compound. A cyclohexane extract was the most effective, with an EC(50) = 0.075 g/m(2) after a 24 h period, as compared with benzyl benzoate (0.025 g/m(2)). Bioassay-guided fractionation of this extract led to the isolation of coumarin (1). Pharmacomodulation of this compound led us to test 20 analogues (2-21), which were either synthesized or purchased.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Coumarins / chemistry
  • Coumarins / isolation & purification*
  • Coumarins / pharmacology
  • Dermatophagoides pteronyssinus / drug effects*
  • Dust / immunology*
  • Fabaceae / chemistry*
  • France
  • Insecticides / chemistry
  • Insecticides / isolation & purification*
  • Insecticides / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Structure-Activity Relationship

Substances

  • Coumarins
  • Dust
  • Insecticides