Acaricidal activity of tonka bean extracts. Synthesis and structure-activity relationships of bioactive derivatives.
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.
Gleye
Christophe
C
Laboratoire de Pharmacognosie, UMR 8076 CNRS (BioCIS), Faculté de Pharmacie, Université Paris XI, 92296 Châtenay-Malabry Cedex, France.
Lewin
Guy
G
Laurens
Alain
A
Jullian
Jean-Christophe
JC
Loiseau
Philippe
P
Bories
Christian
C
Hocquemiller
Reynald
R
D000818:Animals; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D040002:Dermatophagoides pteronyssinus / Q000187:drug effects*; D004391:Dust / Q000276:immunology*; D007887:Fabaceae / Q000737:chemistry*; D005602:France; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013329:Structure-Activity Relationship
D003374:Coumarins; D004391:Dust; D007306:Insecticides