Reactive intermediates in pesticide metabolism: Peracid oxidations as possible biomimetic models
- 1 January 1986
- journal article
- review article
- Published by Taylor & Francis in Xenobiotica
- Vol. 16 (10-11) , 1003-1015
- https://doi.org/10.3109/00498258609038979
Abstract
1. Reactive intermediates generated by metabolic epoxidation, N-oxidation and S-oxidation are often identical to those obtained on peracid oxidation as illustrated by studies with a variety of pesticides. 2. Epoxidation reactions carried out metabolically or with peracids lead to transitory or unstable epoxychrysanthemic acid, epoxycyclopentenolone and epoxyfuran derivatives from pyrethroids, and geranyl-derived diepoxides and epoxydiols from juvenoids. 3. N-Oxidation with microsomal oxidases or peracids activates hydroxylamine ether proinsecticides and dimethylphosphoramide and aminodiphenyl ether promutagens, but the peracid system is not always a suitable biomimetic model. 4. Sulphoxidations with peracids appear to give the same reactive intermediates as those involved in metabolism of S-alkyl thiocarbamate and S-methyl-triazinone herbicides, S-chloroallyl promugatens, and S-propyl phosphorothiolate and phosphinyl-iminodithiolane proinsecticides.Keywords
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