The reaction of prothiofos oxon
S-oxide (
S-oxide) with glutathione (GSH) by computational chemistry formed GS(EtO)P(O)OC
6H
3Cl
2 and PrS(O)(HO)P(O)OC
6H
3Cl
2 (desethyl
S-oxide). Both were produced from (
R)p-
S-oxide. From the reaction of prothiofos oxon (oxon) with partially purified resistant housefly glutathione
S-transferase under oxidation, 2,4-dichlorophenyl phosphate was detected and it was suggested that desethyl
S-oxide was produced by
in vitro metabolism. Desethyl oxon showed insecticidal activity toward the housefly on injection and inhibited bovine erythrocyte acetylcholinesterase oxidatively, thus showing that desethyl
S-oxide, too, was an activated compound. It has become apparent that GSH conjugates the ethyl group of
S-oxide to form desethyl
S-oxide, and it shows insecticidal activity with
S-oxide. © Pesticide Science Society of Japan
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