Metabolism of the Fungicide Denmert®(S-n-Butyl S′-p-tert-Butylbenzyl N-3-Pyridyldithiocarbonimidate, S-1358) and Denmert Sulfoxides in Liver Enzyme Systems
- 1 June 1976
- journal article
- research article
- Published by Oxford University Press (OUP) in Agricultural and Biological Chemistry
- Vol. 40 (6) , 1175-1182
- https://doi.org/10.1080/00021369.1976.10862195
Abstract
On incubation with rat liver microsomes plus NADPH, Denmert (S-n-butyl S′-p-tert-butylbenzyl N-3-pyridyldithiocarbonimidate) underwent at least two different types of oxidation; hydroxylation and sulfoxidation. Hydroxylation of Denmert at the tert-butyl group was one of the major metabolic attacks in mammalian metabolism. Sulfoxidation of Denmert gave two isomers of Denmert sulfoxides which were intermediates in the metabolism and readily transformed into 2-(3′-pyridylimmo)-4-carboxylthiazolidine (HM) in the presence of l-cysteine without enzymatic mediation. This type of conjugation with cysteine appears to be a new class of metabolic reactions in mammals. Denmert S-oxide showed increased fungicidal activity when assayed in liquid cultures, but not on plant leaves.This publication has 2 references indexed in Scilit:
- Plant Metabolism of Dithio-Systox and Thimet12Journal of Economic Entomology, 1957
- Plant Metabolism of Insecticides, Metabolism of the Systemic Insecticide O,O-Diethyl S-Ethylthiomethyl Phosphorodithioate (Thimet) in PlantsJournal of Agricultural and Food Chemistry, 1957