» Articles » PMID: 35515422

Metabolism of Insecticide Diazinon by ATCC36112

Overview
Journal RSC Adv
Specialty Chemistry
Date 2022 May 6
PMID 35515422
Authors
Affiliations
Soon will be listed here.
Abstract

The fungal metabolism of diazinon was investigated and the microbial model ( ATCC36112) could effectively degrade the organophosphorus pesticide (diazinon) mediated by cytochrome P450, which was mainly involved in oxidation and hydrolysis of phase I metabolism. Approximately 89% of diazinon was removed within 7 days and was not observed after 13 days with concomitant accumulation of eight metabolites. Structures of the metabolites were fully or tentatively identified with GC-MS and H, C NMR. The major metabolites of diazinon were diethyl (2-isopropyl-6-methylpyrimidin-4-yl) phosphate (diazoxon) and 2-isopropyl-6-methyl-4-pyrimidinol (pyrimidinol), and formation of minor metabolites was primarily the result of hydroxylation. To determine the responsible enzymes in diazinon metabolism, piperonyl butoxide and methimazole were treated, and the kinetic responses of diazinon and its metabolites by were measured. Results indirectly demonstrated that cytochrome P450 and flavin monooxygenase were involved in the metabolism of diazinon, but methimazole inhibited the metabolism less effectively. Based on the metabolic profiling, a possible metabolic pathway involved in phase I metabolism of diazinon was proposed, which would contribute to providing insight into understanding the toxicological effects of diazinon and the potential application of fungi on organophosphorus pesticides.

Citing Articles

What are the 100 most cited fungal genera?.

Bhunjun C, Chen Y, Phukhamsakda C, Boekhout T, Groenewald J, McKenzie E Stud Mycol. 2024; 108:1-411.

PMID: 39100921 PMC: 11293126. DOI: 10.3114/sim.2024.108.01.


Metabolism of a fungicide propiconazole by Cunninghamella elegans ATCC36112.

Zhai Z, Meng M, Zhang Z, Kim J, Zhu Y Arch Microbiol. 2024; 206(8):356.

PMID: 39026110 DOI: 10.1007/s00203-024-04062-9.


Pharmacokinetics of the Recalcitrant Drug Lamotrigine: Identification and Distribution of Metabolites in Cucumber Plants.

Madmon M, Zvuluni Y, Mordehay V, Hindi A, Malchi T, Drug E Environ Sci Technol. 2023; 57(48):20228-20237.

PMID: 37935215 PMC: 11137871. DOI: 10.1021/acs.est.3c06685.


Recent advances in fungal xenobiotic metabolism: enzymes and applications.

Khan M, Hof C, Niemcova P, Murphy C World J Microbiol Biotechnol. 2023; 39(11):296.

PMID: 37658215 PMC: 10474215. DOI: 10.1007/s11274-023-03737-7.


Metabolism of an insecticide fipronil by soil fungus Cunninghamella elegans ATCC36112.

Meng M, Zhai Z, Zhang Z, Kim J, Zhu Y Arch Microbiol. 2023; 205(7):264.

PMID: 37316622 DOI: 10.1007/s00203-023-03594-w.


References
1.
Shah M, Iqbal M . Diazinon-induced oxidative stress and renal dysfunction in rats. Food Chem Toxicol. 2010; 48(12):3345-53. DOI: 10.1016/j.fct.2010.09.003. View

2.
Watanabe S, Kuzhiumparambil U, Fu S . Structural Elucidation of Metabolites of Synthetic Cannabinoid UR-144 by Cunninghamella elegans Using Nuclear Magnetic Resonance (NMR) Spectroscopy. AAPS J. 2018; 20(2):42. DOI: 10.1208/s12248-018-0209-6. View

3.
Cairns T, Siegmund E, Froberg J . Identification of diazinon and its metabolite in spinach by chemical ionization mass spectrometry. Bull Environ Contam Toxicol. 1985; 35(3):291-5. DOI: 10.1007/BF01636512. View

4.
Boussabbeh M, Ben Salem I, Hamdi M, Ben Fradj S, Abid-Essefi S, Bacha H . Diazinon, an organophosphate pesticide, induces oxidative stress and genotoxicity in cells deriving from large intestine. Environ Sci Pollut Res Int. 2015; 23(3):2882-9. DOI: 10.1007/s11356-015-5519-y. View

5.
Briceno G, Fuentes M, Rubilar O, Jorquera M, Tortella G, Palma G . Removal of the insecticide diazinon from liquid media by free and immobilized Streptomyces sp. isolated from agricultural soil. J Basic Microbiol. 2013; 55(3):293-302. DOI: 10.1002/jobm.201300576. View