Carcinogenicity of carbendazim and its metabolites

Quimica nova

Silva, Renato C.¹  Barros, Karina A.¹  Pavão, Antonio C.¹ 

[1] Universidade Federal de Pernambuco, Recife, Brasil

关键词: fungicides;    chemical carcinogenesis;    DFT and AM1 calculations.;   

DOI  :  10.5935/0100-4042.20140214

学科分类：化学（综合）

来源: Sociedade Brasileira de Quimica

【 摘 要 】

The carcinogenicpotential of carbendazim and its metabolites was analyzed using statisticaltreatment of electronic parameters obtained from DFT/ 6-311++G(d,p) and AM1calculations. The carcinogen-DNA interaction is described in the framework ofthe theory of unsynchronized resonance of covalent bond as a process of electrontransfer involving the HOMO and LUMO frontier orbitals. Through a PrincipalComponent Analysis (PCA) of the electron affinity, carcinogen-DNA interactionenergy, electrostatic attraction and cell membrane permeability (dipole momentm and partition coefficient LogP) evidence was obtained showing carbendazimdisplays carcinogenic activity. For the metabolites of carbendazim, no evidencewas found in the literature of their carcinogenic activities. However, the electronicparameters for these metabolites exhibited similarity to known carcinogens,thereby showing the importance of the results obtained in this study for a policybased on the precautionary principle.

【 授权许可】

CC BY