Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity

Persistent pesticide transformation products (TPs) are increasingly being detected among different environmental compartments, including groundwater and surface water. However, there is no sufficient experimental data on their toxicological potential to assess the risk associated with TPs, even if t...

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Main Authors: Sofia Benfeito, Tiago Silva, Jorge Garrido, Paula B. Andrade, M. J. Sottomayor, Fernanda Borges, E. Manuela Garrido
Format: Article
Language:English
Published: Hindawi Limited 2014-01-01
Series:BioMed Research International
Online Access:http://dx.doi.org/10.1155/2014/709036
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spelling doaj-5e6f281f9b234450b1aeff3f854fba782020-11-24T23:06:02ZengHindawi LimitedBioMed Research International2314-61332314-61412014-01-01201410.1155/2014/709036709036Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase ActivitySofia Benfeito0Tiago Silva1Jorge Garrido2Paula B. Andrade3M. J. Sottomayor4Fernanda Borges5E. Manuela Garrido6Departamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico Porto, 4200-072 Porto, PortugalCIQ/Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico Porto, 4200-072 Porto, PortugalREQUIMTE/Laboratório de Farmacognosia, Departamento de Química, Faculdade de Farmácia, Universidade do Porto, 4050-313 Porto, PortugalCIQ/Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007 Porto, PortugalCIQ/Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico Porto, 4200-072 Porto, PortugalPersistent pesticide transformation products (TPs) are increasingly being detected among different environmental compartments, including groundwater and surface water. However, there is no sufficient experimental data on their toxicological potential to assess the risk associated with TPs, even if their occurrence is known. In this study, the interaction of chlorophenoxy herbicides (MCPA, mecoprop, 2,4-D and dichlorprop) and their main transformation products with calf thymus DNA by UV-visible absorption spectroscopy has been assessed. Additionally, the toxicity of the chlorophenoxy herbicides and TPs was also assessed evaluating the inhibition of acetylcholinesterase activity. On the basis of the results found, it seems that AChE is not the main target of chlorophenoxy herbicides and their TPs. However, the results found showed that the transformation products displayed a higher inhibitory activity when compared with the parent herbicides. The results obtained in the DNA interaction studies showed, in general, a slight effect on the stability of the double helix. However, the data found for 4-chloro-2-methyl-6-nitrophenol suggest that this transformation product can interact with DNA through a noncovalent mode.http://dx.doi.org/10.1155/2014/709036
collection DOAJ
language English
format Article
sources DOAJ
author Sofia Benfeito
Tiago Silva
Jorge Garrido
Paula B. Andrade
M. J. Sottomayor
Fernanda Borges
E. Manuela Garrido
spellingShingle Sofia Benfeito
Tiago Silva
Jorge Garrido
Paula B. Andrade
M. J. Sottomayor
Fernanda Borges
E. Manuela Garrido
Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
BioMed Research International
author_facet Sofia Benfeito
Tiago Silva
Jorge Garrido
Paula B. Andrade
M. J. Sottomayor
Fernanda Borges
E. Manuela Garrido
author_sort Sofia Benfeito
title Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
title_short Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
title_full Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
title_fullStr Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
title_full_unstemmed Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity
title_sort effects of chlorophenoxy herbicides and their main transformation products on dna damage and acetylcholinesterase activity
publisher Hindawi Limited
series BioMed Research International
issn 2314-6133
2314-6141
publishDate 2014-01-01
description Persistent pesticide transformation products (TPs) are increasingly being detected among different environmental compartments, including groundwater and surface water. However, there is no sufficient experimental data on their toxicological potential to assess the risk associated with TPs, even if their occurrence is known. In this study, the interaction of chlorophenoxy herbicides (MCPA, mecoprop, 2,4-D and dichlorprop) and their main transformation products with calf thymus DNA by UV-visible absorption spectroscopy has been assessed. Additionally, the toxicity of the chlorophenoxy herbicides and TPs was also assessed evaluating the inhibition of acetylcholinesterase activity. On the basis of the results found, it seems that AChE is not the main target of chlorophenoxy herbicides and their TPs. However, the results found showed that the transformation products displayed a higher inhibitory activity when compared with the parent herbicides. The results obtained in the DNA interaction studies showed, in general, a slight effect on the stability of the double helix. However, the data found for 4-chloro-2-methyl-6-nitrophenol suggest that this transformation product can interact with DNA through a noncovalent mode.
url http://dx.doi.org/10.1155/2014/709036
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