An investigation into the role of lipid peroxidation in the mode of action of aromatic hydrocarbon and dicarboximide fungicides
The mode of actio of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary target site. One current theory proposes that active oxygen species generated by these compounds initiate lipid peroxidation. We studied the...
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Published in | Pesticide biochemistry and physiology Vol. 44; no. 2; pp. 91 - 100 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
San Diego, CA
Elsevier Inc
01.10.1992
Elsevier |
Subjects | |
Online Access | Get full text |
ISSN | 0048-3575 1095-9939 |
DOI | 10.1016/0048-3575(92)90106-A |
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Abstract | The mode of actio of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary target site. One current theory proposes that active oxygen species generated by these compounds initiate lipid peroxidation. We studied the effects of two aromatic hydrocarbons, chloroneb and tolclophos-methyl, and three dicarboximides, vinclozolin, iprodione, and myclozoline, on microsomes of
Ustilago maydis. As a control, we compared the effect of paraquat, which is known to generate active oxygen, with that of these fungicides. Growth of
U. maydis is very sensitive to all five compounds under study, especially to tolchlophos-methyl (I
50 = 0.3 μg/ml). No lipid peroxidation occurred in the fungal microsomes when treated with the fungicides. In fact, no peroxidation was observed when the fungal microsomes were treated with a potent oxidation system of ascorbate iron. This may be explained by the lack of highly polyunsaturated fatty acids in this fungus. Whereas paraquat caused the uncoupling of electron flow in
U. maydis microsomes as demonstrated by NADPH oxidation and O
2 consumption, no effect was observed upon treatment with the fungicides. These compounds also did not inhibit NADPH-cytochrome P450 reductase activity. These results suggest that lipid peroxidation as the primary mode of action of these compounds is unlikely in this organism. |
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AbstractList | The mode of action of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary target site. One current theory proposes that active oxygen species generated by these compounds initiate lipid peroxidation. We studied the effects of two aromatic hydrocarbons, chloroneb and tolclophos-methyl, and three dicarboximides, vinclozolin, iprodione, and myclozoline, on microsomes of Ustilago maydis. As a control, we compared the effect of paraquat, which is known to generate active oxygen, with that of these fungicides. Growth of U. maydis is very sensitive to all five compounds under study, especially to tolchlophos-methyl (I50 = 0.3 microgram/ml). No lipid peroxidation occurred in the fungal microsomes when treated with the fungicides. In fact, no peroxidation was observed when the fungal microsomes were treated with a potent oxidation system of ascorbate iron. This may be explained by the lack of highly polyunsaturated fatty acids in this fungus. Whereas paraquat caused the uncoupling of electron flow in U. maydis microsomes as demonstrated by NADPH oxidation and O2 consumption, no effect was observed upon treatment with the fungicides. These compounds also did not inhibit NADPH-cytochrome P450 reductase activity. These results suggest that lipid peroxidation as the primary mode of action of these compounds is unlikely in this organism. The mode of actio of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary target site. One current theory proposes that active oxygen species generated by these compounds initiate lipid peroxidation. We studied the effects of two aromatic hydrocarbons, chloroneb and tolclophos-methyl, and three dicarboximides, vinclozolin, iprodione, and myclozoline, on microsomes of Ustilago maydis. As a control, we compared the effect of paraquat, which is known to generate active oxygen, with that of these fungicides. Growth of U. maydis is very sensitive to all five compounds under study, especially to tolchlophos-methyl (I 50 = 0.3 μg/ml). No lipid peroxidation occurred in the fungal microsomes when treated with the fungicides. In fact, no peroxidation was observed when the fungal microsomes were treated with a potent oxidation system of ascorbate iron. This may be explained by the lack of highly polyunsaturated fatty acids in this fungus. Whereas paraquat caused the uncoupling of electron flow in U. maydis microsomes as demonstrated by NADPH oxidation and O 2 consumption, no effect was observed upon treatment with the fungicides. These compounds also did not inhibit NADPH-cytochrome P450 reductase activity. These results suggest that lipid peroxidation as the primary mode of action of these compounds is unlikely in this organism. |
Author | Pell, Eva J. Orth, Ann B. Tien, Ming Sfarra, Angelo |
Author_xml | – sequence: 1 givenname: Ann B. surname: Orth fullname: Orth, Ann B. organization: Department of Molecular and Cell Biology, Pennsylvania State University, University Park, Pennsylvania 16802 USA – sequence: 2 givenname: Angelo surname: Sfarra fullname: Sfarra, Angelo organization: Department of Plant Pathology, Pennsylvania State University, University Park, Pennsylvania 16802 USA – sequence: 3 givenname: Eva J. surname: Pell fullname: Pell, Eva J. organization: Department of Plant Pathology, Pennsylvania State University, University Park, Pennsylvania 16802 USA – sequence: 4 givenname: Ming surname: Tien fullname: Tien, Ming organization: Department of Molecular and Cell Biology, Pennsylvania State University, University Park, Pennsylvania 16802 USA |
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Keywords | Oxygen Plant pathogen Basidiomycetes Microsome Herbicide Fungicide Quaternary ammonium compound Fungi Ustilago maydis Imide Biochemical reaction Benzenic compound Paraquat Mechanism of action Thallophyta Peroxidation |
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Snippet | The mode of actio of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary... The mode of action of aromatic hydrocarbon and dicarboximide fungicides has been the subject of many studies which have not conclusively identified the primary... |
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SubjectTerms | Agronomy. Soil science and plant productions aromatic fungicides Biological and medical sciences Chemical control chloroneb Control dicarboximide fungicides enzyme activity Fundamental and applied biological sciences. Psychology Fungal plant pathogens iprodione lipid peroxidation mechanism of action microsomes myclozoline NADPH-cytochrome-c2 reductase pharmacology Phytopathology. Animal pests. Plant and forest protection tolchlophos-methyl Ustilago zeae vinclozolin |
Title | An investigation into the role of lipid peroxidation in the mode of action of aromatic hydrocarbon and dicarboximide fungicides |
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