Glutathione Conjugation: A Detoxification Pathway for Fenoxaprop-ethyl in Barley, Crabgrass, Oat, and Wheat

Tal, A.; Romano, M.; Stephenson, G. R.; Schwan, Adrian L.; Hall, J. Christopher

doi:10.1006/pest.1993.1050

Cited by 66 publications

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“…Thus, this result suggests that increased activity of GST(s) may be responsible for fenoxaprop-P degradation and therefore for herbicide resistance in this population. Glutathione conjugation was first suggested as a possible pathway of fenoxaprop-p detoxification in barley, crabgrass, oat and wheat [11,42]. These in vitro metabolism studies revealed that fenoxaprop-P underwent rapid displacement of the phenyl group by glutathione (GSH).…”

Section: Discussionmentioning

confidence: 99%

Enhanced activity of several herbicide-degrading enzymes: a suggested mechanism responsible for multiple resistance in blackgrass (Alopecurus myosuroides Huds.)

Letouzé

Gasquez

2003

Agronomie

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To cite this version:Anne Letouzé, Jacques Gasquez. Enhanced activity of several herbicide-degrading enzymes: a suggested mechanism responsible for multiple resistance in blackgrass (Alopecurus myosuroides Huds. Abstract -Experiments were carried out to analyse enhanced herbicide metabolism mediated by cytochrome P450 monooxygenases (P450(s)) or glutathione-S transferases (GST(s)) as a possible mechanism responsible for multiple resistance in three blackgrass populations. The RA population is resistant to aryloxyphenoxypropionates (fops) and flupyrsulfuron, the RB to fenoxaprop-P, flupyrsulfuron and ureas and the RC to fenoxaprop-P, haloxyfop and clodinafop. Based on the coleoptile length, growth responses of seedlings to the herbicide responsible for resistance and to combined treatments of the herbicide plus P450(s) or GST(s), inhibitors were compared. Growth of the RA seedlings was significantly reduced with flupyrsulfuron plus malathion, suggesting that P450(s) activity may be involved in the resistance. In contrast, none of the four inhitors tested had an effect on the fop resistance. Fenoxaprop-P plus tridiphane, flupyrsulfuron plus malathion and ureas plus PBO or ABT significantly reduced the RB coleoptiles' growth. Therefore, multiple resistance in this population may be due to an elevation of P450(s) and GST(s) activity. In the RC population, PBO, ABT and tridiphane synergised clodinafop, haloxyfop and fenoxaprop-P effects, suggesting that the two enzymatic systems may also be involved in the RC resistances. multiple herbicide resistance / enhanced herbicide detoxification / P450(s)/GST(s) / Alopecurus myosuroides Huds.Résumé -L'amplification d'enzymes de détoxication des herbicides : un mécanisme possible responsable des résistances multiples chez le vulpin (Alopecurus myosuroides Huds.). Cette expérimentation a pour but d'analyser l'éventuelle implication de monooxygénases à cytochrome P450 (P450(s)) et de glutathione S-transférases (GST(s)) dans les résistances multiples observées chez trois populations de vulpin. La population RA résiste aux aryloxyphenoxypropionates (fops) et au flupyrsulfuron, la RB au fénoxaprop-P, au flupyrsulfuron et aux urées et la RC au fénoxaprop-P, à l'haloxyfop et au clodinafop. Les croissances de la première feuille des plantules exposées à l'herbicide seul et à un mélange "herbicide + inhibiteur" ont été analysées. La croissance des plantules RA est fortement réduite en présence de flupyrsulfuron associé au malathion. Ainsi, des P450(s) pourraient être impliquées dans la résistance de cette population. En revanche, les quatre inhibiteurs sont sans effet sur la résistance aux fops. Comparées à l'effet des herbicides utilisés seuls, les combinaisons fénoxaprop-P plus tridiphane, flupyrsulfuron plus malathion et urées plus PBO ou ABT réduisent significativement la croissance des plantules RB. Ces résultats suggèrent donc que des P450(s) et des GST(s) pourraient être responsables des résistances multiples de cette population. Pour finir, les résistances de la population RC p...

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Section: Discussionmentioning

confidence: 99%

Enhanced activity of several herbicide-degrading enzymes: a suggested mechanism responsible for multiple resistance in blackgrass (Alopecurus myosuroides Huds.)

Letouzé

Gasquez

2003

Agronomie

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“…Fenoxaprop-P-ethyl and chlorotoluron are herbicide substrates for GST-mediated metabolism in naturally-tolerant cereal crops and NTSR grass populations (Tal et al, 1993;Reade et al, 2004;Cummins et al, 2013). Additionally, preliminary greenhouse trials demonstrated that NBD-Cl at 270 g ha -1 exhibited an optimal increase in atrazine activity (PRE and POST) without displaying visual injury symptoms or secondary phytotoxic effects (data not shown).…”

Section: Effect Of the Gst Inhibitor Nbd-cl On Atrazine Activity Preementioning

confidence: 96%

“…Mechanisms that confer NTSR are becoming more common and problematic in grass and dicot weed populations throughout the world (Powles and Yu, 2010;Délye et al, 2011;Ma et al, 2013;Yu and Powles, 2014), potentially arising from the lack of a significant fitness cost to the plant. Research conducted during the 1970s and 1980s directed at improving the POST activity of atrazine and control of grass weeds in maize (Thompson et al, 1971;Thompson, 1972) involved the use of herbicide synergism (Boydston and Slife, 1986). One example of utilizing an herbicide synergist is tridiphane, a GST substrate and inhibitor, to increase atrazine POST activity for enhanced control of giant foxtail (Setaria faberi L.) in maize (Boydston and Slife, 1986).…”

Section: Core Ideasmentioning

confidence: 99%

Differential Responses to Preemergence and Postemergence Atrazine in Two Atrazine‐Resistant Waterhemp Populations

Evans

Riechers

2016

Agronomy Journal

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Waterhemp [Amaranthus tuberculatus (Moq) Sauer] is a difficult‐to‐control dicot weed in the United States. Atrazine [6‐chloro‐N‐ethyl‐N’‐(1‐methylethyl)‐1,3,5‐triazine‐2,4‐diamine] is commonly used for preemergence (PRE) and postemergence (POST) waterhemp control in maize (Zea mays L.). Previous research reported that atrazine metabolism via glutathione S‐transferase (GST) activity contributes to atrazine POST resistance in two waterhemp populations from Illinois, designated MCR (McLean County, Illinois, resistant) and ACR (Adams County, Illinois, resistant). Objectives were to quantify responses of these populations to atrazine PRE and determine if the combination of a GST inhibitor and atrazine PRE or POST increases their control. Dose‐response analyses indicated MCR was resistant to atrazine PRE relative to ACR or WCS (Wayne County sensitive; herbicide‐sensitive population), despite MCR and ACR exhibiting equivalent levels of atrazine resistance POST. The ACR response to atrazine PRE (LD50) was intermediate compared with MCR and WCS. Seedling survival of ACR was reduced by 4‐chloro‐7‐nitrobenzofurazan (NDB‐Cl; a GST inhibitor) and atrazine PRE more than atrazine PRE alone, but not in MCR. Atrazine following NBD‐Cl applied POST inhibited seedling growth in ACR, but not in MCR. Enhanced atrazine activity with NBD‐Cl further supports rapid metabolism via GSTs as the main atrazine‐resistance mechanism in ACR. GST(s) that metabolize atrazine in MCR may not have been completely inhibited by NBD‐Cl, indicating that similar yet distinct atrazine‐resistance mechanisms exist in MCR compared to ACR. In conclusion, atrazine PRE (with or without NBD‐Cl) still controls ACR when applied at typical field‐use rates in maize, but the length of residual activity may be shorter than in sensitive populations.Core Ideas Two waterhemp populations are resistant to atrazine POST due to increased metabolism by GST enzymes. Since atrazine can also be soil applied, quantifying the levels of resistance in these populations is important for weed management in maize. The MCR population was resistant to atrazine PRE and displayed a higher level of resistance to atrazine PRE than the ACR population. NBD‐Cl, a metabolic inhibitor of GST enzymes, enhanced atrazine activity in the ACR population but not MCR. The length of residual activity of atrazine may be shorter for controlling these populations in maize compared with sensitive populations.

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“…Resistance mechanisms are mainly a modification in the target enzyme or an enhanced detoxification of fenoxaprop (Powles and Yu 2010). Studies have shown that in plant and soil environment fenoxaprop converts into the acid metabolite fenoxaprop-P (Hoppe and Zacher 1985;Kobek et al 1988;Kobek and Lichtenthaler 1989;Yaacoby et al 1991;Tal et al 1993;Cocker et al 1999;Singh et al 2013). Fenoxaprop-P is responsible for the herbicidal activity as well and causes a stronger inhibition of fatty acid synthesis than the active ingredient itself.…”

Section: Introductionmentioning

confidence: 94%

Degradation and Metabolism of Fenoxaprop and Mesosulfuron + Iodosulfuron in Multiple Resistant Blackgrass (Alopecurus myosuroides)

Kaiser

Gerhards

2015

Gesunde Pflanzen

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Glutathione Conjugation: A Detoxification Pathway for Fenoxaprop-ethyl in Barley, Crabgrass, Oat, and Wheat

Cited by 66 publications

References 0 publications

Enhanced activity of several herbicide-degrading enzymes: a suggested mechanism responsible for multiple resistance in blackgrass (Alopecurus myosuroides Huds.)

Enhanced activity of several herbicide-degrading enzymes: a suggested mechanism responsible for multiple resistance in blackgrass (Alopecurus myosuroides Huds.)

Differential Responses to Preemergence and Postemergence Atrazine in Two Atrazine‐Resistant Waterhemp Populations

Degradation and Metabolism of Fenoxaprop and Mesosulfuron + Iodosulfuron in Multiple Resistant Blackgrass (Alopecurus myosuroides)

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