Cytochrome P450 metabolism-based herbicide resistance to imazamox and 2,4-D in Papaver rhoeas

Torra, Joel; Rojano-Delgado, Antonia M.; Menéndez, J.; Salas, Marisa; Prado, Rafael De

doi:10.1016/j.plaphy.2021.01.007

Cited by 27 publications

(22 citation statements)

References 37 publications

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“…However, the total FPB metabolism difference between Sus and R barnyardgrass observed in the present study was too small to infer the FPB resistance mechanism. In addition, other previous studies for resistance mechanisms of 2,4‐D, imazamox, glufosinate, and metribuzin have revealed that enhanced metabolism is commonly found in resistant weeds 25–28 . Thus, to elucidate the relationship between FPB resistance and metabolism, it was necessary to investigate what types of metabolites were produced in Sus and R barnyardgrass at each sampling time and how they were involved in the FPB sensitivity/resistance mechanisms.…”

Section: Resultsmentioning

confidence: 99%

Non‐target‐site resistance mechanism of barnyardgrass [Echinochloa crus‐galli (L.) P. Beauv.] to florpyrauxifen‐benzyl

Hwang

Norsworthy

González-Torralva

et al. 2021

Pest Management Science

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BACKGROUND Florpyrauxifen‐benzyl (FPB) is an arylpicolinate herbicide (Group IV) for barnyardgrass control in rice. One susceptible (Sus) and three putative FPB‐resistant (R1, R2, and R3) barnyardgrass biotypes were selected based on resistant/susceptible (R/S) ratios obtained from dose–response tests and used to investigate the potential resistance mechanisms. RESULTS Based on visual control results, the R/S ratios of barnyardgrass biotypes R1, R2, and R3 were 60‐, 33‐, and 16‐fold greater than the Sus standard, respectively. Sequencing results of TIR1 and AFB genes in the tested barnyardgrass revealed no difference between Sus and R barnyardgrass biotypes. Absorption of [14C]‐FPB in Sus barnyardgrass increased over time and reached 90%, which was >10 percentage points greater than that in R biotypes. The [14C]‐FPB absorption in all R barnyardgrass equilibrated after 48 h. For both Sus and R barnyardgrass, most [14C]‐FPB absorbed was present in the treated leaf (79.8–88.8%), followed by untreated aboveground (9.5–18.6%) and belowground tissues (1.3–2.2%). No differences in translocation were observed. Differences between Sus and R barnyardgrass biotypes were found for FPB metabolism. Production of the active metabolite, florpyrauxifen‐acid, was greater in Sus barnyardgrass (21.5–52.1%) than in R barnyardgrass (5.5–34.9%). CONCLUSION In conclusion, reductions in FPB absorption and florpyrauxifen‐acid production may contribute to the inability to control barnyardgrass with FPB. © 2021 Society of Chemical Industry.

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Section: Resultsmentioning

confidence: 99%

Non‐target‐site resistance mechanism of barnyardgrass [Echinochloa crus‐galli (L.) P. Beauv.] to florpyrauxifen‐benzyl

Hwang

Norsworthy

González-Torralva

et al. 2021

Pest Management Science

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“…CYP-450 has been shown to endow herbicide resistance in broadleaf weed species too, as reported for Glebionis coronia to ALS inhibitors in this Research Topic (Hada et al). It is worth mentioning studies confirming that CYP-450 is involved in 2,4-D metabolism in A. tuberculatus (Figueiredo et al, 2018) and Papaver rhoeas (Torra et al, 2021). Moreover, in P. rhoeas, the same CYP-450 has been shown to confer cross-resistance to both 2,4-D and imazamox in several R populations (Torra et al, 2021).…”

Section: Recent Advances In Ntsr Mechanismsmentioning

confidence: 91%

“…It is worth mentioning studies confirming that CYP-450 is involved in 2,4-D metabolism in A. tuberculatus (Figueiredo et al, 2018) and Papaver rhoeas (Torra et al, 2021). Moreover, in P. rhoeas, the same CYP-450 has been shown to confer cross-resistance to both 2,4-D and imazamox in several R populations (Torra et al, 2021).…”

Section: Recent Advances In Ntsr Mechanismsmentioning

confidence: 91%

Editorial: Multiple Herbicide-Resistant Weeds and Non-target Site Resistance Mechanisms: A Global Challenge for Food Production

et al. 2021

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“…Many cases of synthetic auxin herbicide resistance have been reported in weeds, and yet, most of the biochemical mechanisms regulating these phenotypes are still unknown. , Two examples of target site mutations in Aux/IAA (auxin/indole-3-acetic acid) coreceptor genes that cause synthetic auxin herbicide resistance were recently identified. , Nontarget site resistance mechanisms reported for synthetic auxin herbicides include reduced herbicide translocation − and rapid response cell death following 2,4-D treatment. , Metabolism-based resistance to synthetic auxin herbicides was reported for MCPA (2-methyl-4-chlorophenoxyacetic acid)-resistant hemp nettle (Galeopsis tetrahit), mecoprop-resistant chickweed (Stellaria media), 2,4-D-resistant corn poppy (Papaver rhoeas), , 2,4-D-resistant waterhemp, ,, and 2,4-D-resistant Palmer amaranth (Amaranthus palmeri) in which 2,4-D was metabolized 20–30% faster than in susceptible plants. 2,4-D metabolites have been characterized in susceptible weed species .…”

Section: Introductionmentioning

confidence: 99%

“…24,25 Nontarget site resistance mechanisms reported for synthetic auxin herbicides include reduced herbicide translocation 26−28 and rapid response cell death following 2,4-D treatment. 29,30 Metabolism-based resistance to synthetic auxin herbicides was reported for MCPA (2-methyl-4-chlorophenoxyacetic acid)-resistant hemp nettle (Galeopsis tetrahit), 31 mecopropresistant chickweed (Stellaria media), 32 2,4-D-resistant corn poppy (Papaver rhoeas), 33,34 2,4-D-resistant waterhemp, 18,35,36 and 2,4-D-resistant Palmer amaranth (Amaranthus palmeri) 37 in which 2,4-D was metabolized 20−30% faster than in susceptible plants. 2,4-D metabolites have been characterized in susceptible weed species.…”

Section: ■ Introductionmentioning

confidence: 99%

Identification of a Novel 2,4-D Metabolic Detoxification Pathway in 2,4-D-Resistant Waterhemp (Amaranthus tuberculatus)

Figueiredo

Barnes

Boot

et al. 2022

J. Agric. Food Chem.

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A 2,4-dichlorophenoxyactic acid (2,4-D)-resistant population of Amaranthus tuberculatus (common waterhemp) from Nebraska, USA, was previously found to have rapid metabolic detoxification of the synthetic auxin herbicide 2,4-D. We purified the main 2,4-D metabolites from resistant and susceptible plants, solved their structures by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS), and synthesized the metabolites to determine their in planta toxicity. Susceptible plants conjugated 2,4-D to aspartate to form 2,4-D-aspartic acid (2,4-D-Asp), while resistant plants had a unique metabolic profile where 2,4-D was hydroxylated into 5-OH-2,4-D, followed by conjugation into a sugar metabolite (2,4-D-5-O-d-glucopyranoside) and subsequent malonylation into 2,4-D-(6′-O-malonyl)-5-O-d-glucopyranoside. Toxicological studies on waterhemp and Arabidopsis thaliana confirmed that the hydroxylated metabolite lost its auxinic action and toxicity. In contrast, the 2,4-D-Asp metabolite found in susceptible plants retained some auxinic action and toxicity. These results demonstrate that 2,4-D-resistant A. tuberculatus evolved novel detoxification reactions not present in susceptible plants to rapidly metabolize 2,4-D, potentially mediated by cytochrome P450 enzymes that perform the initial 5-hydroxylation reaction. This novel mechanism is more efficient to detoxify 2,4-D and produces metabolites with lower toxicity compared to the aspartic acid conjugation found in susceptible waterhemp.

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Cytochrome P450 metabolism-based herbicide resistance to imazamox and 2,4-D in Papaver rhoeas

Cited by 27 publications

References 37 publications

Non‐target‐site resistance mechanism of barnyardgrass [Echinochloa crus‐galli (L.) P. Beauv.] to florpyrauxifen‐benzyl

Non‐target‐site resistance mechanism of barnyardgrass [Echinochloa crus‐galli (L.) P. Beauv.] to florpyrauxifen‐benzyl

Editorial: Multiple Herbicide-Resistant Weeds and Non-target Site Resistance Mechanisms: A Global Challenge for Food Production

Identification of a Novel 2,4-D Metabolic Detoxification Pathway in 2,4-D-Resistant Waterhemp (Amaranthus tuberculatus)

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