Metabolism and Degradation of Porphyrin Biosynthesis Inhibitor Herbicides

Aizawa, Hiroyasu; Brown, H. M.

doi:10.1007/978-3-642-58633-0_14

Cited by 11 publications

(11 citation statements)

References 53 publications

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“…The metabolism of acifluorfen by soybean involves a reduction of the p ‐nitro substitution, deesterification and conjugation . This process is common for most of the diphenyl ether herbicides that target PPO . P450 monooxygenases are involved in the metabolism by crops of triazolinone‐type PPO inhibitors such as sulfentrazone and carfentrazone .…”

Section: Evolution Of Resistance To Ppo‐inhibiting Herbicidesmentioning

confidence: 99%

Evolution of resistance to phytoene desaturase and protoporphyrinogen oxidase inhibitors – state of knowledge

Dayan

Owens

Tranel

et al. 2014

Pest Management Science

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Two major classes of herbicides include inhibitors of protoporphyrinogen oxidase (PPO) and phytoene desaturase (PDS). Plants can evolve resistance to PPO and PDS inhibitors via several mechanisms that include physical changes, resulting in reduced uptake, physiological changes, resulting in compartmentalization or altered translocation, and biochemical changes, resulting in enhanced metabolic degradation or alterations of protein structures, leading to loss of sensitivity to the herbicides. This review discusses the involvement of some of these mechanisms in the various cases of resistance to PDS- and PPO-inhibiting herbicides, and highlights unique aspects of target-site resistance to these herbicides.

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Section: Evolution Of Resistance To Ppo‐inhibiting Herbicidesmentioning

confidence: 99%

Evolution of resistance to phytoene desaturase and protoporphyrinogen oxidase inhibitors – state of knowledge

Dayan

Owens

Tranel

et al. 2014

Pest Management Science

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“…Most of the information about the effects of herbicides on plant metabolism comes from chemical or biochemical studies on xenobiotic degradation. Little is known about non‐specific induction or repression of metabolic pathways unrelated to degradation, as such events would remain undetected in targeted studies 24–26. Thus, the goal of the present study was to test the substantial equivalence of wheat gene expression after herbicide treatment compared with that in control plants, both under controlled conditions and in the field.…”

Section: Introductionmentioning

confidence: 99%

Common and distinct gene expression patterns induced by the herbicides 2,4‐dichlorophenoxyacetic acid, cinidon‐ethyl and tribenuron‐methyl in wheat

Pasquer

Ochsner

Zarn

et al. 2006

Pest Management Science

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In wheat, herbicides are used to control weeds. Little is known about the changes induced in the metabolism of tolerant plants after herbicide treatment. The impact of three herbicides [2,4-dichlorophenoxyacetic acid (2,4-D), cinidon-ethyl and tribenuron-methyl] on the wheat transcriptome was studied using cDNA microarrays. Gene expression of plants grown in a controlled environment or in the field was studied between 24 h and 2 weeks after treatment. Under controlled conditions, 2,4-D induced genes of the phenylpropanoid pathway soon after treatment. Cinidon-ethyl triggered peroxidase and defence-related gene expression under controlled conditions, probably because reactive oxygen species are released by photo-oxidation of protoporphyrin-IX. The same genes were upregulated in the field as under controlled conditions, albeit at a weaker level. These results show that cinidon-ethyl specifically induces genes involved in plant defence. Under controlled conditions, tribenuron-methyl did not change the expression profile immediately after treatment, but defence-related genes were upregulated after 1 week. Sulfonylurea compounds such as tribenuron-methyl specifically inhibit acetolactate synthase and are rapidly detoxified, but the activity of some of the resulting metabolites could explain later changes in gene expression. Finally, overexpression of the isopropylmalate synthase gene, involved in branched-chain amino acid synthesis, and of defence-related genes was observed in the field after sulfonylurea treatment.

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“…The first step in soybean (Glycine max (L.) Merr.) metabolism of acifluorfen-methyl and lactofen is deesterfication to the phytotoxic metabolite acifluorfen (Aizawa and Brown 1999).…”

mentioning

confidence: 99%

Fate of acifluorfen and lactofen in common waterhemp (Amaranthus rudis) resistant to protoporphyrinogen oxidase–inhibiting herbicides

Shoup

Al‐Khatib

2005

Weed Science

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Studies were conducted to determine acifluorfen and lactofen absorption, translocation, and metabolism in protox-inhibiting herbicide-susceptible and -resistant common waterhemp. Acifluorfen and lactofen absorption was similar in both biotypes. Herbicide absorption was 12% in both susceptible and resistant common waterhemp 6 h after treatment (HAT). Absorption increased to 32 and 42% in susceptible and resistant plants, respectively, at 72 HAT. Translocation was similar in both biotypes for both herbicides. Herbicide translocation out of the treated leaf ranged between 5 and 15%. In a separate study, resistant common waterhemp plants were treated with acifluorfen or lactofen, alone or with tridiphane. Acifluorfen or lactofen injury to resistant common waterhemp was not altered with the addition of tridiphane. Treatments of 14C-acifluorfen or -lactofen on susceptible and resistant common waterhemp resulted in similar lactofen metabolism in both biotypes, but acifluorfen was not metabolized in either biotype within 24 HAT. This data indicate that differences in herbicide absorption, translocation, or metabolism are not the mechanism of common waterhemp resistance to protox-inhibiting herbicides.

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Metabolism and Degradation of Porphyrin Biosynthesis Inhibitor Herbicides

Cited by 11 publications

References 53 publications

Evolution of resistance to phytoene desaturase and protoporphyrinogen oxidase inhibitors – state of knowledge

Evolution of resistance to phytoene desaturase and protoporphyrinogen oxidase inhibitors – state of knowledge

Common and distinct gene expression patterns induced by the herbicides 2,4‐dichlorophenoxyacetic acid, cinidon‐ethyl and tribenuron‐methyl in wheat

Fate of acifluorfen and lactofen in common waterhemp (Amaranthus rudis) resistant to protoporphyrinogen oxidase–inhibiting herbicides

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