Formation, distribution and bioavailability of cell wall bound residues of 4- chloroaniline and 2,4-dichlorophenol

Pogány, E.; Pawlizki, K.-H.; Wallnöfer, P. R.

doi:10.1016/0045-6535(90)90005-e

Cited by 12 publications

(7 citation statements)

References 24 publications

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“…In the case of wheat cell cultures, incorporation rates of 65% for 4-chloroaniline and 31% for 3,4dichloroaniline have been obtained (Harms and Langebartels, 1986; Langebartels et al, 1986;Winkler and Sandermann, 1989). 4-Chloroaniline was incorporated into the bound residue fraction in yields of 7.3 and 42% when cell suspension cultures of tomato and maize, respectively, were studied (Pogány et al, 1990).…”

Section: Discussionmentioning

confidence: 99%

Animal bioavailability of a 3,4-dichloroaniline-lignin metabolite fraction from wheat

Sandermann¹,

Musick²,

Aschbacher³

1992

J. Agric. Food Chem.

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Section: Discussionmentioning

confidence: 99%

Animal bioavailability of a 3,4-dichloroaniline-lignin metabolite fraction from wheat

Sandermann¹,

Musick²,

Aschbacher³

1992

J. Agric. Food Chem.

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“…有机污染物及其糖基化产物均可以被固定在细胞壁中. 暴露4-氯苯胺和2,4-二氯苯酚后, 玉米和土豆细胞壁中的淀粉经酶水解后, 既可以检测到母体化合物(分别为27%~31%和32%~47%), 也可以检测到β-D-葡萄糖苷的结合物(分别为44%~47%和 56%~64%), 表明了III相反应的部分机制 [92] .…”

Section: 4-d和34-二氯苯胺在植物的作用下均可以产生与丙unclassified

“…在于根部的木质素中 [100] . 在暴露4-氯苯胺后, 玉米细胞壁木质素中的结合态物质含量最高(17.0%), 其他结合产物依次存在于果胶(13.3%)、蛋白质(4.0%)、淀粉 (3.8%)、半纤维素(1.3%)和纤维素(0.6%)中; 在2,4-二氯苯酚的暴露中, 也发现了较高含量的木质素结合产物(10.1%) [92] . 这些实验结果都表明, 有机污染物与木质素的结合是探究污染物在植物体内归趋不可忽略的过程.…”

Section: 木质素结合反应unclassified

Metabolism of typical halogenated organic pollutants in plants

2018

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“…5,6 Further metabolism of propanil is thought to involve glucosylation7,8 followed by incorporation into lignin9 and/or pectin cell wall polymers. 10 Extensive use of propanil has resulted in the selection of resistant biotypes of E. colona11 which has become a major problem weed in rice crops. Attempts to improve efficacy of propanil have included the use of carbamate and organophosphorus insecticides as synergists12h14 since these compounds are known to inhibit aryl acylamidase activity15 thereby enhancing the phytotoxicity of propanil by reducing its metabolism.…”

Section: Introductionmentioning

confidence: 99%

Effect of Mono-oxygenase Inhibitors on Uptake, Metabolism and Phytotoxicity of Propanil in Resistant Biotypes of Jungle-Rice,Echinochloa Colona

et al. 1997

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: The e †ect of the mono-oxygenase inhibitors tridiphane, piperonyl butoxide and prochloraz on propanil uptake, metabolism and phytotoxicity was measured in a resistant (R) biotype of Echinochloa colona. The uptake of propanil was not signiÐcantly a †ected by any of the three mono-oxygenase inhibitors. The Ðrst metabolite of propanil metabolism, 3,4-dichloroaniline, was found to accumulate to higher levels in E. colona treated with each of the mono-oxygenase inhibitors mixed with formulated propanil, compared to propanil applied alone.Accumulation of further metabolites of propanil (glucosyl-3,4-dichloroaniline and bound products) was reduced in the presence of mono-oxygenase inhibitors, compared with propanil application alone. Leaf damage caused by a single drop of propanil compared to propanil ] mono-oxygenase inhibitor was used to assess the degree of propanil tolerance in E. colona biotypes. Leaf damage was signiÐcantly greater in propanil ] mono-oxygenase inhibitor treatments. No leaf damage was observed in mono-oxygenase inhibitor treatments alone at the concentrations used.Peroxidase activity was measured in crude extracts of the R-biotype of E. colona using 3,4-dichloroaniline as substrate, in the presence and absence of mono-oxygenase inhibitors and the speciÐc peroxidase inhibitor salicylhydroxamic acid. Peroxidase activity was inhibited by all three monooxygenase inhibitors at 10 kM and by salicylhydroxamic acid at 1 kM. Glucosyl-3,4-dichloroaniline was found not to be a substrate for peroxidase activity.These results suggest that the incorporation of 3,4-dichloroaniline into bound residues involves peroxidase activity which can be inhibited by mono-oxygenase inhibitors. When peroxidase activity is inhibited, the precursor metabolite 3,4-dichloroaniline accumulates, and propanil resistance in E. colona is reduced, possibly as a consequence of phytotoxicity of this metabolite and/or product inhibition of the Ðrst step in propanil metabolism, responsible for the formation of 3,4-dichloroaniline. Glasshouse trials have demonstrated that the application of mono-oxygenase inhibitors, (particularly tridiphane which is also known to inhibit glutathione transferase activity) with propanil o †ers a promising approach to the control of propanil resistant biotypes of Jungle-Rice.

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Formation, distribution and bioavailability of cell wall bound residues of 4- chloroaniline and 2,4-dichlorophenol

Cited by 12 publications

References 24 publications

Animal bioavailability of a 3,4-dichloroaniline-lignin metabolite fraction from wheat

Animal bioavailability of a 3,4-dichloroaniline-lignin metabolite fraction from wheat

Metabolism of typical halogenated organic pollutants in plants

Effect of Mono-oxygenase Inhibitors on Uptake, Metabolism and Phytotoxicity of Propanil in Resistant Biotypes of Jungle-Rice,Echinochloa Colona

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