Research Progress in the Design and Synthesis of Herbicide Safeners: A Review

Lee, Jia; Jin, Xinyu; Zhao, Li‐Xia; Fu, Ying; Ye, Fei

doi:10.1021/acs.jafc.2c01565

Cited by 66 publications

(42 citation statements)

References 73 publications

(105 reference statements)

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“…To eliminate such negative effects and to raise crop yields, herbicide safeners (also called herbicide antidotes or detoxifiers) are successfully used. Herbicide safeners [ 39 , 40 , 41 ] can be defined as agrochemicals that are able to neutralize phytotoxins in plants, thus protecting crop plants from herbicide injury. Safeners are harmless to crop plants (or even have a growth-stimulating effect), but do not affect the activity of herbicides against weeds.…”

Section: Resultsmentioning

confidence: 99%

Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies

et al. 2023

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The reaction between dithiomalondianilide (N,N’-diphenyldithiomalondiamide) and alkyl 3-aryl-2-cyanoacrylates in the presence of morpholine in the air atmosphere leads to the formation of alkyl 6-amino-4-aryl-7-phenyl-3-(phenylimino)-4,7-dihydro-3H-[1,2]dithiolo[3,4-b]- pyridine-5-carboxylates in 37–72% yields. The same compounds were prepared in 23–65% yields by ternary condensation of aromatic aldehydes, ethyl(methyl) cyanoacetate and dithiomalondianilide. The reaction mechanism is discussed. The structure of ethyl 6-amino-4-(4-methoxyphenyl)-7-phenyl-3-(phenylimino)-4,7-dihydro-3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylate was confirmed by X-ray crystallography. Two of the prepared compounds showed a moderate growth-stimulating effect on sunflower seedlings. Three of the new compounds were recognized as strong herbicide safeners with respect to herbicide 2,4-D in the laboratory and field experiments on sunflower.

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Section: Resultsmentioning

confidence: 99%

Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies

et al. 2023

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“…(Figure ). Presently, more than 20 safeners have been commercialized, and they are widely used in agricultural production …”

Section: Introductionmentioning

confidence: 99%

Research Progress on the Action Mechanism of Herbicide Safeners: A Review

Zhao

2023

J. Agric. Food Chem.

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Herbicide safeners are agricultural chemicals that protect crops from herbicide injury and improve the safety of herbicides and the effectiveness of weed control. Safeners induce and enhance the tolerance of crops to herbicides through the synergism of multiple mechanisms. The principal mechanism is that the metabolic rate of the herbicide in the crop is accelerated by safeners, resulting in the damaging concentration at the site of action being reduced. We focused on discussing and summarizing the multiple mechanisms of safeners to protect crops in this review. It is also emphasized how safeners alleviate herbicide phytotoxicity to crops by regulating the detoxification process and conducting perspectives on future research on the action mechanism of safeners at the molecular level.

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“…Weeds directly competed with crops for nutrients, moisture, and light, which can cause over 80% crop yield loss. , A lot of herbicides have been widely used in agricultural production for weed control, which greatly increased the crop production. ,, Target-based drug design (TBDD) has attracted great attention because of its numerous advantages, including high selectivity, high efficiency, and safety for nontarget organisms . There are currently about 26 herbicide sites of action, including acetohydroxyacid synthase, acetyl-coenzyme A carboxylase, protoporphyrinogen IX oxidase, and 4-hydroxyphenylpyruvatedioxygenase (HPPD)-inhibiting herbicides, and so on .…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Herbicidal Activity of Naphthalimide–Aroyl Hybrids as Potent Transketolase Inhibitors

Wang

Yang

et al. 2022

J. Agric. Food Chem.

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Transketolase (TK) was identified as a new target for the development of novel herbicides. In this study, a series of naphthalimide−aroyl hybrids were designed and prepared based on TK as a new target and tested for their herbicidal activities. In vitro bioassay showed that compounds 4c and 4w exhibited stronger inhibitory effects against Digitaria sanguinalis (DS) and Amaranthus retroflexus (AR) with the inhibition over 90% at 200 mg/L and around 80% at 100 mg/L. Also, compounds 4c and 4w exhibited excellent postemergence herbicidal activity against DS and AR with the inhibition around 90% at 90 g [active ingredient (ai)]/ha and 80% at 50 g (ai)/ha in the greenhouse, which was comparable with the activity of mesotrione. The fluorescent quenching experiments of At TK revealed the occurrence of electron transfer from compound 4w to At TK and the formation of a strong exciplex between them. Molecular docking analyses further showed that compounds 4w exhibited profound affinity with At TK through the interaction with the amino acids in the active site, which results in its strong inhibitory activities against TK. These findings demonstrated that compound 4w is potentially a lead candidate for novel herbicides targeting TK.

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Research Progress in the Design and Synthesis of Herbicide Safeners: A Review

Cited by 66 publications

References 73 publications

Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies

Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies

Research Progress on the Action Mechanism of Herbicide Safeners: A Review

Design, Synthesis, and Herbicidal Activity of Naphthalimide–Aroyl Hybrids as Potent Transketolase Inhibitors

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