Cocrystal engineering strategy for sustained release and leaching reduction of herbicides: a case study of metamitron

Xiao, Yuntian; Wu, Chuanhua; Zhou, Ling; Yin, Qiuxiang; Yang, Jingxiang

doi:10.1039/d2gc02949a

Cited by 21 publications

(10 citation statements)

References 75 publications

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“…Metamitron (MET), a widely employed selective pre- and postemergence herbicide in sugar beet fields, has raised significant concerns regarding groundwater pollution worldwide, primarily attributable to its high aqueous solubility (1.7 mg/mL at 25 °C). To address this environmental issue, three cocrystals (Figure a) of MET with cinnamic acid (CA), naringenin (NA), and baicalein (BA) were meticulously designed . At 25 °C, MET–BA and MET–NA cocrystals could reduce the solubility of MET by 27- and 22-fold, respectively, and the intrinsic dissolution rate by 26- and 59-fold, exhibiting their remarkable sustained release effect.…”

Section: Application Scenarios Of Solid-state Formsmentioning

confidence: 99%

“…Representative morphological pictures (d) and calculated FWR data (e) of Kentucky bluegrass treated by MET and three cocrystals. Reprinted with permission from ref . Copyright 2022 The Royal Society of Chemistry.…”

Section: Application Scenarios Of Solid-state Formsmentioning

confidence: 99%

“…To address this environmental issue, three cocrystals (Figure 10a) of MET with cinnamic acid (CA), naringenin (NA), and baicalein (BA) were meticulously designed. 171 Moreover, prothioconazole−metalaxyl cocrystal can reduce the solubility of metalaxyl by 30 times, allowing it to be maintained in plants for a more extended period, as well as prevent metalaxyl leaching in groundwater. 172 By decreasing the rate of dissolution of neonicotinoid pesticides, the preparation of acetamiprid−cyantraniliprole cocrystals can also avoid the phytotoxicity caused by high-concentration application.…”

Section: Cocrystals�sustained Release Of Agrochemicalsmentioning

confidence: 99%

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Pursuing Green and Efficient Agriculture from Molecular Assembly: A Review of Solid-State Forms on Agrochemicals

Xiao

Cui

et al. 2023

J. Agric. Food Chem.

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Achieving rapid global agricultural development while maintaining ecological harmony is a major challenge of the new millennium. Meeting this challenge requires the development of efficient and environmentally friendly agrochemicals, including pesticides and fertilizers. Molecular assembly, as a promising strategy, has garnered significant attention in recent years for the development of advanced solid-state forms of agrochemicals. In this review, we present the potential and recent advancements of solid-state forms, such as polymorphs, cocrystals/salts, solvates, inclusion compounds, and the amorphous state, for the production of high-efficiency and low-polluting agrochemical products. We provide an overview of the concepts and preparation methods of these solid-state forms, followed by an exploration of their applications in sustainable agriculture. Specifically, we highlight their value in enhancing pesticide solubility, enabling controlled release of chemical fertilizers, and reducing off-target risks. Lastly, we discuss the challenges and prospects associated with the utilization of solid-state forms for the advancement of environmentally friendly and efficient agriculture.

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Section: Application Scenarios Of Solid-state Formsmentioning

confidence: 99%

Section: Application Scenarios Of Solid-state Formsmentioning

confidence: 99%

Section: Cocrystals�sustained Release Of Agrochemicalsmentioning

confidence: 99%

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Pursuing Green and Efficient Agriculture from Molecular Assembly: A Review of Solid-State Forms on Agrochemicals

Xiao

Cui

et al. 2023

J. Agric. Food Chem.

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“…Over the past decades, the study of organic multicomponent crystalline materials has attracted the attention of researchers owing to their promising applications in the fields of medicine, 1,2 agriculture, 3,4 and explosives, 5,6 among others. 7,8 In particular, the design of cocrystals has been a hot topic due to their ability to improve the physicochemical properties of pharmaceuticals without altering the pharmacological properties of the selected active pharmaceutical ingredients (APIs) 9,10 as well as their opportunities to overcome patent protection of existing APIs.…”

Section: Introductionmentioning

confidence: 99%

Virtual assessment achieved two binary cocrystals based on a liquid and a solid pyridine derivative with modulated thermal stabilities

et al. 2023

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“…31,32 Our previous work also achieved sustained release and reduced leaching of highly water-soluble herbicide metamitron through cocrystal engineering, confirming its great potential in the development of environmentally friendly agrochemicals. 33 Atrazine (ATR, Scheme 1), developed and registered by Ciba-Geigy in 1958 for the control of weeds in corn, has been widely popular with farmers since the early 1960s. 34 However, ATR possesses a half-life of up to 5 months in water, and its bioaccumulation can significantly impact the environment and human health.…”

Section: Introductionmentioning

confidence: 99%

Temperature-Responsive Cocrystal Engineering for Efficacious Delivery of Poorly Water-Soluble Herbicide

Xiao,

Wu,

Feng

et al. 2023

Crystal Growth & Design

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Addressing the challenges posed by the low water solubility of numerous herbicides is crucial as it directly affects their bioavailability and efficacy. This limited solubility often results in overapplication, increasing both environmental persistence and risks to human health and aquatic ecosystems. Atrazine (ATR), a widely recognized photosynthesis inhibitor, is emblematic of this dilemma, often requiring doses that far exceed the optimal levels for effective weed control. Cocrystal engineering has emerged as a promising solution. In our study, we synthesized cocrystals of ATR with propanedioic acid (PA) and succinic acid (SA). These cocrystals displayed a marked enhancement in intrinsic dissolution rates, with increases up to most 22.518-fold across a temperature range of 10−30 °C, which in turn greatly improved ATR's release dynamics. In addition, the solubility varied, increasing to different degrees at different temperatures. This augmentation not only elevated its herbicidal potency, evident from the preferential order of ATR-PA over ATR-SA and then ATR, but also safeguarded against any negative impacts on crop corn. Intriguingly, an increment of just 10 °C in temperature had a more pronounced effect than doubling the herbicide dosage, highlighting the pivotal role of ambient conditions. Overall, our findings highlight the potential of cocrystal engineering to optimize the performance and mitigate the environmental impact of herbicides with restricted water solubility.

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Cocrystal engineering strategy for sustained release and leaching reduction of herbicides: a case study of metamitron

Abstract: Due to the poor efficacy and environmental contamination caused by ease leaching, highly water-soluble herbicides have raised considerable attention. For example, metamitron (MET), a herbicide which used for controlling grass...

Cited by 21 publications

References 75 publications

Pursuing Green and Efficient Agriculture from Molecular Assembly: A Review of Solid-State Forms on Agrochemicals

Pursuing Green and Efficient Agriculture from Molecular Assembly: A Review of Solid-State Forms on Agrochemicals

Virtual assessment achieved two binary cocrystals based on a liquid and a solid pyridine derivative with modulated thermal stabilities

Temperature-Responsive Cocrystal Engineering for Efficacious Delivery of Poorly Water-Soluble Herbicide

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