Synthesis, Nematicidal Evaluation, and 3D-QSAR Analysis of Novel 1,3,4-Oxadiazole–Cinnamic Acid Hybrids

Chen, Jixiang; Chen, Yongzhong; Gan, Xiuhai; Song, Baoan; Hu, Deyu

doi:10.1021/acs.jafc.8b03020

Cited by 60 publications

(43 citation statements)

References 31 publications

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“…The nematicidal activities of the compounds A 1 -A 36 against M. incognita were tested by a typical assay [29,30]. The tested compounds were dissolved with DMSO and then diluted with 1% Tween-80 solution to prepare 500 and 100 µg/mL solutions.…”

Section: Nematicidal Biological Activity In Vitromentioning

confidence: 99%

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Zhou

Wang

et al. 2020

Molecules

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A series of new N-phenylacetamide derivatives containing 4-arylthiazole moieties was designed and synthesized by introducing the thiazole moiety into the amide scaffold. The structures of the target compounds were confirmed by 1H-NMR, 13C-NMR and HRMS. Their in vitro antibacterial activities were evaluated against three kinds of bacteria—Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas axonopodis pv. Citri (Xac) and X.oryzae pv. oryzicola (Xoc)—showing promising results. The minimum 50% effective concentration (EC50) value of N-(4-((4-(4-fluoro-phenyl)thiazol-2-yl)amino)phenyl)acetamide (A1) is 156.7 µM, which is superior to bismerthiazol (230.5 µM) and thiodiazole copper (545.2 µM). A scanning electron microscopy (SEM) investigation has confirmed that compound A1 could cause cell membrane rupture of Xoo. In addition, the nematicidal activity of the compounds against Meloidogyne incognita (M. incognita) was also tested, and compound A23 displayed excellent nematicidal activity, with mortality of 100% and 53.2% at 500 μg/mL and 100 μg/mL after 24 h of treatment, respectively. The preliminary structure-activity relationship (SAR) studies of these compounds are also briefly described. These results demonstrated that phenylacetamide derivatives may be considered as potential leads in the design of antibacterial agents.

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Section: Nematicidal Biological Activity In Vitromentioning

confidence: 99%

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Zhou

Wang

et al. 2020

Molecules

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“…Meanwhile, 1,3,4-thiadiazol and 1,3,4-oxadiazole have been reported to have good biological activities and were used to design drug molecules in pesticide. In our previous work, we designed and synthesized a series of novel 1,3,4-thiadiazol and 1,3,4-oxadiazole derivatives with effective control of bacterial [ 25 , 26 ], fungal [ 27 – 29 ] and plant-parasitic nematodes [ 30 ] diseases. In addition, trifluoromethyl pyridine is an important heterocyclic structure containing fluorine, and also a common group in the current commercial pesticides.…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and biological activity of novel 1,2,4-oxadiazole derivatives

et al. 2020

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Background Plant diseases seriously threaten food security, it is urgent to discover efficient and low-risk chemical pesticides. 1,2,4-Oxadiazole derivatives exhibit broad spectrum of agricultural biological activities. For discovering novel molecules with excellent agricultural activities, novel 1,2,4-oxadiazole derivatives were synthesized and evaluated for their agricultural activities. Result Bioassays results showed that the title compounds exhibited moderate nematocidal activity against Meloidogyne incognita and anti-fungal activity to Rhizoctonia solani. It’s worth noting that compounds 5m, 5r, 5u, 5v, 5x and 5y showed strong antibacterial effects on Xanthomonas oryzae pv. oryzae (Xoo), with EC50 values of 36.25, 24.14, 28.82, 19.44, 25.37 and 28.52 μg/mL, respectively, superior to bismerthiazol (BMT, EC50 = 77.46 μg/mL) and thiodiazole copper (TDC, EC50 = 99.31 μg/mL). Compounds 5p, 5u and 5v exhibited excellent antibacterial ability against Xanthomonas oryzae pv. oryzicola (Xoc), with EC50 values of 31.40, 19.04 and 21.78 μg/mL, respectively, better than that of BMT (EC50 = 68.50 μg/mL) and TDC (EC50 = 91.05 μg/mL). In addition, compound 5v exerted moderate antibacterial effects on rice bacterial leaf blight. Conclusions Twenty-six novel 1,2,4-oxadiazole derivatives were obtained and their biological activities were evaluated. Compound 5u and 5v exhibited excellent antibacterial activity Xoo and Xoc. These results indicated that 1,2,4-oxadiazole derivatives containing a trifluoromethyl pyridine moiety could be as potential alternative templates for discovering novel antibacterial agents.

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“…More difficult and specialized applications like quantitatively assessing plant damage in glasshouse screens or agrochemical field tests will likely be forthcoming. Enhancing classical pesticide quantitative‐structure activity (QSAR) models is likely to be explored as well, if recent publications in the drug discovery area are any guide.…”

Section: Introductionmentioning

confidence: 99%

Putting deep learning in perspective for pest management scientists

Clark

2020

Pest Management Science

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Deep learning' is causing rapid technological changes in many fields of science, and conjectures about its potential for transforming everyone's work and lives is a matter of great debate. Unfortunately, it is all too easy to apply it as a 'black box' tool with little consideration of its potential limitations, especially when the data it is being applied to is less than perfect. In this Perspective, I try to put deep learning into a broader mechanistic and historical context by showing how it relates to older forms of artificial intelligence; by providing a general explanation of how it operates; and by exploring some of the challenges involved in its implementation. Examples wherein it has been applied to pest management problems are provided to illustrate how the technology works and the challenges deep learning faces. At least in the near term, its biggest impact on agrochemical development seems likely to come in automating the tedious work involved in assessing agrochemical efficacy, but getting there will require major investments in building large, well-curated data sets to work from and in providing the expertise required to assess the resulting model predictions in real-world scenarios. Deep learning may also come to complement the machine learning methodologies already available for use in pesticide discovery and development, but it seems unlikely to supplant them.

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Synthesis, Nematicidal Evaluation, and 3D-QSAR Analysis of Novel 1,3,4-Oxadiazole–Cinnamic Acid Hybrids

Cited by 60 publications

References 31 publications

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Synthesis and Antibacterial Evaluation of N-phenylacetamide Derivatives Containing 4-Arylthiazole Moieties

Design, synthesis, and biological activity of novel 1,2,4-oxadiazole derivatives

Putting deep learning in perspective for pest management scientists

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