Design, Synthesis, and Bioactivity Determination of Novel Malononitrile Derivatives Containing 1,2,3-Triazole

Using antifungal agrochemicals as the most economical solution might reduce plant diseases caused by pathogenic fungi, which have a significant negative impact on the quality and yield of food worldwide. In this work, 33 compounds (<b>G</b>) containing 1,2,3-triazole and malononitrile structures were synthesized. When the compounds were tested <i>in vitro</i> against six fungal species, they exhibited significant fungicidal activity toward <i>Botrytis cinerea</i> and <i>Rhizoctonia solani</i>. Compounds <b>G17</b> and <b>G30</b> displayed promising <i>in vivo</i> efficacy, with an EC<sub>50</sub> of 0.19 and 0.27 mg/L respectively against <i>R. solani</i>. Fungal ergosterol production was suppressed by compounds <b>G17</b> and <b>G30</b>, according to a preliminary analysis of their mechanism of action on <i>R. solani</i> using transcriptomics and scanning electron microscopy. It has been shown through experimentation that compounds <b>G17</b> and <b>G30</b> prevent <i>R. solani</i> from synthesizing ergosterol. Ultimately, it was anticipated that compounds <b>G17</b> and <b>G30</b> would be discovered to be low-toxic.

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Publication Details

Journal
Journal of Agricultural and Food Chemistry
Published
2024-08-26
DOI
https://doi.org/10.1021/acs.jafc.4c01484
Citations
11
Primary Topic
Synthesis and Biological Evaluation
Type
article
Field-Weighted Citation Impact
2.75

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article

Design, Synthesis, and Bioactivity Determination of Novel Malononitrile Derivatives Containing 1,2,3-Triazole

Zhixiang Zhao, Yanhong Dong, Huizhe Lu, Qinyu Zhang et al.
11 citations
Journal of Agricultural and Food Chemistry
Synthesis and Biological Evaluation
2.75
article

Design, Synthesis, and Bioactivity Determination of Novel Malononitrile Derivatives Containing 1,2,3-Triazole

Zhixiang Zhao, Yanhong Dong, Huizhe Lu, Qinyu Zhang, Jianjun Zhang, Li Zhang, Haoyu Zheng, Yiyang Wang, Simin Wang
article en
11 citations

Abstract

Using antifungal agrochemicals as the most economical solution might reduce plant diseases caused by pathogenic fungi, which have a significant negative impact on the quality and yield of food worldwide. In this work, 33 compounds (<b>G</b>) containing 1,2,3-triazole and malononitrile structures were synthesized. When the compounds were tested <i>in vitro</i> against six fungal species, they exhibited significant fungicidal activity toward <i>Botrytis cinerea</i> and <i>Rhizoctonia solani</i>. Compounds <b>G17</b> and <b>G30</b> displayed promising <i>in vivo</i> efficacy, with an EC<sub>50</sub> of 0.19 and 0.27 mg/L respectively against <i>R. solani</i>. Fungal ergosterol production was suppressed by compounds <b>G17</b> and <b>G30</b>, according to a preliminary analysis of their mechanism of action on <i>R. solani</i> using transcriptomics and scanning electron microscopy. It has been shown through experimentation that compounds <b>G17</b> and <b>G30</b> prevent <i>R. solani</i> from synthesizing ergosterol. Ultimately, it was anticipated that compounds <b>G17</b> and <b>G30</b> would be discovered to be low-toxic.

Journal of Agricultural and Food ChemistryVol. 72(35)
China Agricultural University (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China
Zero hunger
Openalex Percentile: Top 10%
Synthesis and Biological Evaluation
2.75
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