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.
Authors
- Zhixiang Zhao (ORCID: https://orcid.org/0000-0003-0399-4058)
- Yanhong Dong (ORCID: https://orcid.org/0000-0001-7249-9275)
- Huizhe Lu (ORCID: https://orcid.org/0000-0003-1061-9387)
- Qinyu Zhang (ORCID: https://orcid.org/0000-0001-8292-938X)
- Jianjun Zhang (ORCID: https://orcid.org/0000-0003-3956-0796)
- Li Zhang (ORCID: https://orcid.org/0000-0001-6319-1092)
- Haoyu Zheng (ORCID: https://orcid.org/0000-0001-7119-1156)
- Yiyang Wang (ORCID: https://orcid.org/0009-0006-2258-0992)
- Simin Wang (ORCID: https://orcid.org/0000-0001-6409-7700)
Institutions
- China Agricultural University (CN)
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
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China