Discovery of a new fungicide by screening triazole sulfonylhydrazone derivatives and its downy mildew inhibition in cucumber

Abstract

Downy mildew is a very important detrimental disease that lead reduced to fruits and vegetables. Due to the continuous growth of drug resistance, finding novel fungicides with dissimilar modes of function from present fungicides for controlling downy mildew are imminent. This work is an extension of our preceding research on the original triazole sulfonamide derivatives lead compound. Triazole sulfonamide as a remarkable nitrogen-containing heterocyclic compound opposed cucumber downy mildew (CDM) develops a quite vital part in the sphere of the study of new farm chemicals. The existing report designs a certain amount of 1,2,4-triazole-1,3-disulfonamide derivatives.Hydrazones have obtained extensive attention in the field of pharmaceutical due to its unique chemical structure and remarkable activity (insecticidal, antibacterial, antifungal and herbicidal). By means of coupling numerous hydrazone with triazole sulfonyl chloride groups, 24 novel derivatives were synthesized. Spectrum analysis of LC-MS, 1 H NMR and 13 C NMR were used for characterizing these new compounds. Compared with commercial Cyazofamid using bioassays, most of these compounds displayed preferable fungicidal activities. Moreover, compounds 8q illustrated the greatest CDM resistance (EC 50 = 7.776 mg/L). Field efficacy trials revealed that compound 8q fungicidal activity was higher than the purchased agrochemical Cyazofamid and Amisulbrom. Thus, the research declared that 8q displayed a great potential for the application of fungicide against CDM.

Resistance Risk and Resistance-Related Point Mutations in Target Protein Cyt b of the Quinone Inside Inhibitor Amisulbrom in Phytophthora litchii

“…Honda et al (2009) determined the sensitivity of Phytophthora infestans to amisulbrom, and the results suggested that this fungicide can significantly inhibit the release of zoospores at 0.1 μg/mL. 18 Fontaine et al (2019) and Li et al (2020) reported that amisulbrom has good field control effects for Plasmopara viticola and Pseudoperonospora cubensis and has great application prospects in the control of oomycete diseases. 19,20 Our previous study on amisulbrom activity demonstrated that it exhibits excellent inhibitory activity and control potential against P. litchii.…”

“…18 Fontaine et al (2019) and Li et al (2020) reported that amisulbrom has good field control effects for Plasmopara viticola and Pseudoperonospora cubensis and has great application prospects in the control of oomycete diseases. 19,20 Our previous study on amisulbrom activity demonstrated that it exhibits excellent inhibitory activity and control potential against P. litchii. However, the resistance risk and resistance mechanism of P. litchii to amisulbrom have not been assessed.…”

Design, synthesis, and fungicidal activity of novel N‐substituted piperazine‐containing phenylpyridines against cucumber downy mildew

“…1 Cucumber downy mildew (CDM) caused by Pseudoperonospora cubensis is one ofthemostseverecucurbitdiseases.Ifnotcontrolledintime,itmaylead to a 50% loss in annual cucumber production. [2][3][4][5] The fungicide control of CDM is among the most effective methods for managing the disease worldwide. However, for cucurbit cultivators who rely heavily on fungicide use, the re-emergence of Pseudoperonospora cubensis along with the failure of previously effective host resistance and the reduced sensitivity of pathogens to several fungicides has emerged as a challenge.…”

“…Cucumber downy mildew (CDM) caused by Pseudoperonospora cubensis is one of the most severe cucurbit diseases. If not controlled in time, it may lead to a 50% loss in annual cucumber production 2–5 . The fungicide control of CDM is among the most effective methods for managing the disease worldwide.…”

Novel Thiochromanone Derivatives Containing a Sulfonyl Hydrazone Moiety: Design, Synthesis, and Bioactivity Evaluation

“…As an important nitrogen-containing compounds in organic synthesis, sulfonyl hydrazones are widely employed to construct C–C, C–N, and C–S bonds. Compounds with sulfonyl hydrazone structural units present various biological activities, including antifungal [ 19 , 20 , 21 ], antibacterial [ 22 , 23 ], anticancer [ 24 , 25 , 26 ], and insecticidal [ 27 ] activity. However, there are no reports on the synthesis and bioactivity evaluation of thiochromanone derivatives containing a sulfonyl hydrazone structure.…”