Novel 1,3,4-Oxadiazole-2-Carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase.

doi:10.1021/acs.jafc.9b05942

Paper

Novel 1,3,4-Oxadiazole-2-Carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase.

Published Nov 27, 2019 · Yuanyuan Wu, Wu-Bin Shao, Jian-Jun Zhu

Journal of agricultural and food chemistry

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73

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Abstract

A novel simple 1,3,4-oxadiazole-2-carbohydrazides was reported to discover low-cost and versatile antifungal agents. Bioassay results suggested that a majority of the designed compounds were extremely bioactive against four types of fungi and two kinds of oomycetes. This extreme bioactivity was highlighted by the applausive inhibitory effects of compounds 4b, 4h, 5c, 5g, 5h, 5i, 5m, 5p, 5t, and 5v against Gibberella zeae, affording EC50 values ranging from 0.486 µg/mL to 0.799 µg/mL, which were superior to that of fluopyram (2.96 µg/mL) and comparable to those of carbendazim (0.947 µg/mL) and prochloraz (0.570 µg/mL). Meanwhile, compounds 4g, 5f, 5i, and 5t showed significant actions against Fusarium oxysporum with EC50 values of 0.652, 0.706, 0.813, and 0.925 µg/mL, respectively. Pharmacophore exploration suggested that the N'-phenyl-1,3,4-oxadiazole-2-carbohydrazide pattern is necessary for the bioactivity. Molecular docking of 5h with succinate dehydrogenase (SDH) indicated that it can completely locate the inside of the binding pocket via hydrogen-bonding and hydrophobic interactions, revealing that this novel framework might target SDH. This result was further verified by the significant inhibitory effect on SDH activity. In addition, SEM patterns were performed to elucidate the anti-G. zeae mechanism. Given these features, this type of frameworks is a suitable template for future exploration of alternative SDH inhibitors against plant microbial infections.

In Vitro Study

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Novel 1,3,4-oxadiazole-2-carbohydrazides show potential as low-cost and versatile antifungal agents against various fungi and oomycetes, potentially targeting succinate dehydrogenase for potential agricultural applications.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Novel 1,3,4-Oxadiazole-2-Carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase.

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