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. 2024 Apr;28(2):461-474.
doi: 10.1007/s11030-022-10593-4. Epub 2023 Mar 25.

Synthesis, antifungal activity and mechanism of action of novel chalcone derivatives containing 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole

Wenliang Zhan #  1 , Ran Zhou #  1 , Piao Mao  1 , Chunmei Yuan  1 , Tao Zhang  1 , Yi Liu  1 , Jiao Tian  1 , Hua Wang  2 , Wei Xue  3
Affiliations

Synthesis, antifungal activity and mechanism of action of novel chalcone derivatives containing 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole

Wenliang Zhan et al. Mol Divers. 2024 Apr.

Abstract

A series of chalcone derivatives containing 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole was designed and synthesized. Structures of all compounds were characterized by 1H NMR, 13C NMR, 19F NMR, and HRMS. The biological activities of the compounds were determined with the mycelial growth rate method, and further studies showed that some compounds had good antifungal activities at the concentration of 100 μg/mL. The EC50 value of compound L31 was 15.9 μg/mL against Phomopsis sp., which were better than that of azoxystrobin (EC50 value was 69.4 μg/mL). In addition, the mechanism of action of compound L31 shown that compound can affect mycelial growth by disrupting membrane integrity against Phomopsis sp., and that the higher the concentration of the compound is, the greater the disruption of membrane integrity is.

Keywords: 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole; Antifungal activity; Chalcone; Mechanism study.

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