Chalcone derivatives containing 1,2,4-triazole and pyridine moiety: design, synthesis, and antiviral activity

Hui Xin; Jiao Tian; Tianyu Deng; Qing Zhou; Yuhong Wang; Hong Fu; Haotao Pu; Wei Xue

doi:10.1007/s11030-024-11049-7

Chalcone derivatives containing 1,2,4-triazole and pyridine moiety: design, synthesis, and antiviral activity

Mol Divers. 2024 Dec 2. doi: 10.1007/s11030-024-11049-7. Online ahead of print.

Authors

Hui Xin¹, Jiao Tian¹, Tianyu Deng¹, Qing Zhou¹, Yuhong Wang¹, Hong Fu¹, Haotao Pu¹, Wei Xue²

Affiliations

¹ State Key Laboratory of Green Pesticide, Center for R&D of Fine Chemicals, Guizhou University, Guiyang, 550025, China.
² State Key Laboratory of Green Pesticide, Center for R&D of Fine Chemicals, Guizhou University, Guiyang, 550025, China. wxue@gzu.edu.cn.

PMID: 39617870
DOI: 10.1007/s11030-024-11049-7

Abstract

A series of chalcone derivatives containing 1,2,4-triazole and pyridine were designed and synthesized, and their antiviral activities against tobacco mosaic virus (TMV) were evaluated. Notably, S7 (EC₅₀ = 89.7 μg/mL) exhibited excellent curative activity against the TMV, which was superior to that of ningnanmycin (NNM: EC₅₀ = 201.7 μg/mL). Molecular docking showed that S7 exhibited satisfactory affinities for the TMV coat protein (TMV-CP), with four strong conventional hydrogen bonds with amino acid residues. Further, microscale thermophoresis (MST) showed that S7 (Kd = 0.5340 ± 0.2233 μmol/L) bound more strongly to TMV-CP than NNM (Kd = 5.1186 ± 1.9568 μmol/L). The results of chlorophyll content, malondialdehyde (MDA) content, and biological enzyme activity confirmed that S7 enhanced the disease resistance of tobacco plants by affecting the change of chlorophyll content, interfering with plant lipid peroxidation, and enhancing SOD activity in plants, respectively.

Keywords: 1,2,4-triazole; Antiviral activity; Chalcone; Pyridine; TMV-CP.

Abstract

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