Microwave assisted synthesis, antifungal activity, DFT and SAR study of 1,2,4-triazolo[4,3-a]pyridine derivatives containing hydrazone moieties

文献类型： 外文期刊

第一作者： Mu, Jin-Xia

作者： Mu, Jin-Xia;Wu, Hong-Ke;Sun, Zhao-Hui;Yang, Ming-Yan;Liu, Xing-Hai;Shi, Yan-Xia;Li, Bao-Ju

作者机构：

关键词： 1,2,4-Triazolo[4,3-a]pyridine;Hydrazone;Microwave assisted synthesis;Antifungal activity;DFT

期刊名称：CHEMISTRY CENTRAL JOURNAL （ 影响因子：4.215； 五年影响因子：3.836 ）

ISSN： 1752-153X

年卷期： 2016 年 10 卷

页码：

收录情况： SCI

摘要： Background: The increasing prevalence of multi-drug resistant fungal infections has encouraged the search for new antifungal agents. Hydrazone derivatives always exhibited diversity activities, including antifungal, anti-inflammatory, anti-oxidation, anti-cancer activity. Regarding the heterocyclic moiety, 1,2,4-triazolo[4,3-a]pyridine derivatives also display broad activities, such as antifungal activity, anticonvulsant activity, herbicidal activity, antimicrobial activity and anticancer activity. Results: A series of novel 1,2,4-triazolo[4,3-a]pyridine derivatives containing hydrazone moiety were designed and synthesized from 2,3-dichloropyridine, hydrazine hydrate by multi-step reactions under microwave irradiation condition, and their structures were characterized by FT IR, H-1 NMR, C-13 NMR, F-19 NMR, MS and elemental analysis. The antifungal activities of title compounds were determined. The results indicated that some of the title compounds exhibited good antifungal activity. Furthermore, DFT calculation was carried out for studying the structure-activity relationship (SAR). Conclusion: A practical synthetic route to obtain 1,2,4-triazolo[4,3-a]pyridine derivatives is presented. This study suggests that the 1,2,4-triazolo[4,3-a]pyridine derivatives exhibited good antifungal activity.

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