新型 1,2,3-三唑连接香豆素吡唑偶联物的设计、合成及生物评价：作为有效的胆碱酯酶抑制剂、5-脂氧合酶抑制剂、酪氨酸酶抑制剂和抗癌剂。
Design, synthesis and biological evaluation of novel 1,2,3-triazole linked coumarinopyrazole conjugates as potent anticholinesterase, anti-5-lipoxygenase, anti-tyrosinase and anti-cancer agents.
机构信息
Laboratory of Applied Chemistry and Environment, Faculty of Science of Monastir, University of Monastir, 5019 Monastir, Tunisia; Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity (LR11ES39), Team: Medicinal Chemistry and Natural Products and Reactivity, Faculty of Science of Monastir, University of Monastir, 5019 Monastir, Tunisia.
Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity (LR11ES39), Team: Medicinal Chemistry and Natural Products and Reactivity, Faculty of Science of Monastir, University of Monastir, 5019 Monastir, Tunisia.
出版信息
Bioorg Chem. 2018 Oct;80:189-194. doi: 10.1016/j.bioorg.2018.06.005. Epub 2018 Jun 4.
A series of new 1,2,3-triazole linked coumarinopyrazole conjugates 4a-e and 5a-e have been synthesized via the Copper(I)-catalysed Alkyne-Azide Cycloaddition (CuAAC). Going through the reaction of compound 2 with the 3-propargyl bromide gave a mixture of propargylated regioisomers 3 + 3' used as a dipolarophile to access to triazoles 4a-e and 5a-e. The structures of the prepared cycloadducts were determined by H, C and 2D-NMR techniques and by HRMS analysis. All the synthesized derivatives have been evaluated for their anticholinesterase, anti-5-lipoxygenase, anti-tyrosinase, and cytotoxic activities.
一系列新的 1,2,3-三唑连接的香豆素吡唑酮缀合物 4a-e 和 5a-e 已通过铜（I）催化的炔烃-叠氮环加成（CuAAC）合成。通过化合物 2 与 3-丙炔溴的反应得到丙炔基区域异构体 3+3'的混合物，用作亲偶极体以获得三唑 4a-e 和 5a-e。通过 H、C 和 2D-NMR 技术以及 HRMS 分析确定了制备的环加成物的结构。所有合成的衍生物都已评估其抗胆碱酯酶、抗 5-脂氧合酶、抗酪氨酸酶和细胞毒性活性。
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