Mor Satbir, Sindhu Suchita
Department of Chemistry, Guru Jambheshwar University of Science and Technology, Hisar, Haryana 125001 India.
Med Chem Res. 2020;29(1):46-62. doi: 10.1007/s00044-019-02457-8. Epub 2019 Oct 26.
We report a convenient and efficient synthesis of indeno[1,2-]pyrazol-4(1)-ones () by the reaction of a variety of 2-acyl-(1)-indene-1,3(2)-diones () and 2-hydrazinylbenzo[]thiazole/2-hydrazinyl-6-substitutedbenzo[]thiazoles () in the presence of glacial acetic acid in good yields. The structure of the compounds thus prepared were confirmed by analytical and spectral (FT-IR, H NMR, C NMR, and HRMS) techniques. All the synthesized indeno[1,2-]pyrazol-4(1)-ones () were assayed for their in vitro Type II diabetes inhibitory activity by using Acarbose as standard drug and in vitro antimicrobial activity utilizing Streptomycin and Fluconazole as reference drugs. Among the synthesized derivatives, (IC = 6.71 μg/mL) was found to be more potent against -glucosidase enzyme as compared with the standard Acarbose (IC = 9.35 μg/mL) and (IC = 11.90 μg/mL) exhibited good inhibitory activity against -amylase enzyme as compared with the standard Acarbose (IC = 22.87 μg/mL). Also, all the titled compounds showed good antimicrobial activity. In addition, in vitro α-glucosidase and -amylase inhibition were supported by docking studies performed on the derivatives and , respectively.
我们报道了一种简便高效的合成茚并[1,2 - ]吡唑 - 4(1)-酮（）的方法，该方法是通过多种2 - 酰基 - (1)-茚 - 1,3(2)-二酮（）与2 - 肼基苯并[]噻唑/2 - 肼基 - 6 - 取代苯并[]噻唑（）在冰醋酸存在下反应，产率良好。通过分析和光谱（FT - IR、H NMR、C NMR和HRMS）技术对由此制备的化合物结构进行了确证。所有合成的茚并[1,2 - ]吡唑 - 4(1)-酮（）均以阿卡波糖作为标准药物测定其体外II型糖尿病抑制活性，并以链霉素和氟康唑作为参考药物测定其体外抗菌活性。在合成的衍生物中，（IC = 6.71μg/mL）与标准阿卡波糖（IC = 9.35μg/mL）相比，对 - 葡萄糖苷酶更具活性，并且（IC = 11.90μg/mL）与标准阿卡波糖（IC = 22.87μg/mL）相比，对 - 淀粉酶表现出良好的抑制活性。此外，所有标题化合物均显示出良好的抗菌活性。此外，分别对衍生物 和 进行对接研究，支持了体外α - 葡萄糖苷酶和 - 淀粉酶抑制作用。
