含恶二唑环新型磺胺类化合物的合成及其计算机模拟研究：作为β-葡萄糖醛酸酶抑制剂
Synthesis and in silico studies of novel sulfonamides having oxadiazole ring: As β-glucuronidase inhibitors.
作者信息
Taha Muhammad, Baharudin Mohd Syukri, Ismail Nor Hadiani, Selvaraj Manikandan, Salar Uzma, Alkadi Khaled A A, Khan Khalid Mohammed
机构信息
Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia; Faculty of Applied Science, Universiti Teknologi MARA (UiTM), 40450 Shah Alam, Selangor, Malaysia.
Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia; Faculty of Applied Science, Universiti Teknologi MARA (UiTM), 40450 Shah Alam, Selangor, Malaysia.
出版信息
Bioorg Chem. 2017 Apr;71:86-96. doi: 10.1016/j.bioorg.2017.01.015. Epub 2017 Jan 26.
Novel sulfonamides having oxadiazole ring were synthesized by multistep reaction and evaluated to check in vitro β-glucuronidase inhibitory activity. Luckily, except compound 13, all compounds were found to demonstrate good inhibitory activity in the range of IC=2.40±0.01-58.06±1.60μM when compared to the standard d-saccharic acid 1,4-lactone (IC=48.4±1.25μM). Structure activity relationship was also presented. However, in order to ensure the SAR as well as the molecular interactions of compounds with the active site of enzyme, molecular docking studies on most active compounds 19, 16, 4 and 6 was carried out. All derivatives were fully characterized by H NMR, C NMR and EI-MS spectroscopic techniques. CHN analysis was also presented.
通过多步反应合成了具有恶二唑环的新型磺胺类化合物，并对其进行评估以检测体外β-葡萄糖醛酸酶抑制活性。幸运的是，与标准的d-糖二酸1,4-内酯（IC = 48.4±1.25μM）相比，除化合物13外，所有化合物在IC = 2.40±0.01 - 58.06±1.60μM范围内均表现出良好的抑制活性。还呈现了构效关系。然而，为了确保化合物与酶活性位点的构效关系以及分子相互作用，对活性最高的化合物19、16、4和6进行了分子对接研究。所有衍生物均通过1H NMR、13C NMR和EI-MS光谱技术进行了全面表征。还给出了CHN分析结果。
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