Monatshefte für Chemie - Chemical Monthly ( IF 1.7 ) Pub Date : 2021-08-24 , DOI: 10.1007/s00706-021-02831-6 Ülkü Yılmaz 1 , Samir Abbas Ali Noma 2 , Yetkin Gök 2 , Aydın Aktaş 2, 3 , Burhan Ateş 2 , Tuğba Taşkın Tok 4, 5 , Betül Şen 6 , Muhittin Aygün 6
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A series of pyridine salts were synthesized containing vitamin B3 (niacin), isonicotinonitrile, and non-substituted pyridine fragment from reactions of 1,3-dibromopropane, 1,4-dibromobutane, and 4,4′-bis(chloromethyl)-1,1′-biphenyl reactants with pyridines. The builds of pyridine salts were identified by dint of IR, 1H, and 13C NMR spectroscopic techniques, and CHN analyses. Therewithal, the build of a compound was assigned via the X-ray single-crystal diffraction method. 1,3-Bis(3-cyanopyridine-1-ium-1-yl)propane dibromide crystallizes in the orthorhombic space group Ccce, with half of the cation molecule and one bromide anion in the asymmetric unit. Enzyme inhibitory properties of pyridine compounds were tested on the activities of xanthine oxidase (XO) and determined in the range from 0.394 to 0.623 μM. All of the compounds inhibited enzyme more effectively than allopurinol that which is a standard drug. In addition, docking calculations were applied to investigate the binding properties and interactions of pyridine salts towards XO.
Graphic abstract
中文翻译：
新型吡啶盐类优异黄嘌呤氧化酶抑制作用的研究
合成了一系列含有维生素 B3（烟酸）、异烟腈和来自 1,3-二溴丙烷、1,4-二溴丁烷和 4,4'-双（氯甲基）-1 反应的未取代吡啶片段的吡啶盐， 1'-联苯与吡啶的反应物。通过 IR、1 H 和13 C NMR 光谱技术和 CHN 分析鉴定吡啶盐的结构。因此，通过 X 射线单晶衍射方法确定了化合物的构造。1,3-双（3-氰基吡啶-1-鎓-1-基）丙烷二溴化物在正交空间群Ccce 中结晶，在不对称单元中有一半的阳离子分子和一个溴化物阴离子。通过黄嘌呤氧化酶 (XO) 的活性测试吡啶化合物的酶抑制特性，并在 0.394 至 0.623 μM 的范围内确定。所有化合物都比标准药物别嘌呤醇更有效地抑制酶。此外，对接计算用于研究吡啶盐对 XO 的结合特性和相互作用。
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