Department of Chemistry, Faculty of Sciences, Ataturk University, 25240, Erzurum, Turkey.
Laboratory of Theoretical Bases of Synthesis and Action Mechanism of Additives, Institute of Chemistry of Additives, Azerbaijan National Academy of Sciences, 1029, Baku, Azerbaijan.
J Biochem Mol Toxicol. 2018 Sep;32(9):e22191. doi: 10.1002/jbt.22191. Epub 2018 Jul 10.
The thiolation reaction was carried out in a benzene solution at 80°C and p-substituted ketones and mercaptoacetic acid in a molar ratio (1:4) of in the presence of a catalytic amount of toluene sulfonic acids. The enzyme inhibition activities of the novel amides of 1,1-bis-(carboxymethylthio)-1-arylethanes derivatives were investigated. These novel amides of 1,1-bis-(carboxymethylthio)-1-arylethanes derivatives showed good inhibitory action against acetylcholinesterase (AChE) butyrylcholinesterase (BChE), and human carbonic anhydrase I and II isoforms (hCA I and II). AChE inhibitors, interacting with the enzyme as their primary target, are applied as relevant drugs and toxins. Many clinically established drugs are carbonic anhydrase inhibitors, and it is highly anticipated that many more will eventually find their way into the market. The novel synthesized compounds inhibited AChE and BChE with K values in the range of 0.64-1.47 nM and 9.11-48.12 nM, respectively. On the other hand, hCA I and II were effectively inhibited by these compounds, with K values between 63.27-132.34 and of 29.63-127.31 nM, respectively.
巯基化反应在苯溶液中 80°C 下进行，p-取代的酮和巯基乙酸以摩尔比（1:4）存在，并使用催化量的对甲苯磺酸。研究了 1,1-双（羧甲基硫代）-1-芳基乙烷衍生物的新型酰胺的酶抑制活性。这些新型 1,1-双（羧甲基硫代）-1-芳基乙烷衍生物的酰胺对乙酰胆碱酯酶（AChE）、丁酰胆碱酯酶（BChE）和人碳酸酐酶 I 和 II 同工酶（hCA I 和 II）表现出良好的抑制作用。作为主要靶点与酶相互作用的乙酰胆碱酯酶抑制剂被用作相关药物和毒素。许多临床确立的药物是碳酸酐酶抑制剂，预计最终将有更多的药物进入市场。新型合成化合物对 AChE 和 BChE 的抑制作用的 K 值分别在 0.64-1.47 nM 和 9.11-48.12 nM 范围内。另一方面，这些化合物有效地抑制 hCA I 和 II，K 值分别为 63.27-132.34 和 29.63-127.31 nM。
