Faculty of Arts and Sciences, Department of Chemistry, Inönü University, Malatya, Turkey.
Faculty of Sciences, Department of Chemistry, Atatürk University, Erzurum, Turkey.
Arch Pharm (Weinheim). 2017 Jun;350(6). doi: 10.1002/ardp.201700045. Epub 2017 May 2.
Three series of imidazolidinium ligands (NHC precursors) substituted with 4-vinylbenzyl, 2-methyl-1,4-benzodioxane, and N-propylphthalimide were synthesized. N-Heterocyclic carbene (NHC) precursors were prepared from N-alkylimidazoline and alkyl halides. The novel NHC precursors were characterized by H NMR, C NMR, FTIR spectroscopy, and elemental analysis techniques. The enzymes inhibition activities of the NHC precursors were investigated against the cytosolic human carbonic anhydrase I and II isoenzymes (hCA I and II) and the acetylcholinesterase (AChE) enzyme. The inhibition parameters (IC and K values) were calculated by spectrophotometric method. The inhibition constants (K ) were found to be in the range of 166.65-635.38 nM for hCA I, 78.79-246.17 nM for hCA II, and 23.42-62.04 nM for AChE. Also, the inhibitory effects of the novel synthesized NHCs were compared to acetazolamide as a clinical CA isoenzymes inhibitor and tacrine as a clinical cholinergic enzymes inhibitor.
合成了三系列取代 4-乙烯基苄基、2-甲基-1,4-苯并二恶烷和 N-丙基邻苯二甲酰亚胺的咪唑啉鎓配体（NHC 前体）。N-杂环卡宾（NHC）前体是由 N-烷基咪唑啉和烷基卤化物制备的。新型 NHC 前体通过 1 H NMR、 13 C NMR、FTIR 光谱和元素分析技术进行了表征。通过分光光度法研究了 NHC 前体对胞质人碳酸酐酶 I 和 II 同工酶（hCA I 和 II）和乙酰胆碱酯酶（AChE）酶的抑制活性。通过分光光度法计算了抑制参数（IC 和 K 值）。发现抑制常数（K ）的范围为 166.65-635.38 nM 用于 hCA I、78.79-246.17 nM 用于 hCA II 和 23.42-62.04 nM 用于 AChE。此外，还将新型合成的 NHC 的抑制作用与临床 CA 同工酶抑制剂乙酰唑胺和临床胆碱能酶抑制剂他克林进行了比较。
