Novel N‐propylphthalimide‐ and 4‐vinylbenzyl‐substituted benzimidazole salts: Synthesis, characterization, and determination of their metal chelating effects and inhibition profiles against acetylcholinesterase and carbonic anhydrase enzymes
Novel N‐propylphthalimide‐ and 4‐vinylbenzyl‐substituted benzimidazole salts: Synthesis, characterization, and determination of their metal chelating effects and inhibition profiles against acetylcholinesterase and carbonic anhydrase enzymes
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新型 N-丙基邻苯二甲酰亚胺和 4-乙烯基苄基取代的苯并咪唑盐：其金属螯合效应和对乙酰胆碱酯酶和碳酸酐酶的抑制特性的合成、表征和测定
DOI：
10.1002/jbt.22009
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发表时间：
2018
影响因子：
3.6
通讯作者：
I. Gulcin
中科院分区：
文献类型：
--
作者：
Y. Sarı;Aydın Aktaş;Parham Taslimi;Yetkin Gök;I. Gulcin
以N -取代苯并咪唑和芳基卤化物为原料合成了新型N -丙基邻苯二胺取代和4 -乙烯基苄基取代N -杂环卡宾前驱体。采用1H NMR、13C NMR、FTIR光谱和元素分析技术对新型N -丙基酞酰亚胺取代和4 -乙烯基苄基取代NHC前驱体进行了表征。通过对AChE和hCA酶的抑制实验，发现对hCA I的Ki值在351.0 ~ 1269.9 nM范围内，对hCA II的Ki值在346.6 ~ 1193.1 nM范围内，对AChE的Ki值在19.0 ~ 76.3 nM范围内。另一方面，临床上使用的分子乙酰唑胺作为CA抑制剂，对hCA I的Ki值为1246.7 nM，对hCA II的Ki值为1407.6 nM。此外，他克林抑制AChE， Ki值为174.6 nM。
The novel N‐propylphthalimide‐substituted and 4‐vinylbenzyl‐substituted N‐heterocyclic carbene (NHC) precursors were synthesized by N‐substituted benzimidazolium with aryl halides. The novel N‐propylphthalimide‐substituted and 4‐vinylbenzyl‐substituted NHC precursors have been characterized by using 1H NMR, 13C NMR, FTIR spectroscopy, and elemental analysis techniques. They were tested for the inhibition of AChE and hCA enzymes and demonstrated efficient inhibition profiles with Ki values in the range of 351.0–1269.9 nM against hCA I, 346.6–1193.1 nM against hCA II, and 19.0–76.3 nM against AChE. On the other hand, acetazolamide, a clinically used molecule, utilized as CA inhibitor, obtained a Ki value of 1246.7 nM against hCA I and 1407.6 nM against hCA II. Additionally, tacrine inhibited AChE and obtained a Ki value of 174.6 nM.