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Synthesis and Inhibitor Effect Novel Alkoxymethyl Derivatives of Dihetero Cycloalkanes on Carbonic Anhydrase and Acetylcholinesterase
Chemistry & Biodiversity ( IF 2.9 ) Pub Date : 2024-04-05 , DOI: 10.1002/cbdv.202400296
Vagif Farzaliyev 1 , Adem Ertük 2 , Malahat Abbasova 3 , Oruj Nabiyev 1 , Yeliz Demir 4 , Hatice Kızıltaş 5 , Afsun Sujayev 1 , ilhami Gülçin 2
Affiliation  

1,3‐Diheterocycloalkanes derivatives are important starting materials in fine organic synthesis. These compounds can be widely used in various fields such as industry, medicine, biotechnology and chemical technology. The paper is focused on synthesis and study of alkoxymethyl derivatives of diheterocycloalkanes (M1‐M15) and inhibition effect on carbonic anhydrase and acetylcholinesterase. The structures of compounds were confirmed by 1H and 13C NMR spectroscopy. Also, in this study alkoxymethyl derivatives of diheterocycloalkanes were assessed for their influence on various metabolic enzymes, including acetylcholinesterase (AChE) and human carbonic anhydrase isoenzymes (hCA I and hCA II). The results demonstrated that all these compounds exhibited potent inhibitory effects on all the target enzymes, surpassing the standard inhibitors, as evidenced by their IC50 and Ki values. The Ki values for the compounds concerning AChE, hCA I, and hCA II enzymes were in the ranges of 1.02±0.17‐8.38±1.02, 15.30±3.15‐ 58.14±5.17 and 24.05±3.70–312.94±27.24 nM, respectively.

中文翻译:

新型二杂环烷烃烷氧基甲基衍生物的合成及其对碳酸酐酶和乙酰胆碱酯酶的抑制作用

1,3-二杂环烷烃衍生物是精细有机合成的重要起始原料。这些化合物可广泛应用于工业、医药、生物技术和化学技术等各个领域。本论文主要研究二杂环烷烃烷氧基甲基衍生物(M1-M15)的合成及对碳酸酐酶和乙酰胆碱酯酶的抑制作用。化合物的结构经1H和13C NMR谱确证。此外,在本研究中,还评估了二杂环烷烃的烷氧基甲基衍生物对各种代谢酶的影响,包括乙酰胆碱酯酶 (AChE) 和人碳酸酐酶同工酶(hCA I 和 hCA II)。结果表明,所有这些化合物对所有目标酶都表现出有效的抑制作用,超过了标准抑制剂,其 IC50 和 Ki 值证明了这一点。与AChE、hCA I和hCA II酶有关的化合物的Ki值分别在1.02±0.17-8.38±1.02、15.30±3.15-58.14±5.17和24.05±3.70-312.94±27.24 nM范围内。
更新日期:2024-04-05
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