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Novel silver(I)N-heterocyclic carbene complexes bearing 2-(4-hydroxyphenyl)ethyl group: Synthesis,characterization, and enzyme inhibition properties
Authors:Ayten Behçet  Aydın Aktaş  Yetkin Gök  Rüya Kaya  Parham Taslimi  İlhami Gülçin
Affiliation:1. Department of Chemistry, Faculty of Arts and Sciences, Inönü University, Malatya, Turkey;2. Central Research and Application Laboratory, Ağri İbrahim Çeçen University, Agri, Turkey

Department of Chemistry, Faculty of Sciences, Atatürk University, Erzurum, Turkey;3. Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Turkey;4. Department of Chemistry, Faculty of Sciences, Atatürk University, Erzurum, Turkey

Abstract:
Herein, novel silver-based N-heterocyclic carbene (NHC) complexes bearing 2-(4-hydroxyphenyl)ethyl group were synthesized. Novel Ag(I)NHC complexes were synthesized from the 2-(4-hydroxyphenyl)ethyl-substituted benzimidazolium salts and silver oxide via in situ deprotonation method. The successful formation of all Ag(I)NHC complexes was proved by using 1H NMR, 13C NMR, FTIR spectroscopy, and elemental analysis techniques. In addition, their inhibitory effects have been investigated of these substances on acetylcholinesterase (AChE), α-glycosidase (α-Gly), human carbonic anhydrase I (hCA I), and human carbonic anhydrase II (hCA II) enzymes. It has been seen that all compounds have a better ability to inhibit compared with existing tried inhibitors. Among these, the best inhibitor against AChE enzyme is 1g (Ki : 9.54 ± 0.98 μM and IC50 : 17.40), and against α-Gly, 1c showed the highest effect (Ki 3.09 ± 0.36 μM and IC50 7.91). The best inhibitor against hCA I and hCA II enzymes are 1c and 1g compounds. For hCA I and hCA II, IC50 values were calculated as 17.85 and 9.06 μM and Ki values were measured as 5.45 ± 2.02 and 8.99 ± 2.02 μM, respectively.
Keywords:
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