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Influence of Chirality of Benzimidazole Amine Hybrids on Inhibition of Human Erythrocytes Carbonic Anhydrase I, II and Acetylcholinesterase        
Yazarlar
Doç. Dr. Turgay TUNÇ Doç. Dr. Turgay TUNÇ
Kırşehir Ahi Evran Üniversitesi, Türkiye
Suzan Abdurrahmanoğlu
Türkiye
Prof. Dr. Aslıhan GÜNEL Prof. Dr. Aslıhan GÜNEL
Türkiye
Doç. Dr. Zuhal ALIM Doç. Dr. Zuhal ALIM
Türkiye
Prof. Dr. Nadir DEMİREL Prof. Dr. Nadir DEMİREL
Türkiye
Özet
Novel chiral benzimidazole amine hybrids (4a-4d) were synthesized from commercially available amine [(R)- (+)-phenylethylamine, (-) (S)-(-)-phenylethylamine, (-) (R)-(-)-cyclohexylethylamine, (S)-(+)-cyclohexylethylamine] and 2-(chloromethyl)-N-tosyl-1H-benzimidazole. The synthesized compounds (4a-4d) were characterized by IR, NMR, and LC/MS analysis. The inhibitory effect of 4a-4d on human erythrocytes carbonic anhydrase I (hCA-I), II (hCA-II), and acetylcholinesterase (AChE) activity was investigated. For hCA-I, the IC50 values of 4a-4d were found to be 4.895 mu M, 1.750 mu M, 0.173 mu M, and 0.620 mu M, respectively, and for hCA-II, the IC50 values of 4a-4d were found to be 0.469 mu M, 0.380 mu M, 0.233 mu M, 0.635 mu M, respectively. Furthermore, IC50 values of 4a-4d on AChE were found as 87.5 nM, 100 nM, 26.92 nM, and 100 nM, respectively. In addition, molecular docking analysis was performed to evaluate the affinity of 4a-4d against hCA-I, hCA-II, and AChE and explain their binding interactions.
Anahtar Kelimeler
acetylcholinesterase | carbonic anhydrase | chiral benzimidazole | inhibition | molecular docking
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı CHEMISTRY & BIODIVERSITY
Dergi ISSN 1612-1872
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q3
Makale Dili Türkçe
Basım Tarihi 06-2023
Cilt No 20
Sayı 6
Doi Numarası 10.1002/cbdv.202300207
Makale Linki http://dx.doi.org/10.1002/cbdv.202300207