ABDURRAHMANOĞLU, SUZAN2023-06-122023-06-122023-01-01Tunç T., ABDURRAHMANOĞLU S., Günel A., Alım Z., Demirel N., "Influence of Chirality of Benzimidazole Amine Hybrids on Inhibition of Human Erythrocytes Carbonic Anhydrase I, II and Acetylcholinesterase", Chemistry and Biodiversity, 20231612-1872https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85160637183&origin=inwardhttps://hdl.handle.net/11424/290195Novel 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 μM, 1.750 μM, 0.173 μM, and 0.620 μM, respectively, and for hCA-II, the IC50 values of 4a–4d were found to be 0.469 μM, 0.380 μM, 0.233 μM, 0.635 μM, 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.enginfo:eu-repo/semantics/openAccessBiyomedikal MühendisliğiYaşam BilimleriBiyoteknolojiMoleküler Biyoloji ve GenetikSitogenetikKimyaTemel BilimlerMühendislik ve TeknolojiBiomedical EngineeringLife SciencesBiotechnologyMolecular Biology and GeneticsCytogeneticChemistryNatural SciencesEngineering and TechnologyMühendislik, Bilişim ve Teknoloji (ENG)Temel Bilimler (SCI)Yaşam Bilimleri (LIFE)MühendislikMikrobiyolojiBİYOKİMYA VE MOLEKÜLER BİYOLOJİBİYOTEKNOLOJİ VE UYGULAMALI MİKROBİYOLOJİMÜHENDİSLİK, BİYOMEDİKALEngineering, Computing & Technology (ENG)Natural Sciences (SCI)Life Sciences (LIFE)ENGINEERINGCHEMISTRYMOLECULAR BIOLOGY & GENETICSMICROBIOLOGYBIOCHEMISTRY & MOLECULAR BIOLOGYBIOTECHNOLOGY & APPLIED MICROBIOLOGYENGINEERING, BIOMEDICALBiyomühendislikFizik BilimleriBiyokimyaGenel KimyaMoleküler TıpMoleküler BiyolojiBioengineeringPhysical SciencesBiochemistryGeneral ChemistryMolecular MedicineMolecular Biologyacetylcholinesterasecarbonic anhydrasechiral benzimidazoleinhibitionmolecular dockingarticle10.1002/cbdv.202300207