2‐Amino thiazole derivatives as inhibitors of some metabolic enzymes: An in vitro and in silico study

• Published in: Biotechnology and applied biochemistry 2023-04, Vol.70 (2), p.659-669
• Main Author: Korkmaz, Işıl Nihan
• Format: Article
• Language: English
• Subjects: Acetylcholinesterase; Acetylcholinesterase - chemistry; Antifungal agents; Butyrylcholinesterase - chemistry; Butyrylcholinesterase - metabolism; Carbonic anhydrase; Carbonic anhydrase I; Carbonic anhydrase II; cholinesterase; Cholinesterase Inhibitors - chemistry; Cholinesterase Inhibitors - pharmacology; Fungicides; inhibition; Isoenzymes; Molecular docking; Molecular Docking Simulation; Molecular Structure; Structure-Activity Relationship; thiazole; Thiazoles - chemistry; Thiazoles - pharmacology
• ISSN: 0885-4513; 1470-8744
• DOI: 10.1002/bab.2388

The thiazole derivatives are desirable compounds in the evaluation of their biological activities such as antiprotozoal antibacterial, antifungal, antituberculosis. Considering the medical application potential of 2‐amino thiazole compounds, we aimed to determine the effects of 2‐amino thiazole derivatives on the activities of carbonic anhydrase I–II isoenzymes, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Among the chemicals we used in our study, 2‐amino‐4‐(4‐chlorophenyl)thiazole compound exhibited the best inhibition against hCA I with Ki of 0.008 ± 0.001 μM. The 2‐amino‐4‐(4‐bromophenyl)thiazole compound exhibited the best inhibition against hCA II, AChE, and BChE with Ki of 0.124 ± 0.017, 0.129 ± 0.030, and 0.083 ± 0.041 μM, respectively. Molecular docking analysis showed that compound 2‐amino‐4‐(5,6,7,8‐tetrahydro‐2‐naphthyl)thiazole had the highest inhibitory potency against hCA I, hCA II, AChE, BChE with the estimated binding energy of −6.75, −7.61, −7.86, −7.96 kcal/mol, respectively.