Affiliation:
1. Department of Material and Material Processing Technologies Kars Vocational School Kafkas University 36100 Kars Türkiye
2. Department of Biotechnology Faculty of Science Bartin University 74100 Bartin Türkiye
3. Department of Chemistry Faculty of Arts and Sciences Gaziantep University 27310- Gaziantep Türkiye
4. Department of Bioinformatics and Computational Biology Institute of Health Sciences Gaziantep University 27310- Gaziantep Türkiye
5. Department of Chemistry Faculty of Science Ataturk University Erzurum Türkiye
Abstract
AbstractIn this study, it was planned to synthesize new members of fenamate isosteres and investigate its effect on some metabolic enzymes such as Acetylcholinesterase, Butyrylcholinesterase, α‐Glucosidase, Carbonic andyhrase I–II. The target compounds were obtained from the reaction of N‐subtituted anthranilic hydrazides with sulfonylated aldehyde derivatives. The structures of the compounds were characterized using Fourier‐transform Infrared, Nuclear Magnetic Resonance, and High‐resolution Mass Spectroscopy. Compounds had potent inhibitory strength with Ki values in the range of 0.23±0.03–7.12±0.41 μM against carbonic anhydrase‐I and 0.13±0.01–6.21±0.52 μM against carbonic anhydrase‐II. Compounds inhibited acetycholinesterase and butyrylcholinesterase with the Ki values in the range of 42.73±15.80 nM–977.52±32.67 nM and 25.84±4.09 nM–261.36±34.05 nM, respectively. All compounds showed potent inhibitory activity against α‐glucosidase enzyme with IC50 value 1.51–23.51 nM, compared to the standard acarbose (64.53 nM). The orientation of binding of the synthesized compounds were further appraised by molecular docking studies, which reflects the importance of sulfonyl, furan, thiophene, and methoxy groups in protein‐ligand interaction. The docking results are complementary with the Ki values of compounds while the interaction pattern of the current compounds clearly indicates their structure‐activity relationship.
Cited by
7 articles.
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1. Novel complex compounds of nickel with 3-(1-phenyl-2,3-dimethyl-pyrazolone-5)azopentadione-2,4: synthesis, NBO analysis, reactivity descriptors and
in silico
and
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anti-cancer and bioactivity studies;Journal of Biomolecular Structure and Dynamics;2024-01-31
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