Synthesis, characterisation, biological evaluation and in silico studies of sulphonamide Schiff bases

磺酰胺席夫碱的合成、表征、生物评价及计算机模拟研究

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作者:Mustafa Durgun, Cüneyt Türkeş, Mesut Işık, Yeliz Demir, Ali Saklı, Ali Kuru, Abdussamat Güzel, Şükrü Beydemir, Suleyman Akocak, Sameh M Osman, Zeid AlOthman, Claudiu T Supuran

Abstract

Sulphonamides are biologically important compounds with low toxicity, many bioactivities and cost-effectiveness. Eight sulphonamide derivatives were synthesised and characterised by FT-IR, 13C NMR, 1H NMR, LC-MS and elemental analysis. Their inhibitory effect on AChE, and carbonic anhydrase I and II enzyme activities was investigated. Their antioxidant activity was determined using different bioanalytical assays such as radical scavenging tests with ABTS•+, and DPPH•+ as well as metal-reducing abilities with CUPRAC, and FRAP assays. All compounds showed satisfactory enzyme inhibitory potency in nanomolar concentrations against AChE and CA isoforms with KI values ranging from 10.14 ± 0.03 to 100.58 ± 1.90 nM. Amine group containing derivatives showed high metal reduction activity and about 70% ABTS radical scavenging activity. Due to their antioxidant activity and AChE inhibition, these novel compounds may be considered as leads for investigations in neurodegenerative diseases.

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