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

被引:91
作者
Durgun, Mustafa [1 ]
Turkes, Cuneyt [2 ]
Isik, Mesut [3 ]
Demir, Yeliz [4 ]
Sakli, Ali [1 ]
Kuru, Ali [1 ,5 ]
Guzel, Abdussamat [6 ]
Beydemir, Sukru [7 ]
Akocak, Suleyman [8 ]
Osman, Sameh M. [9 ]
AlOthman, Zeid [9 ]
Supuran, Claudiu T. [10 ]
机构
[1] Harran Univ, Fac Arts & Sci, Dept Chem, Sanliurfa, Turkey
[2] Erzincan Binali Yildirim Univ, Fac Pharm, Dept Biochem, Erzincan, Turkey
[3] Harran Univ, Vocat Sch Hlth Serv, Dept Pharm Serv, Sanliurfa, Turkey
[4] Ardahan Univ, Nihat Delibalta Gole Vocat High Sch, Dept Pharm Serv, Ardahan, Turkey
[5] Sakarya Univ, Fac Arts & Sci, Dept Chem, Sakarya, Turkey
[6] Inonu Univ, Vocat Sch Hlth Serv, Dept Pharm Serv, Malatya, Turkey
[7] Anadolu Univ, Fac Pharm, Dept Biochem, Eskisehir, Turkey
[8] Adiyaman Univ, Fac Pharm, Dept Pharmaceut Chem, Adiyaman, Turkey
[9] King Saud Univ, Dept Chem, Riyadh, Saudi Arabia
[10] Univ Firenze, NEUROFARBA Dept, Sez Sci Farmaceut, Florence, Italy
关键词
Acetylcholinesterase; carbonic anhydrase; synthesis; sulphonamide; molecular docking; ANHYDRASE ISOFORMS I; CARBONIC-ANHYDRASE; ANTIOXIDANT ACTIVITY; HUMAN ACETYLCHOLINESTERASE; SELECTIVE INHIBITORS; OXIDATIVE STRESS; DRUG DISCOVERY; DERIVATIVES; VITRO; DISEASE;
D O I
10.1080/14756366.2020.1746784
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Sulphonamides are biologically important compounds with low toxicity, many bioactivities and cost-effectiveness. Eight sulphonamide derivatives were synthesised and characterised by FT-IR, C-13 NMR, H-1 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(center dot+), and DPPH center dot+ 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 K-I 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.
引用
收藏
页码:950 / 962
页数:13
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