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

DURGUN M., TÜRKEŞ C., IŞIK M., Demir Y., Sakli A., Kuru A., ...Daha Fazla

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.35, sa.1, ss.950-962, 2020 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 35 Sayı: 1
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1080/14756366.2020.1746784
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, EMBASE, Food Science & Technology Abstracts, MEDLINE, Directory of Open Access Journals, Index Chemicus (IC)
  • Sayfa Sayıları: ss.950-962
  • Anahtar Kelimeler: 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
  • Anadolu Üniversitesi Adresli: Evet

Özet

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.