Novel quinazolin-sulfonamid derivatives: synthesis, characterization, biological evaluation, and molecular docking studies

Sepehri N., Mohammadi-Khanaposhtani M., Asemanipoor N., Hosseini S., Biglar M., Larijani B., ...Daha Fazla

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, cilt.40, sa.8, ss.3359-3370, 2022 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 40 Sayı: 8
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1080/07391102.2020.1847193
  • Dergi Adı: JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, EMBASE, MEDLINE
  • Sayfa Sayıları: ss.3359-3370
  • Anahtar Kelimeler: Quinazolin, sulfonamide, enzyme inhibition, molecular docking, PNEUMATOSIS-CYSTOIDES-INTESTINALIS, POTENT CARBONIC-ANHYDRASE, INHIBITORY PROPERTIES, CRYSTAL-STRUCTURE, 1ST SYNTHESIS, ACETYLCHOLINESTERASE, BUTYRYLCHOLINESTERASE, ANTIOXIDANT, BROMOPHENOLS, ANTICANCER
  • Atatürk Üniversitesi Adresli: Evet

Özet

In the design of novel drugs, the formation of hybrid molecules via the combination of several pharmacophores can give rise to compounds with interesting biochemical profiles. A series of novel quinazolin-sulfonamid derivatives (9a-m) were synthesized, characterized and evaluated for their in vitro antidiabetic, anticholinergics, and antiepileptic activity. These synthesized novel quinazolin-sulfonamid derivatives (9a-m) were found to be effective inhibitor molecules for the alpha-glycosidase, human carbonic anhydrase I and II (hCA I and hCA II), butyrylcholinesterase (BChE) and acetylcholinesterase (AChE) enzyme, with Ki values in the range of 100.62 +/- 13.68-327.94 +/- 58.21 nM for alpha-glycosidase, 1.03 +/- 0.11-14.87 +/- 2.63 nM for hCA I, 1.83 +/- 0.24-15.86 +/- 2.57 nM for hCA II, 30.12 +/- 3.81-102.16 +/- 13.87 nM for BChE, and 26.16 +/- 3.63-88.52 +/- 20.11 nM for AChE, respectively. In the last step, molecular docking calculations were made to compare biological activities of molecules against enzymes which are achethylcholinesterase, butyrylcholinesterase and alpha-glycosidase.