The synthesis and evaluation of anti-acetylcholinesterase activity of some 4(3H)-quinazolinone derivatives bearing substituted 1,3,4- thiadiazole

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Uraz M., KARAKUŞ S., Abu Mohsen U., KAPLANCIKLI Z. A., Rollas S.

MARMARA PHARMACEUTICAL JOURNAL, vol.21, no.1, pp.96-101, 2017 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 1
  • Publication Date: 2017
  • Doi Number: 10.12991/marupj.259886
  • Journal Name: MARMARA PHARMACEUTICAL JOURNAL
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.96-101
  • Keywords: 4(3H)-Quinazolinone, 1,3,4-thiadiazole, anti-acetylcholinesterase activity, VITRO ANTITUMOR-ACTIVITY, ACETYLCHOLINESTERASE, QUINAZOLINE, INHIBITORS
  • Bilecik Şeyh Edebali University Affiliated: No

Abstract

In the present study, a series of 4(3H)-quinazolinone derivatives (5a-f) were synthesized through the cylization reaction of substituted 1,3,4-thiadiazoles containing an aromatic primary amin and anthranilic acid in the presence of acetic anhydride and acetic acid. The structures of the synthesized compounds were confirmed by elemental analysis, IR, H-1-NMR and mass spectroscopic (5b and 5f) methods. Each derivative was evaluated for its ability to inhibit acetylcholinesterase (AChE) using a modification of Ellman's spectrophotometric method. Compounds 2-methyl-3-{4-[5-(ethylamino)-1,3,4-thiadiazol-2-yl]phenyl} quinazolin-4(3H)-one (5b) and 2-methyl-3-{4-[5(cyclohexylamino)-1,3,4-thiadiazol-2-yl]phenyl} quinazolin4(3H)-one (5d) can be identified as promising anticholinesterase agents due to their inhibitory effect when compared with donepezil as a reference drug.