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, cilt.21, sa.1, ss.96-101, 2017 (ESCI) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 21 Sayı: 1
  • Basım Tarihi: 2017
  • Doi Numarası: 10.12991/marupj.259886
  • Dergi Adı: MARMARA PHARMACEUTICAL JOURNAL
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.96-101
  • Anahtar Kelimeler: 4(3H)-Quinazolinone, 1,3,4-thiadiazole, anti-acetylcholinesterase activity, VITRO ANTITUMOR-ACTIVITY, ACETYLCHOLINESTERASE, QUINAZOLINE, INHIBITORS
  • Anadolu Üniversitesi Adresli: Evet

Özet

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.