Barbiturate bearing aroylhydrazine derivatives: Synthesis, NMR investigations, single crystal X-ray studies and biological activity

GİZİROĞLU E., Sarikurkcu C., AYGÜN M., BAŞBÜLBÜL G., SÖYLEYİCİ H. C., FIRINCI E., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1108, ss.325-333, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1108
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2015.12.036
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.325-333
  • Anahtar Kelimeler: Barbituric acid, Hydrazine, Hydrazone, Antioxidant, Tyrosinase inhibiton, Antimicrobial, TYROSINASE INHIBITORS, METAL-COMPLEXES, SCHIFF-BASES, ANTIBACTERIAL ACTIVITIES, ANTIOXIDANT ACTIVITIES, MUSHROOM TYROSINASE, HYDRAZONE LIGAND, AGENTS, MECHANISM, DESIGN
  • Dokuz Eylül Üniversitesi Adresli: Evet

Özet

A series of barbituric acid aroylhydrazine derivatives have been prepared from their corresponding 1,3-dimethyl-5-acetyl barbituric acid and aroylhydrazines. All compounds have been fully characterized by using FT-IR, multinuclear NMR (1H, 13C) and Mass (MS) spectrometry. We also describe the X-ray crystal structure of 3a, which crystallizes in the monoclinic P2(1)/n space group. The crystal structure is stabilized with infinite linear chains of dimeric units. Furthermore, all compounds were investigated for their tyrosinase inhibition, antioxidative and antimicrobial activies. The results from biological activity assays have shown that all of compounds have excellent antioxidant, significant tyrosinase inhibition and moderate antimicrobial activity. (C) 2015 Elsevier B.V. All rights reserved.