Synthesis of carbazole-based acetyl benzohydrazides targeting urease enzyme inhibition

ÇAPAN İ.

ORGANIC COMMUNICATIONS, cilt.14, sa.3, ss.270-279, 2021 (ESCI) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 14 Sayı: 3
  • Basım Tarihi: 2021
  • Doi Numarası: 10.25135/acg.oc.109.2107.2140
  • Dergi Adı: ORGANIC COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus, Academic Search Premier, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.270-279
  • Anahtar Kelimeler: Acetyl benzohydrazide, carbazole, urease inhibitors, BIOLOGICAL EVALUATION, DESIGN
  • Gazi Üniversitesi Adresli: Evet

Özet

The carbazole skeleton is the key structural motif of many bioactive molecules including synthetic and natural products. The carbazole derivatives bearing different functional groups have important pharmacological activities and are widely used in medicine and pharmacology. Ethyl 9H-carbazol-9-yl acetate was synthesized from the reaction of the carbazole with ethyl bromoacetate. The acetate ester derivative was converted into the 2-(9H-carbazol-9-yl) acetohydrazide through treatment with hydrazine hydrate. The target compounds were synthesized by using carbazole-hydrazides and various aromatic acid chlorides. Acetyl benzohydrazide derivatives were prepared from the nucleophilic addition-elimination reactions of corresponding benzoyl chloride and 2-(9H-carbazol-9-yl) acetohydrazide in THF at room temperature condition. The structures of all newly synthesized compounds were characterized using different spectroscopic techniques, such as FT-IR, H-1 NMR, C-13 NMR, and HRMS. The urease enzyme activities of these compounds were investigated using Jack bean urease as the model enzyme.