Synthesis, antimicrobial activity and cytotoxicity of some new carbazole derivatives

KAPLANCIKLI Z. A., YURTTAŞ L., Turan-Zitouni G., ÖZDEMİR A., Ozic R., Ulusoylar-Yildirim S.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, cilt.27, sa.6, ss.868-874, 2012 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 27 Sayı: 6
  • Basım Tarihi: 2012
  • Doi Numarası: 10.3109/14756366.2011.622273
  • Dergi Adı: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.868-874
  • Anahtar Kelimeler: Carbazole, phenol, antibacterial activity, antifungal activity, cytotoxicity, MURRAYA-KOENIGII, ALKALOIDS, AGENTS, INDOLE, NEED
  • Anadolu Üniversitesi Adresli: Evet

Özet

In this work, some N-(9-Ethyl-9H-carbazole-3-yl)-2-(phenoxy) acetamide derivatives were synthesised and evaluated for their antimicrobial activity and cytotoxicity. The structural elucidation of the compounds was performed by IR, H-1-NMR, C-13-NMR and FAB(+)-MS spectral data and elemental analyses. The title compounds were obtained by reacting 2-chloro-N-(9-ethyl-9H-carbazole-3-yl) acetamide with some substituted phenols. The synthesised compounds were investigated for their antibacterial and antifungal activities against Micrococcus luteus, Bacillus subtilis, Pseudomonas aeruginosa, Staphylococcus aureus, Escherichia coli, Listeria monocytogenes and Candida albicans. The compounds N-(9-Ethyl-9H-carbazole-3-yl)-2-(4-ethylphenoxy) acetamide (2c) and N-(9-Ethyl-9H-carbazole-3-yl)-2-(quinolin-8-yloxy) acetamide (2n) showed notable antimicrobial activity. The compounds were also studied for their cytotoxic effects using MTT assay, and it was seen that 2n had the lowest cytotoxic activity against NIH/3T3 cells.