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, vol.27, no.6, pp.868-874, 2012 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 27 Issue: 6
  • Publication Date: 2012
  • Doi Number: 10.3109/14756366.2011.622273
  • Journal Name: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.868-874
  • Keywords: Carbazole, phenol, antibacterial activity, antifungal activity, cytotoxicity, MURRAYA-KOENIGII, ALKALOIDS, AGENTS, INDOLE, NEED
  • Anadolu University Affiliated: Yes

Abstract

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.