Acta Pharm. 56 (2006) 79-86

Synthesis and characterization of carbazole derivatives and their antimicrobial studies

ARPUTHARAJ EBENEZER MARTIN and KARNAM JAYARAMPILLAI RAJENDRA PRASAD^*

prasad_125@yahoo.com

Department of Chemistry, Bharathiar University, Coimbatore- 641046, India

The reaction of 1-oxo-1,2,3,4-tetrahydrocarbazoles (1a-e) with paraformaldehyde and ethylenediamine yielded N,N'-bis(1,2,3,4-tetrahydrocarbazol-1-ylidene)ethane-1,2-diamines (2a-e). Here, like in another similar attempt of replacing ethylenediamine by ethanolamine, ended up in formation of 2-{[1-(2-(2-aminoethoxy)ethylimino)-1,2,3,4-tetrahydrocarbazol-2-yl-methyl]amino}ethanols (3a-e). These products were characterized by IR, ¹H NMR, mass spectra and by elemental analysis. All end products (2a-e, 3a-e) were screened for antibacterial and antifungal activities. The compounds having substituents at C-6 position were found to exhibit pronounced antimicrobial activities.

Keywords: 1-oxo-1,2,3,4-tetrahydrocarbazoles, paraformaldehyde, ethylenediamine, ethanolamine, N,N'-bis(1,2,3,4-tetrahydrocarbazol-1-ylidene)ethane-1,2-diamine, 2-{[1-(2-(2-aminoethoxy)ethylimino)-1,2,3,4-tetrahydrocarbazol-2-yl-methyl]-amino}ethanol, antibacterial, antifungal activity