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Synthesis, Characterization and Antimicrobial Activity of New 1,2,3-Selenadiazoles
Department of Applied Chemical Sciences, Jordan University of Science and Technology, P.O.Box 3030, Irbid 22110, Jordan
Department of Applied Biological Sciences, Jordan University of Science and Technology, P.O.Box 3030, Irbid 22110, Jordan
* Author to whom correspondence should be addressed.
Received: 5 June 2008; in revised form: 23 October 2008 / Accepted: 24 October 2008 / Published: 3 November 2008
Abstract: The commercially available aromatic polyketones 1a-d were utilized for the synthesis of the multi-arm1,2,3-selenadiazole derivatives 3a-d. The preparation starts with the reaction between compounds 1a-d and p-toluenesulfonyl hydrazide to give the corresponding tosylhydrazones 2a-d. Subsequent reaction with selenium dioxide leads to regiospecific ring closure of the tosylhydrazones to give the target multi-arm 1,2,3-selenadiazole derivatives in high yield. A 1,2,3-selenadiazole derivative 3e containing an epoxide ring was also prepared. The structures of all the synthesized compounds were confirmed on the basis of spectral and analytical data. The compounds were screened in vitro for their antimicrobial activity against various pathogenic bacterial and Candida strains obtained from King Abdullah Hospital in Irbid -Jordan. Compounds 3a, 3c and 3e were found to be highly active against all the selected pathogens. Compound 3e showed an inhibition zone of 13 mm against the highly resistant P. aruginosa.
Keywords: Ketones; tosylhydrazones; 1; 2; 3-selenadiazoles; epoxide; antimicrobial activity
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MDPI and ACS Style
Al-Smadi, M.; Al-Momani, F. Synthesis, Characterization and Antimicrobial Activity of New 1,2,3-Selenadiazoles. Molecules 2008, 13, 2740-2749.
Al-Smadi M, Al-Momani F. Synthesis, Characterization and Antimicrobial Activity of New 1,2,3-Selenadiazoles. Molecules. 2008; 13(11):2740-2749.
Al-Smadi, Mousa; Al-Momani, Fouad. 2008. "Synthesis, Characterization and Antimicrobial Activity of New 1,2,3-Selenadiazoles." Molecules 13, no. 11: 2740-2749.