Preparation and Antimicrobial Screening of Novel 2, 2-dichloro-cyclopropane–cis-dicarbamates and Comparison to their Alkane and cis-Alkene Analogs
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Keywords

Carbamate; Carbene; Dichlorocyclopropane; Dichlorocyclopropane-dicarbamates; Antibacterial activity

How to Cite

Kailani, M. (2012). Preparation and Antimicrobial Screening of Novel 2, 2-dichloro-cyclopropane–cis-dicarbamates and Comparison to their Alkane and cis-Alkene Analogs. Jordan Journal of Chemistry (JJC), 7(3), 239-252. Retrieved from http://jjc.yu.edu.jo/index.php/jjc/article/view/204

Abstract

The search for more active antimicrobial agents is a persistent process. Moreover, increasing prevalence of resistant miroorganisms to common antimicrobial agents necessitates the search for new active compounds. To this end, we prepared a series of novel compounds containing both cis-gem-dichlorocyclopropane and aromatic carbamate moieties-some with mono and dichloro substitution 9a-f. For comparison purposes known and new compounds containing four carbon spacers, both alkane 7a-f and cis alkene 8a-f dicarbamate analogues were also prepared. All compounds were characterized by NMR, FTIR and HR-MS Spectrometry. The prepared compounds were screened against representative gram negative bacteria, yeast and gram positive bacteria. Excellent trends for antimicrobial activity were observed mainly against gram positive bacteria. The cis-gem-dichlorocyclopropane spacer targets (Series 9) exhibited the strongest  activity with three out of the six compounds from series 9 having activity against (S. aureus 29213) that are stronger than that of commercial antibiotics tested. The excellent activity of the new system 9 against gram positive strains can provide a future promise in the search for new antimicrobial agent.

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