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Tailoring Effect of Alkyl Chain Length and Counter Anion on Antimicrobial Behavior of 4–Vinyl Pyridine–based Cationic Polymers

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Polymers exhibiting anti–microbial properties constitute an important class of bioactive polymers whose properties can be easily tuned by simple polymer analogous reactions. Two series of new polymers were synthesized from 4–Vinyl pyridine, which was polymerized and quaternized in situ by using alkyl bromides of varying alkyl chain length. The well–characterized polymers were evaluated for their anti–microbial activity against a gram (–) bacterium (Citrobacter freundii) and fungus (Mucor circinelloides), and penicillin and fluconazole were the respective references. Polymer that exhibited the best activity was subjected to anion metathesis reactions as Br– was replaced with –OH, SO4 2, HSO3 –, NO3 – or CH3COO– to generate another series of new polymers. All the polymers exhibited strong antimicrobial activity against both the microbes studied. Polymer having butyl alkyl chain and –OH as counter ion exhibited the strongest activity with minimum inhibitory concentration of 60.0 μg/mL and 250 μg/mL, respectively, against the bacterium and fungus studied.
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Keywords: Alkyl chain length; anion metathesis; antimicrobial polymers; minimum inhibitory concentration; structure– activity relationship

Document Type: Research Article

Publication date: April 1, 2015

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  • Anti-Infective Agents publishes original research, expert reviews, drug clinical trial studies and guest edited issues on all the latest and outstanding developments on the medicinal chemistry, biology, pharmacology and use of anti-infective and anti-parasitic agents. The scope of the journal covers all pre-clinical and clinical research on antimicrobials, antibacterials, antiviral, antifungal, and antiparasitic agents. Anti-Infective Agents is an essential journal for all infectious disease researchers in industry, academia and the health services.
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