Hyperbranched polymers versus dendrimers containing a carbosilane framework and terminal ammonium groups as antimicrobial agents

Paula Ortega; Beatriz Macarena Cobaleda; Jose Manuel Hernández-Ros; Elena Fuentes-Paniagua; Javier Sánchez-Nieves; Ma Pilar Tarazona; Jose Luis Copa-Patiño; Juan Soliveri; Fco. Javier de la Mata; Rafael Gómez

doi:10.1039/C1OB05321C

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Organic & Biomolecular Chemistry

Issue 14, 2011

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Hyperbranched polymers versus dendrimers containing a carbosilane framework and terminal ammonium groups as antimicrobial agents

Paula Ortega , Beatriz Macarena Cobaleda , Jose Manuel Hernández-Ros , Elena Fuentes-Paniagua , Javier Sánchez-Nieves , M ^a Pilar Tarazona , Jose Luis Copa-Patiño , Juan Soliveri , Fco. Javier de la Mata and Rafael Gómez

Org. Biomol. Chem., 2011,9, 5238-5248

DOI: 10.1039/C1OB05321C
Received 28 Feb 2011, Accepted 15 Apr 2011
First published on the web 15 Apr 2011

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A new family of amine- and ammonium-terminated hyperbranched polycarbosilanes (PCS) and dendrimers has been synthesized. The functionalization of a polycarbosilane matrix was carried out with peripheral allyl groups by two strategies in the case of PCS: 1) hydrosilylation of allyl amines with PCS containing terminal Si–H bonds, or 2) hydrosilylation of PCS–allyl with an aminosilane. Dendrimers with terminal amine groups were synthesized by hydrosilylation of allydimethylamine. Quaternized systems with MeI are soluble and stable in water or other protic solvent. The antibacterial properties of the ammonium-terminated hyperbranched polycarbosilanes and dendrimers have been evaluated showing that they act as potent biocides against Gram-positive and Gram-negative bacterial strains.