Issue 18, 2008
From the journal:

Organic & Biomolecular Chemistry

Amine and ammonium functionalization of chloromethylsilane-ended dendrimers. Antimicrobial activity studies

Paula Ortega,a   Jose Luis Copa-Patiño,c   Ma Angeles Muñoz-Fernandez,b   Juan Soliveri,c   Rafael Gomez*a  and  F. Javier de la Mata*a  

* Corresponding authors

a Departamento de Química Inorgánica, Universidad de Alcalá, Campus Universitario, E-28871 Alcalá de Henares (Spain). Networking Research Center on Bioengineering, biomaterials and nanomedicine (CIBER-BBN), Alcalá de Henares, Spain
E-mail: javier.delamata@uah.es
Fax: +34 91 885 4683
Tel: +34 91 885 4654

b Laboratorio de Inmunobiología Molecular, Hospital General Universitario Gregorio Marañón, Madrid (Spain). Networking Research Center on Bioengineering, biomaterials and nanomedicine (CIBER-BBN), Spain
E-mail: mmunoz@cbm.uam.es

c Departamento de Microbiología y Parasitología, Universidad de Alcalá, Campus Universitario, Alcalá de Henares, Spain
E-mail: josel.copa@uah.es

Abstract

Novel amine- and ammonium-terminated carbosilane dendrimers of type Gn-[Si{CH2O-(C6H4)-3-NMe2}]x or Gn-[Si{CH2O-(C6H4)-3-NMe3+I−}]x have been synthesized and characterized up to second generation by phenolysis of (chloromethyl)silyl-terminated dendrimers with 3-dimethylamine phenol and subsequent quaternization with methyl iodide. Quaternized carbosilane dendrimers are stable in protic solvents and can be solubilised in water after the addition of less than 1% of dimethyl sulfoxide. A study of the antimicrobial activity of these cationic dendrimers of first and second generation against both Gram-positive and Gram-negative bacteria is also described. The results obtained demonstrate that the new ammonium-terminated carbosilane dendrimers can be considered as multivalent biocides.

Graphical abstract: Amine and ammonium functionalization of chloromethylsilane-ended dendrimers. Antimicrobial activity studies

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Article information

DOI
https://doi.org/10.1039/B809569H
Article type
Paper
Submitted
05 Jun 2008
Accepted
27 Jun 2008
First published
29 Jul 2008

Org. Biomol. Chem., 2008,6, 3264-3269

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Amine and ammonium functionalization of chloromethylsilane-ended dendrimers. Antimicrobial activity studies

P. Ortega, J. L. Copa-Patiño, M. xmlns="http://www.rsc.org/schema/rscart38"> <. A. Muñoz-Fernandez, J. Soliveri, R. Gomez and F. J. de la Mata, Org. Biomol. Chem., 2008, 6, 3264 DOI: 10.1039/B809569H

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