Water-stable ammonium-terminated carbosilane dendrimers as efficient antibacterial agents.
A new family of amine- and ammonium-terminated carbosilane dendrimers of the type Gn-[Si(CH2)3N(Et)CH2CH2NMe2]x and Gn-{[Si(CH2)(3)N+R(Et)CH2CH2N+RMe2]x(X-)y} (where n = 1, 2 and 3; R = H, X = Cl; R = Me, X = I) respectively has been synthesized by hydrosilylation of N,N-dimethyl-N'-allyl-N'-ethyl-ethylenediamine, [(CH2=CH-CH2)(Et)N(CH2)2NMe2] with the corresponding hydride-terminated dendrimers and subsequent quaternization with HCl or MeI. Quaternized dendrimers are soluble and stable in water or other protic solvents for long time periods. The antibacterial properties of the quaternary ammonium functionalized dendrimers have been evaluated showing that they act as potent biocides in which the multivalency along with the biopermeability of the carbosilane dendritic skeleton play an important role in the antibactericidal activity of these compounds.
Rasines
Beatriz
B
Departamento de Química Inorgánica, Universidad de Alcalá, Campus Universitario. Edificio de Farmacia, E-28871 Alcalá de Henares, Spain.
Hernández-Ros
José Manuel
JM
de las Cuevas
Natividad
N
Copa-Patiño
José Luis
JL
Soliveri
Juan
J
Muñoz-Fernández
M Angeles
MA
Gómez
Rafael
R
de la Mata
F Javier
FJ
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D050091:Dendrimers / Q000737:chemistry; D004926:Escherichia coli / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013211:Staphylococcus aureus / Q000187:drug effects*; D014867:Water / Q000737:chemistry
D000900:Anti-Bacterial Agents; D050091:Dendrimers; D000644:Quaternary Ammonium Compounds; D012821:Silanes; D014867:Water