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- Title
Strategies for penicillin V dendronization with cationic carbosilane dendrons and study of antibacterial properties.
- Authors
Fuentes-Paniagua, Elena; Hernández-Ros, José M.; Soliveri, Juan; Copa-Patiño, José L.; Gómez, Rafael; Sánchez-Nieves, Javier; de la Mata, F. Javier
- Abstract
Strategies to synthesize a cationic carbosilane dendron containing the antibiotic penicillin V potassium salt (PenVK) at the focal point are discussed. The preparation of such a compound requires the use of systems with no donor atoms such as N or S in their framework, because their presence favours the rupture of the penicillin β-lactam ring. The antibacterial activity of the new dendron containing ammonium groups, at the periphery, and the PenV moiety, at the focal point, against gram-positive Staphylococcus aureus strains was evaluated. These results were compared with those obtained for free PenVK, a related cationic dendron without a penicillin moiety at the focal point, and also compared with an equimolar mixture of this last dendron with free PenV. The data obtained indicate that, on one hand, the conjugation or interaction of PenV with cationic dendrons reduces its activity in comparison with free PenVK. On the other hand, the penicillin dendron is able to release the antibiotic in the presence of esterease, due to the breaking of the ester bond in this derivative.
- Subjects
PENICILLIN; CATIONIC surfactants; POTASSIUM salts; ANTIBACTERIAL agents; FUNCTIONAL groups; ESTERS
- Publication
Canadian Journal of Chemistry, 2017, Vol 95, Issue 9, p927
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/cjc-2017-0059