Strategies for penicillin V dendronization with cationic carbosilane dendrons and study of antibacterial properties.

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...

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Detalles Bibliográficos
Autores: Fuentes Paniagua, María Elena, Hernández Ros, José Manuel, Soliveri de Carranza, Juan|||0000-0001-8200-0132, Copa Patiño, José Luis|||0000-0002-2162-3907, Sánchez-Nieves Fernández, Javier|||0000-0003-0410-2285, Mata de la Mata, Francisco Javier de la|||0000-0003-0418-3935
Tipo de recurso: artículo
Fecha de publicación:2017
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/34060
Acceso en línea:http://hdl.handle.net/10017/34060
https://dx.doi.org/10.1139/cjc-2017-0059
Access Level:acceso abierto
Palabra clave:Dendritic molecules
Carbosilane dendrons
Antibacterial
Penicillin
Antibiotic
Química
Chemistry
Descripción
Sumario: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 beta-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.