Relation between lipophilicity of alkyl gallates and antifungal activity against yeasts and filamentous fungi

The antifungal activity of a complete series of 15 n-alkyl gallates and six analogues acting against a representative panel of opportunistic pathogenic fungi was studied in order to analyze their role in: the importance of the fungi tested, the importance of the hydroxyls, the influence of the chain...

ver descrição completa

Detalhes bibliográficos
Autores: Leal, P. C., Mascarello, A., Derita, Marcos Gabriel, Zuljan, Federico Alberto, Nunes, R. J., Zacchino, Susana Alicia Stella, Yunes, R. A.
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/54465
Acesso em linha:http://hdl.handle.net/11336/54465
Access Level:acceso abierto
Palavra-chave:Antifungal Activity
Gallates
Lipophilicity
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo:The antifungal activity of a complete series of 15 n-alkyl gallates and six analogues acting against a representative panel of opportunistic pathogenic fungi was studied in order to analyze their role in: the importance of the fungi tested, the importance of the hydroxyls, the influence of the chain length and the hydrophobicity of the compounds. It was demonstrated that dermatophytes were the most susceptible species and that hydroxyls appear to be necessary but not sufficient for the activity. When the log P of each gallate was calculated and related to the different values of MIC against Microsporum gypseum it was observed that hexyl, heptyl, octyl and nonyl gallates exhibit a significant positive deviation from the curve corresponding to a polynomial equation obtained for the other gallates. This suggests that these compounds have a further mode of action besides their hydrophobicity, possibly the inhibition of some enzyme involved in ergosterol biosynthesis. © 2009 Elsevier Ltd. All rights reserved.