The effect of complexation of 3-formylrifamycin SV macrocyclic ether derivatives with metal cations and small nitrogen-containing organic molecules on antibacterial activity against S. aureus and S. epidermidis.
Bioorg Med Chem Lett
; 25(18): 3903-9, 2015 Sep 15.
Article
em En
| MEDLINE
| ID: mdl-26254943
ABSTRACT
Spectroscopic studies of ether rifamycins (1-9) have shown that all these compounds tend to be zwitterions with different localizations of intramolecularly transferred proton, which influences their solubility and logP values. According to ESI MS studies, rifamycins 3 and 4 form complexes with Li(+) or Na(+), while the other ones (7-9) coordinate small organic molecules, which can be further replaced by Na(+) cation. Biological assays revealed that the use of 7-9 in the form of complexes with small organic molecules improves their antibacterial potency as a result of changed logP, solubility and binding mode with bacterial RNA polymerases.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos Organometálicos
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Staphylococcus aureus
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Staphylococcus epidermidis
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Compostos Macrocíclicos
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Éteres
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Antibacterianos
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Nitrogênio
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article