Extent of shielding by counterions determines the bactericidal activity of N,N,N-trimethyl chitosan salts.
Carbohydr Polym
; 137: 418-425, 2016 Feb 10.
Article
em En
| MEDLINE
| ID: mdl-26686146
In this study, we show that the bactericidal activity of quaternized chitosans (TMCs) with sulfate, acetate, and halide counterions against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) correlates with the "availability" of N-quaternized groups [-(+)N(CH3)3] in the TMCs backbones. N,N,N-trimethyl chitosan sulfate (TMCS) and N,N,N-trimethyl chitosan acetate (TMCAc) displayed the highest activities, probably due to their delocalized π system. Among TMCs with halide counterions, activity was higher for N,N,N-trimethyl chitosan chloride (TMCCl), whereas N,N,N-trimethyl chitosan iodide (TMCI) and N,N,N-trimethyl chitosan bromide (TMCBr) exhibited lower, similar values to each other. This is consistent with the shielding of -(+)N(CH3)3 groups inferred from chemical shifts for halide counterions in (1)HNMR spectra. We also demonstrate that TMCs with distinct bactericidal activities can be classified according to their vibrational spectra using principal component analysis. Taken together, these physicochemical characterization approaches represent a predictive tool for the bactericidal activity of chitosan derivatives.
Palavras-chave
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Quitosana
/
Antibacterianos
Idioma:
En
Revista:
Carbohydr Polym
Ano de publicação:
2016
Tipo de documento:
Article
País de afiliação:
Brasil
País de publicação:
Reino Unido