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Abstract:

The optimal conditions for the full C-6 oxidation of κ- and ι-carrageenans using (2,2,6,6-tetramethylpiperidinyl)oxy (TEMPO) in the presence of sodium hypochlorite and sodium bromide were assessed. The fully oxidized products were characterized by NMR spectroscopy. Partially oxidized products were also obtained and analyzed by chemical and spectroscopical methods. The antiviral activity of carrageenans against herpes simplex virus HSV-1 and HSV-2 determined by plaque reduction assay, was not largely affected by full oxidation of the polysaccharides, but an increase in activity was detected by partial oxidation. A specific overoxidation on C-2 of the 3,6-anhydrogalactose moiety of κ-carrageenan was identified, solved experimentally and rationalized through the application of molecular modeling. © 2015 Elsevier Ltd. All rights reserved.

Registro:

Documento: Artículo
Título:Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character
Autor:Cosenza, V.A.; Navarro, D.A.; Pujol, C.A.; Damonte, E.B.; Stortz, C.A.
Filiación:Departamento de Química Orgánica - CIHIDECAR, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria1428 Buenos Aires, Argentina
Laboratorio de Virología, Departamento de Química Biológica - IQUIBICEN, Ciudad Universitaria, Buenos Aires, 1428, Argentina
Palabras clave:Antiviral activity; Carrageenans; Oxidation; TEMPO; Uronic acids; Chemical analysis; Hydrogels; Nuclear magnetic resonance spectroscopy; Sodium; Viruses; Antiviral activities; Carrageenans; Herpes simplex virus; Optimal conditions; Partial oxidations; Sodium hypochlorites; TEMPO; Uronic acids; Oxidation; Human herpesvirus 1; Human herpesvirus 2
Año:2015
Volumen:128
Página de inicio:199
Página de fin:206
DOI: http://dx.doi.org/10.1016/j.carbpol.2015.04.030
Título revista:Carbohydrate Polymers
Título revista abreviado:Carbohydr Polym
ISSN:01448617
CODEN:CAPOD
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01448617_v128_n_p199_Cosenza

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Citas:

---------- APA ----------
Cosenza, V.A., Navarro, D.A., Pujol, C.A., Damonte, E.B. & Stortz, C.A. (2015) . Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character. Carbohydrate Polymers, 128, 199-206.
http://dx.doi.org/10.1016/j.carbpol.2015.04.030
---------- CHICAGO ----------
Cosenza, V.A., Navarro, D.A., Pujol, C.A., Damonte, E.B., Stortz, C.A. "Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character" . Carbohydrate Polymers 128 (2015) : 199-206.
http://dx.doi.org/10.1016/j.carbpol.2015.04.030
---------- MLA ----------
Cosenza, V.A., Navarro, D.A., Pujol, C.A., Damonte, E.B., Stortz, C.A. "Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character" . Carbohydrate Polymers, vol. 128, 2015, pp. 199-206.
http://dx.doi.org/10.1016/j.carbpol.2015.04.030
---------- VANCOUVER ----------
Cosenza, V.A., Navarro, D.A., Pujol, C.A., Damonte, E.B., Stortz, C.A. Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character. Carbohydr Polym. 2015;128:199-206.
http://dx.doi.org/10.1016/j.carbpol.2015.04.030