Partial and total C-6 oxidation of gelling carrageenans. Modulation of the antiviral activity with the anionic character

作者: Vanina A. Cosenza , Diego A. Navarro , Carlos A. Pujol , Elsa B. Damonte , Carlos A. Stortz

DOI: 10.1016/J.CARBPOL.2015.04.030

关键词: Molecular modelCarrageenanPartial oxidationNuclear chemistryChemistryMoietyOrganic chemistryPolysaccharideNuclear magnetic resonance spectroscopySodium hypochloriteSodium bromide

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

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