Novel non-toxic high efficient antibacterial azido chitosan derivatives with potential application in food coatings.

Autor: Kritchenkov AS; Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow 117198, Russian Federation; Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation. Electronic address: kritchenkov-as@rudn.ru., Egorov AR; Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bolshoi pr. VO 31, St. Petersburg 199004, Russian Federation; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation., Kurasova MN; Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow 117198, Russian Federation., Volkova OV; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation., Meledina TV; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation., Lipkan NA; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation., Tskhovrebov AG; N. N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Kosygina Street 4, Building 1, Moscow 119991, Russian Federation., Kurliuk AV; Vitebsk State Medical University, Frunze av. 27, Vitebsk 210009, Belarus., Shakola TV; Vitebsk State Medical University, Frunze av. 27, Vitebsk 210009, Belarus., Dysin AP; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation., Egorov MY; Peter the Great Saint Petersburg Polytechnic University, 29 Polytechnicheskaya Street, St. Petersburg 195251, Russian Federation., Savicheva EA; Max Planck Institute for Biophysical Chemistry, Am Fassberg 1, Göttingen 37077, Germany., Dos Santos WM; Saint-Petersburg National Research University of Information Technologies, Mechanics, and Optics, Kronverkskii pr. 49, St. Petersburg 197101, Russian Federation.
Jazyk: angličtina
Zdroj: Food chemistry [Food Chem] 2019 Dec 15; Vol. 301, pp. 125247. Date of Electronic Publication: 2019 Jul 24.
DOI: 10.1016/j.foodchem.2019.125247
Abstrakt: In this work, we developed a simple method for the preparation of N-(3-azido-2-hydroxypropyl)chitosan. We compared the antibacterial activity of N-(3-azido-2-hydroxypropyl)chitosans and previously synthesized N-(2-azidoethyl)chitosans. N-(3-azido-2-hydroxypropyl)chitosans possess higher antibacterial effect which is comparable with that of ampicillin and gentamicin. The effect is due to azido pharmacophore -CH 2 -CH(OH)-CH 2 -N 3 (for N-(3-azido-2-hydroxypropyl)chitosan) or -CH 2 -CH 2 -N 3 (for N-(2-azidoethyl)chitosan) introduced in chitosan chain, since the corresponding organic azides NH 2 -CH 2 -CH 2 -N 3 and NH 2 -CH 2 -CH 2 -N 3 are characterized by high antibacterial activity. However, high antibacterial organic azides NH 2 -CH 2 -CH 2 -N 3 and NH 2 -CH 2 -CH 2 -N 3 are characterized by high toxicity. Their conjugation to the chitosan chain saves their antibacterial effect, but strongly diminishes their toxicity, and the toxicity of the resulting derivatives is comparable with that of the starting chitosan. These findings are of interest to food science, since novel effective food coatings can be developed on basis of prepared derivatives.
(Copyright © 2019. Published by Elsevier Ltd.)
Databáze: MEDLINE
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