Institute of Bioengineering, Research Center of Biotechnology of the Russian Academy of Sciences, 33, bld. 2 Leninsky Ave., Moscow 119071, Russia.
Institute of Bioengineering, Research Center of Biotechnology of the Russian Academy of Sciences, 33, bld. 2 Leninsky Ave., Moscow 119071, Russia.
Int J Biol Macromol. 2019 Mar 1;124:994-1001. doi: 10.1016/j.ijbiomac.2018.11.209. Epub 2018 Nov 22.
N-[(2-Hydroxy-3-Trimethylammonium) Propyl] Chitosan Chloride Derivatives (HTCC), based on low molecular weight crab chitosan, were synthesized by the alkylation reaction with a degree of substitution of 10-98%. The chemical structure was confirmed by H NMR and IR-spectra. Physical and chemical characteristics and a number of properties were defined. All HTCC derivatives were soluble at pH 7.4. HTCCs have an inhibitory capacity on the growth of the studied microorganisms. The introduction of quaternary ammonium groups into chitosan molecule contributed to the increase of antibacterial activity of derivatives. HTCC53 showed antifungal activity and at a concentration of 500 mg/ml completely inhibited the growth of mycelial fungi F. oxysporum, A. alternata and C. herbarum. When studying the ability of HTCCs to absorb DPPH radicals, it was found that samples of HTCC10 and HTCC40 showed high inhibitory capacity at a concentration of >15 mg/ml. It was shown that the chelating ability of HTCCs decreased by reducing the number of free amino groups. HTCC10-HTCC53 demonstrated the maximum values of chelating ability at a concentration of 4-10 mg/ml. Due to the solubility at neutral pH values and the properties shown, obtained chitosan derivatives can be used in clinical practice, pharmaceutical and food industries in the future.
N-[(2-羟基-3-三甲基铵基)丙基]壳聚糖氯化物衍生物（HTCC）是基于低分子量蟹壳聚糖通过取代度为 10-98%的烷基化反应合成的。其化学结构通过 H NMR 和 IR 谱得到确认。定义了其物理化学性质和许多特性。所有 HTCC 衍生物在 pH 值为 7.4 时均能溶解。HTCC 对研究中微生物的生长具有抑制能力。将季铵基团引入壳聚糖分子有助于提高衍生物的抗菌活性。HTCC53 具有抗真菌活性，在 500mg/ml 的浓度下完全抑制丝状真菌 F. oxysporum、A. alternata 和 C. herbarum 的生长。在研究 HTCC 吸收 DPPH 自由基的能力时，发现 HTCC10 和 HTCC40 两种样品在浓度大于 15mg/ml 时表现出高抑制能力。结果表明，HTCC 的螯合能力随游离氨基数量的减少而降低。HTCC10-HTCC53 在浓度为 4-10mg/ml 时表现出最大的螯合能力。由于在中性 pH 值下具有溶解性和所表现出的特性，未来获得的壳聚糖衍生物可用于临床实践、制药和食品工业。
