Institute of Sciences, Inner Mongolia Agricultural University, Institute of Sciences, No.306 Zhawuda Road Huhhot 010018, China.
Int J Biol Macromol. 2010 Aug 1;47(2):93-7. doi: 10.1016/j.ijbiomac.2010.05.016. Epub 2010 May 27.
Chitosan (CS) with two different molecular weight were modified by reacting with methyl hydrazine-dithiocarboxylate and methyl phenylhydrazine-dithiocarboxylate to give 2-(hydrazine-thiosemicarbazone)-chitosan (2-HTCHCS, 2-HTCLCS) and 2-(phenylhydrazine-thiosemicarbazone)-chitosan (2-PHTCHCS, 2-PHTCLCS). The structure of the derivatives was characterized by FT-IR spectroscopy and elemental analysis. The antioxidant activities of the derivatives were investigated employing various established systems, such as hydroxyl radical (OH)/superoxide anion (O(2)(.-)) scavenging/reducing power and chelating activity. All of the derivatives showed strong scavenging activity on hydroxyl radical than chitosan and ascorbic acid (Vc), and IC(50) of 2-HTCHCS, 2-HTCLCS, 2-PHTCHCS and 2-PHTCLCS was 0.362, 0.263, 0.531 and 0.336mg/mL respectively. The inhibitory activities of the derivatives toward superoxide radical by the PMS-NADH system were strong. The results showed that the superoxide radical scavenging effect of 2-[phenylhydrazine (or hydrazine)-thiosemicarbazone]-chitosan were higher than that of chitosan. The derivatives had obviously reducing power and chelating activity. The data obtained from vitro models clearly establish the antioxidant potency of 2-[phenylhydrazine (or hydrazine)-thiosemicarbazone]-chitosan.
壳聚糖（CS）用甲基肼二硫代羧酸酯和甲基苯肼二硫代羧酸酯进行修饰，得到 2-（肼基硫代缩氨基脲）-壳聚糖（2-HTCHCS，2-HTCLCS）和 2-（苯肼基硫代缩氨基脲）-壳聚糖（2-PHTCHCS，2-PHTCLCS）。衍生物的结构通过傅里叶变换红外光谱和元素分析进行了表征。采用各种已建立的体系，如羟基自由基（OH）/超氧阴离子（O2（.-））清除/还原能力和螯合活性，研究了衍生物的抗氧化活性。所有衍生物对羟基自由基的清除活性均强于壳聚糖和抗坏血酸（Vc），2-HTCHCS、2-HTCLCS、2-PHTCHCS 和 2-PHTCLCS 的 IC50 分别为 0.362、0.263、0.531 和 0.336mg/mL。衍生物对 PMS-NADH 体系中超氧自由基的抑制活性较强。结果表明，2-[苯肼（或肼）-硫代缩氨基脲]-壳聚糖的超氧自由基清除作用高于壳聚糖。衍生物具有明显的还原能力和螯合活性。体外模型得到的数据清楚地确立了 2-[苯肼（或肼）-硫代缩氨基脲]-壳聚糖的抗氧化能力。
