The preparation and antioxidant activity of 2-[phenylhydrazine (or hydrazine)-thiosemicarbazone]-chitosan.
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.
Zhong
Zhimei
Z
Institute of Sciences, Inner Mongolia Agricultural University, Institute of Sciences, No.306 Zhawuda Road Huhhot 010018, China. zhimeihappy@126.com
Zhong
Zhiguo
Z
Xing
Ronge
R
Li
Pengcheng
P
Mo
Guoli
G
D055598:Chemical Phenomena; D048271:Chitosan / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D017665:Hydroxyl Radical / Q000378:metabolism; D007502:Iron Chelating Agents / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D010084:Oxidation-Reduction; D013481:Superoxides / Q000378:metabolism; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*
D016166:Free Radical Scavengers; D007502:Iron Chelating Agents; D013882:Thiosemicarbazones; D013481:Superoxides; D017665:Hydroxyl Radical; D048271:Chitosan