The preparation and antioxidant activity of the sulfanilamide derivatives of chitosan and chitosan sulfates.
Chitosan (CS) and chitosan sulfates (CSS) with different molecular weight (Mw) were reacted with 4-acetamidobenzene sulfonyl chloride to obtain sulfanilamide derivatives of chitosan and chitosan sulfates (LSACS, HSACS, LSACSS, HSACSS). The preparation conditions such as different reaction time, temperature, solvent, and the molar ratio of reaction materials are discussed in this paper. Their structures were characterized by FTIR spectroscopy and elemental analyses. The antioxidant activities of the derivatives were investigated employing various established in vitro systems, such as hydroxyl-radical ((*)OH) superoxide anion (O2(*-)) scavenging and reducing power. All kinds of the compounds (HCS, LCS, HCSS, LCSS, HSACS, LSACS, HSACSS, LSACSS) showed stronger scavenging activity on hydroxyl radical than ascorbic acid (Vc). The inhibitory activities of the derivatives toward superoxide radical by the PMS-NADH system were obvious. The experiment showed that the superoxide radical scavenging effect of sulfanilamide derivatives of chitosan and chitosan sulfates was stronger than that of original CS and CSS. All of the derivatives were efficient in the reducing power. The results indicated that the sulfanilamide group were grafted on CS and CSS increased the reducing power of them obviously.
Zhong
Zhimei
Z
Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
Ji
Xia
X
Xing
Ronge
R
Liu
Song
S
Guo
Zhanyong
Z
Chen
Xiaolin
X
Li
Pengcheng
P
D000081:Acetamides / Q000737:chemistry; D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D048271:Chitosan / Q000737:chemistry*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010084:Oxidation-Reduction; D017550:Spectroscopy, Fourier Transform Infrared; D000077145:Sulfanilamide; D013424:Sulfanilamides / Q000737:chemistry*; D013431:Sulfates / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry; D013481:Superoxides / Q000737:chemistry; D013696:Temperature; D013997:Time Factors
C521394:4-acetamidobenzene sulfonyl chloride; D000081:Acetamides; D000975:Antioxidants; D016166:Free Radical Scavengers; D013424:Sulfanilamides; D013431:Sulfates; D013450:Sulfones; D013481:Superoxides; D000077145:Sulfanilamide; D048271:Chitosan