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Synthesis and antifungal properties of sulfanilamide derivatives of chitosan
Zhong, Zhimei; Chen, Rong; Xing, Ronge; Chen, Xiaolin; Liu, Song; Guo, Zhanyong; Ji, Xia; Wang, Lin; Li, Pengcheng
2007-11-26
发表期刊CARBOHYDRATE RESEARCH
ISSN0008-6215
卷号342期号:16页码:2390-2395
文章类型Article
摘要Sulfanilamide derivatives of chitosan (2-(4-acetamido-2-sulfanimide)-chitosan (HSACS, LSACS), 2-(4-acetamido-2-sulfanimide)-6-sulfo-chitosan (HSACSS, LSACSS) and 2-(4-acetamido-2-sulfanimide)-6-carboxymethyl-chitosan (HSACMCS, LSACMCS)) were prepared using different molecular weights of chitosan (CS), carboxymethyl chitosan (CMCS) and chitosan sulfates (CSS) reacted with 4-acetamidobenzene sulfonyl chloride in dimethylsulfoxide solution. The structures of the derivatives were characterized by FT-IR spectroscopy and elemental analysis, which showed that the substitution degree of sulfanilamide group of HSACS, HSACSS, HSACMCS, LSACS, LSACSS and LSACMCS were 0.623, 0.492, 0.515, 0.576, 0.463 and 0.477, respectively. The solubility of the derivatives (pH < 7.5) was higher than that of chitosan (pH < 6.5). The antifungal activities of the derivatives against Aiternaria solani and Phomopsis asparagi were evaluated based on the method of Jasso et al. in the experiment. The results indicated that all the prepared sulfanilamide derivatives had a significant inhibiting effect on the investigated fungi in the polymer concentration range from 50 to 500 mu g mL(-1). The antifungal activities of the derivatives increased with increasing the molecular weight, concentration or the substitution degree. The sulfanilamide derivatives of CS, CMCS and CSS show stronger antifungal activities than CS, CMCS and CSS. (C) 2007 Elsevier Ltd. All rights reserved.; Sulfanilamide derivatives of chitosan (2-(4-acetamido-2-sulfanimide)-chitosan (HSACS, LSACS), 2-(4-acetamido-2-sulfanimide)-6-sulfo-chitosan (HSACSS, LSACSS) and 2-(4-acetamido-2-sulfanimide)-6-carboxymethyl-chitosan (HSACMCS, LSACMCS)) were prepared using different molecular weights of chitosan (CS), carboxymethyl chitosan (CMCS) and chitosan sulfates (CSS) reacted with 4-acetamidobenzene sulfonyl chloride in dimethylsulfoxide solution. The structures of the derivatives were characterized by FT-IR spectroscopy and elemental analysis, which showed that the substitution degree of sulfanilamide group of HSACS, HSACSS, HSACMCS, LSACS, LSACSS and LSACMCS were 0.623, 0.492, 0.515, 0.576, 0.463 and 0.477, respectively. The solubility of the derivatives (pH < 7.5) was higher than that of chitosan (pH < 6.5). The antifungal activities of the derivatives against Aiternaria solani and Phomopsis asparagi were evaluated based on the method of Jasso et al. in the experiment. The results indicated that all the prepared sulfanilamide derivatives had a significant inhibiting effect on the investigated fungi in the polymer concentration range from 50 to 500 mu g mL(-1). The antifungal activities of the derivatives increased with increasing the molecular weight, concentration or the substitution degree. The sulfanilamide derivatives of CS, CMCS and CSS show stronger antifungal activities than CS, CMCS and CSS. (C) 2007 Elsevier Ltd. All rights reserved.
关键词2-(4-acetamido-2-sulfanimide)-chitosan 2-(4-acetamido-2-sulfanimide)-6-sulfo-chitosan 2-(4-acetamido-2-sulfanimide)-6-carboxymethyl-chitosan Antifungal Activity
学科领域Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
DOI10.1016/j.carres.2007.07.015
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收录类别SCI
语种英语
WOS记录号WOS:000250185400006
引用统计
被引频次:57[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.qdio.ac.cn/handle/337002/6128
专题海洋生物技术研发中心
作者单位1.Chinese Acad Sci, Inst Oceanol, Qingdao 266071, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 10039, Peoples R China
3.Ocean Univ China, Coll Chem & Chem Engn, Qingdao 266003, Peoples R China
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Zhong, Zhimei,Chen, Rong,Xing, Ronge,et al. Synthesis and antifungal properties of sulfanilamide derivatives of chitosan[J]. CARBOHYDRATE RESEARCH,2007,342(16):2390-2395.
APA Zhong, Zhimei.,Chen, Rong.,Xing, Ronge.,Chen, Xiaolin.,Liu, Song.,...&Li, Pengcheng.(2007).Synthesis and antifungal properties of sulfanilamide derivatives of chitosan.CARBOHYDRATE RESEARCH,342(16),2390-2395.
MLA Zhong, Zhimei,et al."Synthesis and antifungal properties of sulfanilamide derivatives of chitosan".CARBOHYDRATE RESEARCH 342.16(2007):2390-2395.
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