Synthesis and antifungal properties of sulfanilamide derivatives of chitosan

doi:10.1016/j.carres.2007.07.015

	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
刊名	CARBOHYDRATE RESEARCH
	2007-11-26
卷号	342 期号:16 页码:2390-2395
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
ISSN号	0008-6215
DOI	10.1016/j.carres.2007.07.015
文献子类	Article
英文摘要	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.
学科主题	Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
URL标识	查看原文
语种	英语
WOS记录号	WOS:000250185400006
公开日期	2010-12-24
内容类型	期刊论文
源URL	[http://ir.qdio.ac.cn/handle/337002/6129]
专题	海洋研究所_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
推荐引用方式 GB/T 7714	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.