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 |
ISSN | 0008-6215 |
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 |
DOI | 10.1016/j.carres.2007.07.015 |
URL | 查看原文 |
收录类别 | SCI |
语种 | 英语 |
WOS记录号 | WOS:000250185400006 |
引用统计 | |
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 |
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. |
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