Synthesis and characterization of dextrin monosuccinate

被引:25
作者
Hu, Xiuting [1 ]
Wei, Benxi [1 ]
Zhang, Bao [1 ]
Xu, Xueming [2 ]
Jin, Zhengyu [1 ,2 ]
Tian, Yaoqi [1 ]
机构
[1] Jiangnan Univ, State Key Lab Food Sci & Technol, Wuxi 214122, Peoples R China
[2] Jiangnan Univ, Sch Food Sci & Technol, Wuxi 214122, Peoples R China
关键词
Dextrin monosuccinate; Succinoylation; Synthesis; CHEMICAL-MODIFICATION; POLYMER THERAPEUTICS; SUCCINIC ANHYDRIDE; PENDANT GROUPS; IONIC LIQUID; SUCCINOYLATION; THERAPY; SUBSTITUTION; ACTIVATION; CONJUGATE;
D O I
10.1016/j.carbpol.2013.04.054
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Reaction conditions, including reaction solvents, reaction time, reaction temperature, and molar ratio of succinic anhydride (SA) to anhydroglucose units (AGU) in dextrin, were investigated for preparing dextrin monosuccinate with high degree of substitution (DS). The results showed the optimum conditions as follows: Solvent, dimethyl sulfoxide; reaction temperature, 50 degrees C; reaction time, 16 h; and molar ratio of SA to AGU in dextrin, 6:1. Under these conditions, the maximum DS reached 2.64. The chemical structure of dextrin monosuccinate was identified using FT-IR and C-13 NMR. The FT-IR data indicated the absorption bands of esters and carbonyl acids at 1726 and 1574 cm(-1). Signals at 173.13, 171.81, 28.79, and 28.61 ppm in C-13 NMR spectrum were ascribed to carbons in ester, carbonyl acid, and methylene. These data suggest that the prepared dextrin succinate was monoester with functional carbonyl acid groups and could be used in polymer therapy as drug carriers. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.
引用
收藏
页码:111 / 115
页数:5
相关论文
共 28 条
[1]   FUNCTIONALIZATION OF DEXTRAN - INCORPORATION OF CARBOXY GROUPS BY O-SUCCINOYLATION [J].
ARRANZ, F ;
SANCHEZCHAVES, M ;
RAMIREZ, JC .
ANGEWANDTE MAKROMOLEKULARE CHEMIE, 1992, 194 :79-89
[2]   Structure and preparation of octenyl succinic esters of granular starch, microporous starch and soluble maltodextrin [J].
Bai, Yanjie ;
Shi, Yong-Cheng .
CARBOHYDRATE POLYMERS, 2011, 83 (02) :520-527
[3]   CHEMICAL MODIFICATION OF PULULAN .1. PERIODATE-OXIDATION [J].
BRUNEEL, D ;
SCHACHT, E .
POLYMER, 1993, 34 (12) :2628-2632
[4]   CHEMICAL MODIFICATION OF PULLULAN .3. SUCCINOYLATION [J].
BRUNEEL, D ;
SCHACHT, E .
POLYMER, 1994, 35 (12) :2656-2658
[5]   CHEMICAL MODIFICATION OF PULLULAN .2. CHLOROFORMATE ACTIVATION [J].
BRUNEEL, D ;
SCHACHT, E .
POLYMER, 1993, 34 (12) :2633-2637
[6]   PEGylated antibodies and antibody fragments for improved therapy: a review [J].
Chapman, AP .
ADVANCED DRUG DELIVERY REVIEWS, 2002, 54 (04) :531-545
[7]   The dawning era of polymer therapeutics [J].
Duncan, R .
NATURE REVIEWS DRUG DISCOVERY, 2003, 2 (05) :347-360
[8]   Polymer masked-unmasked protein therapy.: 1.: Bioresponsive dextrin-trypsin and -melanocyte stimulating hormone conjugates designed for α-amylase activation [J].
Duncan, Ruth ;
Gilbert, Helena R. P. ;
Carbajo, Rodrigo J. ;
Vicent, Maria J. .
BIOMACROMOLECULES, 2008, 9 (04) :1146-1154
[9]   Polymer therapeutics as nanomedicines: new perspectives [J].
Duncan, Ruth .
CURRENT OPINION IN BIOTECHNOLOGY, 2011, 22 (04) :492-501
[10]   Dextrin-Phospholipase A2: Synthesis and Evaluation as a Bioresponsive Anticancer Conjugate [J].
Ferguson, Elaine L. ;
Duncan, Ruth .
BIOMACROMOLECULES, 2009, 10 (06) :1358-1364