Comparison of pH-sensitive degradability of maleic acid amide derivatives

被引：48

作者：

Kang, Sunyoung ^{[1
]}

Kim, Youngeun ^{[1
]}

Song, Youngjun ^{[1
]}

Choi, Jin Uk ^{[1
]}

Park, Euddeum ^{[1
]}

Choi, Wonmin ^{[1
]}

Park, Jeongseon ^{[1
]}

Lee, Yan ^{[1
]}

机构：

[1] Seoul Natl Univ, Dept Chem, Coll Nat Sci, Seoul 151747, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 10期

关键词：

Maleic acid amide; pH-sensitivity; Degradability; Drug delivery; DRUG-DELIVERY; GENE DELIVERY; COMPLEX MICELLES; NANOCARRIERS; EFFICIENT; SIRNA; HYDROLYSIS; STABILITY; CYTOPLASM; CATALYSIS;

D O I：

10.1016/j.bmcl.2014.03.057

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We synthesized five maleic acid amide derivatives (maleic, citraconic, cis-aconitic, 2-(2'-carboxyethyl) maleic, 1-methyl-2-(2'-carboxyethyl) maleic acid amide), and compared their degradability for the future development of pH-sensitive biomaterials with tailored kinetics of the release of drugs, the change of charge density, and the degradation of scaffolds. The degradation kinetics was highly dependent upon the substituents on the cis-double bond. Among the maleic acid amide derivatives, 2-(2'-carboxyethyl) maleic acid amide with one carboxyethyl and one hydrogen substituent showed appropriate degradability at weakly acidic pH, and the additional carboxyl group can be used as a pH-sensitive linker. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：2364 / 2367

页数：4

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