Synthesis of Guanidinium Functionalized Polycarbodiimides and Their Antibacterial Activities

被引：55

作者：

Budhathoki-Uprety, Januka ^{[3
]}

Peng, LingLing ^{[3
]}

Melander, Christian ^{[3
]}

Novak, Bruce M. ^{[1
,2
]}

机构：

[1] Univ Texas Dallas, Dept Chem, Richardson, TX 75080 USA

[2] Univ Texas Dallas, Alan G MacDiarmid NanoTech Inst, Richardson, TX 75080 USA

[3] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

ACS MACRO LETTERS | 2012年 / 1卷 / 03期

关键词：

RESISTANT STAPHYLOCOCCUS-AUREUS; IN-VITRO CYTOTOXICITY; ANTIMICROBIAL ACTIVITY; LIVING POLYMERIZATION; POLYMERS; POLYCATIONS; INFECTIONS; PEPTIDES; BIOCOMPATIBILITY; OLIGOGUANIDINES;

D O I：

10.1021/mz200116k

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

A family of guanidinium-side-chain functionalized polycarbodiimides has been synthesized by allowing an azido guanidinium salt to react with alkyne polycarbodiimides via the copper catalyzed [3 + 2] cycloaddition (Click) reaction. Poly-2(a d) are cationic/amphiphilic polymers in which the global hydrophilic/hydrophobic balance has been tailored by local alteration of the length of alkyl side chain in the repeat unit of polymers prior to polymerization. The shorter alkyl chains yield water-soluble polymers, Poly-2c, -2d, and -2e. Antibacterial activities of these cationic polycarbodiimides have been investigated for Grain-positive and Gram-negative bacteria that include Staphylococcus aureus, methicillin-resistant Staphylococcus aureus (MRSA), Escherichia colt, and Acinetobacter baumannii. It was observed that the influence of hydrophobic hydrophilic balance per repeat unit of these polymers have profound effects for both antimicrobial and hemolytic activities. In addition, these polycarbodiimide-guanidinium-triazole conjugates offered moderate to significant antibacterial activity and rapid interaction with red blood cells causing blood precipitation without significant hemolysis in case of Poly-2(b e). This latter property has the potential to be exploited in the polymer coatings or wound protection.

引用

页码：370 / 374

页数：5

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