Synthesis and Characterization of Nitric Oxide-Releasing Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm Formation

被引:11
作者
Bright, Lori M. Estes [1 ]
Garren, Mark Richard Stephen [1 ]
Douglass, Megan [1 ]
Handa, Hitesh [1 ,2 ]
机构
[1] Univ Georgia, Sch Chem Mat & Biomed Engn, Athens, GA 30602 USA
[2] Univ Georgia, Coll Pharm, Pharmaceut & Biomed Sci Dept, Athens, GA 30602 USA
基金
美国国家卫生研究院;
关键词
nitric oxide; antibiotic; antimicrobial; S-nitroso-N-acetylpenicillamine; ampicillin; CATHETERS; POLYMER; MECHANISMS; RESISTANCE; DELIVERY;
D O I
10.1021/acsami.3c00140
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
Biofilm formation on biomaterial interfaces and the development of antibiotic-resistant bacteria have decreased the effectiveness of traditional antibiotic treatment of infections. In this project, ampicillin, a commonly used antibiotic, was conjugated with S-nitroso-N-acetylpenicillamine (SNAP), an S-nitrosothiol compound (RSNO) used for controlled nitric oxide (NO) release. This novel multifunctional molecule is the first of its kind to provide combined antibiotic and NO treatment of infectious pathogens. Characterization of the molecule included NMR, FTIR, and mass spectrometry. NO release behavior was also measured and compared to pure, unmodified SNAP. When evaluating the antimicrobial efficacy, the synthesized SNAPicillin molecule showed the lowest MIC value against Gram-negative Pseudomonas aeruginosa and Gram-positive methicillin-resistant Staphylococcus aureus compared to ampicillin and SNAP alone. SNAPicillin also displayed enhanced biofilm dispersal and killing of both bacterial strains when treating a 48 h biofilm preformed on a polymer surface. The antibacterial results combined with the biocompatibility of the molecule show great promise for infection prevention and treatment of polymeric interfaces to reduce medical device-related infections.
引用
收藏
页码:15185 / 15194
页数:10
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