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Synthesis and Characterization of Nitric Oxide-Releasing Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm Formation
[Image: see text] 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-acetylpenici...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10064314/ https://www.ncbi.nlm.nih.gov/pubmed/36926823 http://dx.doi.org/10.1021/acsami.3c00140 |
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author | Estes Bright, Lori M. Garren, Mark Richard Stephen Douglass, Megan Handa, Hitesh |
author_facet | Estes Bright, Lori M. Garren, Mark Richard Stephen Douglass, Megan Handa, Hitesh |
author_sort | Estes Bright, Lori M. |
collection | PubMed |
description | [Image: see text] 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. |
format | Online Article Text |
id | pubmed-10064314 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-100643142023-04-01 Synthesis and Characterization of Nitric Oxide-Releasing Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm Formation Estes Bright, Lori M. Garren, Mark Richard Stephen Douglass, Megan Handa, Hitesh ACS Appl Mater Interfaces [Image: see text] 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. American Chemical Society 2023-03-16 /pmc/articles/PMC10064314/ /pubmed/36926823 http://dx.doi.org/10.1021/acsami.3c00140 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Estes Bright, Lori M. Garren, Mark Richard Stephen Douglass, Megan Handa, Hitesh Synthesis and Characterization of Nitric Oxide-Releasing Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm Formation |
title | Synthesis
and Characterization
of Nitric Oxide-Releasing
Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm
Formation |
title_full | Synthesis
and Characterization
of Nitric Oxide-Releasing
Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm
Formation |
title_fullStr | Synthesis
and Characterization
of Nitric Oxide-Releasing
Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm
Formation |
title_full_unstemmed | Synthesis
and Characterization
of Nitric Oxide-Releasing
Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm
Formation |
title_short | Synthesis
and Characterization
of Nitric Oxide-Releasing
Ampicillin as a Potential Strategy for Combatting Bacterial Biofilm
Formation |
title_sort | synthesis
and characterization
of nitric oxide-releasing
ampicillin as a potential strategy for combatting bacterial biofilm
formation |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10064314/ https://www.ncbi.nlm.nih.gov/pubmed/36926823 http://dx.doi.org/10.1021/acsami.3c00140 |
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