Photoactive NO hybrids with pseudo-zero-order release kinetics for antimicrobial applications
| Autor: | Yuda Guo, Yuguang Song, Jingli Hou, Xing Wang, Zizhen Ye, Yongfang Liao, Meng Qian, Yangping Liu, Guifang Han |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Staphylococcus aureus
Dose-Response Relationship Drug Molecular Structure Organic Chemistry Kinetics Biofilm Azepines Microbial Sensitivity Tests Nitroso Drug resistance Conjugated system Nitric Oxide Photochemical Processes Antimicrobial Biochemistry Combinatorial chemistry Fluorescence Anti-Bacterial Agents Nitric oxide chemistry.chemical_compound chemistry Biofilms Drug Design Physical and Theoretical Chemistry |
| Zdroj: | Organic & Biomolecular Chemistry. 18:5473-5480 |
| ISSN: | 1477-0539 1477-0520 |
| DOI: | 10.1039/d0ob00564a |
| Popis: | Bacterial infection is a major threat to the health and life of humans due to the development of drug resistance, which is related to biofilm formation. Nitric oxide (NO) has emerged as an important factor in regulating biofilm formation. In order to harness the potential benefits of NO and develop effective antibacterial agents, we designed and synthesized a new class of NO hybrids in which the active scaffold benzothienoazepine was tagged with a nitroso group and further conjugated with quaternary ammoniums or phosphoniums. The temporal release of NO from these hybrids can be achieved by photoactivation. Interestingly, the NO release follows a pseudo-zero-order kinetics, which is easily determined by measuring the fluorescent benzothienoazepine or NO. Compared to the positive control ciprofloxacin, the NO hybrid with triphenyl phosphonium (TPP) exhibited more effective activity against S. aureus biofilm in darkness. Irradiation of the NO hybrid led to higher inhibition against S. aureus biofilm compared to the parental NO hybrid in darkness or the corresponding NO-released product, indicating the combined effect of NO and the NO-released product. Therefore, this new class of NO hybrids includes very promising antimicrobial agents and this work provides a new way for the design of highly effective antimicrobial agents. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|