Hydrogen bond acceptors and additional cationic charges in methylene blue derivatives: photophysics and antimicrobial efficiency.
Photodynamic inactivation of bacteria (PIB) by efficient singlet oxygen photosensitizers might be a beneficial alternative to antibiotics in the struggle against multiresistant bacteria. Phenothiazinium dyes belong to the most prominent classes of such sensitizers due to their intense absorption in...
| Publicado en: | BioMed Research International Vol. 2013; pp. 482167 - 482168 |
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| Autores principales: | , , , |
| Formato: | Journal Article |
| Publicado: |
Wiley-Blackwell
2013
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| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=ccm&AN=104287099&site=ehost-live header: @attributes: shortDbName: ccm uiTerm: 104287099 longDbName: CINAHL Complete uiTag: AN controlInfo: bkinfo: dissinfo: jinfo: jid: 23146133 FT2T jtl: BioMed Research International issn: 23146133 maglogo: N pubinfo: dt: 2013 vid: 2013 pid: 480 pub: Wiley-Blackwell place: Malden, Massachusetts artinfo: ui: 104287099 2012116692 NLM23509728 PMC3591237 104287099 ppf: 482167 ppct: 1 formats: fmt: @attributes: type: P tig: atl: Hydrogen bond acceptors and additional cationic charges in methylene blue derivatives: photophysics and antimicrobial efficiency. aug: au: Felgenträger, Ariane Maisch, Tim Dobler, Daniel Späth, Andreas affil: Department of Dermatology, University Hospital Regensburg, Franz-Josef-Strauß-Allee 11, 93053 Regensburg, Germany. sug: subj: Antiinfective Agents Pharmacodynamics Chemistry, Physical Methylene Blue Reactive Oxygen Species Cations Dyes Drug Resistance, Microbial Escherichia Coli Drug Effects Light Methylene Blue Analogs and Derivatives Microbial Culture and Sensitivity Tests Oxidation-Reduction Photosensitizing Agents Spectrophotometry Staphylococcus Aureus Drug Effects ab: Photodynamic inactivation of bacteria (PIB) by efficient singlet oxygen photosensitizers might be a beneficial alternative to antibiotics in the struggle against multiresistant bacteria. Phenothiazinium dyes belong to the most prominent classes of such sensitizers due to their intense absorption in the red-light region (¿(abs, max) ca. 600-680¿nm, ¿ > 50,000¿L¿mol(-1)¿cm(-1)), their low toxicity, and their attachment/penetration abilities. Except simple substituents like alkyl or hydroxyalkyl residues, nearly no modifications of the phenothiaziniums have been pursued at the auxochromic sites. By this, the properties of methylene blue derivatives and their fields of application are limited; it remains unclear if their potential antimicrobial efficacy may be enhanced, also to compete with porphyrins. We prepared a set of six mainly novel methylene blue derivatives with the ability of additional hydrogen bonding and/or additional cationic charges to study the substituents' effect on their activity/toxicity profiles and photophysical properties. Direct detection of singlet oxygen was performed at 1270¿nm and the singlet oxygen quantum yields were determined. In suspensions with both, gram-positive and gram-negative bacteria, some derivatives were highly active upon illumination to inactivate S. aureus and E. coli up to 7 log10 steps (99.99999%) without inherent toxicities in the nonirradiated state. pubtype: Academic Journal doctype: Journal Article ougenre: Article language: English refInfo: holdings: @attributes: islocal: N |
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