Gollmer, Anita and Felgentraeger, Ariane and Baeumler, Wolfgang and Maisch, Tim and Spaeth, Andreas (2015) A novel set of symmetric methylene blue derivatives exhibits effective bacteria photokilling - a structure-response study. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 14 (2). pp. 335-351. ISSN 1474-905X, 1474-9092
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This study focuses on the structure-response relationship of symmetrically substituted phenothiazinium dyes. Four hydrophilic derivatives with the ability of additional hydrogen bonding (5, 6) or additional electrostatic interaction (3, 4) were synthesized, photophysically characterized and compared to the parent compound methylene blue (MB, 1) and a lipophilic derivative (2) without additional coordination sites. Derivative 5 was most effective against Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli reaching a maximum photodynamic efficacy of >5log(10) steps (>= 99.999%) of bacteria killing in 10 minutes (5 mu M, 30 J cm(-2)) without inherent dark toxicity after one single treatment with the incoherent light source PDT1200 (lambda(max) = 660 nm, 50 mW cm(-2)). Interestingly, one derivative with two additional primary positive charges (3) showed selective killing of Escherichia coli (5 mu M, 30 J cm(-2), 4log(10) steps inactivation (>= 99.99%)) and no antimicrobial effect on Staphylococcus aureus. This might allow the development of a new generation of photosensitizers with higher antimicrobial efficacy and selectivity for future applications.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ANTIMICROBIAL CHEMOTHERAPY PACT; GRAM-NEGATIVE BACTERIA; SINGLET OXYGEN; TOLUIDINE-BLUE; PHOTODYNAMIC THERAPY; IN-VITRO; PHENOTHIAZINIUM PHOTOSENSITIZERS; PHOTOBACTERICIDAL EFFICACY; ENTEROCOCCUS-FAECALIS; ESCHERICHIA-COLI; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences 600 Technology > 610 Medical sciences Medicine |
| Divisions: | Medicine > Lehrstuhl für Dermatologie und Venerologie Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Aug 2019 08:42 |
| Last Modified: | 02 Aug 2019 08:42 |
| URI: | https://pred.uni-regensburg.de/id/eprint/6305 |
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