Development of Phenalenone-Triazolium Salt Derivatives for aPDT: Synthesis and Antibacterial Screening - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Antibiotics Année : 2021

Development of Phenalenone-Triazolium Salt Derivatives for aPDT: Synthesis and Antibacterial Screening

(1) , (1, 2) , (1) , (2) , (1) , (1) , (1) , (1)
1
2

Résumé

The increasing number of hospital-acquired infections demand the development of innovative antimicrobial treatments. Antimicrobial photodynamic therapy (aPDT) is a versatile technique which relies on the production of reactive oxygen species (ROS) generated by light-irradiated photosensitizers (PS) in the presence of oxygen (O2). 1H-Phenalen-1-one is a very efficient photosensitizer known for its high singlet oxygen quantum yield and its antimicrobial potential in aPDT when covalently bound to quaternary ammonium groups. Triazolium salts are stable aromatic quaternary ammonium salts that recently appeared as interesting moieties endowed with antimicrobial activities. The coupling between phenalenone and triazolium groups bearing various substituents was realized by copper-catalyzed azide-alkyne cycloaddition followed by alkylation with methyl iodide or 2-(bromomethyl)-1H-phenalen-1-one. As expected, most of the compounds retained the initial singlet oxygen quantum yield, close to unity. Minimum inhibitory concentrations (MIC) of 14 new phenalenone-triazolium salt derivatives and 2 phenalenone-triazole derivatives were determined against 6 bacterial strains (Gram-negatives and Gram-positives species). Most of these PS showed significant photoinactivation activities, the strongest effects being observed against Gram-positive strains with as low as submicromolar MIC values.
Fichier principal
Vignette du fichier
antibiotics-10-00626.pdf (1.46 Mo) Télécharger le fichier
Origine : Fichiers éditeurs autorisés sur une archive ouverte

Dates et versions

hal-03261852 , version 1 (17-11-2021)

Licence

Paternité - CC BY 4.0

Identifiants

Citer

Jérémy Godard, Dáire Gibbons, Stéphanie Leroy-Lhez, René Williams, Nicolas Villandier, et al.. Development of Phenalenone-Triazolium Salt Derivatives for aPDT: Synthesis and Antibacterial Screening. Antibiotics, 2021, 10 (6), 13 p. ⟨10.3390/antibiotics10060626⟩. ⟨hal-03261852⟩

Collections

UNILIM
17 Consultations
18 Téléchargements

Altmetric

Partager

Gmail Facebook Twitter LinkedIn More