An insight into the synthesis of cationic porphyrin-imidazole derivatives and their photodynamic inactivation efficiency against Escherichia coli

• Author(s): Moreira, Xavier ; Santos, Patricia ; Faustino, M. Amparo F. ; Raposo, M. Manuela M. ; Costa, Susana P. G. ; Moura, Nuno M. M. ; Gomes, Ana T. P. C. ; Almeida, Adelaide ; Neves, M. G. P. M. S.
• Date: 2020
• Persistent ID: https://hdl.handle.net/1822/66002
• Origin: RepositóriUM - Universidade do Minho
• Subject(s): Porphyrin; N-Heterocycles; Photosensitizer; Antimicrobial photodynamic therapy; Gram-negative E. coli
• Document Type: Journal article
• Language: English
• Contributor(s): Universidade do Minho

Description

New porphyrin-imidazole derivatives were synthesised by Radziszewski reaction between 2-formyl-5,10,15,20-tetraphenylporphyrin 1 and several (hetem)aromatic 1,2-diones, which after cationization afforded promising monocationic photosensitizers 3a-d. Singlet oxygen studies have demonstrated that all the cationic porphyrin-imidazole conjugates 3a-d were capable to produce cytotoxic species. These photosensitizers were able to photoinactivate Eschericha coli and their inactivation profile was improved in the presence of KI.