Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria

Ahmad Jiblaoui (1) , Stéphanie Leroy-Lhez (1) , Tan-Sothea Ouk (1) , Karine Grenier (1) , Vincent Sol (1)

1 LCSN - Laboratoire de Chimie des Substances Naturelles

We describe the synthesis, characterization and photophysical properties of two new polycarboxylic photosensitizers. Owing to their structural design, these two compounds show water solubilities larger than natural carboxylic photosensitizers (e.g., protoporphyrin IX, hematoporphyrin, etc.) and also good singlet oxygen quantum yields. These compounds were tested as photo-antimicrobial agents against Staphylococcus aureus and Bacillus cereus strains. Results reveal that their photocytotoxicities are strongly dependent on their amphiphilic character and more precisely the number and position of the carboxylic acid and mesityl substituents

Mots clés: Photosensitizers; Photodynamic antimicrobial chemotherapy; Oxygen singlet quantum yield; Carboxylic porphyrins; Antibacterial agents

Domaines: Chimie; Chimie organique

Ahmad Jiblaoui, Stéphanie Leroy-Lhez, Tan-Sothea Ouk, Karine Grenier, Vincent Sol. Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria. Bioorganic and Medicinal Chemistry Letters, 2015, 25 (2), pp.355-362. ⟨10.1016/j.bmcl.2014.11.033⟩. ⟨hal-01101124⟩