Porphyrin–Schiff base conjugates bearing basic amino groups as antimicrobial phototherapeutic agents
- Pérez, María Eugenia
- Durantini, Javier Esteban
- Reynoso, Eugenia
- Alvarez, María Gabriela
- Milanesio, María Elisa
- Durantini, Edgardo Néstor
DOIAbstract
New porphyrin–Schiff base conjugates bearing one (6) and two (7) basic amino groups were synthesized by condensation between tetrapyrrolic macrocycle-containing amine functions and 4-(3-(N,N-dimethylamino)propoxy)benzaldehyde. This approach allowed us to easily obtain porphyrins substituted by positive charge precursor groups in aqueous media. These compounds showed the typical Soret and four Q absorption bands with red fluorescence emission (ΦF ~ 0.12) in N,N-dimethylformamide. Porphyrins 6 and 7 photosensitized the generation of O2 (1∆g) (Φ∆ ~ 0.44) and the photo-oxidation of L-tryptophan. The decomposition of this amino acid was mainly mediated by a type II photoprocess. Moreover, the addition of KI strongly quenched the photodynamic act...
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