Porphyrinoids are macrocyclic compounds of significant interest due to their highly tunable structural, photophysical and biological properties, making them promising candidates as photosensitizers (PS) in photodynamic therapy (PDT). This study investigates the synthesis and characterization of novel porphyrin-benzothiazole conjugates as potential photosensitizers for PDT. The synthesis was performed using a copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), known as Click Chemistry reaction, which combines the well-documented pharmacological properties of benzothiazole derivatives (BzTAAa-e) with the versatile macrocyclic structure of the fluorinated meso-tetraarylporphyrin TPFPP. Following, the photophysical and photochemical properties of the resulting conjugates were systematically evaluated. The primary aim of this study was to enhance the therapeutic efficacy of TPFPP by integrating the antitumor pharmacological properties of benzothiazole moieties.
Le porfirine sono composti macrociclici di grande interesse grazie alle loro riconosciute proprietà biologiche e fotofisiche, che le rendono ottimi fotosensibilizzatori (PS) per la terapia fotodinamica (PDT). Questo progetto si focalizza sulla sintesi e caratterizzazione di nuovi coniugati benzotiazol-porfirinici, esplorando il potenziale utilizzo in PDT. I composti sono stati ottenuti tramite la reazione di Click Chemistry, copper(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC). Per la sintesi sono stati impiegati la porfirinica fluorurata TPFPP e i derivati azido-benzotiazolici (BzTAAa-e). I nuovi coniugati sono stati successivamente valutati mediante opportuni studi fotochimici e fotofisici. L'obiettivo principale di questo lavoro è stato migliorare l'efficacia terapeutica della porfirina TPFPP, combinando le sue capacità fotosensibilizzanti con le note proprietà antitumorali delle strutture benzotiazoliche.
Synthesis and photophysical evaluation of new porphyrin-benzothiazole conjugates for Photodynamic Therapy
GALVAN, EVA
2024/2025
Abstract
Porphyrinoids are macrocyclic compounds of significant interest due to their highly tunable structural, photophysical and biological properties, making them promising candidates as photosensitizers (PS) in photodynamic therapy (PDT). This study investigates the synthesis and characterization of novel porphyrin-benzothiazole conjugates as potential photosensitizers for PDT. The synthesis was performed using a copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), known as Click Chemistry reaction, which combines the well-documented pharmacological properties of benzothiazole derivatives (BzTAAa-e) with the versatile macrocyclic structure of the fluorinated meso-tetraarylporphyrin TPFPP. Following, the photophysical and photochemical properties of the resulting conjugates were systematically evaluated. The primary aim of this study was to enhance the therapeutic efficacy of TPFPP by integrating the antitumor pharmacological properties of benzothiazole moieties.File | Dimensione | Formato | |
---|---|---|---|
Galvan_Eva.pdf
accesso aperto
Dimensione
6.05 MB
Formato
Adobe PDF
|
6.05 MB | Adobe PDF | Visualizza/Apri |
The text of this website © Università degli studi di Padova. Full Text are published under a non-exclusive license. Metadata are under a CC0 License
https://hdl.handle.net/20.500.12608/81874