DESIGN AND EFFORTS TOWARDS SYNTHESES OF NIR-RESPONSIVE PHOTOSENSITIZERS BEYOND 700 nm VIA ENHANCED CONJUGATION

Date

2024-1

Author

AYDIN, GÖRKEM NAİL

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Cancer, being a disease as ancient as the history of humanity, stands as one of the most challenging ailments faced by mankind today. Photodynamic therapy (PDT) is an effective, clinically proven treatment against various types of cancer. Compared to conventional treatment methods, PDT is minimally invasive and exhibits fewer side effects. However, despite these advantages, the usually visible light activation of photosensitizers used in PDT limits its effectiveness in deeper tissues due to the absorption of light by surrounding tissues. These agents often exhibit high phototoxicity and encounter solubility issues in aqueous environments. Consequently, researchers have been driven to design and synthesize next generation photosensitizers to overcome such challenges. Hybrid xanthene cores have gained considerable interest among the new generation of photosensitizers due to their impeccable photochemical properties, high fluorescence quantum yields, and remarkable photostability. Despite all these advantages, xanthene-based photosensitizers generally have limited use in deeper tissues due to their activation by visible light. In this study, four different selenium containing hybrid xanthene molecules were designed with enhanced conjugation through donor groups attached to the core structure to shift the absorbed light to the NIR region. The donor and Se-based hybrid xanthene core were successfully synthesized and effectively brought together through Heck and Sonogashira type coupling reactions. Efforts towards realizing final oxidation reactions to reach the target photosensitizers, however, have not been fruitful yet. Several other oxidants are actively being pursued. Upon finalizing the synthesis of the target photosensitizers, their photophysical properties and potential as PDT agents will be investigated in detail.

Subject Keywords

NIR-Photosensitizers, Photodynamic Therapy

URI

https://hdl.handle.net/11511/108499

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Graduate School of Natural and Applied Sciences, Thesis