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Synthesis and study of subphthalocyanines axially modified with an amino adamantyl
Danková, Eva ; Nováková, Veronika (advisor) ; Demuth, Jiří (referee)
Charles University, Faculty of Pharmacy in Hradec Králové Department Department of Pharmaceutical Chemistry and Pharmaceutical Analysis Candidate Eva Danková Supervisor doc. PharmDr. Veronika Nováková, Ph.D. Title of Thesis Synthesis and study of subphthalocyanines axially modified by amino adamanthyl Photodynamic therapy is a promising approach for cancer treatment that relies on the administration of a photosensitizer, followed by illumination of the tumor. The generated oxidative stress subsequently activates several mechanisms of cell death. One of the novel groups of photosensitizers are subphthalocyanines with a conical π surface, which renders them less prone to aggregation and offers the possibility to tune their properties through axial substitution (aside peripheral modification). Due to the lipofilicity of the macrocycle, it is necessary to increase its water solubility. This work focused on the possibility of forming supramolecular host-guest complexes with hydrophilic macrocycles in order to increase the hydrophilicity of a subphthalocyanine. In particular, cucurbituril-7 (CB[7]) was chosen since it forms one of the most stable supramolecular interactions in water with 1-aminoadamantane, which was therefore proposed as the axial substituent on subphthalocyanine core. Synthesis of the...
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Synthesis and study of subphthalocyanines axially modified with an amino adamantyl
Danková, Eva ; Nováková, Veronika (advisor) ; Demuth, Jiří (referee)
Charles University, Faculty of Pharmacy in Hradec Králové Department Department of Pharmaceutical Chemistry and Pharmaceutical Analysis Candidate Eva Danková Supervisor doc. PharmDr. Veronika Nováková, Ph.D. Title of Thesis Synthesis and study of subphthalocyanines axially modified by amino adamanthyl Photodynamic therapy is a promising approach for cancer treatment that relies on the administration of a photosensitizer, followed by illumination of the tumor. The generated oxidative stress subsequently activates several mechanisms of cell death. One of the novel groups of photosensitizers are subphthalocyanines with a conical π surface, which renders them less prone to aggregation and offers the possibility to tune their properties through axial substitution (aside peripheral modification). Due to the lipofilicity of the macrocycle, it is necessary to increase its water solubility. This work focused on the possibility of forming supramolecular host-guest complexes with hydrophilic macrocycles in order to increase the hydrophilicity of a subphthalocyanine. In particular, cucurbituril-7 (CB[7]) was chosen since it forms one of the most stable supramolecular interactions in water with 1-aminoadamantane, which was therefore proposed as the axial substituent on subphthalocyanine core. Synthesis of the...
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