Studium syntézy tetrapyrazinotriazaporfyrinů

Charles University in Prague, Faculty of Pharmacy in Hradec Králové Department Department of Pharmaceutical Chemistry and Drug Control Candidate Adam Králik Supervisor Doc. PharmDr. Petr Zimčík, Ph.D. Title of Thesis Synthesis of tetrapyrazinotriazaporphyrins Phthalocyanines are a group of planar sy...

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Bibliographic Details
Main Author: Králik, Adam
Other Authors: Zimčík, Petr
Format: Dissertation
Language:Czech
Published: 2016
Online Access:http://www.nusl.cz/ntk/nusl-345299
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Summary:Charles University in Prague, Faculty of Pharmacy in Hradec Králové Department Department of Pharmaceutical Chemistry and Drug Control Candidate Adam Králik Supervisor Doc. PharmDr. Petr Zimčík, Ph.D. Title of Thesis Synthesis of tetrapyrazinotriazaporphyrins Phthalocyanines are a group of planar synthetic macrocyclic molecules structurally similar to the naturally occurring porphyrinoids, which show some attractive photophysical properties. They have found many applications from which the most promising is singlet oxygen production. They are able to absorb the energy of light and transfer it to the surrounding molecules creating a highly reactive species, the most important being singlet oxygen. This can be used in photodynamic therapy which is used to destroy tumor cells, to kill microbes etc. Photodynamic therapy uses three non- toxic components: light, photosensitizer and oxygen to produce reactive oxygen species. The original aim of this work was to synthesize an aza-analogue of phthalocyanine with bulky peripheral substituents derived from camphor that could prevent the aggregation of the compound. The pyrazine precursor for cyclotetramerization was prepared by condensation reaction between diaminomaleonitrile and camphorquinone. However, an interesting side product of different color and...