Synthesis and Optical Investigation of BODIPY-derivative for Selective Photodynamic Therapy

Autor: Yen-Chih Lai, 賴彥池
Rok vydání: 2013
Druh dokumentu: 學位論文 ; thesis
Popis: 101
We introduce a new class of photostable, efficient photosensitizer base on BODIPY derivatives which can be used to detect acid concentration, generate singlet oxygen and super oxide simultaneously under irradiation. Appropriate regulation of the synthesis procedure coupled with cheaper materials, we can facilitate controlling the generation of specifically substituted position of BODIPY derivatives. Biologically evaluate the uptake, localization and phototoxicity in cell lines, we conclude that compounds 5b and 8a are potential selective PDT candidates due to their photodynamic therapy are more efficient in cancer cell more than normal cell without significant dark toxicity. Based on our knowledge, this is very rare for PDT application of BODIPY derivatives. Furthermore, direct comparison of the photodamage efficacy, our compound is better than Foscan and nearly equal to methylene blue. BODIPY offered many superior optical properties. In this study, by observing the color change and fluorescence enhancement of solution, compounds with proton accepted function groups can be used to detect acid concentration in organic solvent and aqueous solution. Besides we have successfully applied BODIPY derivatives for cancer targeting and demonstrated that compound 5b and 8a may be potent tumor-specific photosensitizers for PDT. First, we presented that cheap and convenient synthesis procedure which can be widely applied for the preparation of diversified BODIPY derivatives. Second, biological evolution of the ROS generation and cellular uptake, localization and phototoxicity, therefore, the PDT characteristics of the compound 5b and 8a include (1) target selectivity for the PDT of cancer cells; (2) high photostability than methylene blue; (3) photodamage efficiency is much better than Foscan and nearly equal to MB; (4) supported extra phototoxicity with super oxide generation.
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