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Author
Pérez Martín, Montserrat
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Abstract
Due to the boost growth of the use of nanoparticles as a drug transport vehicle, a system that is sensitive to two pH values and to light has been designed with the aim of release the drug in a controlled and selective way.
To make this system possible, Tert-butyl 22-(9H-fluoren-9-yl)-4,20-dioxo-7,10,13,16,21-pentaoxa-2,3,19-triazadocosan-1-oate, which it will be linked to the nanoparticle and is sensitive to pH=6,8 and 4,5, has been synthesized.
Cyclodextrin monoaldehyde has also been synthesized from β-Cyclodextrin and it will be linked to the previous compound. The system is protected, to not being detected and removed as a foreign body by the immune system of the human body, on account of the voluminous structure of Cyclodextrin. On the other hand, the BSA protein also contributes to the system not being phagocytosed by magrophages thanks to its Dysopsonine protein behavior.
Then, the Azobenzene called 4-((2,6-dimethoxyphenyl)diazenyl)-3,5-dimethoxyaniline has been synthesized. It is used to obtain the compound 4-(N-maleimido)azobenzene that changes its isomer with light and binds by hydrophobicity with Cyclodextrin monoaldehyde.
This system, when arrives in areas close to cells, if light is emitted, the compound 4-(N-maleimido)azobenzene changes its isomer and separates from Cyclodextrin. Also due to the pH=6,8 in these areas, the bond between the linker and the Cyclodextrin is broken and the system can get in the inside of the cell. Once inside, in the endosome due to pH=4,5 the bond between the linker and the nanoparticle is broken and the drug is released.
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