A multifunctional beta-cyclodextrin-conjugate photodelivering nitric oxide with fluorescence reporting

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F17%3A10365518" target="_blank" >RIV/00216208:11310/17:10365518 - isvavai.cz</a>
Result on the web
<a href="https://doi.org/10.1016/j.ijpharm.2017.05.023" target="_blank" >https://doi.org/10.1016/j.ijpharm.2017.05.023</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.ijpharm.2017.05.023" target="_blank" >10.1016/j.ijpharm.2017.05.023</a>

Result language
angličtina
Original language name
A multifunctional beta-cyclodextrin-conjugate photodelivering nitric oxide with fluorescence reporting
Original language description
This contribution reports the design, synthesis and photochemical properties of a novel cationic, water soluble, beta-cyclodextrin (beta CD) conjugate integrating an anthracene moiety and a nitroaniline derivative within the primary side of the beta CD scaffold. Photoinduced energy transfer between the anthracene and the nitroaniline chromophores effectively suppresses the fluorescence of the anthracene unit. Excitation with visible light triggers the release of nitric oxide (NO) from the nitroaniline chromophore, accompanied to the concomitant revival of the anthracene fluorescence, which acts as an optical reporter for detecting the amount of the NO released. Furthermore, the anthracene moiety photogenerates singlet oxygen (O-1(2)) sequentially to NO release. The conjugate is also able to accommodate hydrophobic guests within the beta CD cavity, as proven by using naphthalene as a model compound. In view of the key role NO and O-1(2) play as anticancer and antibacterial species, the present beta CD derivative represents an intriguing candidate for further studies in biopharmaceutical research addressed to multimodal therapeutic applications.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
30104 - Pharmacology and pharmacy

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2017
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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