UNIVERSITY OF BUCHAREST
FACULTY OF PHYSICS

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Conference: Bucharest University Faculty of Physics 2014 Meeting


Section: Optics, Spectroscopy, Plasma and Lasers


Title:
Light cleavage of some potential linkers for drug carriers


Authors:
T. ALEXANDRU(1,2), A. STAICU(1), A. PASCU(1), A. DINACHE(1), A. B. ABDELADHIM(3), M. ENESCU(4), A. KHATYR(3), M. L. PASCU(1,2)


Affiliation:
1)National Institute for Laser, Plasma and Radiation Physics, Laser Department, Magurele, Ilfov, Romania, 077125

2)Faculty of Physics, University of Bucharest, Magurele, Ilfov, Romania, 077125

3)UFR-ST Institut UTINAM UMR CNRS 6213 , Université de Franche-Comté, Besancon Cedex, France, 25030

4)UFR-ST Laboratoire Chrono-Environnement UMR CNRS 6249, Université de Franche-Comté, Besancon Cedex, France, 25030


E-mail
tatiana.alexandru@inflpr.ro


Keywords:
olefins, singlet oxygen generation, quenching rate constant


Abstract:
The development of targeted delivery systems for clinical approved drugs and the development of mechanisms for controlled release of the drug at the desired site may be alternatives to synthesizing new drugs. This is of actual importance and must be considered in order to avoid multiple drug resistance acquired by bacteria. Photoactivated drug carriers systems and light activated drugs are options taken into account in advanced delivery by the controlled release of the active form of the drug. The ability to manipulate light in terms of its wavelength, intensity, site of application and exposure duration allows to accurately control the location, dose and time at which a therapeutic agent is released, if the release of drug is linked to a photochemical event.The optical radiation can be used for drug release linked to photosenzitizers. The light irradiation of the compound in the absorbing spectral range of photosensitizers (PS) generates singlet oxygen which chemically breaks the linker between the PS and the drug. In this way the drug is released and becomes free and active in the desired site.By interaction with photosensitized singlet oxygen, the heterosubstituted olefins can form by 2+2 cycloaddition reaction (despite ene reaction and 2+4 cycloaddition) dioxetane intermediates which are unstable and their double bond C ̶ C breaks.In this paper, results about the study of photocleavage of different substrates as potential linkers for drug delivery compounds is reported. The role of singlet oxygen and the kinetic rates implied in the photoreactions were determined. The study envisaged the use of two olefins: 7-(4-chlorophenyl)hept-6-enoic acid and 7-(ferrocene)hept-6-enoic acid as potential linkers for the controlled release of a specific drug, by singlet oxygen induced cleavage. The rate constants for quenching of the singlet oxygen by these compounds were determined. The photoproducts were analyzed by FTIR spectroscopy.Acknowledgements: The authors from NILPRP acknowledge the financial support of the Romanian National Authority for Scientific Research, CNCS-UEFISCDI by project number PN-II-ID-PCE-2011-3-0922. T. Alexandru was supported by the project POSDRU/159/1.5/S/137750.