Effect of linker length on the spectroscopic properties of bacteriochlorin – 1,8-naphthalimide conjugates for fluorescence-guided photodynamic therapy
| Autor: | Dmitriy A. Pritmov, Pavel A. Panchenko, Andrey F. Mironov, Yuri V. Fedorov, Marina A. Zakharko, Gediminas Jonusauskas, Mikhail A. Grin, Olga A. Fedorova |
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| Přispěvatelé: | A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences [Moscow] (RAS), Laboratoire Ondes et Matière d'Aquitaine (LOMA), Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS), Lomonosov Moscow State University (MSU) |
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
[PHYS.PHYS.PHYS-OPTICS]Physics [physics]/Physics [physics]/Optics [physics.optics]
Singlet oxygen General Chemical Engineering General Physics and Astronomy 02 engineering and technology General Chemistry Chromophore 010402 general chemistry 021001 nanoscience & nanotechnology Resonance (chemistry) Photochemistry 01 natural sciences 7. Clean energy Fluorescence 0104 chemical sciences chemistry.chemical_compound chemistry Photosensitizer [PHYS.PHYS.PHYS-CHEM-PH]Physics [physics]/Physics [physics]/Chemical Physics [physics.chem-ph] 0210 nano-technology Linker Ethylene glycol ComputingMilieux_MISCELLANEOUS Conjugate |
| Zdroj: | Journal of Photochemistry and Photobiology A: Chemistry Journal of Photochemistry and Photobiology A: Chemistry, Elsevier, 2019, 390, pp.112338. ⟨10.1016/j.jphotochem.2019.112338⟩ |
| ISSN: | 1010-6030 |
| DOI: | 10.1016/j.jphotochem.2019.112338⟩ |
| Popis: | Conjugation of 4-pyrazolinyl-1,8-naphthalimide and propargyl-152,173-dimethoxy-131-amide of bacteriochlorin e by the oligo(ethylene glycol) linker resulted in the dual function system comprising the modalities of a photosensitizer and a fluorescence imaging agent. In comparison with the conjugate of the same structure but containing the shorter linker, the system demonstrated the higher emission intensity originating from the naphthalimide unit, which could be explained by the decrease in resonance energy transfer efficiency between the chromophores. It has been shown that the ability of bacteriochlorin to generate singlet oxygen remains at the same level when this fragment is introduced in the conjugate structure. 4-Pyrazolinyl-1,8-naphthalimide group in the studied compounds was found to easily undergo photooxidation yielding highly emissive 4-pyrazolyl-1,8-naphthalimide derivatives. |
| Databáze: | OpenAIRE |
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