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Effect of linker length on the spectroscopic properties of bacteriochlorin – 1,8-naphthalimide conjugates for fluorescence-guided photodynamic therapy
Journal of Photochemistry and Photobiology A: Chemistry ( IF 4.1 ) Pub Date : 2019-12-23 , DOI: 10.1016/j.jphotochem.2019.112338
Pavel A. Panchenko , Marina A. Zakharko , Mikhail A. Grin , Andrey F. Mironov , Dmitriy A. Pritmov , Gediminas Jonusauskas , Yuri V. Fedorov , Olga A. Fedorova

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.



中文翻译:

接头长度对荧光引导的光动力疗法中细菌绿霉素– 1,8-萘二甲酰亚胺共轭物光谱性质的影响

4-吡唑啉基-1,8-萘二甲酰亚胺和炔丙基-15的缀合2,17 3 -二甲氧基13 1的菌绿素-酰胺ë通过低聚(乙二醇)连接体产生的双功能系统包括光敏剂和荧光显像剂。与具有相同结构但包含较短接头的共轭物相比,该系统显示出源自萘二甲酰亚胺单元的较高发射强度,这可以用发色团之间的共振能量转移效率降低来解释。已经表明,当将该片段引入缀合物结构中时,细菌绿素产生单线态氧的能力保持在相同水平。发现所研究化合物中的4-吡唑啉基-1,8-萘二甲酰亚胺基很容易发生光氧化作用,从而产生高发射率的4-吡唑甲酰基-1,8-萘二甲酰亚胺衍生物。

更新日期:2019-12-23
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