Spectroscopical study of bacteriopurpurinimide-naphthalimide conjugates for fluorescent diagnostics and photodynamic therapy

Pavel A. Panchenko (1) , Antonina N. Sergeeva (1) , Olga A. Fedorova (1) , Yuri V. Fedorov (1) , Roman I. Reshetnikov (2) , Anastasiya E. Schelkunova (2) , Michail A. Grin (2) , Andrey F. Mironov (2) , Gediminas Jonusauskas (3)

1 INEOS - A. N. Nesmeyanov Institute of Organoelement Compounds
2 LMSU of Fine Chemical Technologies
3 LOMA - Laboratoire Ondes et Matière d'Aquitaine

Two novel bis(chromophoric) dyads ABPI-NI1 and ABPI-NI2 containing 1,8-naphthalimide and bacteriopurpurinimide units linked by p-phenylene-methylene (ABPI-NI1) and pentamethylene (ABPI-NI2) spacers were prepared to test their ability to be used in the design of effective agents for both photodynamic therapy (PDT) and fluorescent tumor imaging. Photophysical studies revealed that the emission from the naphthalimide chromophore in both conjugates was partially quenched due to resonance energy transfer between the photoactive components. Compound ABPI-NI2 with more sterically flexible oligomethylene group demonstrated higher fluorescence intensity as compared with that for ABPI-NI1.

Mots clés: 8-Naphthalimide; Conjugate; Bacteriopurpurinimide; Photodynamic therapy; Resonance energy transfer; Fluorescence imaging; PM6 semiempirical calculations

Domaines: Chimie analytique

Pavel A. Panchenko, Antonina N. Sergeeva, Olga A. Fedorova, Yuri V. Fedorov, Roman I. Reshetnikov, et al.. Spectroscopical study of bacteriopurpurinimide-naphthalimide conjugates for fluorescent diagnostics and photodynamic therapy. Journal of Photochemistry and Photobiology B: Biology, 2014, 133, pp.140-144. ⟨10.1016/j.jphotobiol.2014.03.008⟩. ⟨hal-00978356⟩