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Synthesis and photophysical properties of conformationally fixed tricarbocyanines with phosphonate groups
Authors:T A Podrugina  A S Pavlova  I A Doroshenko  V A Kuz’min  A A Kostyukov  A A Shtil’
Institution:1.Department of Chemistry,M. V. Lomonosov Moscow State University,Moscow,Russian Federation;2.N. M. Emanuel Institute of Biochemical Physics,Russian Academy of Sciences,Moscow,Russian Federation;3.N. N. Blokhin Russian Cancer Scientific Center,the Ministry of Healthcare of the Russian Federation,Moscow,Russian Federation;4.G. F. Gause Research Institute of New Antibiotics,Moscow,Russian Federation
Abstract:A method for the synthesis of a series of symmetric and asymmetric conformationally fixed tricarbocyanines was developed based on benzоindolenine containing ethyl phosphonate and diethyl phosphonate groups in the linker at the quaternary nitrogen atom of the indolenine fragment. The polymethine chain meso position was modified by nucleophilic substitution of chlorine with O- and N-nucleophiles. Their absorption and fluorescence spectra were recorded, the possibility of further use of phosphonate-substituted tricarbocyanines as biomarkers was demonstrated. The dark cytotoxicity of synthesized compounds was studied, the possibility of their accumulation in HCT116, MCF7 cancer cells was shown.
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