Synthesis and photophysical properties of conformationally fixed tricarbocyanines with phosphonate groups


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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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T. Podrugina

Department of Chemistry, M. V. Lomonosov Moscow State University

编辑信件的主要联系方式.
Email: podrugina@mail.ru
俄罗斯联邦, Build. 3, 1 Leninskie Gory, Moscow, 119991

A. Pavlova

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: podrugina@mail.ru
俄罗斯联邦, Build. 3, 1 Leninskie Gory, Moscow, 119991

I. Doroshenko

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: podrugina@mail.ru
俄罗斯联邦, Build. 3, 1 Leninskie Gory, Moscow, 119991

V. Kuz’min

N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences

Email: podrugina@mail.ru
俄罗斯联邦, 4 ul. Kosygina, Moscow, 119991

A. Kostyukov

N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences

Email: podrugina@mail.ru
俄罗斯联邦, 4 ul. Kosygina, Moscow, 119991

A. Shtil’

N. N. Blokhin Russian Cancer Scientific Center, the Ministry of Healthcare of the Russian Federation; G. F. Gause Research Institute of New Antibiotics

Email: podrugina@mail.ru
俄罗斯联邦, 23 Kashirskoe shosse, Moscow, 115478; Build. 1, 1 ul. Pirogovskaya, Moscow, 119021

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