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C60 Fullerene Effects on Diphenyl-N-(trichloroacetyl)-amidophosphate Interaction with DNA In Silico and Its Cytotoxic Activity Against Human Leukemic Cell Line In Vitro

  • New representative of carbacylamidophosphates - diphenyl-N-(trichloroacetyl)-amidophosphate (HL), which contains two phenoxy substituents near the phosphoryl group, was synthesized, identified by elemental analysis and IR and NMR spectroscopy, and tested as a cytotoxic agent itself and in combination with C60 fullerene. According to molecular simulation results, C60 fullerene and HL could interact with DNA and form a rigid complex stabilized by stacking interactions of HL phenyl groups with C60 fullerene and DNA G nucleotide, as well as by interactions of HL CCl3 group by ion-π bonds with C60 molecule and by electrostatic bonds with DNA G nucleotide. With the use of MTT test, the cytotoxic activity of HL against human leukemic CCRF-CM cells with IC50 value detected at 10 μM concentration at 72 h of cells treatment was shown. Under combined action of 16 μM C60 fullerene and HL, the value of IC50 was detected at lower 5 μM HL concentration and at earlier 48 h period of incubation, besides the cytotoxic effect of HL was observed at a low 2.5 μM concentration at which HL by itself had no influence on cell viability. Binding of C60 fullerene and HL with minor DNA groove with formation of a stable complex is assumed to be one of the possible reasons of their synergistic inhibition of CCRF-CЕM cells proliferation. Application of C60 fullerene in combination with 2.5 μM HL was shown to have no harmful effect on structural stability of blood erythrocytes membrane. Thus, combined action of C60 fullerene and HL in a low concentration potentiated HL cytotoxic effect against human leukemic cells and was not followed by hemolytic effect.

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Metadaten
Verfasserangaben:Anna GrebinykORCiD, Svitlana PrylutskaORCiD, I. Grynyuk, Benjamin Kolp, V. Hurmach, T. Sliva, V. Amirkhanov, V. Trush, Olga Matyshevska, M. Slobodyanik, Yuriy PrylutskyyORCiD, Marcus FrohmeORCiDGND, Uwe RitterORCiD
URN:urn:nbn:de:kobv:526-opus4-10515
DOI (Version of Record):https://doi.org/10.1186/s11671-018-2490-9
ISSN:1556-276X
Titel des übergeordneten Werkes (Englisch):Nanoscale Research Letters
Dokumentart:Wissenschaftlicher Artikel
Sprache:Englisch
Erscheinungsjahr:2018
Veröffentlichende Institution:Technische Hochschule Wildau
Datum der Freischaltung:08.10.2018
Freies Schlagwort / Tag:C60 fullerene; DNA; diphenyl-N-(trichloroacetyl)-amidophosphate (HL); leukemic CCRF-CEM cell; molecular simulation
Jahrgang:2018
Erste Seite:1
Letzte Seite:9
Quelle:Grebinyk, A. et al. (2018). C60 Fullerene Effects on Diphenyl-N-(trichloroacetyl)-amidophosphate Interaction with DNA In Silico and Its Cytotoxic Activity Against Human Leukemic Cell Line In Vitro Nanoscale Research Letters. 13 (1), 1-9. https://doi.org/10.1186/s11671-018-2490-9
Fachbereiche und Einrichtungen:Fachbereich Ingenieur- und Naturwissenschaften
DDC-Klassifikation:5 Naturwissenschaften und Mathematik / 57 Biowissenschaften; Biologie / 570 Biowissenschaften; Biologie
Lizenz (Deutsch):Creative Commons - CC BY - Namensnennung 4.0 International
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