New Boron Containing Acridines: Synthesis and Preliminary Biological Study.

Autor: Druzina AA; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119334 Moscow, Russia., Dudarova NV; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119334 Moscow, Russia., Ananyev IV; N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninskii pr., 119991 Moscow, Russia., Antonets AA; Department of Chemistry, M.V. Lomonosov Moscow State University, 1/3 Leninskie Gory, 119991 Moscow, Russia., Kaluzhny DN; V.A. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilov Str., 11991 Moscow, Russia., Nazarov AA; Department of Chemistry, M.V. Lomonosov Moscow State University, 1/3 Leninskie Gory, 119991 Moscow, Russia., Sivaev IB; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119334 Moscow, Russia.; Basic Department of Chemistry of Innovative Materials and Technologies, G.V. Plekhanov Russian University of Economics, 36 Stremyannyi Line, 117997 Moscow, Russia., Bregadze VI; A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119334 Moscow, Russia.
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2023 Sep 15; Vol. 28 (18). Date of Electronic Publication: 2023 Sep 15.
DOI: 10.3390/molecules28186636
Abstrakt: The synthesis of the first conjugates of acridine with cobalt bis(dicarbollide) are reported. A novel 9-azido derivative of acridine was prepared through the reaction of 9-methoxyacridine with N 3 CH 2 CH 2 NH 2 , and its solid-state molecular structure was determined via single-crystal X-ray diffraction. The azidoacridine was used in a copper (I)-catalyzed azide-alkyne cycloaddition reaction with cobalt bis(dicarbollide)-based terminal alkynes to give the target 1,2,3-triazoles. DNA interaction studies via absorbance spectroscopy showed the weak binding of the obtained conjugates with DNA. The antiproliferative activity (IC 50 ) of the boronated conjugates against a series of human cell lines was evaluated through an MTT assay. The results suggested that acridine derivatives of cobalt bis(dicarbollide) might serve as a novel scaffold for the future development of new agents for boron neutron capture therapy (BNCT).
Databáze: MEDLINE
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