RT info:eu-repo/semantics/article
T1 Appended Aromatic Moieties Determine the Cytotoxicity of Neutral Cyclometalated Platinum(II) Complexes Derived from 2-(2-Pyridyl)benzimidazole
A1 Vaquero Gutiérrez, Mónica
A1 Busto Vázquez, Natalia
A1 Fernández Pampín, Natalia
A1 Espino Ordóñez, Gustavo
A1 García Ruiz, Begoña
K1 Cyclometalated Pt(II) complexes
K1 Axial chirality
K1 Pyridylbenzimidazole
K1 DNA Binding
K1 Cytotoxicity
K1 Química inorgánica
K1 Chemistry, Inorganic
AB A new family of neutral chiral cyclometalated platinum(II) complexes with formula [Pt(κ2-(C^N))Cl(κ1-(L))], where (C^N) = 2-phenylpyridinate and (L) = 2-(2-pyridyl)benzimidazole (L1) or (N-(CH2)-Ar-(2-(2-pyridyl)benzimidazole) ligands; (Ar = phenyl (L2), naphthyl (L3), pyrenyl (L4)), have been synthesized and completely characterized. The unexpected κ1 coordination mode of the 2-(2-pyridyl)benzimidazole-derived ligands has been confirmed by spectroscopic techniques and X-ray diffraction. The aromatic moieties on the ligands in the new platinum(II) complexes have a remarkable influence on the cytotoxicity and in the binding mode to DNA. [Pt-L1]–[Pt-L4] complexes internalized more than cisplatin in the SW480 cancer cells even though only [Pt-L1] and [Pt-L2] display high cytotoxicity. 1H NMR and 13P{1H}NMR pointed out that [Pt-L1] and [Pt-L2] complexes bind covalently to dGMP, while the electrophoresis assays and CD experiments indicate that only [Pt-L2] is able to covalently interact with DNA, inducing the same conformational changes in the plasmid DNA as cisplatin. Although the complex [Pt-L4] intercalates into DNA, probably through the pyrenyl moiety, no biological activity is observed.
PB American Chemical Society
SN 0020-1669
YR 2020
FD 2020-03
LK http://hdl.handle.net/10259/10121
UL http://hdl.handle.net/10259/10121
LA eng
NO Los autores agradecen el apoyo financiero de Fundación La Caixa (LCF/PR/PR12/11070003), Consejería de Educación-Junta de Castilla y León-FEDER (BU042U16-BU305P18), Ministerio de Ciencia, Innovación y Universidades (RTI2018-102040- B-100 y CTQ (QMC)- RED2018- 102471-T). MV agradece el apoyo económico recibido de la Consejería de Educación-Junta de Castilla y León-FEDER (BU042U16-BU305P18).
DS Repositorio Institucional de la Universidad de Burgos
RD 05-feb-2025