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Título : Selectivity of a thiosemicarbazonatocopper(II) complex towards duplex RNA. Relevant noncovalent interactions both in solid state and solution
Autor : Gil García, Rubén
Ugalde, María
Busto, Natalia
Lozano, Héctor J.
Leal Villalba, José María
Pérez, Begoña
Madariaga, Gotzon
Insausti, Maite
Lezama, Luis
Sanz Díez, Roberto
Gómez Sainz, Lidia M.
García Ruiz, Begoña
García Tojal, Javier
Publicado en: Dalton transactions, 2016, n. 45, p. 45, 18704-18718
Editorial : Royal Society of Chemistry
Fecha de publicación : dic-2016
Fecha de disponibilidad: 7-dic-2017
ISSN : 1477-9226
Resumen : Thiosemicarbazones and their metal derivatives have long been screened as antitumor agents, and their interactions with DNA have been analysed. Herein, we describe the synthesis and characterization of compounds containing [CuL]+ entities (HL = pyridine-2-carbaldehyde thiosemicarbazone) and adenine, cytosine or 9-methylguanine, and some of their corresponding nucleotides. For the first time, crystal structures of adenine- and 9-methylguanine-containing thiosemicarbazone complexes are reported. To the best of our knowledge, the first study on the affinity thiosemicarbazone–RNA is also provided here. Experimental and computational studies have shown that [CuL(OH2)]+ entities at low concentration intercalate into dsRNA poly(rA)·poly(rU) through strong hydrogen bonds involving uracil residues and π–π stacking interactions. In fact, noncovalent interactions are present both in the solid state and in solution. This behaviour diverges from that observed with DNA duplexes and creates an optimistic outlook in achieving selective binding to RNA for subsequent possible medical applications.
URI : http://hdl.handle.net/10259/4282
Versión del editor: http://dx.doi.org/10.1039/C6DT02907H
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