RT info:eu-repo/semantics/article
T1 Selectivity of a thiosemicarbazonatocopper(II) complex towards duplex RNA. Relevant noncovalent interactions both in solid state and solution
A1 Gil García, Rubén
A1 Ugalde, María
A1 Busto Vázquez, Natalia
A1 Lozano Ordóñez, Héctor J.
A1 Leal Villalba, José María
A1 Pérez, Begoña
A1 Madariaga, Gotzon
A1 Insausti, Maite
A1 Lezama, Luis
A1 Sanz Díez, Roberto
A1 Gómez Sainz, Lidia M.
A1 García Ruiz, Begoña
A1 García Tojal, Javier
K1 Chemistry, Organic
K1 Química orgánica
AB 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.
PB Royal Society of Chemistry
SN 1477-9226
YR 2016
FD 2016-12
LK http://hdl.handle.net/10259/4282
UL http://hdl.handle.net/10259/4282
LA eng
NO Obra Social “la Caixa”(OSLC-2012-007), Ministerio de Economía y Competitividadand FEDER funds (CTQ2013-48937-C2-1-P, CTQ2015-70371-REDT, MAT2012-34740 and CTQ2014-58812-C2-2-R), Junta deCastilla y León (BU237U13), the Basque Government (IT-779-13), Gerencia Regional de Salud, Consejería de Sanidad, Juntade Castilla y León (GRS 1023/A/14 and GR172).
DS Repositorio Institucional de la Universidad de Burgos
RD 26-abr-2024