title: Nitric oxide binding and photodelivery based on ruthenium(II) complexes of 4-arylazo-3,5-dimethylpyrazole.
abstract: Two fluorescent ligands, 3,5-dimethyl-4-(6'-sulfonylammonium-1'-azonaphthyl)pyrazole (dmpzn, 1) and 3,5-dimethyl-4-(4'-N,N'-dimethylaminoazophenyl)pyrazole (dmpza, 2) were obtained by condensation of ketoenolic derivatives with hydrazine. 1 and 2 formed the novel dinuclear complexes [(H(2)O)(3)ClRu(micro-L)(2)RuCl(H(2)O)(3)] (3 or 4) and [(H(2)O)(NO)Cl(2)Ru(micro-L)(2)RuCl(2)(NO)(H(2)O)] (6 or 7) (where L 1 = 2 or , respectively) which were characterized by IR, NMR and elemental analysis. The nitrosyl complexes were prepared by bubbling purified nitric oxide through methanol solutions of the corresponding ruthenium(II) chloroderivative or by reaction of the appropriate ligands with Ru(NO)Cl(3). Complexes 3 and 4 were found to bind NO, resulting in an increase in fluorescence. Ligand 1 also formed the mononuclear nitrosyl complex [Ru(NO)(bpy)(2)(dmpzn)]Cl(2) (8) which released NO in water at physiological pH and in the solid state as revealed by fluorescence and IR measurements, respectively.
authors.affiliation: Laboratorio de Bioinorgánica, Facultad de Química, Universidad de La Habana, La Habana, 10400, Cuba. mayreli@gmail.com
authors.forename: Mayreli
authors.initials: M
authors.lastname: Ortiz
authors.forename: Mabel
authors.initials: M
authors.lastname: Torréns
authors.forename: José L
authors.initials: JL
authors.lastname: Mola
authors.forename: Pedro J
authors.initials: PJ
authors.lastname: Ortiz
authors.forename: Alex
authors.initials: A
authors.lastname: Fragoso
authors.forename: Alicia
authors.initials: A
authors.lastname: Díaz
authors.forename: Roberto
authors.initials: R
authors.lastname: Cao
authors.forename: Pilar
authors.initials: P
authors.lastname: Prados
authors.forename: Javier
authors.initials: J
authors.lastname: de Mendoza
authors.forename: Antonio
authors.initials: A
authors.lastname: Otero
authors.forename: Antonio
authors.initials: A
authors.lastname: Antiñolo
authors.forename: Agustin
authors.initials: A
authors.lastname: Lara
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D005453:Fluorescence; D016166:Free Radical Scavengers / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D009569:Nitric Oxide / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010777:Photochemistry; D011720:Pyrazoles / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013997:Time Factors; D014867:Water / Q000737:chemistry
chemical_list: D001391:Azo Compounds; D016166:Free Radical Scavengers; D008024:Ligands; D009942:Organometallic Compounds; D011720:Pyrazoles; D014867:Water; D009569:Nitric Oxide; D012428:Ruthenium; C027635:3,5-dimethylpyrazole