Nitric oxide binding and photodelivery based on ruthenium(II) complexes of 4-arylazo-3,5-dimethylpyrazole.
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.
Ortiz
Mayreli
M
Laboratorio de Bioinorgánica, Facultad de Química, Universidad de La Habana, La Habana, 10400, Cuba. mayreli@gmail.com
Torréns
Mabel
M
Mola
José L
JL
Ortiz
Pedro J
PJ
Fragoso
Alex
A
Díaz
Alicia
A
Cao
Roberto
R
Prados
Pilar
P
de Mendoza
Javier
J
Otero
Antonio
A
Antiñolo
Antonio
A
Lara
Agustin
A
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
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