TY - JOUR
T1 - Synthesis, characterization, cellular uptake and interaction with native DNA of a bis(pyridyl)-1,2,4-oxadiazole copper(II) complex
AU - Barone, Giampaolo
AU - Buscemi, Silvestre
AU - Pace, Andrea
AU - Terenzi, Alessio
AU - Vivona, Nicolo'
AU - Palumbo Piccionello, Antonio
AU - Calvaruso, Giuseppe
AU - Guarcello, Annalisa
AU - Portanova, Patrizia
AU - Calvaruso, Giuseppe
AU - Giorgi, Gianluca
AU - Portanova, Patrizia
PY - 2010
Y1 - 2010
N2 - The copper(II) complex of 3,5-bis(2¢-pyridyl)-1,2,4-oxadiazole was synthesised and characterised. X-Ray crystallography revealed that the complex consists of a discrete [Cu(3,5-bis(2¢-pyridyl)-1,2,4-oxadiazole)2(H2O)2]2+ cation and two ClO4- anions. The CuII coordination sphere has a distorted octahedral geometry and each ligand chelates the copper ion through the N(4) nitrogen of the oxadiazole ring and the nitrogen of one pyridine moiety. The coordinated water molecules are in cis position and each of them is H-bonded to the 5-pyridyl nitrogen of the oxadiazole ligand and to an oxygen of the perchlorate anion. Biological assays showed that, despite the free ligand not being effective, [Cu(3,5-bis(2¢-pyridyl)-1,2,4 oxadiazole)2(H2O)2]2+ reduced the vitality of human hepatoblastoma HepG2 and colorectal carcinoma HT29 cells in a dose- and time-dependent manner. The interaction of the cationic copper complex with native DNA was investigated by variable-temperature UV-vis spectroscopy, circular dichroism, viscosity and gel electrophoresis, indicating that it is a groove binder with binding constant Kb = 2.2 * 10^4 M-1.
AB - The copper(II) complex of 3,5-bis(2¢-pyridyl)-1,2,4-oxadiazole was synthesised and characterised. X-Ray crystallography revealed that the complex consists of a discrete [Cu(3,5-bis(2¢-pyridyl)-1,2,4-oxadiazole)2(H2O)2]2+ cation and two ClO4- anions. The CuII coordination sphere has a distorted octahedral geometry and each ligand chelates the copper ion through the N(4) nitrogen of the oxadiazole ring and the nitrogen of one pyridine moiety. The coordinated water molecules are in cis position and each of them is H-bonded to the 5-pyridyl nitrogen of the oxadiazole ligand and to an oxygen of the perchlorate anion. Biological assays showed that, despite the free ligand not being effective, [Cu(3,5-bis(2¢-pyridyl)-1,2,4 oxadiazole)2(H2O)2]2+ reduced the vitality of human hepatoblastoma HepG2 and colorectal carcinoma HT29 cells in a dose- and time-dependent manner. The interaction of the cationic copper complex with native DNA was investigated by variable-temperature UV-vis spectroscopy, circular dichroism, viscosity and gel electrophoresis, indicating that it is a groove binder with binding constant Kb = 2.2 * 10^4 M-1.
UR - http://hdl.handle.net/10447/52093
M3 - Article
VL - 39
SP - 9140-
JO - Dalton Transactions
JF - Dalton Transactions
SN - 1477-9226
ER -