DNA binding, nuclease activity, DNA photocleavage and cytotoxic properties of Cu(II) complexes of N-substituted sulfonamides.
Abstract Ternary copper(II) complexes [Cu(NST)2(phen)] (1) and [Cu(NST)2(NH3)2]·H2O (2) [HNST = N-(4,5-dimethylthiazol-2-yl)naphthalene-1-sulfonamide] were prepared and characterized by physico-chemical techniques. Both 1 and 2 were structurally characterized by X-ray crystallography. The crystal structures show the presence of a distorted square planar CuN4 geometry in which the deprotonated sulfonamide, acting as monodentate ligand, binds to the metal ion through the thiazole N atom. Both complexes present intermolecular π–π stacking interactions between phenanthroline rings (compound 1) and between naphthalene rings (compound 2). The interaction of the complexes with CT DNA was studied b…
Synergy between quantum dots and 1,10-phenanthroline–copper(ii) complex towards cleaving DNA
We have found that the DNA cleaving activity of quantum dots and 1,10-phenanthroline-Cu(II) complex is significantly enhanced when they are combined.
Mn(II) complexes with sulfonamides as ligands.
Abstract Sulfonamides derived from 8-aminoquinoline react with Mn(II) and Mn(III) salts to form Mn(II) complexes; the Mn(III) species are reduced to the divalent state in the presence of 1,10 phenanthroline and bipyridine. Their molecular structure, determined by single crystal X‐ray diffraction, show that all the complexes present a distorted octahedral geometry, in which the deprotonated sulfonamide acts as a bidentate ligand. UV–visible spectroscopy and changes in the melting temperature (Tm) of calf thymus DNA show a strong interaction of these complexes with DNA. The significant hypochromicity of the charge transfer transition at 370 nm without an appreciable change in wavelength and t…
Two copper complexes from two novel naphthalene-sulfonyl-triazole ligands: different nuclearity and different DNA binding and cleavage capabilities.
[EN] Two novel naphthalene-sulfonyl-triazole ligands, 5-amino-N1-(naphthalen-3-ylsulfony1)-1,2,4-triazole (anstrz) and 3,5-diamino-N1-(naphthalen-3-ylsulfony1)-1,2,4-triazole (danstrz), purposely designed to interact with DNA, have been prepared for the first time and then fully characterized by H-1, C-13 NMR and IR spectroscopy, mass spectrometry and elemental analysis. The crystal structures of two copper complexes of these derivatives, i.e. [Cu(anstrz)(4)(NO3)(2)]center dot 4CH(3)OH (1), mononuclear, and [Cu(danstrz)(mu-OAc)(2)](2)center dot 2(danstrz) (OAc = acetato) (2), dinuclear, have been determined by single-crystal X-ray diffraction. In both cases the ligand coordinates in a monod…
Hexanuclear Cu3O–3Cu triazole-based units as novel core motifs for high nuclearity copper(ii) frameworks
The asymmetric 3,5-disubstituted 1,2,4-triazole ligand H2V (5-amino-3-picolinamido-1,2,4-triazole) by reaction with an excess of Cu(II) perchlorate (Cu : H2V being 12 : 1) has produced a novel hexanuclear {Cu6(m3-O/H)(HV/V)3} fragment, with one triangular Cu3(m3-O/H) group connected to three peripheral single Cu(II) ions through a cis–cis–trans bridging mode of the ligand, which is the building block of the three structures described here: one hexanuclear, [Cu6(m3-O)(HV)3(ClO4)7(H2O)9]$8H2O (1), one dodecanuclear, [Cu12(m3-O)2(V)6(ClO4)5(H2O)18](ClO4)3$6H2O (2), and one tetradecanuclear 1D-polymer, {[Cu14(m3-OH)2(V)6(HV)(ClO4)11(H2O)20](ClO4)2$14H2O}n (3), the last two containing hexanuclea…
Two Novel Ternary Dicopper(II) μ-Guanazole Complexes with Aromatic Amines Strongly Activated by Quantum Dots for DNA Cleavage
Two novel (μ-guanazole)-bridged binuclear copper(II) complexes with 1,10-phenanthroline (phen) or 2,2'-bipyridine (bipy), [Cu2(μ-N2,N4-Hdatrz)(phen)2(H2O)(NO3)4] (1) and [Cu2(μ-N1,N2-datrz)2(μ-OH2)(bipy)2](ClO4)2 (2) (Hdatrz = 3,5-diamino-1,2,4-triazole = guanazole), have been prepared and characterized by X-ray diffraction, spectroscopy, and susceptibility measurements. Compounds 1 and 2 differ in the aromatic amine, which acts as a coligand, and in the Cu···Cu'-bridging system. Compound 1, which contains two mono-bridged copper ions, represents the first example of a discrete Cu-(NCN-trz)-Cu' complex. Compound 2, with two triply bridged copper ions, is one of the few compounds featuring a…
Novel Hexanuclear Copper(II) Complex Built from a Simple Tetrachelating Triazole Ligand: Synthesis, Structure, and Magnetism
A new easy symmetric 3,5-disubstituted 1,2,4-triazole ligand (H3diV) by reaction with an excess of copper(II) salt has afforded a novel hexanuclear compound (Cu/HdiV ratio of 6:2) through a bis(trans-cis-cis-trans) binding mode, exhibiting two types of Cu(II) centers and two clearly distinguishable antiferromagnetic J1 (-234 cm(-1)) and J2 (-35 cm(-1)) coupling constants.
Synthesis, structure and biological properties of several binary and ternary complexes of copper(II) with ciprofloxacin and 1,10 phenanthroline
In this study, a new binary complex [Cu(HCip) 2 ](NO 3 ) 2 · 6H 2 O ( 1 ) has been synthesized and then characterized by X-ray structure analyses. In this compound, each ciprofloxacin acts as a bidentate ligand resulting in a crystallographically planar configuration; the nitrate anions are located in apical positions with an axial distance significantly larger than the equatorial distances, which would be consistent with a very weak metal ion interaction due to the Jahn–Teller effect. In addition, both the synthesis and characterization of two new ternary complexes of ciprofloxacin–copper(II)–1,10-phenanthroline, [Cu(phen)(Cip)](NO 3 ) · 4H 2 O ( 2 ) and Cu(phen)(HCip)(NO 3 ) 2 · H 2 O (…
A dinucleating ligand which promotes DNA cleavage with one and without a transition metal ion.
The dinucleating ligand L (1,3-bis[bis(pyridin-2-ylmethyl)amino]propan-2-ol) combined with metal ions efficiently cleaves DNA when M : L is 1 : 1 (M = Co(II) or Fe(III)) at pH 5.5–7.0, with free L being more active at acidic pH than when bound to Zn(II), Cu(II) or Ni(II) at neutral pH.
N-(5-Amino-1H-1,2,4-triazol-3-yl)pyridine-2-carboxamide
The title compound, C8H8N6O, was obtained by the reaction of 3,5-diamino-1,2,4-triazole with ethyl 2-picolinate in a glass oven. The dihedral angles formed between the plane of the amide group and the pyridine and triazole rings are 11.8 (3) and 5.8 (3)°, respectively. In the crystal, an extensive system of classical N—H...N and N—H...O hydrogen bonds generate an infinite three-dimensional network.
A Unique Discrete Tetranuclear Cu′–Cu(N-N)2Cu–Cu′ Copper(II) Complex, Built from a μ3-1,2,4-Triazolato-μ-carboxylato Ligand, as an Effective DNA Cleavage Agent
The title compound, characterized by means of an X-ray structure analysis, represents an easy example of a noncatena "1 + 2 + 1" tetranuclear copper(II) μ(3)-triazolate compound. [Cu(4)(atc)(2)(dien)(4)(ClO(4))(2)](ClO(4))(2)·2H(2)O (1), where H(2)atc = 5-amino-l,2,4-triazole-3-carboxylic acid and dien = diethylenetriamine = 1,4,7-triazaheptane, contains two copper atoms linked by a double diazinic bridge, each of which is further connected to a third and fourth copper atom (Cu') through the triply bridging triazolato ring and the bidentate carboxylato group of the atc(2-) ligands. The copper-copper distances within the tetranuclear unit are Cu-Cu = 4.059 Å, Cu-Cu' = 5.686 and 6.370 Å, and …
CCDC 907781: Experimental Crystal Structure Determination
Related Article: Javier Hernández-Gil, Sacramento Ferrer, Nuria Cabedo, María Pilar López-Gresa, Alfonso Castiñeiras, Francesc Lloret|2013|J.Inorg.Biochem.|125|50|doi:10.1016/j.jinorgbio.2013.04.007
CCDC 1935980: Experimental Crystal Structure Determination
Related Article: Sacramento Ferrer, Javier Hernández-Gil, Francisco Javier Valverde-Muñoz, Francisco Lloret, Alfonso Castiñeiras|2019|RSC Advances|9|29357|doi:10.1039/C9RA05922A
CCDC 1935981: Experimental Crystal Structure Determination
Related Article: Sacramento Ferrer, Javier Hernández-Gil, Francisco Javier Valverde-Muñoz, Francisco Lloret, Alfonso Castiñeiras|2019|RSC Advances|9|29357|doi:10.1039/C9RA05922A
CCDC 907780: Experimental Crystal Structure Determination
Related Article: Javier Hernández-Gil, Sacramento Ferrer, Nuria Cabedo, María Pilar López-Gresa, Alfonso Castiñeiras, Francesc Lloret|2013|J.Inorg.Biochem.|125|50|doi:10.1016/j.jinorgbio.2013.04.007
CCDC 1935979: Experimental Crystal Structure Determination
Related Article: Sacramento Ferrer, Javier Hernández-Gil, Francisco Javier Valverde-Muñoz, Francisco Lloret, Alfonso Castiñeiras|2019|RSC Advances|9|29357|doi:10.1039/C9RA05922A