Synthesis, structure and biological activity of copper(II) complexes with gatifloxacin

Kostelidou, Alexandra; Kalogiannis, Stavros; Begou, Olga; Perdih, Franc; Turel, Iztok; Psomas, George

doi:10.1016/j.poly.2016.09.012

Cited by 39 publications

(25 citation statements)

References 96 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The K b constants for 1-4 are comparable to those reported for other copper(II) complexes. [40][41][42] The calculated K b values for the ligands and complexes were smaller than the binding constant of the conventional DNA intercalator ethidium bromide, EB (in the order of~10 5 M À 1 ). [43] Both ligands presented an emission band at 530 nm for H 3 L1 and 503 nm for H 2 L2 upon excitation at 350 nm).…”

Section: Ct-dna Interaction Studies By Absorption and Fluorescence Spmentioning

confidence: 80%

Isoxazole‐Derived Aroylhydrazones and Their Dinuclear Copper(II) Complexes Show Antiproliferative Activity on Breast Cancer Cells with a Potentially Alternative Mechanism Of Action

et al. 2020

View full text Add to dashboard Cite

This paper reports the design, synthesis and cytotoxicity studies of two new isoxazole‐derived aroylhydrazone ligands and their dinuclear copper(II) complexes. Compounds were fully characterized by various spectroscopic and analytical techniques. The molecular structures of four derivatives were confirmed by X‐ray crystallography. The stability of the ligands and the complexes in aqueous medium was monitored spectroscopically. Both the ligands and the complexes were shown to interact with calf thymus DNA (ct‐DNA). Additionally, structures containing a phenol pendant arm were significantly more cytotoxic than those carrying a pendant pyridine substituent, reaching sub‐micromolar IC50 values on the triple‐negative human breast cancer cell line MDA‐MB‐231. The metal chelation and transchelation ability of the compounds towards FeII, FeIII and ZnII ions was explored as a possible mechanism of action of these compounds.

show abstract

Section: Ct-dna Interaction Studies By Absorption and Fluorescence Spmentioning

confidence: 80%

Isoxazole‐Derived Aroylhydrazones and Their Dinuclear Copper(II) Complexes Show Antiproliferative Activity on Breast Cancer Cells with a Potentially Alternative Mechanism Of Action

et al. 2020

View full text Add to dashboard Cite

show abstract

“…Several such complexes that exhibit potential antitumor and/or DNA cleavage abilities have been reported. For example, complexes with ancillary ligands (an N-N-chelating heterocycle and a bioactive scaffold containing species [ 1 , 2 , 3 , 4 , 5 , 6 , 7 ]), antibiotics [ 8 , 9 , 10 , 11 , 12 , 13 , 14 ], or anti-inflammatory drugs [ 15 , 16 , 17 , 18 ] have been shown to have potent anticancer effect, in some cases even better than the anti-tumor activity of cisplatin [ 2 , 3 , 4 ].…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, complexes with metallonuclease-like activity have been the subject of several studies. In particular, complexes with drugs as auxiliary ligands have been shown to strongly bind to calf-thymus DNA (CT DNA) in an intercalative mode, performing their oxidative cleavage through reactive oxygen species (ROS) [ 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Copper(II) Complexes with Mixed Heterocycle Ligands as Promising Antibacterial and Antitumor Species

et al. 2020

View full text Add to dashboard Cite

Complexes with mixed ligands [Cu(N-N)2(pmtp)](ClO4)2 ((1) N-N: 2,2′-bipyridine; (2) L: 1,10-phenanthroline and pmpt: 5-phenyl-7-methyl-1,2,4-triazolo[1,5-a]pyrimidine) were synthesized and structurally and biologically characterized. Compound (1) crystallizes into space group Pa and (2) in P-1. Both complexes display an intermediate stereochemistry between the two five-coordinated ones. The biological tests indicated that the two compounds exhibited superoxide scavenging capacity, intercalative DNA properties, and metallonuclease activity. Tests on various cell systems indicated that the two complexes neither interfere with the proliferation of Saccharomyces cerevisiae or BJ healthy skin cells, nor cause hemolysis in the active concentration range. Nevertheless, the compounds showed antibacterial potential, with complex (2) being significantly more active than complex (1) against all tested bacterial strains, both in planktonic and biofilm growth state. Both complexes exhibited a very good activity against B16 melanoma cells, with a higher specificity being displayed by compound (1). Taken together, the results indicate that complexes (1) and (2) have specific biological relevance, with potential for the development of antitumor or antimicrobial drugs.

show abstract

“…Their coordination ability is determined by their structural features, namely a planar heteroaromatic system with two nitrogen atoms which permit the formation of a chelate with the metal ion [9,10]. The literature comprises papers in which phen and bipy are used as coligand in the obtaining of metal complexes which have applications in chemistry, biology and medicine [11][12][13][14][15][16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

New Bioactive Co(II) and Ni(II) Complexes with Ofloxacin Mixed-Ligand

Reiss¹,

Mitran²,

Babeanu³

et al. 2020

Rev. Chim.

View full text Add to dashboard Cite

Four mixed-ligand metal(II) complexes with the molecular formulae [M(ofl)(bipy)]NO3�H2O and [M(ofl)(phen)]NO3�H2O were synthesized by the reaction of Co(II) and Ni(II) with ofloxacin (Hofl) in the presence of 1,10-phenanthroline (phen) / 2,2`-bipyridine (bipy) (1:1:1 molar ratio). The data obtained from elemental analysis, molar conductance, spectral infrared, reflectance spectra and magnetic studies gave information about the coordination of the ligands and the geometry of the metallic ion. The results suggest that Hofl is deprotonated and bidentately bound to the metal ion through the pyridone oxygen and the carboxylato oxygen while phen and bipy act as neutral bidentate ligands coordinated through the nitrogen atoms. Tetrahedral geometry is proposed for all complexes. Thermal analysis data led to useful information concerning the composition, dehydration and thermal behaviour of the complexes. Ofloxacin and the metal complexes were tested for antibacterial activity and also for antioxidant activity. The variations of physicochemical parameters were monitored, which explain the antibacterial behaviour of these compounds. The interactions between metal complexes and bacterial receptors have lower energy values compared to the ofloxacin ligand. The molecular docking studies allow the identification of the biological target and the predictions of the bonds between the studied compounds and the receptors of E. coli (3t88), S. aureus (3q8u) and P. aeruginosa (4lkd).

show abstract

Synthesis, structure and biological activity of copper(II) complexes with gatifloxacin

Cited by 39 publications

References 96 publications

Isoxazole‐Derived Aroylhydrazones and Their Dinuclear Copper(II) Complexes Show Antiproliferative Activity on Breast Cancer Cells with a Potentially Alternative Mechanism Of Action

Isoxazole‐Derived Aroylhydrazones and Their Dinuclear Copper(II) Complexes Show Antiproliferative Activity on Breast Cancer Cells with a Potentially Alternative Mechanism Of Action

Copper(II) Complexes with Mixed Heterocycle Ligands as Promising Antibacterial and Antitumor Species

New Bioactive Co(II) and Ni(II) Complexes with Ofloxacin Mixed-Ligand

Contact Info

Product

Resources

About