TY - JOUR
T1 - Structure and biological activities of metal complexes of flumequine
AU - Tsitsa, Ifigenia
AU - Tarushi, Alketa
AU - Doukoume, Panagiota
AU - Perdih, Franc
AU - De Almeida, Andreia
AU - Papadopoulos, Athanasios
AU - Kalogiannis, Stavros
AU - Casini, Angela
AU - Turel, Iztok
AU - Psomas, George
N1 - Publisher Copyright:
© The Royal Society of Chemistry 2016.
PY - 2016
Y1 - 2016
N2 - The reaction of CoCl2·6H2O with the quinolone antimicrobial agent flumequine (Hflmq) in the absence or presence of the α-diimines 2,2′-bipyridine (bipy), 1,10-phenanthroline (phen) or 2,2′-bipyridylamine (bipyam) resulted in the formation of four mononuclear complexes which were characterized with physicochemical and spectroscopic techniques. The crystal structures of [Co(flmq)2(bipy)]·2H2O, [Co(flmq)2(phen)]·1.6MeOH·0.4H2O and [Co(flmq)2(bipyam)]·H2O were determined by X-ray crystallography. The interaction of the complexes with calf-thymus DNA (CT DNA) was investigated by UV spectroscopy, viscosity measurements, cyclic voltammetry and competitive studies with ethidium bromide in order to evaluate the possible DNA-binding mode and to calculate the corresponding DNA-binding constants. The binding of the complexes to human or bovine serum albumin was studied by fluorescence emission spectroscopy and the corresponding binding constants were determined. The antimicrobial activity of the Co(II)-flumequine and the recently reported Cu(II)-flumequine complexes was tested against four different microorganisms (Escherichia coli, Xanthomonas campestris, Staphylococcus aureus and Bacillus subtilis) and was found to be similar to that of free Hflmq. The antiproliferative activity of previously reported complexes [Cu(flmq)(phen)Cl], [Zn(flmq)(phen)Cl] and [Ni(flmq)2(phen)] against human ovarian (A2780) and lung (A549) cancer cell lines is also reported in comparison to the cobalt analogue, [Co(flmq)(phen)Cl], 3, highlighting important differences among the various complexes which may be due to different uptake and modes of action.
AB - The reaction of CoCl2·6H2O with the quinolone antimicrobial agent flumequine (Hflmq) in the absence or presence of the α-diimines 2,2′-bipyridine (bipy), 1,10-phenanthroline (phen) or 2,2′-bipyridylamine (bipyam) resulted in the formation of four mononuclear complexes which were characterized with physicochemical and spectroscopic techniques. The crystal structures of [Co(flmq)2(bipy)]·2H2O, [Co(flmq)2(phen)]·1.6MeOH·0.4H2O and [Co(flmq)2(bipyam)]·H2O were determined by X-ray crystallography. The interaction of the complexes with calf-thymus DNA (CT DNA) was investigated by UV spectroscopy, viscosity measurements, cyclic voltammetry and competitive studies with ethidium bromide in order to evaluate the possible DNA-binding mode and to calculate the corresponding DNA-binding constants. The binding of the complexes to human or bovine serum albumin was studied by fluorescence emission spectroscopy and the corresponding binding constants were determined. The antimicrobial activity of the Co(II)-flumequine and the recently reported Cu(II)-flumequine complexes was tested against four different microorganisms (Escherichia coli, Xanthomonas campestris, Staphylococcus aureus and Bacillus subtilis) and was found to be similar to that of free Hflmq. The antiproliferative activity of previously reported complexes [Cu(flmq)(phen)Cl], [Zn(flmq)(phen)Cl] and [Ni(flmq)2(phen)] against human ovarian (A2780) and lung (A549) cancer cell lines is also reported in comparison to the cobalt analogue, [Co(flmq)(phen)Cl], 3, highlighting important differences among the various complexes which may be due to different uptake and modes of action.
UR - http://www.scopus.com/inward/record.url?scp=84958963987&partnerID=8YFLogxK
U2 - 10.1039/c5ra25776j
DO - 10.1039/c5ra25776j
M3 - Article
AN - SCOPUS:84958963987
SN - 2046-2069
VL - 6
SP - 19555
EP - 19570
JO - RSC Advances
JF - RSC Advances
IS - 23
ER -
