Antioxidant activity and interaction with DNA and albumins of zinc-tolfenamato complexes. Crystal structure of [Zn(tolfenamato)₂(2,2'-dipyridylketoneoxime)₂].
The zinc(II) complex of the non-steroidal anti-inflammatory drug tolfenamic acid (=Htolf) in the presence of 2,2'-dipyridylketone oxime (=Hpko) as a N,N'-donor heterocyclic ligand, [Zn(tolf-O)₂(Hpko-N,N')₂]·MeOH (=1·MeOH), has been synthesized and characterized by physicochemical techniques including X-ray crystallography. The complex exhibits good binding affinity to human or bovine serum albumin with high binding constant values. Complex 1 and previously reported Zn-tolfenamato complexes were tested for their free radical scavenging activity and in vitro inhibitory activity against soybean lipoxygenase and exhibited significant activity with [Zn(tolf)₂(1,10-phenantroline)] being the most active compound. The complexes interact with calf-thymus (CT) DNA via intercalation, and can displace the DNA-bound ethidium bromide with 1 exhibiting the highest binding constant to CT DNA.
Laboratory of Inorganic Chemistry, Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece.
Alketa
A
Tarushi
Laboratory of Inorganic Chemistry, Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece.
Xanthippi
X
Totta
Department of Nutrition and Dietetics, Faculty of Food Technology and Nutrition, Alexandrion Technological Educational Institution, Sindos, Thessaloniki, Greece.
Athanasios
A
Papadopoulos
EN-FIST Centre of Excellence, Dunajska 156, 1000 Ljubljana, Slovenia; Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia.
Jakob
J
Kljun
Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia.
Iztok
I
Turel
Laboratory of Inorganic Chemistry, Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece.
Dimitris P
DP
Kessissoglou
Laboratory of Inorganic Chemistry, Department of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, GR-54124 Thessaloniki, Greece. Electronic address: gepsomas@chem.auth.gr.
George
G
Psomas
D000418:Albumins / Q000187:drug effects*; D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology*; D002417:Cattle; D018360:Crystallography, X-Ray; D004247:DNA / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry*
D000418:Albumins; D000975:Antioxidants; D004247:DNA; D015032:Zinc
Antioxidant activity; Interaction with calf-thymus DNA; Interaction with serum albumins; Tolfenamic acid; Zinc(II) complexes