Crystal structures, antioxidation and DNA binding properties of Eu(III) complexes with Schiff-base ligands derived from 8-hydroxyquinoline-2-carboxyaldehyde and three aroylhydrazines.
Eu(III) and every newly synthesized ligand can form a binuclear Eu(III) complex with a 1:1 metal to ligand stoichiometry and nine-coordinate at Eu(III) center. Every ligand acts as a dibasic tetradentate ligand, binding to Eu(III) through the phenolate oxygen atom, nitrogen atom of quinolinato unit, the C=N group (methylene) and (-)O-C=N- group (enolized and deprotonated from O=C-NH- group) of the aroylhydrazine side chain. One DMF (N,N-dimethylformamide) molecule is binding orthogonally to the ligand-plane from one side to the metal ion, while another DMF and a nitrate anion (bidentate) are binding from the other. Dimerization of the monomeric unit occurs through the phenolate oxygen atoms leading to a central planar four-membered (EuO)(2) ring. On the other hand, all the ligands and Eu(III) complexes may be used as potential anticancer drugs, binding to Calf thymus DNA through intercalations at the order of magnitude 10(5)-10(7) M(-1). All the ligands and Eu(III) complexes are strong scavengers of hydroxyl radicals and superoxide radicals, but Eu(III) complex containing active phenolic hydroxyl group shows stronger scavenging effects for hydroxyl radicals than others, and Eu(III) complex containing N-heteroaromatic substituent shows stronger scavenging effects for superoxide radicals than others.
Liu
Yong-chun
YC
College of Chemistry and Chemical Engineering, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, PR China.
Yang
Zheng-yin
ZY
D000818:Animals; D000975:Antioxidants / Q000737:chemistry; D002417:Cattle; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry*; D005063:Europium / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D015125:Oxyquinoline / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry; D013481:Superoxides / Q000737:chemistry
D000975:Antioxidants; D006834:Hydrazines; D008024:Ligands; D009942:Organometallic Compounds; D012545:Schiff Bases; D013481:Superoxides; D005063:Europium; D015125:Oxyquinoline; D004247:DNA; C427203:calf thymus DNA