PMID- 23123338 OWN - NLM STAT- MEDLINE DCOM- 20130530 LR - 20161125 IS - 1873-3344 (Electronic) IS - 0162-0134 (Linking) VI - 118 DP - 2013 Jan TI - Synthesis, characterization, DNA binding properties and antioxidant activity of a manganese(II) complex with NO6 chromophore. PG - 48-58 LID - S0162-0134(12)00301-7 [pii] LID - 10.1016/j.jinorgbio.2012.09.015 [doi] AB - The mononuclear complex [Mn(thiophenyl-2-carboxylate)(2)(H(3)tea)] (1), where H(3)tea=triethanolamine has been synthesized, characterized, while the DNA binding properties and the antioxidant activity were studied. The crystal structure of 1 is also reported. The interaction between 1 and calf thymus double stranded (ds) DNA was electrochemically at a calf thymus DNA (CT-DNA) modified carbon paste electrode (CPE) and spectrophotometrically investigated, respectively. Adsorptive transfer stripping voltammetry showed that the interaction mode between 1 and CT-DNA depends on manganese(II) complex concentration. UV studies between 1 and CT-DNA revealed that 1 can bind to CT-DNA by the intercalative binding mode and the binding constant has been calculated. A competitive study with acridine orange (AO) showed that 1 exhibits the ability to displace the DNA-bound AO, since 1 binds to the DNA in competition with AO. In vitro antioxidant activity of free ligands and 1 was evaluated using five different antioxidant assays: a) interaction with 1, 1-diphenyl-2-picryl-hydrazyl (DPPH) stable free radical, b) the EtaOmicron mediated oxidation of DMSO, c) scavenging of superoxide anion radicals, d) inhibition of lipid peroxidation and e) soybean lipoxygenase (LOX) inhibition. The results revealed the selectivity of the manganese complex to different free radicals as a consequence of its physicochemical feature. In particular, 1 presents significant inhibitory activity on LOX, with IC(50)=30 muM and selectivity to the inhibition of superoxide anion radicals and thus a promising candidate as a superoxide dismutase (SOD) biomimetic. CI - Copyright (c) 2012 Elsevier Inc. All rights reserved. FAU - Karastogianni, Sophia AU - Karastogianni S AD - Department of Analytical Chemistry, Aristotle University of Thessaloniki, Thessaloniki 54124, Greece. FAU - Dendrinou-Samara, Catherine AU - Dendrinou-Samara C FAU - Ioannou, Eleutheria AU - Ioannou E FAU - Raptopoulou, Catherine P AU - Raptopoulou CP FAU - Hadjipavlou-Litina, Demetra AU - Hadjipavlou-Litina D FAU - Girousi, Stella AU - Girousi S LA - eng PT - Journal Article DEP - 20120923 PL - United States TA - J Inorg Biochem JT - Journal of inorganic biochemistry JID - 7905788 RN - 0 (Biphenyl Compounds) RN - 0 (Free Radical Scavengers) RN - 0 (Free Radicals) RN - 0 (Intercalating Agents) RN - 0 (Lipoxygenase Inhibitors) RN - 0 (Mn(thiophenyl-2-carboxylate)(2)(H(3)triethanolamine)) RN - 0 (Organometallic Compounds) RN - 0 (Picrates) RN - 11062-77-4 (Superoxides) RN - 9007-49-2 (DNA) RN - 91080-16-9 (calf thymus DNA) RN - DFD3H4VGDH (1,1-diphenyl-2-picrylhydrazyl) RN - EC 1.13.11.- (lipoxygenase L-1) RN - EC 1.13.11.12 (Lipoxygenase) RN - F30N4O6XVV (Acridine Orange) SB - IM MH - Acridine Orange/chemistry MH - Adsorption MH - Binding, Competitive MH - Biphenyl Compounds/chemistry MH - Crystallography, X-Ray MH - DNA/*chemistry MH - Electrochemistry MH - Free Radical Scavengers/*chemical synthesis/chemistry MH - Free Radicals/chemistry MH - Intercalating Agents/*chemical synthesis/chemistry MH - Lipid Peroxidation MH - Lipoxygenase/chemistry MH - Lipoxygenase Inhibitors/*chemical synthesis/chemistry MH - Models, Molecular MH - Molecular Conformation MH - Organometallic Compounds/*chemical synthesis/chemistry MH - Picrates/chemistry MH - Spectrometry, Fluorescence MH - Spectrophotometry, Ultraviolet MH - Superoxides/chemistry EDAT- 2012/11/06 06:00 MHDA- 2013/06/01 06:00 CRDT- 2012/11/06 06:00 PHST- 2012/05/31 00:00 [received] PHST- 2012/09/11 00:00 [revised] PHST- 2012/09/12 00:00 [accepted] PHST- 2012/11/06 06:00 [entrez] PHST- 2012/11/06 06:00 [pubmed] PHST- 2013/06/01 06:00 [medline] AID - S0162-0134(12)00301-7 [pii] AID - 10.1016/j.jinorgbio.2012.09.015 [doi] PST - ppublish SO - J Inorg Biochem. 2013 Jan;118:48-58. doi: 10.1016/j.jinorgbio.2012.09.015. Epub 2012 Sep 23.