Email: vancoj@vfu.cz, jan.vanco@upol.cz
Adresa: 17. listopadu 12, 771 46 Olomouc
Telefon: (+420) 58 563 4351
Fax: (+420) 58 563 4357
Publications
2011
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Z. Travnicek, M. Matikova-Malarova, R. Novotna, J. Vanco, K. Stepankova, and P. Suchy, “In vitro and in vivo biological activity screening of Ru(III) complexes
involving 6-benzylaminopurine derivatives with higher pro-apoptotic
activity than NAMI-A,” JOURNAL OF INORGANIC BIOCHEMISTRY, vol. 105, iss. 7, pp. 937-948, 2011.
[Bibtex]@article ISI:000291518700002, Author = Travnicek, Zdenek and Matikova-Malarova, Miroslava and Novotna, Radka and Vanco, Jan and Stepankova, Kamila and Suchy, Pavel, Title = In vitro and in vivo biological activity screening of Ru(III) complexes involving 6-benzylaminopurine derivatives with higher pro-apoptotic activity than NAMI-A, Journal = JOURNAL OF INORGANIC BIOCHEMISTRY, Year = 2011, Volume = 105, Number = 7, Pages = 937-948, Month = JUL, Abstract = A series of novel octahedral ruthenium(III) complexes involving 6-benzylaminopurine (L) derivatives as N-donor ligands has been prepared by the reaction of [(DMSO)(2)H][trans-RuCl(4)(DMSO)(2)] with the corresponding L derivative. The complexes 1-12 have the general compositions trans-[RuCl(4)(DMSO)(n-Cl-LH)] center dot xSol (1-3), trans-[RuCl(4) (DMSO)(n-Br-LH)] center dot xSol (4-6), trans-[RuCl(4)(DMSO)(n-OMe-LH) center dot-xSol (7-9) and trans-[RuCl(4)(DMSO)(n-OH-LH)] center dot xSol (10-12); n = 2, 3, and 4, x = 0-1.5; and Sol = H(2)O, DMSO, EtOH and/or (Me)(2)CO. The complexes have been thoroughly characterized by elemental analysis, UV-visible, FTIR, Raman, and EPR spectroscopy, ES + (positive ionization electrospray) mass spectrometry, thermal analysis, cyclic voltammetry, magnetic and conductivity measurements. The X-ray molecular structure of trans-[RuCl(4)(DMSO)(3-Br-LH)] center dot (Me)(2)CO (5) revealed the distorted octahedral coordination in the vicinity of the central atom, and also confirmed that the 3-Br-L ligand is present as the N3-protonated N7-H tautomer and is coordinated to Ru(III) through the N9 atom of the purine moiety. The tested complexes have been found to be in vitro non-cytotoxic against 1(562, G361, HOS and MCF7 human cancer cell lines with IC(50)> 100 mu M in contrast to the moderate results regarding the antiradical activity with IC(50)approximate to 10(-3) M. On the contrary, in vivo antitumor activity screening showed that the prepared Ru(III) complexes possess higher pro-apoptotic activity than NAMI-A. The reduction of Ru(III) to Ru(II) and Ru(II)-species formation in tumor tissues was confirmed by means of a simple method of detection and visualization of intracellular Rupp by fluorescence microscopy. The originality of this method is based on the preparation of a Ru(II)-bipyridine complex in situ. (C) 2011 Elsevier Inc. All rights reserved., DOI = 10.1016/j.jinorgbio.2011.04.002, ISSN = 0162-0134, Unique-ID = ISI:000291518700002, -
R. Buchtik, Z. Travnicek, J. Vanco, R. Herchel, and Z. Dvorak, “Synthesis, characterization, DNA interaction and cleavage, and in vitro
cytotoxicity of copper(II) mixed-ligand complexes with
2-phenyl-3-hydroxy-4(1H)-quinolinone,” DALTON TRANSACTIONS, vol. 40, iss. 37, pp. 9404-9412, 2011.
[Bibtex]@article ISI:000294666700010, Author = Buchtik, Roman and Travnicek, Zdenek and Vanco, Jan and Herchel, Radovan and Dvorak, Zdenek, Title = Synthesis, characterization, DNA interaction and cleavage, and in vitro cytotoxicity of copper(II) mixed-ligand complexes with 2-phenyl-3-hydroxy-4(1H)-quinolinone, Journal = DALTON TRANSACTIONS, Year = 2011, Volume = 40, Number = 37, Pages = 9404-9412, Abstract = A series of mixed-ligand complexes [Cu(qui)(L)]NO(3)center dot xH(2)O (1-6), where Hqui = 2-phenyl-3-hydroxy-4(1H)-quinolinone, L = 2,2'-bipyridine (bpy) (1), 1,10-phenanthroline (phen) (2), bis(2-pyridyl)amine (ambpy) (3), 5-methyl-1,10-phenanthroline (mphen) (4), 5-nitro-1,10-phenanthroline (nphen) (5) and bathophenanthroline (bphen) (6), have been synthesized and fully characterized. The X-ray structures of [Cu(qui)(phen)]NO(3)center dot H(2)O (2) and [Cu(qui)(ambpy)]NO(3) (3a) show a slightly distorted square-planar geometry in the vicinity of the central copper(II) atom. An in vitro cytotoxicity study of the complexes found significant activity against human osteosarcoma (HOS) and human breast adenocarcinoma (MCF7) cell lines, with the best results for complex 6, where IC(50) equals to 2.1 +/- 0.2 mu M, and 2.2 +/- 0.4 mu M, respectively. The strong interactions of the complexes with calf thymus DNA (CT-DNA) and high ability to cleave pUC19 DNA plasmid were found. A correlation has been found between the in vitro cytotoxicity and DNA cleavage studies of the complexes., DOI = 10.1039/c1dt10674k, ISSN = 1477-9226, Unique-ID = ISI:000294666700010,
2010
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J. Vanco, Z. Travnicek, J. Marek, and R. Herchel, “Synthesis, spectral (UV-Vis, IR, ESI-MS), magnetic and structural
characterizations, and the antimicrobial effect of potassium
isothiocyanato-(N-salicylidene-amino-acidato)cuprates,” INORGANICA CHIMICA ACTA, vol. 363, iss. 14, pp. 3887-3896, 2010.
[Bibtex]@article ISI:000283051600035, Author = Vanco, Jan and Travnicek, Zdenek and Marek, Jaromir and Herchel, Radovan, Title = Synthesis, spectral (UV-Vis, IR, ESI-MS), magnetic and structural characterizations, and the antimicrobial effect of potassium isothiocyanato-(N-salicylidene-amino-acidato)cuprates, Journal = INORGANICA CHIMICA ACTA, Year = 2010, Volume = 363, Number = 14, Pages = 3887-3896, Month = NOV 25, Abstract = A series of potassium isothiocyanato-(N-salicylidene-amino acidato) cuprates with the general formulas of K(2)[Cu(2)(sal-aa)(2)(mu-NCS)(2)]center dot nH(2)O, where n = 0 or 4 and (sal-aa) stands for the dianion of N-salicylideneamino acid derived from glycine (I), DL-alpha-alanine (II), DL-valine (III), DL-phenylalanine (IV), and \K[Cu(sal-beta-ala)( mu-NCS)]\(n) for beta-alanine (V), respectively, was synthesized and fully characterized by elemental analysis, UV-Vis and IR spectroscopy, ESI-MS spectrometry, magnetic measurements, and X-ray structural analysis (II and IV). It has been found that the copper(II) atom adopts a distorted square-pyramidal surrounding in the dimeric complexes I-IV, while the geometry in the polymeric complex V can be described as distorted square-bipyramidal. The analysis of magnetic properties revealed weak antiferromagnetic exchanges in the dinuclear species I-IV and an alternating ferro/antiferromagnetic exchange in the case of 1D-polymeric compound V. Moreover, the complexes were tested for their antibacterial activity against the G+ bacteria Staphylococcus aureus, G- bacteria Escherichia coli, filamentous fungi Microsporum gypseum, and yeast Candida albicans. The best results were achieved with G+ bacteria S. aureus with MIC values in the range of 0.22-0.57 mmol L (1). It may be concluded that both the antimicrobial and antifungal activity decreased within the tested group of cuprates derived from alpha-amino acids with the increasing lipophility of the complexes, i.e. I -> IV. (C) 2010 Elsevier B.V. All rights reserved., DOI = 10.1016/j.ica.2010.07.041, ISSN = 0020-1693, Unique-ID = ISI:000283051600035, -
A. Klanicova, Z. Travnicek, J. Vanco, I. Popa, and Z. Sindelar, “Dinuclear copper(II) perchlorate complexes with 6-(benzylamino)purine
derivatives: Synthesis, X-ray structure, magnetism and antiradical
activity,” POLYHEDRON, vol. 29, iss. 13, pp. 2582-2589, 2010.
[Bibtex]@article ISI:000282389900003, Author = Klanicova, Alena and Travnicek, Zdenek and Vanco, Jan and Popa, Igor and Sindelar, Zdenek, Title = Dinuclear copper(II) perchlorate complexes with 6-(benzylamino)purine derivatives: Synthesis, X-ray structure, magnetism and antiradical activity, Journal = POLYHEDRON, Year = 2010, Volume = 29, Number = 13, Pages = 2582-2589, Month = SEP 3, Abstract = The reactions of Cu(ClO4)(2)center dot 6H(2)O with 6-(benzylamino)purine derivatives in a stoichiometric 1:2 metal-to-ligand ratio led to the formation of penta-coordinated dinuclear complexes of the formula [Cu(2)(mu-L(1-8))(4)(ClO(4))2](ClO(4))(2).nsolv, where L(1) = 6-(2-fluorobenzylamino)purine (complex 1), L(2) = 6-(3-fluorobenzylamino)purine (2), L(3)= 6-(4-fluorobenzylamino)purine (3), L(4)= 6-(2-chlorobenzylamino)purine (4), L(5) = 6-(3-chlorobenzylamino)purine (5), L(6)=6-(4-chlorobenzylamino)purine (6), L(7)= 6-(3-methoxybenzylamino)purine (7) and L(8)= 6-(4-methoxybenzylamino)purine (8); n = 0-4 and solv = H(2)O, EtOH or MeOH. All the complexes have been fully characterized by elemental analysis, FTIR, UV-Vis and EPR spectroscopy, and by magnetic and conductivity measurements. Variable temperature (80-300 K) magnetic susceptibility data of 1-8 showed the presence of a strong antiferromagnetic exchange interaction between two Cu(II) (S= 1/2) atoms with J ranging from -150.0(1) to -160.3(2)cm(-1). The compound 6 center dot 4EtOH center dot H(2)O was structurally characterized by single crystal X-ray analysis. The Cu center dot center dot center dot Cu separation has been found to be 2.9092(8) angstrom. The antiradical activity of the prepared compounds was tested by in vitro SOD-mimic assay with IC(50) in the range 8.67-41.45 mu M. The results of an in vivo antidiabetic activity assay were inconclusive and the glycaemia in pre-treated animals did not differ significantly from the positive control. (C) 2010 Elsevier Ltd. All rights reserved., DOI = 10.1016/j.poly.2010.06.007, ISSN = 0277-5387, Unique-ID = ISI:000282389900003, - P. Babula, J. Vanco, V. Kohoutkova, I. Dankova, L. Ohnoutkova, L. Havel, and R. Kizek, “Phytotoxicity of New Complex of Lawsone with Cu(II) Ions,” IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL, vol. 46, iss. S, pp. S148, 2010.
[Bibtex]@article ISI:000285367500330, Author = Babula, Petr and Vanco, Jan and Kohoutkova, Veronika and Dankova, Ivana and Ohnoutkova, Ludmila and Havel, Ladislav and Kizek, Rene, Title = Phytotoxicity of New Complex of Lawsone with Cu(II) Ions, Journal = IN VITRO CELLULAR \& DEVELOPMENTAL BIOLOGY-ANIMAL, Year = 2010, Volume = 46, Number = S, Pages = S148, Month = SPR, ISSN = 1071-2690, Unique-ID = ISI:000285367500330,
2009
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P. Starha, Z. Travnicek, R. Herchel, I. Popa, P. Suchy, and J. Vanco, “Dinuclear copper(II) complexes containing 6-(benzylamino)purines as
bridging ligands: Synthesis, characterization, and in vitro and in vivo
antioxidant activities,” JOURNAL OF INORGANIC BIOCHEMISTRY, vol. 103, iss. 3, pp. 432-440, 2009.
[Bibtex]@article ISI:000263693900016, Author = Starha, Pavel and Travnicek, Zdenek and Herchel, Radovan and Popa, Igor and Suchy, Pavel and Vanco, Jan, Title = Dinuclear copper(II) complexes containing 6-(benzylamino)purines as bridging ligands: Synthesis, characterization, and in vitro and in vivo antioxidant activities, Journal = JOURNAL OF INORGANIC BIOCHEMISTRY, Year = 2009, Volume = 103, Number = 3, Pages = 432-440, Month = MAR, Abstract = A series of dinuclear copper(II) complexes involving 6-(benzylamino)purine derivatives, (HL(n)), as bridging ligands were synthesized, characterized and tested for both their in vitro and in vivo antioxidant activities. Based on results of elemental analyses, temperature dependence of magnetic susceptibility measurements, UV-vis, FTIR, EPR, NMR and MALDI-TOF mass spectroscopy, conductivity measurements and thermal analyses, the complexes with general compositions Of [Cu(2)(mu-HL(n))(4)Cl(2)]Cl(2)center dot 2H(2)O (1-4) and [Cu(2)(mu-HL(n))(2)(mu-Cl)(2)Cl(2)] (5-7) were prepared [where n = 1-4; HL(1) = 6-[(2-methoxybenzyl)amino]purine, HL(2) = 6-[(4-methoxybenzyl)amino]purine, HL(3) = 6-[(2,3-dimethoxybenzyl)amino]purine and HL(4) = 6[(3,4-dimethoxybenzyl)amino]purine). In the case of complexes 2, 3, 5 and 7, the antioxidant activities were studied by both in vitro [superoxide dismutase-mimic (SOD-mimic) activity) and in vivo (cytoprotective effect against the alloxan-induced diabetes (antidiabetic activity)) methods. The obtained IC(50) value of the SOD-mimic activity for the complex 5 (IC(50) = 0.253 mu M) was shown to be even better than that of the native bovine Cu,Zn-SOD enzyme (IC(50) = 0.480 mu M), used as a standard. As for the antidiabetic activity, the pretreatment of mice with complexes 3 and 7 led to the complete elimination of cytotoxic attack of alloxan and its free radical metabolites, used as a diabetogenic agent. The cytoprotective effect of these compounds was proved by the preservation of the initial blood glucose levels of the pretreated animals, as against the untreated control group. (C) 2008 Elsevier Inc. All rights reserved., DOI = 10.1016/j.jinorgbio.2008.12.009, ISSN = 0162-0134, Unique-ID = ISI:000263693900016, -
R. Herchel, Z. Sindelar, Z. Travnicek, R. Zboril, and J. Vanco, "Novel 1D chain Fe(III)-salen-like complexes involving anionic
heterocyclic N-donor ligands. Synthesis, X-ray structure, magnetic,
(57)Fe Mossbauer, and biological activity studies," DALTON TRANSACTIONS, iss. 44, pp. 9870-9880, 2009.
[Bibtex]@article ISI:000271432600028, Author = Herchel, Radovan and Sindelar, Zdenek and Travnicek, Zdenek and Zboril, Radek and Vanco, Jan, Title = Novel 1D chain Fe(III)-salen-like complexes involving anionic heterocyclic N-donor ligands. Synthesis, X-ray structure, magnetic, (57)Fe Mossbauer, and biological activity studies, Journal = DALTON TRANSACTIONS, Year = 2009, Number = 44, Pages = 9870-9880, Abstract = The iron(III) salen-type complexes [Fe(salen)(L)](n) (1-6) involving heterocyclic N-donor ligands HL \HL = 1H-imidazole (Himz), 1H-tetrazol-5-amine (Hatz), 5-methyl-1H-tetrazole (Hmtz), 1H-benzimidazole (Hbimz), 1H-1,2,4-triazole (Htriz) and 1H-benzotriazole (Hbtriz)\ have been prepared and characterised by elemental analysis, FT IR, CI mass and (57)Fe Mossbauer spectroscopies, and variable temperature magnetic measurements. Single crystal X-ray analysis of [Fe(salen)(btriz)](n) (6) revealed a 1D chain-polymeric structure of the complex with the btriz anion as a bridging ligand. Magnetic data for all complexes were fitted using Fisher's model (for S = 5/2) and also using a heptanuclear closed ring model showing a weak antiferromagnetic interaction (J approximate to -1 to -2 cm(-1)), and moreover, molecule-based magnet properties have been observed in the case of [Fe(salen)(atz)](n) (2). The exponential correlation between the magnetic properties (the isotropic exchange parameter J) and the basicity of the free ligands (K(b)) has been found. The antiferromagnetic ordering as well as a moderate structural dissimilarity in the vicinity of iron atoms has been proved by the (57)Fe Mossbauer low-temperature (2 K) in-field (7 T) experiments in the case of (2), in which two sextets with the line intensities (3/4/1/3/4/1) have been observed. The compounds have been tested for their SOD-like activity, DNA cleavage activity, and in vitro cytotoxicity against two human cancer cell lines: chronic myelogenous erythroleukemia (K562) and breast adenocarcinoma (MCF7). The best result regarding the cytotoxicity has been achieved for the complex of [Fe(salen)(atz)](n) (2), where IC(50) = 6.4 mu M against K562., DOI = 10.1039/b912676g, ISSN = 1477-9226, Unique-ID = ISI:000271432600028,
2008
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J. Vanco, J. Marek, Z. Travnicek, E. Racanska, J. Muselik, and O. Svajlenova, "Synthesis, structural characterization, antiradical and antidiabetic
activities of copper(II) and zinc(II) Schiff base complexes derived from
salicylaldehyde and beta-alanine," JOURNAL OF INORGANIC BIOCHEMISTRY, vol. 102, iss. 4, pp. 595-605, 2008.
[Bibtex]@article ISI:000255131500001, Author = Vanco, Jan and Marek, Jaromir and Travnicek, Zdenek and Racanska, Eva and Muselik, Jan and Svajlenova, Ol'ga, Title = Synthesis, structural characterization, antiradical and antidiabetic activities of copper(II) and zinc(II) Schiff base complexes derived from salicylaldehyde and beta-alanine, Journal = JOURNAL OF INORGANIC BIOCHEMISTRY, Year = 2008, Volume = 102, Number = 4, Pages = 595-605, Month = APR, Abstract = A series of copper(II) and zinc(II) complexes involving a tridentate 0,N,O'-donor Schiff base derived from salicylaldehyde and P-alanine I i.e. N-salicylidene-beta-alanine(2-), (L)), having the composition [Cu-2(L)(2)(H2O)].H2O (1), [Cu(L)(H2O)](n) (2), and [Zn(L)(H2O)](n) (3), have been prepared and characterized by elemental analyses, UV-visible (UV-VIS), FT-IR and ESI-MS spectra, and thermal analyses. Complexes I and 2 have been investigated by single crystal X-ray analysis and also by temperature dependent magnetic susceptibility measurements (294-80 K). All prepared complexes have been evaluated by the antiperoxynitrite activity assay and alloxan-induced diabetes model. The significant antioxidant and antidiabetic activities have been found in the case of both copper(II) complexes 1 and 2. In spite of first two complexes, the zinc(II) complex 3, as well as the potassium salt of the ligand (KHL) showed only insignificant protective effect against the tyrosine nitration in vitro. (c) 2007 Elsevier Inc. All rights reserved., DOI = 10.1016/j.jinorgbio.2007.10.003, ISSN = 0162-0134, Unique-ID = ISI:000255131500001, -
Z. Travnicek, J. Marek, J. Vanco, and O. Svajlenova, "Aqua(4-methylquinoline-kappa N)[N-(2-oxidobenzylidene)glycinato-kappa
O-3,N,O `]copper(II) hemihydrate," ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, vol. 64, iss. Part 2, pp. M282-U199, 2008.
[Bibtex]@article ISI:000253779700023, Author = Travnicek, Zdenek and Marek, Jaromir and Vanco, Jan and Svajlenova, Olga, Title = Aqua(4-methylquinoline-kappa N)[N-(2-oxidobenzylidene)glycinato-kappa O-3,N,O `]copper(II) hemihydrate, Journal = ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, Year = 2008, Volume = 64, Number = Part 2, Pages = M282-U199, Month = FEB, DOI = 10.1107/S1600536807067852, ISSN = 1600-5368, Unique-ID = ISI:000253779700023,
2007
- F. Sersen, D. Loos, J. Csollei, I. Popa, J. Vanco, and F. Gregan, "Antioxidative activity of potential antihypertensives with dual effect," CHEMICKE LISTY, vol. 101, iss. 1, pp. 60-64, 2007.
[Bibtex]@article ISI:000243899600009, Author = Sersen, Frantisek and Loos, Dusan and Csollei, Jozef and Popa, Igor and Vanco, Jan and Gregan, Fridrich, Title = Antioxidative activity of potential antihypertensives with dual effect, Journal = CHEMICKE LISTY, Year = 2007, Volume = 101, Number = 1, Pages = 60-64, Abstract = The antioxidative properties of four 1-(2-benzofuran2-yl-2-hydroxyethyl)-4-phenylpiperazines were studied by indirect spectrophotometric and direct ESR spin-trap methods. The radical scavenging activity of the tested compounds was determined. The compounds exhibit interesting structure-specific redox properties. Scavenging of DPPH radicals gave very poor results. The studied compounds did not affect the elimination of superoxide anion radicals; however, they caused stimulation of O-2(-.) radical production. The hydroxyl radicals, however, were scavenged only by 2-fluorophenyl derivatives, whereas the 4-fluorophenyl derivatives exhibited a slightly prooxidative effect. The capture of HO. radicals by 2-fluorophenyl derivatives was, according to the results of NMR analyses, attributed to the interaction with non-protonated piperazine nitrogen atom, which is stabilized by the hydrogen bond between the hydroxy group and fluorine atom., ISSN = 0009-2770, Unique-ID = ISI:000243899600009,