Model Investigations of Vanadium−Protein Interactions:  Novel Vanadium(III) and Oxovanadium(IV) Compounds with the Diamidate Ligand 1,2-Bis(2-pyridinecarboxamide)benzene (H<sub>2</sub>bpb)

Vlahos, Antonis T.; Tolis, Evagelos I.; Raptopoulou, Catherine P.; Tsohos, Alexandros; Sigalas, Michael P.; Terzis, Aris; Kabanos, Themistoklis A.

doi:10.1021/ic990837z

Cited by 35 publications

(20 citation statements)

References 66 publications

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“…complexes with V-O, V-N, and V-S bonds: [VO(H 2 O) 5 ] 2? (1) [51], [VO(acac) 2 ] (2), where acac is acetylacetonato(-) [52], [VO(ma) 2 ] (3), where ma is maltolato(-) [53], [VO(salen)] (4), where salen is N, [56], [VO(tma) 2 ] (7), where tma is 2-methyl-3-oxy-4H-pyran-4-thionato(-) [57], [VO(mnt) 2 ] 2-(8), where mnt is 1,2-dicianoethylene-1,2-dithiolato(-) [58], and [VO(edt) 2 ] 2-(9), where edt is ethane-1,2-dithiolato(2-) [59]. The functionals B3LYP, B3PW91, and B3P86, coupled with the basis set 6-311g, were used; for the structures containing V-S bonds, diffuse and polarization functions were also added on the sulfur atom.…”

Section: Validation Of the Dft Methodsmentioning

confidence: 99%

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

et al. 2012

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Density functional theory (DFT) methods were used to simulate the environment of vanadium in several V proteins, such as vanadyl-substituted carboxypeptidase (sites A and B), vanadyl-substituted chloroplast F(1)-ATPase (CF(1); site 3), the reduced inactive form of vanadium bromoperoxidase (VBrPO; low- and high-pH sites), and vanadyl-substituted imidazole glycerol phosphate dehydratase (IGPD; sites α, β, and γ). Structural, electron paramagnetic resonance, and electron spin echo envelope modulation parameters were calculated and compared with the experimental values. All the simulations were performed in water within the framework of the polarizable continuum model. The angular dependence of [Formula: see text] and [Formula: see text] on the dihedral angle θ between the V=O and N-C bonds and on the angle φ between the V=O and V-N bonds, where N is the coordinated aromatic nitrogen atom, was also found. From the results it emerges that it is possible to model the active site of a vanadium protein through DFT methods and determine its structure through the comparison between the calculated and experimental spectroscopic parameters. The calculations confirm that the donor sets of sites B and A of vanadyl-substituted carboxypeptidase are [[Formula: see text], H(2)O, H(2)O, H(2)O] and [N(His)(||), N(His)(⊥), [Formula: see text], H(2)O], and that the donor set of site 3 of CF(1)-ATPase is [[Formula: see text], OH(Thr), H(2)O, H(2)O, [Formula: see text]]. For VBrPO, the coordination modes [N(His)(||), N(His)(∠), OH(Ser), H(2)O, H(2)O(ax)] for the low-pH site and [N(His)(||), N(His)(∠), OH(Ser), OH(-), H(2)O(ax)] or [N(His)(||), N(His)(∠), [Formula: see text], H(2)O] for the high-pH site, with an imidazole ring of histidine strongly displaced from the equatorial plane, can be proposed. Finally, for sites α, β, and γ of IGPD, the subsequent deprotonation of one, two, and three imidazole rings of histidine and the participation of a carboxylate group of a glutamate residue ([N(His)(||), [Formula: see text], H(2)O, H(2)O], [N(His)(||), N(His)(||), [Formula: see text], H(2)O], and [N(His)(||), N(His)(||), [Formula: see text], OH(-), [Formula: see text]], respectively) seems to be the most plausible hypothesis.

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Section: Validation Of the Dft Methodsmentioning

confidence: 99%

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

et al. 2012

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“…For example, the diamidate chelating ligands in 3 and 4 in Figure 3 both have other donor atoms in their backbone that restrict the coordination environment. Complexes 3 and 4 were investigated as models for the interaction between metalloenzymes and amides of peptides in biological chemistry 23 and in medicinal inorganic chemistry, [32,33] respectively. [34,35] While many examples in coordination chemistry investigations have monodentate binding modes of amidates, few examples of well characterized complexes for catalytic applications have been reported.…”

Section: Monodentatementioning

confidence: 99%

“…Examples of several complexes that are used for bioinorganic [22][23][24] and lanthanide coordination chemistry display these coordination modes, [25,26] however, these are outside the scope of this review, and only a few select examples will be discussed. Also, there are several examples of catalytically relevant complexes with coordinated neutral amides as ligands, [22,27,28] which will be largely excluded from our discussion.…”

Section: Introductionmentioning

confidence: 99%

Modular N,O‐Chelating Ligands: Group‐4 Amidate Complexes for Catalytic Hydroamination

Lee

Schafer

2007

Eur J Inorg Chem

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“…α-tocopherol was used as reference antioxidant substance. In thiobarbituric acid assay, thiobarbituric acid was added to the reaction mixture which interacts with malanoaldhyde and TBARS produced was measured spectro photo metrically [51]. To 2 mL of reaction mixtures of ferricthiocyanate assay, 2 mL of TCA (20%) and 2 mL TBA (0.67%) was added and kept in boiling water for 10 minutes and were later on cooled under tap water.…”

Section: Experimental a Materials And Methodsmentioning

confidence: 99%

Synthesis, Characterization and Interaction of Drug Based Cobalt (II) Complex with Herring Sperm DNA and Biological Activity

Tak¹

2017

IJRASET

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Novel complexes of copper (II), cobalt (II) and nickel (II) with sulphapyridine and aminothiazole were synthesized and characterized using spectral and analytical techniques. The interaction of cobalt (II) complexes with herring sperm DNA has been performed using absorption titration, viscometric measurements and cyclic voltammetry. The protective activity of metal complexes has been carried out using arose gel electrophoresis. The results indicate that cobalt (II) complex bind to DNA via electrostatic or groove binding with binding constant K b = 4.5 x 10 4 M -1. The antioxidant activity for cobalt (II) complex was also checked. Keywords: hypochromism, peak potential and binding constant. I. INTRODUCTIONThe binding of metal complexes to DNA has been extensively studied over the past decade. Many coordination compounds are able to bind DNA as structural probes[1], DNA foot printing [2], DNA cleaving agents [3][4] and as potential anticancer drugs [5][6]. It is generally believed that many anticancer, antiviral, and antiseptic agents take action through binding DNA [4,[7][8], since the interaction between small molecules and DNA can often cause DNA damage in cancer cells, blocking the division of cancer cells and resulting in cell death [9][10][11]. Many studies indicate that transition metal complexes can bind to DNA via both covalent (replacement of labile coordinating ligand by nitrogen base of DNA (i.e. adenine, Cytosine, guanine, thymine) and or non covalent interaction (intercalation, electrostatic or groove binding) [12]. Many important applications of these complexes require that they can bind via intercalative mode or groove binding [13]. Therefore interaction of complexes especially with planar aromatic heterocyclic ligands, which can insert into the base pairs of DNA duplex has attracted considerable attention [14][15][16]. is an essential element widely distributed in biological system [6,[17][18]. Numerous cobalt complexes has been studied as hydrolytic agent for DNA cleavage [19-20], antitumor, antproli-ferative[21-23], antimicrobial[24-26] and antifungal [21,27], antiviral [28,29], antioxidant [12 ,30] and ant inflammatory activity [30]. They have exhibited antitumorogenic activity by reducing the number and size of carcinogen induced colon tumors and play synergistic role on the activity of certain antitumor drugs, although the mechanism has not been completely clarified [31][32][33]. Ligands having nitrogen donors received considerable attention because of their mixed hard-soft donor character, versatile coordination behavior [34][35] and for their biological activity (i.e., toxicity against bacterial growth [36], anticancer [37] and other biochemical properties [38]). The coordination geometry and nature of donor atoms play key roles in determining the binding extent of complexes to DNA. The importance of central metal ion at the core of the structure is noteworthy [39,40]. Many DNA heterocyclic compounds such as benzothiazole and benzopyra zine derivatives have been evaluated and f...

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Model Investigations of Vanadium−Protein Interactions: Novel Vanadium(III) and Oxovanadium(IV) Compounds with the Diamidate Ligand 1,2-Bis(2-pyridinecarboxamide)benzene (H₂bpb)

Cited by 35 publications

References 66 publications

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

Modular N,O‐Chelating Ligands: Group‐4 Amidate Complexes for Catalytic Hydroamination

Synthesis, Characterization and Interaction of Drug Based Cobalt (II) Complex with Herring Sperm DNA and Biological Activity

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Model Investigations of Vanadium−Protein Interactions: Novel Vanadium(III) and Oxovanadium(IV) Compounds with the Diamidate Ligand 1,2-Bis(2-pyridinecarboxamide)benzene (H2bpb)

Cited by 35 publications

References 66 publications

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

Application of DFT methods to the study of the coordination environment of the VO2+ ion in V proteins

Modular N,O‐Chelating Ligands: Group‐4 Amidate Complexes for Catalytic Hydroamination

Synthesis, Characterization and Interaction of Drug Based Cobalt (II) Complex with Herring Sperm DNA and Biological Activity

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Product

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Model Investigations of Vanadium−Protein Interactions: Novel Vanadium(III) and Oxovanadium(IV) Compounds with the Diamidate Ligand 1,2-Bis(2-pyridinecarboxamide)benzene (H₂bpb)