Cytotoxicity and DNA interaction in a series of aryl terminated iminopyridine Pt(II) complexes.

Abstract:

:A series of iminopyridine complexes of platinum(II), bearing a flexible diethereal, aryl terminated residue, where the size of aryl group is varied from phenyl to 9-anthracenyl, was synthesized. The new complexes are soluble and stable in DMSO/H2O mixtures. Besides the metal center, aryl groups are available for further interactions with DNA, due to the good side chain flexibility. The new aryl functionalized iminopyridine dichlorido platinum(II) complexes show a significant antiproliferative activity on ovarian carcinoma cells and notably, complex 13 is able to overcome cisplatin resistance. The study of the interaction mode of 13 with DNA highlighted the ability to form a molecular complex characterized by a dual (intercalative and groove binding) geometry. The complex is also able to covalently add to DNA even though interstrand cross-links appear significantly hampered with respect to cisplatin. The interactions with the macromolecule are discussed in view of the observed cell effect.

journal_name

J Inorg Biochem

authors

Bondi R,Dalla Via L,Hyeraci M,Pagot G,Labella L,Marchetti F,Samaritani S

doi

10.1016/j.jinorgbio.2020.111335

subject

Has Abstract

pub_date

2020-12-15 00:00:00

pages

111335

eissn

0162-0134

issn

1873-3344

pii

S0162-0134(20)30363-9

journal_volume

216

pub_type

杂志文章
  • Nanomolar aluminum induces pro-inflammatory and pro-apoptotic gene expression in human brain cells in primary culture.

    abstract::Aluminum, the most abundant neurotoxic metal in our biosphere, has been implicated in the etiology of several neurodegenerative disorders including Alzheimer's disease (AD). To further understand aluminum's influence on gene expression, we examined total messenger RNA levels in untransformed human neural cells exposed...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2005.04.021

    authors: Lukiw WJ,Percy ME,Kruck TP

    更新日期:2005-09-01 00:00:00

  • A Schiff base complex of chromium(III): an efficient inhibitor for the pathogenic and invasive potential of Shigella dysenteriae.

    abstract::A Schiff base complex of chromium(III), transdiaqua[N,N'ethylenebis (salicylideneimine)chromium(III)]perchlorate, [Cr(salen)(OH(2))(2)](+), was found to have an inhibitory effect on the growth of Shigella dysenteriae. The chromium(III) complex was found to cure (remove) the invasive plasmid and thereby render the micr...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2003.11.012

    authors: Shrivastava HY,Devaraj SN,Nair BU

    更新日期:2004-02-01 00:00:00

  • Reactivity of iron(II)-bound nitrosyl hydride (HNO, nitroxyl) in aqueous solution.

    abstract::The reactivity of coordinated nitroxyl (HNO) has been explored with the [Fe(II)(CN)(5)HNO](3-) complex in aqueous medium, pH 6. We discuss essential biorelevant issues as the thermal and photochemical decompositions, the reactivity toward HNO dissociation, the electrochemical behavior, and the reactions with oxidizing...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2012.10.009

    authors: Montenegro AC,Bari SE,Olabe JA

    更新日期:2013-01-01 00:00:00

  • One-dimensional chiral copper (II) complexes with novel nano-structures and superior antitumor activity.

    abstract::Three novel copper(II) compounds of formulas {[Cu(Phen)(Ala)]·NO3·H2O}n (1), {[Cu(Phen)(Ala)]·NO3}n (2) and [Cu(Ala)2]n (3) have been synthesized and determined by X-ray diffraction. 1 and 2 are shown in one dimensional long-chain chiral structures, and 3 is a two dimensional checkerboard-type structure. Both 1 and 2 ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2016.01.007

    authors: Zhang WC,Tang X,Lu X

    更新日期:2016-03-01 00:00:00

  • Ternary oxovanadium(IV) complexes with amino acid-Schiff base and polypyridyl derivatives: synthesis, characterization, and protein tyrosine phosphatase 1B inhibition.

    abstract::To investigate the structure-activity relationship of vanadium complexes in inhibiting protein tyrosine phosphatase1B (PTP1B), eight mixed-ligand oxovanadium(IV) complexes, [V(IV)O(SalAla)(NN)] (H(2)SalAla for salicylidene alanine, NN for N,N'-donor heterocyclic base, namely, 2,2'-bipyridine (bpy, 1), 1,10-phenanthrol...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2011.07.008

    authors: Lu L,Yue J,Yuan C,Zhu M,Han H,Liu Z,Guo M

    更新日期:2011-10-01 00:00:00

  • Studies on the mechanism of action of xanthine oxidase.

    abstract::Recent studies of the reaction mechanism of the molybdenum-containing enzyme xanthine oxidase are presented. The pH-dependence of both the steady-state and rapid reaction kinetics of the enzyme exhibits is bell-shaped, with pK(a)s for the acid and alkaline limbs of 6.6 and 7.4, respectively. These are assigned to ioni...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2003.11.010

    authors: Choi EY,Stockert AL,Leimkühler S,Hille R

    更新日期:2004-05-01 00:00:00

  • New photosensitive nanometric graphite oxide composites as antimicrobial material with prolonged action.

    abstract::A new conjugate material based on partially reduced graphite oxide (rGO), silver nanoparticles (Ag), and bis(lysinato)zirconium(IV) phthalocyanine complex (ZrPc) was obtained. Its optical properties (absorption and photoluminescence) after dispersion in solvents were examined. The antimicrobial properties were tested ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2016.02.019

    authors: Gerasymchuk Y,Lukowiak A,Wedzynska A,Kedziora A,Bugla-Ploskonska G,Piatek D,Bachanek T,Chernii V,Tomachynski L,Strek W

    更新日期:2016-06-01 00:00:00

  • Studies on the interactions of Ti-containing polyoxometalates (POMs) with SARS-CoV 3CLpro by molecular modeling.

    abstract::Ti-containing alpha-Keggin polyoxometalates (POMs) have been proved with properties of both anti-tumor and anti-HIV (human immunodeficiency virus). The potential anti-SARS (severe acute respiratory syndrome) activity of the POMs [alpha-PTi(2)W(10)O(40)](7-) isomers was investigated in this paper by molecular modeling ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2006.08.013

    authors: Hu D,Shao C,Guan W,Su Z,Sun J

    更新日期:2007-01-01 00:00:00

  • Hydroxide instead of bicarbonate in the structure of the oxygen evolving complex.

    abstract::The energy diagram for the catalytic cycle of dioxygen evolution in photosystem II has been recomputed using a slightly different model than the one used previously, since the results showed an erroneous trend in the critical region from S(2) to S(3). By replacing the bicarbonate ligand, which was bridging between cal...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2006.02.007

    authors: Siegbahn PE,Lundberg M

    更新日期:2006-05-01 00:00:00

  • The binding of [(en)Pt(mu-dpzm)2Pt(en)]4+ to G/C-rich regions of DNA.

    abstract::The non-covalent binding of [(en)Pt(mu-dpzm)2Pt(en)]4+ to segments of DNA containing only G and C bases has been studied to gain an understanding of the pre-covalent binding association of cationic polynuclear platinum(II) anti-cancer drugs at G/C sites. 1H-NMR and CD spectroscopy were used to study the binding of the...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(00)00206-3

    authors: Wheate NJ,Cutts SM,Phillips DR,Aldrich-Wright JR,Collins JG

    更新日期:2001-03-01 00:00:00

  • Engineering Macaca fascicularis cytochrome P450 2C20 to reduce animal testing for new drugs.

    abstract::In order to develop in vitro methods as an alternative to P450 animal testing in the drug discovery process, two main requisites are necessary: 1) gathering of data on animal homologues of the human P450 enzymes, currently very limited, and 2) bypassing the requirement for both the P450 reductase and the expensive cof...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2012.05.017

    authors: Rua F,Sadeghi SJ,Castrignanò S,Di Nardo G,Gilardi G

    更新日期:2012-12-01 00:00:00

  • Mössbauer spectroscopic studies of iron in Pseudomonas aeruginosa.

    abstract::The present Mössbauer spectroscopic studies of isolated bacterioferritin and whole cells of Pseudomonas aeruginosa have shown that the iron core of bacterioferritin is not altered on isolation. These studies have also shown that the bacterioferritin core is typically 85% oxidized within the cell and may contain a sign...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(91)80046-k

    authors: Kadir FH,Read NM,Dickson DP,Greenwood C,Thompson A,Moore GR

    更新日期:1991-09-01 00:00:00

  • New copper(I) and heteronuclear copper(I)-ruthenium(II) complexes: Synthesis, structural characterization and cytotoxicity.

    abstract::A new family of copper(I) complexes of general formula [Cu(dppe)(NN)]+ have been synthesized and fully characterized, with dppe=1.2-bis(diphenylphosphino)ethane and NN representing several bidentate heteroaromatic ligands: 2,2'-bipy=2.2'-bipyridine (1), Me2bpy=4.4'-dimethyl-2,2'-bipyridine (2), dpytz=3-(2-pyridyl)-5,6...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2017.01.007

    authors: Lopes J,Alves D,Morais TS,Costa PJ,Piedade MF,Marques F,Villa de Brito MJ,Helena Garcia M

    更新日期:2017-04-01 00:00:00

  • Micropattern immobilization of polysaccharide.

    abstract::Two types of polysaccharides, sulfated hyaluronic acid and heparin, were pattern-immobilized on a poly(ethylene terephthalate) and polystyrene film, respectively, in a specific pattern by photolithography. Sulfated hyaluronic acid was prepared from hylaronic acid by the treatment of sulfur trioxide/pyridine complex. H...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(99)00159-2

    authors: Ito Y

    更新日期:2000-04-01 00:00:00

  • Kinetics and mechanism of reactions of the drug tiopronin with platinum(IV) complexes.

    abstract::Tiopronin, a synthetic thiol-containing drug being used in treatments of cystinuria and certain types of rare arthritis, is also a hepatoprotective and a detoxifying agent. Many analytical methods have been developed based on its redox chemistry with metal ions/complexes, but the kinetic and mechanistic aspects are po...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2013.04.003

    authors: Huo S,Shi H,Liu D,Shen S,Zhang J,Song C,Shi T

    更新日期:2013-08-01 00:00:00

  • Future perception in P450 research.

    abstract::Cytochrome P450 (P450) of eukaryotes and prokaryotes diversified remarkably during the long course of their evolution. Since the diversification of P450 was the consequence of the adaptation of various living organisms to diverse environmental changes, the catalytic activities and physiological functions of the P450s ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2018.06.002

    authors: Omura T

    更新日期:2018-09-01 00:00:00

  • Synthesis, crystal structure and nuclease activity of a Schiff base copper(II) complex.

    abstract::A new Schiff base copper(II) complex, Cu(o-VANAHE)(2) (o-VANAHE = 2-(o-vanillinamino)-1-hydroxyethane), has been synthesized and characterized. Single crystal X-ray diffraction results suggest that this complex structure belongs to triclinic crystal system, space group P1 with the following crystallographic parameters...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2005.01.017

    authors: Li LZ,Zhao C,Xu T,Ji HW,Yu YH,Guo GQ,Chao H

    更新日期:2005-05-01 00:00:00

  • Relaxation of structural constraints during Amicyanin unfolding.

    abstract::We study the thermal unfolding of amicyanin by quantifying the resiliency of the native state to structural perturbations. Three signatures characterizing stages of unfolding are identified. The first signature, lateral extension of the polypeptide chain, is calculated directly from the reported crystallographic data....

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2017.11.016

    authors: Kozak JJ,Gray HB,Garza-López RA

    更新日期:2018-02-01 00:00:00

  • Towards a new attenuating compound: a potentiometric, spectrophotometric and NMR equilibrium study on Fe(III), Al(III) and a new tetradentate mixed bisphosphonate-hydroxypyridinonate ligand.

    abstract::Coordination properties toward Fe(III) and Al(III) of a mixed bisphosphonate-hydroxypyridinonate ligand are presented. Potentiometric, spectrophotometric and NMR results allowed to conclude that Fe(III) and Al(III) coordination takes place on the pyridinone moiety. The high steric hindrance prevents the possibility of...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2008.01.010

    authors: Crisponi G,Nurchi VM,Pivetta T,Gałezowska J,Gumienna-Kontecka E,Bailly T,Burgada R,Kozłowski H

    更新日期:2008-07-01 00:00:00

  • Cytotoxic activity, X-ray crystal structures and spectroscopic characterization of cobalt(II), copper(II) and zinc(II) coordination compounds with 2-substituted benzimidazoles.

    abstract::Herein we present the synthesis, structural and spectroscopic characterization of coordination compounds of cobalt(II), copper(II) and zinc(II) with 2-methylbenzimidazole (2mbz), 2-phenylbenzimidazole (2phbz), 2-chlorobenzimidazole (2cbz), 2-benzimidazolecarbamate (2cmbz) and 2-guanidinobenzimidazole (2gbz). Their cyt...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2009.05.018

    authors: Sánchez-Guadarrama O,López-Sandoval H,Sánchez-Bartéz F,Gracia-Mora I,Höpfl H,Barba-Behrens N

    更新日期:2009-09-01 00:00:00

  • A proximal tryptophan in NO synthase controls activity by a novel mechanism.

    abstract::The heme of neuronal nitric oxide synthase (nNOS) participates in O2 activation but also binds self-generated NO, resulting in reversible feedback inhibition. We utilized mutagenesis to investigate if a conserved tryptophan residue (Trp409), which engages in pi-stacking with the heme and hydrogen bonds to its axial cy...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(00)00176-8

    authors: Adak S,Stuehr DJ

    更新日期:2001-02-01 00:00:00

  • NMR studies of metal ion binding to the Zn-finger-like HNH motif of colicin E9.

    abstract::The 134 amino acid DNase domain of colicin E9 contains a zinc-finger-like HNH motif that binds divalent transition metal ions. We have used 1D 1H and 2D 1H-15N NMR methods to characterise the binding of Co2+, Ni2+ and Zn2+ to this protein. Data for the Co2+-substituted and Ni2+-substituted proteins show that the metal...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(99)00235-4

    authors: Hannan JP,Whittaker SB,Hemmings AM,James R,Kleanthous C,Moore GR

    更新日期:2000-04-01 00:00:00

  • The reactivity of pulsed cytochrome c oxidase toward carbon monoxide.

    abstract::When pulsed cytochrome c oxidase is exposed to carbon monoxide in the absence of oxygen the enzyme is converted quickly to its CO-associated mixed valence state. The half-time for this reaction at 0 degree C is about 4 min. This is about 100 times faster than a similar reaction which begins with the resting form of th...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(85)85038-8

    authors: Morgan JE,Blair DF,Chan SI

    更新日期:1985-03-01 00:00:00

  • Preparation, characterization, and antitumor activity of new ethylenediamine platinum(IV) complexes containing mixed carboxylate ligands.

    abstract::A series of ethylenediamine platinum(IV) complexes of the type PtIV(en)XA2 and PtIV(en)X'2A2, where X = 1,1-cyclobutanedicarboxylato or malonato, X' = chloro, cyclobutanecarboxylato, cyclopentanecarboxylato, or cyclohexanecarboxylato, and A = acetato or trifluoroacetato were synthesized and characterized by elemental ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(93)80015-2

    authors: Khokhar AR,Deng Y,Kido Y,Siddik ZH

    更新日期:1993-05-01 00:00:00

  • Antitumor platinum(IV) derivatives of oxaliplatin with axial valproato ligands.

    abstract::We report new anticancer prodrugs, platinum(IV) derivatives of oxaliplatin conjugated with valproic acid (VPA), a well-known drug having histone deacetylase inhibitory activity. Like most platinum(IV) derivatives, the cytotoxicity of the conjugates was lower in cell culture than that of oxaliplatin, but greater than t...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2014.07.004

    authors: Novohradsky V,Zerzankova L,Stepankova J,Vrana O,Raveendran R,Gibson D,Kasparkova J,Brabec V

    更新日期:2014-11-01 00:00:00

  • Arsenic (III) and/or copper (II) induces oxidative stress in chicken brain and subsequent effects on mitochondrial homeostasis and autophagy.

    abstract::As two quite complicated substances, arsenic (As) and copper (Cu) have polluted to the environment. As is highly toxic and could cause nerve damage. Cu is involved in the occurrence of oxidative stress. The brain is one of the main target organs of heavy metal toxicity, but the damage mechanism activated by As and/or ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2020.111201

    authors: Liu Y,Zhao H,Wang Y,Guo M,Mu M,Xing M

    更新日期:2020-10-01 00:00:00

  • The dynamics of (57)Fe nuclei in Fe(III)-DNA condensates.

    abstract::The dynamics of iron nuclei in the condensates obtained by interaction of Fe(III) with DNA, Fe(III)(DNA monomer)(2), have been investigated by variable temperature (57)Fe Mössbauer spectroscopy. Studies were effected on gel and freeze-dried samples, obtaining nearly coincident values of the parameters isomer shift and...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(01)00339-7

    authors: Trotta A,Barbieri Paulsen A,Silvestri A,Ruisi G,Assunta Girasolo M,Barbieri R

    更新日期:2002-01-01 00:00:00

  • New approach to the activation of anti-cancer pro-drugs by metalloporphyrin-based cytochrome P450 mimics in all-aqueous biologically relevant system.

    abstract::The low-molecular weight water-soluble Fe(III) and Mn(III) porphyrins--in biologically relevant phosphate-buffered saline medium with ascorbic acid as a source of electrons, under aerobic conditions but without co-oxidant - catalyze the hydroxylation of anti-cancer drug cyclophosphamide to active metabolite 4-hydroxyc...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2006.07.013

    authors: Spasojević I,Colvin OM,Warshany KR,Batinić-Haberle I

    更新日期:2006-11-01 00:00:00

  • Covalent attachment of the heme to Synechococcus hemoglobin alters its reactivity toward nitric oxide.

    abstract::The cyanobacterium Synechococcus sp. PCC 7002 produces a monomeric hemoglobin (GlbN) implicated in the detoxification of reactive nitrogen and oxygen species. GlbN contains a b heme, which can be modified under certain reducing conditions. The modified protein (GlbN-A) has one heme-histidine C-N linkage similar to the...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2017.09.018

    authors: Preimesberger MR,Johnson EA,Nye DB,Lecomte JTJ

    更新日期:2017-12-01 00:00:00

  • The enhanced rate of transcription of methyl mercury-exposed DNA by RNA polymerase is not sufficient to explain the stimulatory effect of methyl mercury on RNA synthesis in isolated nuclei.

    abstract::Previous work demonstrated two stimulatory effects of methyl mercury on nucleic acid synthesis: (1) in isolated nuclei, methyl mercury stimulates RNA synthesis which is catalyzed by RNA polymerase II [Frenkel and Randles, J. Biol. Chem. 257, 6275-6279 (1982)]. (2) Brief exposure of purified DNA to methyl mercury incre...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(87)80054-5

    authors: Frenkel GD,Ducote J

    更新日期:1987-10-01 00:00:00