Synthesis and characterization of novel platinum(IV) complexes with non-functionalized acetylated carbohydrates.

Abstract:

:[PtMe3(Me2CO)3]BF4 (1) reacts in acetone with 1,2,3,4-tetraacetyl-beta-D-glucopyranose (C2), pentaacetyl-alpha-D-glucopyranose (C3), pentaacetyl-beta-D-mannopyranose (C4) and pentaacetyl-beta-D-galactopyranose (C5) to give trimethyl(carbohydrate)platinum tetrafluoroborate complexes [PtMe3L]BF4 (2-5) (2, L=C2; 3, L=C3; 4, L=C4; 5, L=C5). The platinum-carbohydrate complexes were isolated as white, air and moisture sensitive powders in moderate to good yields (26-87%), and their identities were confirmed by microanalysis, 1H-, 13C- and 195Pt-NMR spectroscopy and ESI mass spectrometry. The coordination modes of the tridentately bound carbohydrate ligands (2, OH+Oring+Oacetyl; 3, Oring+Oether+Oacetyl; 4,5, Oring+Oether+Oether where Oring is the oxygen of a pyranose ring and Oacetyl/ether is the acetyl and ether oxygen of an acetoxy substituent, respectively) were established by evaluating the chemical shifts and the 2J(Pt,H) coupling constants of the methyl ligands and by 2D-NOE experiments. Evaluation of the 3J(H,H) coupling constants shows that the pyranose rings are present in their 4C1 conformation. The results show that carbohydrates without anchoring groups and even without hydroxyl groups can coordinate to the metal center only through very weak donors such as oxygen atoms of pyranose rings and acetoxy substituents.

journal_name

J Inorg Biochem

authors

Junicke H,Kluge R,Steinborn D

doi

10.1016/s0162-0134(00)00088-x

subject

Has Abstract

pub_date

2000-07-15 00:00:00

pages

43-8

issue

1-2

eissn

0162-0134

issn

1873-3344

pii

S0162-0134(00)00088-X

journal_volume

81

pub_type

杂志文章
  • Vanadyl complexes discriminate between neuroblastoma cells and primary neurons by inducing cell-specific apoptotic pathways.

    abstract::Vanadium compounds have arisen as potential therapeutic agent for the treatment of cancers over the past decades. A few studies suggested that vanadyl complexes may discriminate between the cancerous and the normal cells. Here, we reported the investigation on the pro-apoptotic effect and the underlying mechanism of b...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2018.08.005

    authors: Zhang Y,Wang L,Zeng K,Wang K,Yang X

    更新日期:2018-11-01 00:00:00

  • Platinum(II) and palladium(II) complexes with (N,N') and (C,N,N')- ligands derived from pyrazole as anticancer and antimalarial agents: synthesis, characterization and in vitro activities.

    abstract::The study of the reactivity of three 1-(2-dimethylaminoethyl)-1H-pyrazole derivatives of general formula [1-(CH(2))(2)NMe(2)}-3,5-R(2)-pzol] {where pzol represents pyrazole and R=H (1a), Me (1b) or Ph (1c)} with [MCl(2)(DMSO)(2)] (M=Pt or Pd) under different experimental conditions allowed us to isolate and characteri...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2011.09.021

    authors: Quirante J,Ruiz D,Gonzalez A,López C,Cascante M,Cortés R,Messeguer R,Calvis C,Baldomà L,Pascual A,Guérardel Y,Pradines B,Font-Bardía M,Calvet T,Biot C

    更新日期:2011-12-01 00:00:00

  • Metal compounds for the treatment of parasitic diseases.

    abstract::The cysteine proteases of the trypanosomatid parasitic protozoa have been validated as targets for chemotherapy of Chagas' disease and leishmaniasis. Metal complexes of gold, platinum, iridium, palladium, rhodium and osmium have been reported to have activity against a variety of trypanosomatids, but the molecular tar...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2008.05.010

    authors: Fricker SP,Mosi RM,Cameron BR,Baird I,Zhu Y,Anastassov V,Cox J,Doyle PS,Hansell E,Lau G,Langille J,Olsen M,Qin L,Skerlj R,Wong RS,Santucci Z,McKerrow JH

    更新日期:2008-10-01 00:00:00

  • Vanadium(V) complexes in enzyme systems: aqueous chemistry, inhibition and molecular modeling in inhibitor design.

    abstract::Vanadate in aqueous solution is known to influence a number of enzyme-catalyzed reactions. Such effects are well known to carry over to living systems where numerous responses to the influence of vanadium have been well-documented; perhaps the most studied being the insulin-mimetic effect. Studies of the aqueous chemi...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/s0162-0134(00)00229-4

    authors: Bhattacharyya S,Tracey AS

    更新日期:2001-05-01 00:00:00

  • Renal handling of amino acid 99mtechnetium chelates.

    abstract::Four amino acids--alanine, 2,3-diaminopropionic acid, cystine, and cystein--and also one diamine, ethylenediamine, were chelated with 99m-technetium (99mTc), and their renal excretion patterns were studied in rabbits in the presence and absence of two renal tubular transport inhibitors, probenecid and 2,4-dinitropheno...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(88)85015-3

    authors: Chattopadhyay M,Banerjee S

    更新日期:1988-09-01 00:00:00

  • Synthesis, anticancer activities, interaction with DNA and mitochondria of manganese complexes.

    abstract::Two new complexes [(Etdpa)MnCl(2)] and [(Adpa)Mn(Cl)(H(2)O)] (Etdpa = ethyl bis(2-pyridylmethyl)amino-2-propionate; Adpa = bis(2-pyridylmethyl)amino-2-propionic acid) were synthesized and characterized by spectral methods. The crystal structure of [(Etdpa)MnCl(2)] shows that the Mn(II) atom is coordinated by three N a...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2010.06.012

    authors: Qiu-Yun C,Dong-Fang Z,Juan H,Wen-Jie G,Jing G

    更新日期:2010-11-01 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

  • Overexpression, purification, and enthalpy of unfolding of ferricytochrome c552 from a psychrophilic microorganism.

    abstract::The psychrophilic, hydrocarbonoclastic microorganism Colwellia psychrerythraea is important in global nutrient cycling and bioremediation. In order to investigate how this organism can live so efficiently at low temperatures (~4°C), thermal denaturation studies of a small electron transfer protein from Colwellia were ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2013.11.002

    authors: Oswald VF,Chen W,Harvilla PB,Magyar JS

    更新日期:2014-02-01 00:00:00

  • Effect of glutathione depletion on removal of copper from LEC rat livers by tetrathiomolybdate.

    abstract::Tetrathiomolybdate (TTM) is a powerful and selective copper (Cu) chelator that is used as a therapeutic agent for Wilson disease. TTM is the sole agent that can remove Cu bound to metallothionein (MT) in the livers of Long-Evans rats with a cinnamon-like coat color (LEC rats). However, the administration of excess TTM...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2010.04.001

    authors: Ogra Y,Miyayama T,Anan Y

    更新日期:2010-08-01 00:00:00

  • A thiol oxidation interpretation of the Cu2+ effects on rat liver mitochondria.

    abstract::A comparative study of the Cu2+ effects, binding and reduction, has been performed on rat liver mitochondria. In the first minutes, Cu2+ (less than or equal to 50 micron) is massively bound and reduced to the extent of 70%-80% while a simultaneous activation of respiration takes place. Then the remaining 20% or so of ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(84)83007-x

    authors: Leblondel G,Allain P

    更新日期:1984-07-01 00:00:00

  • 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

  • Coordination modes of histidine. 4. Coordination structures in the copper(II)-L-histidine (1:2) system.

    abstract::The coordination structures of various species in the copper(II)-L-histidine (1:2) system in aqueous solution have been deduced by investigating the pH dependence of the electronic and circular dichroism spectra. The contribution to the spectra of the glycine-like and histamine-like binding modes of L-histidine has be...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(83)85036-3

    authors: Casella L,Gullotti M

    更新日期:1983-02-01 00:00:00

  • Synthesis, structure, and biological activity of organotin compounds with di-2-pyridylketone and phenyl(2-pyridyl) ketone 2-aminobenzoylhydrazones.

    abstract::The ligand behavior of di-2-pyridylketone 2-aminobenzoylhydrazone (Hdpa), and phenyl(2-pyridyl)ketone 2-aminobenzoylhydrazone (Hdba) towards organotin derivatives was investigated. The synthesis and the IR and 119Sn NMR spectroscopic characterization of the compounds is reported, together with the X-ray crystal struct...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(95)00005-9

    authors: Ianelli S,Mazza P,Orcesi M,Pelizzi C,Pelizzi G,Zani F

    更新日期:1995-11-01 00:00:00

  • Technetium-binding in labelled HYNIC-peptide conjugates: role of coordinating amino acids.

    abstract::Electrospray mass spectrometry (ESMS) of certain peptides labelled with (99m)Tc via hydrazinonicotinamide (HYNIC) with tricine as co-ligand shows one Tc-bound tricine, whereas typically two are observed. We speculated that this was due to coordination of a neighbouring histidine (His) or glutamate (Glu). To investigat...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2009.04.007

    authors: Surfraz MB,King R,Mather SJ,Biagini S,Blower PJ

    更新日期:2009-07-01 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

  • Gold(I)-NHC complexes of antitumoral diarylimidazoles: structures, cellular uptake routes and anticancer activities.

    abstract::Five new heterocyclic gold carbene complexes were prepared, four chlorido-[1,3-dimethyl-4,5-diarylimidazol-2-ylidene]gold complexes 6a-d and a chlorido-[1,3-dibenzylimidazol-2-ylidene]gold complex 11, and three of them were characterised by X-ray single crystal analyses. They were tested for cytotoxicity against a pan...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2011.08.026

    authors: Kaps L,Biersack B,Müller-Bunz H,Mahal K,Münzner J,Tacke M,Mueller T,Schobert R

    更新日期:2012-01-01 00:00:00

  • Hematologic data of selenium-deficient and selenium-supplemented rats.

    abstract::Effect of dietary selenium as sodium selenite on in vivo hematological parameters of Sprague-Dawley rats was examined over a 7-month period. Dietary selenium did not alter total hemoglobin, hematocrits, erythrocyte counts, or the osmotic fragility pattern of rat blood. Selenium-excessive (1.0 ppm) rats showed slightly...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(84)80025-2

    authors: Hu ML,Chung C,Spallholz JE

    更新日期:1984-11-01 00:00:00

  • Active site structure of SoxB-type cytochrome bo3 oxidase from thermophilic Bacillus.

    abstract::Two-subunit SoxB-type cytochrome c oxidase in Bacillus stearothermophilus was over-produced, purified, and examined for its active site structures by electron paramagnetic resonance (EPR) and resonance Raman (RR) spectroscopies. This is cytochrome bo3 oxidase containing heme B at the low-spin heme site and heme O at t...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/s0162-0134(00)00145-8

    authors: Uchida T,Tsubaki M,Kurokawa T,Hori H,Sakamoto J,Kitagawa T,Sone N

    更新日期:2000-11-01 00:00:00

  • Unfolding cytochromes c-b562 and Rd apo b562.

    abstract::We have analyzed the early stages of unfolding of cytochromes c-b562 (PDB ID: 2BC5) and Rd apo b562 (PDB ID: 1YYJ). Our geometrical approach proceeds from an analysis of the crystal structure reported for each protein. We quantify, residue-by-residue and region-by-region, the spatial and angular changes in the structu...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2020.111209

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

    更新日期:2020-10-01 00:00:00

  • Biochemical characterization of phospholipases C from Coffea arabica in response to aluminium stress.

    abstract::Signal transduction in plants determines their successful adaptation to diverse stress factors. Our group employed suspension cells to study the phosphoinositide pathway, which is triggered by aluminium stress. We investigated about members of the PI-specific phospholipase C (PLC) family and evaluated their transcript...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2019.110951

    authors: González-Mendoza VM,Sánchez-Sandoval ME,Munnik T,Hernández-Sotomayor SMT

    更新日期:2020-03-01 00:00:00

  • Low-dimensional compounds containing bioactive ligands. Part VI: Synthesis, structures, in vitro DNA binding, antimicrobial and anticancer properties of first row transition metal complexes with 5-chloro-quinolin-8-ol.

    abstract::A series of new 3d metal complexes with 5-chloro-quinolin-8-ol (ClQ), [Mn(ClQ)2] (1), [Fe(ClQ)3] (2), [Co(ClQ)2(H2O)2] (3), [Ni(ClQ)2(H2O)2] (4), [Cu(ClQ)2] (5), [Zn(ClQ)2(H2O)2] (6), [Mn(ClQ)3]·DMF (7) and [Co(ClQ)3]·DMF·(EtOH)0.35 (8) (DMF=N,N-dimethylformamide), has been synthesized and characterized by elemental a...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2015.10.015

    authors: Potočňák I,Vranec P,Farkasová V,Sabolová D,Vataščinová M,Kudláčová J,Radojević ID,Čomić LR,Markovic BS,Volarevic V,Arsenijevic N,Trifunović SR

    更新日期:2016-01-01 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

  • Metal specificity in DNA damage prevention by sulfur antioxidants.

    abstract::Metals such as CuI and FeII generate hydroxyl radical (.OH) by reducing endogenous hydrogen peroxide (H2O2). Because antioxidants can ameliorate metal-mediated oxidative damage, we have quantified the ability of glutathione, a primary intracellular antioxidant, and other biological sulfur-containing compounds to inhib...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2008.06.010

    authors: Battin EE,Brumaghim JL

    更新日期:2008-12-01 00:00:00

  • Oxovanadium(IV) complexes of carbohydrates: a brief overview.

    abstract::In this brief review the most recent studies and the most relevant aspects of the complexes generated by interaction of carbohydrates and related molecules with the oxovanadium(IV) cation, VO(2+), are presented and discussed. The survey includes complexes of mono-, di- and polysaccharides, and of other molecules relat...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章,评审

    doi:10.1016/j.jinorgbio.2008.10.008

    authors: Baran EJ

    更新日期:2009-04-01 00:00:00

  • VO(dmpp)2 normalizes pre-diabetic parameters as assessed by in vivo magnetic resonance imaging and spectroscopy.

    abstract::Type 2 diabetes mellitus has been associated with obesity, metabolic syndrome, cardiovascular diseases and cancer. Attempts have been made for early diagnosis and finding effective drugs to prevent severe consequences and ameliorate the symptoms of this disorder. In this work, the pharmacological properties of VO(dmpp...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2012.06.001

    authors: Metelo AM,Pérez-Carro R,Castro MM,López-Larrubia P

    更新日期:2012-10-01 00:00:00

  • Chromium (III) decreases carbon tetrachloride-originated trichloromethyl radical in mice.

    abstract::Effects of the administration of trivalent chromium (Cr(III)) to mice and the activation of carbon tetrachloride (CCl4) to form trichloromethyl radicals (.CCl3) in the liver were studied. The lipid peroxidation in liver microsomes induced in vitro by CCl4 in the presence of NADPH was decreased by the preadministration...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(91)84031-4

    authors: Tezuka M,Ishii S,Okada S

    更新日期:1991-12-01 00:00:00

  • Physico-chemical properties of MnII complexes formed with cis- and trans-DO2A: thermodynamic, electrochemical and kinetic studies.

    abstract:SYNOPSIS:MnII complexes formed with cis- and trans-DO2A (DO2A=1,4,7,10-tetraazacyclododecane-1,4 (or 1,7) -diacetic acid) chelators were investigated by pH-potentiometry, 1H relaxometry, UV-vis spectrophotometry and cyclic voltammetry. The physico-chemical characteristics of MnII complexes of these structure isomers do...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2016.07.018

    authors: Garda Z,Forgács A,Do QN,Kálmán FK,Timári S,Baranyai Z,Tei L,Tóth I,Kovács Z,Tircsó G

    更新日期:2016-10-01 00:00:00

  • Novel C,N-chelate platinum(II) antitumor complexes bearing a lipophilic ethisterone pendant.

    abstract::The novel steroidal carrier ligand 17-α-[4'-ethynyl-dimethylbenzylamine]-17-β-testosterone (ET-dmba 1) and the steroid--C,N-chelate platinum(II) derivatives [Pt(ET-dmba)Cl(L)] (L = DMSO (2) and PTA (3; PTA =1,3,5-triaza-7-phosphaadamantane)) have been prepared. Values of IC(50) were calculated for the new platinum com...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2010.12.005

    authors: Ruiz J,Rodríguez V,Cutillas N,Espinosa A,Hannon MJ

    更新日期:2011-04-01 00:00:00

  • Copper(I) interaction with model peptides of WD6 and TM6 domains of Wilson ATPase: regulatory and mechanistic implications.

    abstract::With the aim to investigate the mechanism of Cu(I) transport by Wilson ATPase (ATP7B), we have studied the interaction of the peptides 2K10p (CH(3)CO-Lys-Gly-Met-Thr-Cys-Ala-Ser-Cys-Val-His-Asn-Lys-CONH(2)), and 2K8p (CH(3)CO-Lys-Leu-Cys-Ile-Ala-Cys-Pro-Cys-Ser-Lys-CONH(2)), part of the sixth metal binding domain (WD6...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/j.jinorgbio.2004.05.013

    authors: Myari A,Hadjiliadis N,Fatemi N,Sarkar B

    更新日期:2004-09-01 00:00:00

  • Synthesis and spectroscopy studies of copper(II) nitrate of sulfacetamide drug. Crystal structure of [Cu(sulfacetamide)2(NO3)2]. Antibacterial studies.

    abstract::The structural spectroscopic, and thermal properties of a complex of sulfacetamide (Hsacm) with Cu(II) have been investigated. The complex [Cu(Hsacm)2(NO3)2] crystallizes in the monoclinic system, space group P2(1)/n. The cell dimensions are a = 7.696(7) A, b = 8.017(7) A, c = 19.230(10), beta = 110.80(1) degree, V = ...

    journal_title:Journal of inorganic biochemistry

    pub_type: 杂志文章

    doi:10.1016/0162-0134(94)85026-7

    authors: Blasco F,Ortiz R,Perelló L,Borrás J,Amigó J,Debaerdemaeker T

    更新日期:1994-02-01 00:00:00