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1.

001-es BibID:BIBFORM016459
Első szerző:Csapó Edit (vegyész)
Cím:Syntheses and characterization of Cu2+, Ni2+ and Zn2+ binding capability of histidinehydroxamic acid derivatives / Edit Csapó, Péter Buglyó, Nóra Veronika Nagy, M. Amélia Santos, Alma Coronad, Etelka Farkas
Dátum:2010
ISSN:0277-5387
Megjegyzések:Two histidinehydroxamic acid derivatives (N-methyl-histidinehydroxamic acid, N-Me-Hisha and Z-histidinehydroxamic acid, Z-Hisha) have been synthesized and their complexation with Cu2+-, Ni2+- and Zn2+-ions has been studied by using pH-potentiometric, UV-Vis, CD, H-1 NMR, EPR and ESI-MS methods. Both of the two new derivatives contain one donor atom less compared to the histidinehydroxamic acid (Hisha). In the case of N-Me-Hisha the hydroxamate-N as donor is eliminated, while the coordination of the amino-N of Z-Hisha is not possible at all. With the ambidentate N-Me-Hisha, the histamine-type coordination mode is favoured if the metal ion is Ni2+ and the bis-[NH2,N-imid] complex is the most stable in this system. The mixed type, [NH2,N-imid] + [O,O], coordination mode dominates in the Cu2+- N-Me-Hisha complexes, while different low stability mono-chelated linkage isomers are formed with Zn2+. With Z-Hisha (having poor water solubility) hydroxamate-type coordination mode predominates in low stability complexes in the Ni2+ and Zn2+ containing systems. Interestingly, the interaction with Cu2+ is very strong and results in the formation of a high stability 12-MC-4 type metallacrown with involvement of 5-membered and 7-membered chelates. (C) 2010 Elsevier Ltd. All rights reserved.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Histidinehydroxamic acid derivatives
Cu2+-, Ni2+-, Zn2+-complexes
Solution equilibrium
Potential metalloenzyme inhibitors
matrix-metalloproteinase inhibitors
mixed-ligand complexes
aqueous-solution
hydroxamic acids
aminohydroxamic acids
copper(ii)
complexes
methioninehydroxamic acids
dissociation-constants
metal
complexation
coordination
Megjelenés:Polyhedron. - 29 : 16 (2010), p. 3137-3145. -
További szerzők:Buglyó Péter (1965-) (vegyész) Nagy Nóra Veronika Santos, Amélia M. Corona, Alma Farkas Etelka (1948-) (vegyész)
Internet cím:DOI
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2.

001-es BibID:BIBFORM018698
Első szerző:Enyedy Éva Anna (vegyész)
Cím:Interaction of folic acid and some matrix metalloproteinase (MMP) inhibitor folate-[gamma]-hydroxamate derivatives with Zn(II) and human serum albumin / Éva A. Enyedy, Etelka Farkas, Orsolya Dömötör, M. Amélia Santos
Dátum:2011
ISSN:0162-0134
Megjegyzések:Human serum albumin binding of folic acid and its [gamma]-hydroxamate/carboxylate derivatives was studied byultrafiltration and spectrofluorimetry, and it was found that the ligands exhibit a moderate binding (KD ~2?50 ?M), and the folate-[gamma]-phenylalanine represents the highest conditional binding constant towards albumin.This feature may have importance in the serum transport processes of these ligands. Interaction of folic acidand its derivatives with Zn(II) was investigated in aqueous solution to obtain the composition and stabilitiesof the complexes by the means of pH-potentiometry, 1H NMR and electrospray ionization mass spectrometry,together with the characterization of the proton dissociation processes and the hydro-lipophilic properties ofthe ligands. The formation of mono-ligand complexes was demonstrated in all cases and the contribution ofthe glutamyl carboxylates to the coordination was excluded. Binding of folic acid and its [gamma]-carboxylatederivatives to Zn(II) via the pteridine moiety is suggested, while the (O,O) coordination fashion of the folate-[gamma]-hydroxamate ligands has importance in their inhibitory activity against Zn(II)-containing matrixmetalloproteinases. It was found that the enzyme inhibition of these folate-[gamma]-hydroxamate ligands is mainlytuned by other features, such as the lipophilic character rather than the Zn(II)-chelate stability.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Molekulatudomány
Solution equilibrium
Stability constants
Folic acid
Folate-[gamma]-hydroxamate conjugates
Protein-[gamma]-ligand interaction
Ultrafiltration
Megjelenés:Journal Of Inorganic Biochemistry. - 105 : 3 (2011), p. 444-453. -
További szerzők:Farkas Etelka (1948-) (vegyész) Dömötör Orsolya Santos, Amélia M.
Pályázati támogatás:TÁMOP-4.2.1/B-09/1/KONV-2010-0007
TÁMOP
Fémionok és biológiailag aktív hidroxámsavak kölcsönhatása
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DOI
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3.

001-es BibID:bibKLT00100322
Első szerző:Esteves, Alexandra M.
Cím:Siderophore analogues : Synthesis and chelating properties of a new macrocyclic trishydroxamate ligand / Alexandra M. Esteves, T. Vaz, M.L.S.Simoes Goncalves, Etelka Farkas, Amélia M. Santos
Dátum:1995
ISSN:0300-9246
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Journal of the Chemical Society. Dalton Transactions. - 15 (1995), p. 2565-2573. -
További szerzők:Vaz, T. Goncalves, Simoes M.L.S. Farkas Etelka (1948-) (vegyész) Santos, Amélia M.
Internet cím:DOI
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4.

001-es BibID:BIBFORM086424
Első szerző:Farkas Etelka (vegyész)
Cím:Dihydroxamate based siderophore model, piperazine-1,4-bis-(N-methyl-acetohydroxamic acid (PIPDMAHA), as a chelating agent of molybdenum(VI) / Etelka Farkas, Hajnalka Csóka, Sofia Gama, Amélia M. Santos
Dátum:2002
ISSN:0039-9140 1873-3573
Megjegyzések:Equilibrium studies based on pH?potentiometric and spectrophotometric measurements as well as some theoretical simulations are reported for the complexes of Mo(VI) with a dihydroxamate type siderophore analogue, the piperazine-1,4-bis-(N-methyl-acetohydroxamic acid) (PIPDMAHA). It has been found that the complexation process starts below pH 2 and that PIPDMAHA forms more stable O,O-hydroxamate bis-chelated complexes with Mo(VI) than any of the formerly studied dihydroxamic acids. The experimental data were fitted with two complexation models based either on dinuclear or on mononuclear species. However, ESI-MS showed that the dimmer is much more abundant than the monomer. This feature was further suggested by theoretical simulation studies, which indicated the dimeric species is more stable than the monomeric one.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Siderophore analogues
Molybdenum
Hydroxamic acid
Chelating agent
Megjelenés:Talanta. - 57 : 5 (2002), p. 935-943. -
További szerzők:Csóka Hajnalka Gama, Sofia Santos, Amélia M.
Pályázati támogatás:T23612
OTKA
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5.

001-es BibID:BIBFORM084835
Első szerző:Farkas Etelka (vegyész)
Cím:Interaction of desferrioxamine B (DFB) model dihydroxamic acids with some essential and toxic metal(II) ions: effects of the structure and length of connecting chains on the metal ion selectivity / Etelka Farkas, Dávid Bátka, Zoltán Pataki, Péter Buglyó, M. Amelia Santos
Dátum:2004
ISSN:1477-9226
Megjegyzések:Complexation of desferrioxamine B (DFB) model dihydroxamic acids (HO(CH3)NCO(CH2)xCONH(CH2)yCON(CH3)OH where x = 2, 3, y = 5, 4, 3, 2, and the compounds are abbreviated as 2,5-DIHA, 2,4-DIHA, 2,3-DIHA, 2,2-DIHA, 3,4-DIHA and 3,3-DIHA, respectively) with Cu(II), Ni(II), Zn(II), Pb(II) and Cd(II) was studied by pH-potentiometric and spectroscopic (UV-VIS, NMR and ESI-MS) techniques. The effects of the position of the peptide group, the chain length and the geometry on the stability and stoichiometry of the complexes formed were evaluated. It was concluded that metal ions preferring regular octahedral geometry in their complexes form the most stable bis-chelated mononuclear complexes, [ML], with 2,5-DIHA having the same connecting chain structure and length as those of DFB. This benefit of 2,5-DIHA, however, almost disappears in the case of Cu(II). With this metal, which prefers the equatorial coordination of two hydroxamates, the parallel formation of both [CuL] and [Cu2L2] was found. ESI-MS results indicate that the latter complex is exclusively formed with 2,2-DIHA involving the shortest linker. All these dihydroxamic acids are excellent chelating agents for Pb(II). The special geometry determined by the lone pair electrons should be responsible for the somewhat unique preference order of the ligands towards the Pb(II) ion, for the favoured formation of the monomeric bis-chelated complexes and also for the unexpectedly high stability of the species [Pb(2,2-DIHA)].
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Dalton Transactions. - 2004 : 8 (2004), p. 1248-1253. -
További szerzők:Bátka Dávid (1980-) (vegyész) Pataki Zoltán Buglyó Péter (1965-) (vegyész) Santos, Amélia M.
Pályázati támogatás:OTKA T034674
OTKA
OTKA TS040685
OTKA
TET PORT-5/01
egyéb
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6.

001-es BibID:BIBFORM010516
Első szerző:Gama, Sofia
Cím:A bis(3-hydroxy-4-pyridinone)-EDTA derivative as a strong chelator for M3+ hard metal ions: complexation ability and selectivity / Sofia Gama, Paul Dron, Silvia Chaves, Etelka Farkas, M. Amélia Santos
Dátum:2009
ISSN:1477-9226
Megjegyzések:The study of chelating compounds is very important to solve problems related to human metal overload. 3-Hydroxy-3-pyridinones (HP), namely deferiprone, have been clinically used for chelating therapy of Fe and Al over the last decade. A multi-disciplinary search for alternative molecules led us to develop poly-(3-hydroxy-4-pyridinones) to increase metal chelation efficacy. We present herein a complexation study of a new bis-(3-hydroxy-4-pyridinone)-EDTA derivative with a set of M3+ hard metal ions (M = Fe, Al, Ga), as well as Zn2+, a biologically relevant metal ion. Thus a systematic aqueous solution equilibrium study was performed using potentiometric and spectroscopic techniques (UV-Vis, NMR methods). These set of results enables the establishment of specific models as well as the determination of thermodynamic stability constants and coordination modes of the metal complexes. The results indicate that this ligand has a higher affinity for chelating to these hard metal ions than deferiprone, and that the coordination occurs mostly through the HP moieties. Furthermore, it was also found that this ligand has a higher selectivity for chelating to M3+ hard metal ions (M = Fe, Al, Ga) than Zn2+.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Dalton Transactions. - (2009), p. 6141-6150. -
További szerzők:Dron, Paul Chaves, Silvia Farkas Etelka (1948-) (vegyész) Santos, Amélia M.
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7.

001-es BibID:BIBFORM010517
Első szerző:Gama, Sofia
Cím:Combined chelation of bi-functional bis-hydroxypiridinone and mono-hydroxypiridinone : Synthesis, solution and in vivo evaluation / Sofia Gamaa, Marco Gil, Lurdes Gano, Etelka Farkas, M. Amélia Santos
Dátum:2009
ISSN:0162-0134
Megjegyzések:3-Hydroxy-4-pyridinones (3,4-HP) are well known iron-chelators with applications in medicinal chemistry, mainly associated with their high affinity towards trivalent hard metal ions (e.g. M3+ M = Fe, Al, Ga) and use as decorporating agents in situations of metal accumulation. The polydenticity and the extra-functionality of 3,4-HP derivatives have been explored, aimed at improving the chelating efficacy and the selectivity of the interaction with specific biological receptors. However, the ideal conjugation of both features in one molecular unity usually leads to high molecular weight compounds which can have crossing-membrane limitations. Herein, a different approach is used combining a arylpiperazine-containing bis-hydroxypyridone (H2L1) with a biomimetic mono-hydroxypyridinone, ornithine-derivative (HL2), to assess the potential coadjuvating effect that could result from the administration of both compounds for the decorporation of hard metal ions. This work reports the results of solution and in vivo studies on their chelating efficacy either as a simple binary or a ternary system (H2L1:HL2:M3+), using potentiometric and spectrophotometric methods. The solution complexation studies with Fe(III) indicate that the solubility of the complexes is considerably increased in the ternary system, an important feature for the metal complex excretion, upon the metal sequestration. The results of the in vivo studies With Ga-67-injected mice show differences on the biodistribution profiles of the radiotracer, upon the administration of each chelating agent, that are mainly ascribed to the differences of their extra-functional groups and lipo/hydrophilic character. However, administration of both chelating agents leads to a more steady metal mobilization, which may be attributed to an improved access to different cellular compartments. (C) 2008 Elsevier Inc. All rights reserved.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Journal Of Inorganic Biochemistry. - 103 : 2 (2009), p. 288-298. -
További szerzők:Gil, Marco Gano, Lurdes Farkas Etelka (1948-) (vegyész) Santos, Amélia M.
Internet cím:DOI
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8.

001-es BibID:bibEBI00009673
Első szerző:Gaspar, Margarida
Cím:Siderophore analoques : a new macrocyclic tetraamine tris(hydroxamate) ligand; synthesis and solution chemistry of the iron(III), aluminium(III) and copper(II) complexes / Margarida Gaspar, Raquel Grazina, Andrea Bodor, Etelka Farkas, M. Amélia Santos
Dátum:1999
ISSN:0300-9246
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Journal of the Chemical Society, Dalton Transactions. - 5 (1999), p. 799-806. -
További szerzők:Grazina, Raquel Bodor Andrea Farkas Etelka (1948-) (vegyész) Santos, Amélia M.
Internet cím:DOI
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9.

001-es BibID:BIBFORM084834
Első szerző:Santos, Amélia M.
Cím:A new bis(3-hydroxy-4-pyridinone)-IDA derivative as a potential therapeutic chelating agent : synthesis, metal-complexation and biological assays / M. Amélia Santos, Sofia Gama, Lurdes Gano, Guilhermina Cantinho, Etelka Farkas
Dátum:2004
ISSN:1477-9226
Megjegyzések:A new bis(3-hydroxy-4-pyridinone) derivative of iminodiacetic acid, imino-bis(acetyl(1-(3'-aminopropyl)-3-hydroxy-2-methyl-4-pyridinone)), IDAPr(3,4-HP)(2), has been prepared and studied in its interaction with a set of hard metal ions. This tetradentate ligand presents a much higher chelating efficiency for trivalent hard metal ions (Fe, Ga, Al) than the monodentate derivative Deferriprone, namely at the diluted conditions prevailing in physiological conditions and at low clinical doses. A similar behaviour was also observed for the complexation with Zn(II) but at a significantly lower extent. This compound presents a moderate hydrophilic character at physiological pH (logD=-1.72). In vivo assays showed much more rapid clearance of (67)Ga from most tissues of metal-loaded mice than the drug Deferriprone and the radioactivity excretion occurs mostly through the kidneys. Therefore, results from in vitro and in vivo studies indicated good perspectives for this compound to be a potential decorporating agent for hard metal ions in overload situations without depletion of essential metal ions such as zinc.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Dalton Transactions. - 2004 : 21 (2004), p. 3772-3781. -
További szerzők:Gama, Sofia Gano, Lurdes Cantinho, Guilhermina Farkas Etelka (1948-) (vegyész)
Pályázati támogatás:OTKA T034674
OTKA
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10.

001-es BibID:BIBFORM082443
Első szerző:Santos, Amélia M.
Cím:Bis(3-hydroxy-4-pyridinone)-EDTA derivative as a potential therapeutic Al-chelating agent : synthesis, solution studies and biological assays / M. Amélia Santos, Sofia Gama, Lurdes Gano, Etelka Farkas
Dátum:2005
ISSN:0162-0134
Megjegyzések:The 3-hydroxy-4-pyridinones are chelating agents of current interest due to their high affinity for hard metal ions and potential clinical applications as metal-decorporation agents. A new bis-(3-hydroxy-4-pyridinone) derivative of EDTA have been developed, and herein we describe the results of solution studies to determine the protonation constants and the partition coefficient. Biodistribution studies, performed with 67Ga-overload mice, showed rapid clearance of the radiotracer from the body, thus indicating that the new ligand should be a quite effective agent for the in vivo aluminium removal.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
folyóiratcikk
Megjelenés:Journal of Inorganic Biochemistry. - 99 : 9 (2005), p. 1845-1852. -
További szerzők:Gama, Sofia Gano, Lurdes Farkas Etelka (1948-) (vegyész)
Pályázati támogatás:OTKA T049612
OTKA
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11.

001-es BibID:BIBFORM003033
Első szerző:Santos, Amélia M.
Cím:Complexation of molybdenum(VI) with bis(3-hydroxy-4-pyridinone)amino acid derivatives / M. Amélia Santos, Sofia Gama, João Costa Pessoa, M. Conceição Oliveira, Imre Tóth, Etelka Farkas
Dátum:2007
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:European Journal Of Inorganic Chemistry. - 12 (2007), p. 1728-1737. -
További szerzők:Gama, Sofia Pessoa, Joăo Costa Oliveira, M. Conceição Tóth Imre (1950-) (vegyész) Farkas Etelka (1948-) (vegyész)
Internet cím:elektronikus változat
elektronikus változat
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12.

001-es BibID:bibKLT00006975
Első szerző:Santos, Amélia M.
Cím:Microscopic acid-base equilibriaof a synthetic hydroxamate siderophore analog, piperazine-1,4-bis(N-methylacetohydroxamic acid) / A. M. Santos, A. M. Esteves, C. M. Vaz, F. J. J. R. Silva, B. Noszal, E. Farkas
Dátum:1997
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Journal of the Chemical Society. Perkin transactions 2. - 10 (1997), p. 1977-1983. -
További szerzők:Esteves, Alexandra M. Vaz, C. M. Silva, F. J. J. R. Noszál Béla Farkas Etelka (1948-) (vegyész)
Internet cím:DOI
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