0000000001298783

AUTHOR

M. Paz Clares

showing 50 related works from this author

In vitro activity of scorpiand-like azamacrocycle derivatives in promastigotes and intracellular amastigotes of Leishmania infantum and Leishmania br…

2012

The activity of a family scorpiand-like azamacrocycles against Leishmania infantum and Leishmania braziliensis was studied using promastigotes, axenic and intracellular amastigotes forms. All the compounds are more active and less toxic than meglumine antimoniate (Glucantime). Moreover, the data on infection rates and amastigotes showed that compounds P2Py, PN and P3Py are the most active against both species of Leishmania. On the other hand, studies on the inhibitory effect of these compounds on SOD enzymes showed that while the inhibition of the Fe-SOD enzyme of the promastigote forms of the parasites is remarkable, the inhibition of human CuZn-SOD and Mn-SOD from Escherichia coli is negl…

Macrocyclic CompoundsMeglumine antimoniateAntiprotozoal AgentsLeishmania braziliensisMicrobiologyStructure-Activity RelationshipParasitic Sensitivity TestsDrug DiscoverymedicineLeishmania infantumAmastigoteAxenicPharmacologychemistry.chemical_classificationAza CompoundsbiologyDose-Response Relationship DrugMolecular StructureOrganic ChemistryGeneral MedicineLeishmaniabiology.organism_classificationLeishmania braziliensisEnzymechemistryLeishmania infantumIntracellularmedicine.drugEuropean journal of medicinal chemistry
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A Binuclear MnIII Complex of a Scorpiand-Like Ligand Displaying a Single Unsupported MnIII–O–MnIII Bridge

2012

The crystal structure of a binuclear Mn(III) complex of a scorpiand-like ligand (L) displays an unsupported single oxo bridging ligand with a Mn(III)-O-Mn(III) angle of 174.7°. Magnetic susceptibility measurements indicate strong antiferromagnetic coupling between the two metal centers. DFT calculations have been carried out to understand the magnetic behavior and to analyze the nature of the observed Jahn-Teller distortion. Paramagnetic (1)H NMR has been applied to rationalize the formation and magnetic features of the complexes formed in solution.

Models MolecularManganeseMagnetic Resonance SpectroscopyChemistryLigandBridging ligandNuclear magnetic resonance spectroscopyCrystal structureCrystallography X-RayLigandsMagnetic susceptibilityInorganic ChemistryMetalCrystallographyParamagnetismCoordination Complexesvisual_artMagnetsvisual_art.visual_art_mediumProton NMRPhysical and Theoretical ChemistryOxygen CompoundsInorganic Chemistry
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Equilibrium and kinetics studies on bibrachial lariat aza-crown/Cu(II) systems reveal different behavior associated with small changes in the structu…

2014

Abstract The high-yield synthesis of a new bibrachial lariat azacrown constituted by two tris(2-aminoethyl)amine (tren) units functionalized in one of its arms with a 4-methylquinoline group linked by dimethylene pyridine spacers (L2) is reported for the first time. The speciation studies show formation of mono- and binuclear Cu2+ complexes of similar stability. Comparisons are established with the complexes formed by the precursor tren-quinoline derivative (L4) and with the previously reported ligands containing naphthalene instead of quinoline as the fluorophore (L1, L3). The kinetics of formation and decomposition of Cu2+ complexes with L1 and L2 has been studied. For L1, the acid-promot…

LigandMetal ions in aqueous solutionQuinolineKineticsPhotochemistrySquare pyramidal molecular geometryInorganic ChemistryKineticsCrystallographychemistry.chemical_compoundTrigonal bipyramidal molecular geometryCopper(II)MacrocyclechemistryCoordination geometryPyridineMaterials ChemistryPotentiometric equilibrium studiesPhysical and Theoretical ChemistryAzacrownCoordination geometryInorganica Chimica Acta
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Copper(II) complexes of quinoline polyazamacrocyclic scorpiand-type ligands: X-ray, equilibrium and kinetic studies

2012

The formation of Cu(II) complexes with two isomeric quinoline-containing scorpiand-type ligands has been studied. The ligands have a tetraazapyridinophane core appended with an ethylamino tail including 2-quinoline (L1) or 4-quinoline (L2) functionalities. Potentiometric studies indicate the formation of stable CuL(2+) species with both ligands, the L1 complex being 3-4 log units more stable than the L2 complex. The crystal structure of [Cu(L1)](ClO(4))(2)·H(2)O shows that the coordination geometry around the Cu(2+) ions is distorted octahedral with significant axial elongation; the four Cu-N distances in the equatorial plane vary from 1.976 to 2.183 Å, while the axial distances are of 2.27…

Inorganic ChemistryCrystallographychemistry.chemical_compoundOctahedronchemistryLigandAbsorption bandQuinolineProtonationCrystal structureRing (chemistry)PhotochemistryCoordination geometry
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New polyamine drugs as more effective antichagas agents than benznidazole in both the acute and chronic phases.

2018

Abstract Despite the continuous research effort that has been made in recent years to find ways to treat the potentially life threatening Chagas disease (CD), this remains the third most important infectious disease in Latin America. CD is an important public health problem affecting 6–7 million people. Since the need to search for new drugs for the treatment of DC persists, in this article we present a panel of new polyamines based on the tripodal structure of tris(2-aminomethyl)amine (tren) that can be prepared at low cost with high yields. Moreover, these polyamines present the characteristic of being water-soluble and resistant to the acidic pH values of stomach, which would allow their…

Chagas diseaseTrypanosoma cruziPharmacology01 natural sciencesMicrobodies03 medical and health scienceschemistry.chemical_compoundIn vivoOral administrationDrug DiscoverymedicinePolyaminesAnimalsHumansChagas DiseaseTrypanosoma cruzi030304 developmental biologyPharmacology0303 health sciencesFluorenesbiology010405 organic chemistryOrganic ChemistryGeneral Medicinemedicine.diseasebiology.organism_classificationTrypanocidal Agents0104 chemical scienceschemistrySolubilityInfectious disease (medical specialty)BenznidazoleNitroimidazolesDrug DesignToxicityAcute DiseaseChronic DiseasePolyaminemedicine.drugEuropean journal of medicinal chemistry
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Energetics and Dynamics of Naphthalene Polyaminic Derivatives. Influence of Structural Design in the Balance Static vs Dynamic Excimer Formation

2003

Two new fluorescent macrocyclic structures bearing two naphthalene (Np) units at both ends of a cyclic polyaminic chain were investigated with potentiometric, fluorescence (steady-state and time-resolved) and laser flash photolysis techniques. The fluorescence emission studies show the presence of an excimer species whose formation depends on the protonation state of the polyamine chains implying the existence of a bending movement (occurring in both the ground and in the first singlet excited state), which allows the two naphthalene units to approach and interact. For comparison purposes, one bis-chromophoric compound containing a rigid chain (piperazine unit) was also investigated. Its em…

chemistry.chemical_compoundReaction rate constantChemistryExcited stateDimerFlash photolysisProtonationSinglet statePhysical and Theoretical ChemistryPhotochemistryExcimerDissociation (chemistry)
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Mn(II) complexes of scorpiand-like ligands. A model for the MnSOD active centre with high in vitro and in vivo activity

2015

Manganese complexes of polyamines consisting of an aza-pyridinophane macrocyclic core functionalised with side chains containing quinoline or pyridine units have been characterised by a variety of solution techniques and single crystal x-ray diffraction. Some of these compounds have proved to display interesting antioxidant capabilities in vitro and in vivo in prokaryotic (bacteria) and eukaryotic (yeast and fish embryo) organisms. In particular, the Mn complex of the ligand containing a 4-quinoline group in its side arm which, as it happens in the MnSOD enzymes, has a water molecule coordinated to the metal ion that shows the lowest toxicity and highest functional efficiency both in vitro …

Fish ProteinsSaccharomyces cerevisiae ProteinsStereochemistryOryziasSaccharomyces cerevisiaeLigandsFish embryo modelsBiochemistryAntioxidantsInorganic Chemistrychemistry.chemical_compoundAntioxidant activityIn vivoCatalytic DomainPyridineSide chainEscherichia coliAnimalschemistry.chemical_classificationManganeseBacteriaLigandSuperoxide DismutaseEscherichia coli ProteinsQuinolineYeastIn vitroYeastMn(II) complexesEnzymechemistryModels ChemicalPolyazamacrocyclic scorpiandsQuinolines
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Hydrogen and Copper Ion Induced Molecular Reorganizations in Two New Scorpiand-Like Ligands Appended with Pyridine Rings

2010

The synthesis of two new ligands constituted of a tris(2-aminoethyl)amine moiety linked to the 2,6 positions of a pyridine spacer through methylene groups in which the hanging arm is further functionalized with a 2-pycolyl (L1) or 3-pycolyl (L2) group is presented. The protonation of L1 and L2 and formation of Cu(2+) complexes have been studied using potentiometric, NMR, X-ray, and kinetic experiments. The results provide new information about the relevance of molecular movements in the chemistry of this kind of so-called scorpiand ligand. The comparison between these two ligands that only differ in the position of the substituent at the arm reveals important differences in both thermodynam…

Models MolecularPyridinesLigandStereochemistryPotentiometric titrationMolecular ConformationSubstituentProtonationHydrogen-Ion ConcentrationCrystallography X-RayLigandsInorganic ChemistryKineticsCrystallographychemistry.chemical_compoundchemistryPyridineOrganometallic CompoundsMoietyAmine gas treatingPhysical and Theoretical ChemistryMethyleneCopperHydrogenInorganic Chemistry
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Influence of the chain length and metal : ligand ratio on the self-organization processes of Cu2+ complexes of [1 + 1] 1H-pyrazole azamacrocycles

2020

Three new [1 + 1] macrocycles formed by the reaction of 1H-3,5-bis(chloromethyl)pyrazole with the tosylated amines 1,4,7,10-tetraazadecane (L1), 1,4,8,11-tetraazaundecane (L2) and 1,5,10,14-tetraazatetradecane (L3) are described. Potentiometric studies and HR-ESI-Mass spectrometry show the formation of dimeric binuclear Cu2+ complexes whose organization depends on the type of hydrocarbon chains connecting the amine groups. Furthermore, trinuclear or/and tetranuclear complexes are formed depending also on the length of the polyaminic bridge and on the sequence of the hydrocarbon chains. The crystal structures of the [2 + 2] [Cu2(H(H−1L2))2](ClO4)4·4H2O (1) and [Cu2(H−1L2)2](ClO4)2 (2) comple…

Inorganic ChemistryCrystallographychemistry.chemical_compoundDenticityChemistryLigandMetal ions in aqueous solutionOctahedral molecular geometryAmine gas treatingProtonationCrystal structurePyrazoleDalton Transactions
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Azonia spiro polyaza macrocycles containing biphenyl subunits as anion and cation receptors

2011

Abstract The reaction of N-Boc triprotected cyclam with bis(chloromethyl)biphenyl followed by the corresponding deprotection of the nitrogen atoms allows the preparation of receptor 3 containing an azonia spiro subunit. This receptor shows slightly increased basicity than cyclam, in particular for the formation of the appropriate triply charged species as a consequence of the reduced capacity of the structure present in 3 to stabilize the species with lower protonation degrees through the formation of intramolecular hydrogen bonds. The properties of 3 as a receptor for Cu2+ and Zn2+ and the anions derived from PO 4 3 − ( Pi ) , P 2 O 7 4 − ( PPi ) , P 3 O 10 5 − ( TPP ) and ATP have been st…

inorganic chemicalsBiphenylAqueous solutionHydrogen bondStereochemistryChemistryOrganic ChemistrySupramolecular chemistryStackingProtonationBiochemistryMedicinal chemistryAnion recognitionchemistry.chemical_compoundMetal complexesIntramolecular forceDrug DiscoveryCyclamPolyaza cyclophanesSupramolecular chemistryMacrocyclesTetrahedron
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Addressing selectivity criteria in binding equilibria

2012

Abstract Chemical systems, in particular those involving biological and environmental backgrounds, develop through selective processes which are determined by multiple equilibria. Several methods that have been developed to assess thermodynamic selectivity in binding equilibria, including the analysis of selectivity coefficients, the use of calculated species distribution diagrams, selectivity diagrams, and conditional stability constants, are reviewed in this paper with reference to examples mainly related to chemical systems of biological and/or environmental concern. Also the concept of binding affinity has been dealt with, since binding selectivity in equilibrium systems relates to the …

Inorganic ChemistryChemical speciesStereochemistryComputational chemistryChemistryConditional stabilityMaterials ChemistryPhysical and Theoretical ChemistrySelectivityAffinitiesBinding selectivityCoordination Chemistry Reviews
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Water and oxoanion encapsulation chemistry in a 1H-pyrazole azacryptand

2019

Anion complexes of the cryptand built with the tripodal amine tris(2-aminoethyl)amine, known as tren, with water and several oxoanions of biological and environmental interest (nitrate, sulfate, phosphate, perchlorate and arsenate) have been crystallized from aqueous solution and resolved with single-crystal X-ray diffraction. All crystals show guest species encapsulated in the interior of the cavity as well as, in some cases, sitting in the grooves defined by the arms of the macrocycle. Hydrogen bonding and electrostatic interactions play a major role in anion binding to the host. The macrocycle is able to encapsulate anions in a wide range of protonation degrees. Solution studies have bee…

Aqueous solutionChemistryHydrogen bondCryptandProtonation02 engineering and technologyGeneral ChemistryPyrazole010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesCatalysis0104 chemical sciencesPerchloratechemistry.chemical_compoundPolymer chemistryMaterials ChemistryAmine gas treating0210 nano-technologyAnion bindingNew Journal of Chemistry
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Methylation as an effective way to generate SOD-activity in copper complexes of scorpiand-like azamacrocyclic receptors

2018

Abstract Methylation of the secondary amine groups of a scorpiand-type ligand consisting of a pyridine spacer connected through methylene groups to a tris(2-aminomethyl) unit with the pendant arm further functionalised with a 3-pyridine unit leads to a ligand whose Cu(II) complex exhibits threefold enhanced SOD activity with respect to the non-methylated ligand. Potentiometric studies indicate the formation of [CuL] 2+ species with a stability three orders of magnitude lower than that formed with the related non-methylated ligand. Kinetic studies indicate that methylation of the secondary nitrogens causes a deceleration of both the complex formation and the acid-induced dissociation of the …

Tris010405 organic chemistryChemistryPotentiometric titration010402 general chemistryPhotochemistry01 natural sciencesMedicinal chemistryRedoxDissociation (chemistry)0104 chemical sciencesInorganic ChemistryMetalchemistry.chemical_compoundvisual_artPyridineMaterials Chemistryvisual_art.visual_art_mediumAmine gas treatingPhysical and Theoretical ChemistryMethyleneInorganica Chimica Acta
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Iron(II) Complexes with Scorpiand-Like Macrocyclic Polyamines: Kinetico-Mechanistic Aspects of Complex Formation and Oxidative Dehydrogenation of Coo…

2017

The Fe(II) coordination chemistry of a pyridinophane tren-derived scorpiand type ligand containing a pyridine ring in the pendant arm is explored by potentiometry, X-ray, NMR, and kinetics methods. Equilibrium studies in water show the formation of a stable [FeL]2+ complex that converts to monoprotonated and monohydroxylated species when the pH is changed. A [Fe(H–2L)]2+ complex containing an hexacoordinated dehydrogenated ligand has been isolated, and its crystal structure shows the formation of an imine bond involving the aliphatic nitrogen of the pendant arm. This complex is low spin Fe(II) both in the solid state and in solution, as revealed by the Fe–N bond lengths and by the NMR spect…

chemistry.chemical_classificationAqueous solution010405 organic chemistryLigandImineInorganic chemistryCrystal structure010402 general chemistry01 natural sciences0104 chemical sciencesCoordination complexInorganic ChemistryNMR spectra databasechemistry.chemical_compoundchemistryPolymer chemistryPyridineDehydrogenationPhysical and Theoretical ChemistryInorganic chemistry
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Scorpiand-like azamacrocycles prevent the chronic establishment of Trypanosoma cruzi in a murine model.

2013

Chagas disease is today one of the most important neglected diseases for its upcoming expansion to non-endemic areas and has become a threat to blood recipients in many countries. In this study, the trypanocidal activity of ten derivatives of a family of aza-scorpiand like macrocycles is evaluated against Trypanosoma cruzi in vitro and in vivo murine model in which the acute and chronic phases of Chagas disease were analyzed. The compounds 4, 3 and 1 were found to be more active against the parasite and less toxic against Vero cells than the reference drug benznidazole, 4 being the most active compound, particularly in the chronic phase. While all these compounds showed a remarkable degree …

Chagas diseaseMacrocyclic CompoundsTrypanosoma cruziAntiprotozoal AgentsLigandsMicrobiologyMiceIn vivoDrug DiscoveryChlorocebus aethiopsmedicineEscherichia coliAnimalsHumansTrypanosoma cruziVero CellsCells CulturedPharmacologychemistry.chemical_classificationAza CompoundsMice Inbred BALB CbiologyMolecular StructureSuperoxide DismutaseOrganic ChemistryGeneral Medicinebiology.organism_classificationmedicine.diseaseIn vitroDisease Models AnimalEnzymechemistryMechanism of actionBenznidazoleImmunologyChronic DiseaseVero cellFemalemedicine.symptommedicine.drugEuropean journal of medicinal chemistry
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MWCNTs-Supported Pd(II) Complexes with High Catalytic Efficiency in Oxygen Reduction Reaction in Alkaline Media

2018

We report here the remarkable catalytic efficiency observed for two Pd(II) azamacrocyclic complexes supported on multiwalled carbon nanotubes (MWCNTs) toward oxygen reduction reactions. Beyond a main (90%) 4e

ChemistryPhysical and Theoretical Chemistry; Inorganic Chemistry; fuel cells02 engineering and technology010402 general chemistry021001 nanoscience & nanotechnologyMultiwalled carbon01 natural sciencesOxygen reduction0104 chemical sciencesInorganic ChemistryChemical engineeringOxygen reduction reactionFuel cellsPhysical and Theoretical ChemistryCatalytic efficiency0210 nano-technology
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Fluorescent Type II Materials from Naphthylmethyl Polyamine Precursors

2004

Speciation studies in aqueous solution on the interaction of Cu2+ and Zn2+ with a series of polyaminic ligands N-naphthalen-1-ylmethyl-N′-{2-[(naphthalen-1-ylmethyl)-amino]-ethyl}-ethane-1,2-diamine (Ll), N-naphthalen-1-ylmethyl-N′-(2-{2-[(naphthalen-1-ylmethyl)-amino]-ethylamino}-ethyl)-ethane-1,2-diamine (L2) and N-naphthalen-1-ylmethyl-N′-[2-(2-{2-[(naphthalen-1-ylmethyl)-amino]-ethylamino}-ethylamino)-ethyl]-ethane-1,2-diamine (L3) containing two naphthylmethyl groups at their termini and N 1-(2-{2-[(naphthalen-1-ylmethyl)-amino]-ethylamino}-ethyl)-ethane-1,2-diamine (L4) containing just one naphthylmethyl group have been carried out at 298.1 K in 0.15 mol dm−3 NaCl. In the case of the …

chemistry.chemical_compoundAqueous solutionchemistryMetal ions in aqueous solutionInorganic chemistryChelationGeneral ChemistryPolyamineMedicinal chemistryFluorescenceSupramolecular Chemistry
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Zn(II)-coordination and fluorescence studies of a new polyazamacrocycle incorporating 1H-pyrazole and naphthalene units.

2010

The synthesis and Zn(2+) coordination properties of a new macrocycle (L1) obtained by dipodal (2 + 2) condensation of the polyamine 3-(naphthalen-2-ylmethyl)pentane-1,5-diamine with 1H-pyrazole-3,5-dicarbaldehyde are reported. pH-metric studies show that L1 bears five measurable protonation steps in the 2.0-11.0 pH range. Fluorescence emission studies indicate that the removal of the first proton from the H(5)L1(5+) species leads to a significant decrease in the emission due to a photoinduced electron transfer process. Addition of Zn(2+) promotes a boat-like conformation that approaches both fluorophores and facilitates the formation of an excimer which reaches its highest emission for a 1 …

Macrocyclic CompoundsMolecular ConformationProtonationPyrazoleNaphthalenesPhotochemistryExcimerPhotoinduced electron transferFluorescenceInorganic Chemistrychemistry.chemical_compoundOrganometallic CompoundsPolyaminesMoietyFluorescent DyesMolecular StructureChemistryHydrogen bondHydrogen BondingElectrochemical TechniquesHydrogen-Ion ConcentrationFluorescenceZincPyrazolesDensity functional theoryProtonsCopperDalton transactions (Cambridge, England : 2003)
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Spectroscopy and Coordination Chemistry of a New Bisnaphthalene−Bisphenanthroline Ligand Displaying a Sensing Ability for Metal Cations

2005

A new fluorescent macrocyclic structure (L1) bearing two naphthalene units at both ends of a cyclic polyaminic chain containing two phenanthroline units was investigated with potentiometric and fluorescence (steady-state and time-resolved) techniques. The fluorescence emission spectra show the simultaneous presence of three bands: a short wavelength emission band (naphthalene monomer), a middle emission band (phenanthroline emission), and a long-wavelength band. All three bands were found to be dependent on the protonation state of the macrocyclic unit (including the polyaminic and phenanthroline structures). The existence of the long-wavelength emission band is discussed and is shown to im…

chemistry.chemical_classification010405 organic chemistryChemistryLigandPhenanthrolineProtonation010402 general chemistryPhotochemistryExcimer01 natural sciencesFluorescence0104 chemical sciencesCoordination complexInorganic Chemistrychemistry.chemical_compoundEmission spectrumPhysical and Theoretical ChemistrySpectroscopyInorganic Chemistry
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Selective encapsulation of a chloride anion in a 1H-pyrazole Cu2+ metallocage

2021

A self-assembled metallobox from copper(ii) and two macrocycles containing 1H-pyrazole ligands has been prepared. The internal cavity of the box is able to selectively encapsulate a single chloride anion over any other halide anion.

Internal cavityHalidechemistry.chemical_elementPyrazoleCombinatorial chemistryChlorideCopperEncapsulation (networking)IonInorganic Chemistrychemistry.chemical_compoundchemistrymedicinemedicine.drugDalton Transactions
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Coordination of Cu2+ Ions to C2 Symmetric Pseudopeptides Derived from Valine

2010

The acid-base and coordination properties of a family of pseudopeptidic ligands with C(2) symmetry derived from valine (4a-e) have been studied using a variety of techniques as a model for metal coordination in peptides and proteins. The Cu(2+) cation has been selected for coordination studies, although, for comparison, some results for Zn(2+) are also presented. Good agreement has been obtained between the results obtained by potentiometric titrations, spectroscopic analysis, and mass spectrometry (ESI) studies. These results highlight the potential for the use of ESI MS for characterizing the nature of the complex species formed. Clearly, the Cu(2+) complexes are much more stable than the…

Models MolecularSpectrometry Mass Electrospray IonizationMagnetic Resonance SpectroscopyCations DivalentChemistryStereochemistryCu2 ionsValineCrystallography X-RayInorganic ChemistryMetalZincCrystallographyCoordination ComplexesValinevisual_artvisual_art.visual_art_mediumProtonsPhysical and Theoretical ChemistrySymmetry (geometry)CopperInorganic Chemistry
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Zn2+ and Cu2+ complexes of a fluorescent scorpiand-type oxadiazole azamacrocyclic ligand: crystal structures, solution studies and optical properties

2020

A ligand comprised of a macrocyclic pyridinophane core having a pendant arm containing a secondary amine group linked through a methylene spacer to a pyridyl–oxadiazole–phenyl (PyPD) fluorescent system has been prepared (L). The crystal structures of [ZnL](ClO4)2 and [CuL](ClO4)2 show that M2+ is coordinated to all the nitrogen atoms of the macrocyclic core, the secondary amine of the pendant arm and the nitrogen atom of the pyridine group of the fluorescent moiety, the latter bond being clearly weaker than the one with the pyridine of the macrocycle. Solution studies showed the formation of a highly stable Cu2+ complex with 1 : 1 stoichiometry, whereas with Zn2+ least stable complexes were…

metal coordinationspectroscopic behaviourLigandzincOxadiazoleCrystal structureFluorescenceInorganic ChemistryCrystallographychemistry.chemical_compoundchemistryPyridineMoietyAzacyclophanes oxadiazole scorpiand metal coordination zinc spectroscopic behaviourAmine gas treatingMethyleneAzacyclophanesoxadiazolescorpiandDalton Transactions
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Equilibrium, Kinetic, and Computational Studies on the Formation of Cu2+ and Zn2+ Complexes with an Indazole-Containing Azamacrocyclic Scorpiand: Evi…

2015

Cu(2+) and Zn(2+) coordination chemistry of a new member of the family of scorpiand-like macrocyclic ligands derived from tris(2-aminoethyl)amine (tren) is reported. The new ligand (L1) contains in its pendant arm not only the amine group derived from tren but also a 6-indazole ring. Potentiometric studies allow the determination of four protonation constants. UV-vis and fluorescence data support that the last protonation step occurs on the indazole group. Equilibrium measurements in the presence of Cu(2+) and Zn(2+) reveal the formation of stable [ML1](2+), [MHL1](3+), and [ML1(OH)](+) complexes. Kinetic studies on the acid-promoted decomposition of the metal complexes were carried out usi…

Models Molecularchemistry.chemical_classificationAza CompoundsIndazoleIndazolesMacrocyclic CompoundsMolecular StructureLigandPotentiometric titrationProtonationPhotochemistryMedicinal chemistryTautomerCoordination complexInorganic ChemistryKineticsZincchemistry.chemical_compoundchemistryOrganometallic CompoundsQuantum TheoryMoleculeAmine gas treatingPhysical and Theoretical ChemistryCopper
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Oxidative stress protection by manganese complexes of tail-tied aza-scorpiand ligands.

2015

The Mn2+ coordination chemistry of double scorpiand ligands in which two polyazacyclophane macrocycles have been connected by pyridine, phenanthroline and bipyridine spacers has been studied by potentiometry, paramagnetic NMR and electrochemistry. All ligands show high stability with Mn2+ and the complexes were formed in a wide pH range. DFT calculations support the structures and coordination geometries derived from the study. A remarkable antioxidant activity was evidenced for these systems by the McCord-Fridovich assay and in Escherichiacoli sodAsodB deficient bacterial cells. The three systems were tested as anti-inflammatory drugs in human macrophages measuring the accumulation of cyto…

AntioxidantStereochemistrymedicine.medical_treatmentPhenanthrolineInorganic chemistrychemistry.chemical_elementManganese010402 general chemistryElectrochemistry01 natural sciencesBiochemistryAntioxidantsCoordination complexInorganic ChemistrySuperoxide dismutasechemistry.chemical_compoundBipyridineBacterial ProteinsCoordination ComplexesCell Line TumorPyridinemedicineEscherichia coliHumanschemistry.chemical_classificationManganesebiology010405 organic chemistryChemistrySuperoxide DismutaseMacrophagesAnti-Inflammatory Agents Non-Steroidal0104 chemical sciencesOxidative Stressbiology.proteinJournal of inorganic biochemistry
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Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups

2008

The synthesis of a polyazamacrocycle constituted by two diethylenetriamine bridges functionalized at their central nitrogen with naphth-2-ylmethyl units and interconnected through 2,6-dimethylpyridine spacers (L1) is reported. The protonation behaviour of the new macrocycle in water and in water-ethanol 70/30 v/v mixed solvent has been examined by means of pH-metric, UV-Vis and steady-state fluorescence techniques. The fluorescence emission is slightly quenched following the deprotonation of the central tertiary amines and more deeply quenched upon deprotonation of the secondary amino groups. pH-Metric titrations show that in water-ethanol 70/30 v/v L1 forms stable mononuclear complexes wit…

Macrocyclic CompoundsMetal ions in aqueous solutionProtonationNaphthalenesLigandsPhotochemistryChemistry Techniques AnalyticalFluorescenceDivalentInorganic Chemistrychemistry.chemical_compoundDeprotonationOrganometallic CompoundsTransition ElementsQualitative inorganic analysischemistry.chemical_classificationAza CompoundsTemperatureHydrogen-Ion ConcentrationPhotochemical ProcessesFluorescenceZincCrystallographychemistryDiethylenetriamineTitrationProtonsDalton Transactions
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Geometric Isomerism in Pentacoordinate Cu2+ Complexes: Equilibrium, Kinetic, and Density Functional Theory Studies Reveal the Existence of Equilibriu…

2009

A ligand (L1) (bis(aminoethyl)[2-(4-quinolylmethyl)aminoethyl]amine) containing a 4-quinolylmethyl group attached to one of the terminal amino groups of tris(2-aminoethyl)amine (tren) has been prepared, and its protonation constants and stability constants for the formation of Cu(2+) complexes have been determined. Kinetic studies on the formation of Cu(2+) complexes in slightly acidic solutions and on the acid-promoted complex decomposition strongly suggest that the Cu(2+)-L1 complex exists in solution as a mixture of two species, one of them showing a trigonal bipyramidal (tbp) coordination environment with an absorption maximum at 890 nm in the electronic spectrum, and the other one bein…

Models MolecularMagnetic Resonance SpectroscopyCations DivalentMolecular ConformationProtonationLigandsInorganic ChemistryIsomerismComputational chemistryMoleculePhysical and Theoretical ChemistryMolecular StructureChemistryLigandHydrolysisNuclear magnetic resonance spectroscopyHydrogen-Ion ConcentrationSquare pyramidal molecular geometryKineticsTrigonal bipyramidal molecular geometryCrystallographySpectrophotometryDensity functional theoryProtonsAcidsCopperCis–trans isomerismInorganic Chemistry
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Specific interaction of citrate with bis(fluorophoric) bibrachial lariat aza-crown in comparison with the other components of the Krebs cycle

2006

Clares Garcia, M. Paz, M.Paz.Clares@uv.es ; Garcia-España Monsonis, Enrique, Enrique.Garcia-Es@uv.es ; Soriano Soto, Concepcion, Concepcion.Soriano@uv.es ; Tejero Toquero, Roberto, Roberto.Tejero@uv.es

Citrate ; Krebs cycle ; Fluorescence ; NaphthaleneUNESCO::QUÍMICACrown (botany)UNESCO::QUÍMICA::Química analíticaMetals and AlloysGeneral ChemistryFluorescenceMedicinal chemistry:QUÍMICA [UNESCO]CatalysisFluorescenceSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsCitric acid cyclechemistry.chemical_compoundchemistryBiochemistryMaterials ChemistryCeramics and Composites:QUÍMICA::Química analítica [UNESCO]CitrateKrebs cycleThe Krebs CycleNaphthaleneNaphthalene
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A bibracchial lariat aza-crown ether as an abiotic catalyst of malonic acid enolization

2007

A bibracchial lariat aza-crown ether (L) consisting of 2-aminoethylnaphthyl moieties appended to a 2 : 2 azapyridinophane structure displays significant activation of H–D exchange in malonic acid. The compound forms very stable adducts with malonate anions (MA) in the 2–10 pH range. Molecular dynamics studies performed for the species resulting from the interaction of the hexaprotonated macrocycle and the dianion show that malonate is encapsulated by L with distances between the CH2 group of malonate and the pyridine nitrogens of ca. 3.5 A. The pendant arms of L cap above and below the anion, defining a pseudo-cage structure. Quantum chemical calculations for α-proton abstraction from malon…

chemistry.chemical_classificationLigandStereochemistryEtherGeneral ChemistryMalonic acidMedicinal chemistryCatalysischemistry.chemical_compoundMalonatechemistryPyridineMaterials ChemistryMoietyCarboxylateCrown etherNew Journal of Chemistry
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CCDC 1912383: Experimental Crystal Structure Determination

2019

Related Article: Javier Pitarch-Jarque, Kari Rissanen, Santiago García-Granda, Alberto Lopera, M. Paz Clares, Enrique García-España, Salvador Blasco|2019|New J.Chem.|43|18915|doi:10.1039/C9NJ05231C

Space GroupCrystallography61H161H251H-1481114182326-octaza-625(35)16(53)-tripyrazolabicyclo[9.9.9]nonacosaphan-14814182327-heptaium perchlorate clathrate hexaperchlorate tetrahydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1559249: Experimental Crystal Structure Determination

2017

Related Article: Aida Nebot-Guinot, Andrea Liberato, M. Angeles Máñez, M. Paz Clares, Antonio Doménech, Javier Pitarch-Jarque, Alvaro Martínez-Camarena, Manuel G. Basallote, Enrique García-España|2018|Inorg.Chim.Acta|472|139|doi:10.1016/j.ica.2017.08.044

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters39-dimethyl-6-{2-[methyl(pyridinium-3-ylmethyl)ammonio]ethyl}-615-diaza-39-diazoniabicyclo[9.3.1]pentadeca-1(15)1113-triene tetrakis(perchlorate) hydrateExperimental 3D Coordinates
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CCDC 1559236: Experimental Crystal Structure Determination

2017

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Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates(mu-2-[39-dimethyl-36915-tetraazabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl]-N-methyl-N-[(pyridin-3-yl)methyl]ethan-1-amine)-(mu-2-[39-dimethyl-36915-tetraazabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl]-N-methyl-N-[(pyridin-3-yl)methyl]ethan-1-aminium)-di-copper(ii) pentakis(perchlorate) monohydrate
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CCDC 1952561: Experimental Crystal Structure Determination

2020

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(N-{[6-(5-phenyl-134-oxadiazol-2-yl)pyridin-2-yl]methyl}-2-[36915-tetra-azabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl]ethan-1-amine)-copper diperchlorateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1953932: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(mu-3711151819-hexaazabicyclo[15.2.1]icosa-1(20)17-diene)-bis(mu-hydroxo)-chloro-di-copper-di-palladium bis(mu-3711151819-hexaazabicyclo[15.2.1]icosa-1(20)17-diene)-bis(mu-hydroxo)-chloro-copper-tri-palladium diperchlorate bromide chloride hydrateExperimental 3D Coordinates
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CCDC 1521794: Experimental Crystal Structure Determination

2017

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(1-(pyridin-2-yl)-N-(2-(36915-tetraazabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl)ethyl)methanimine)-iron diperchlorateExperimental 3D Coordinates
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CCDC 1953930: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(3610131617-hexaazabicyclo[13.2.1]octadeca-1(17)15(18)-dienato)-di-copper(ii) bromide chloride hydrateExperimental 3D Coordinates
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CCDC 1990725: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal Systembis(mu-3610131617-hexaazabicyclo[13.2.1]octadeca-1(18)15-dienato)-di-copper diperchlorateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1994847: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(mu-39121316222526-octa-azatricyclo[22.2.1.11114]octacosa-1(27)11(28)1324-tetraene-1216-diato)-tetra-copper tris(iodo)-copper tri-iodide iodide perchlorate unknown solvateExperimental 3D Coordinates
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CCDC 1529591: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(N-{[6-(5-phenyl-134-oxadiazol-2-yl)pyridin-2-yl]methyl}-2-[36915-tetraazabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl]ethan-1-amine)-zinc diperchlorateExperimental 3D Coordinates
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CCDC 1912382: Experimental Crystal Structure Determination

2019

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61H161H251H-1481114182326-octaza-61625(35)-tripyrazolabicyclo[9.9.9]nonacosaphan-462814162182325227-nonaium (hydrogen sulfate) clathrate bis(hydrogen sulfate) trisulfate hexahydrateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1953929: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal SystemCrystal Structurebis(mu-3610131617-hexaazabicyclo[13.2.1]octadeca-1(17)15(18)-dienato-10-ium)-di-copper(ii) tetraperchlorate tetrahydrateCell ParametersExperimental 3D Coordinates
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CCDC 1912384: Experimental Crystal Structure Determination

2019

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Space GroupCrystallography61H161H251H-1481114182326-octaza-625(35)16(53)-tripyrazolabicyclo[9.9.9]nonacosaphan-4814182327-hexaium (dihydrogen arsenate) clathrate dihydrogen arsenate tetrakis(trifluoromethanesulfonate) arsoric acid trihydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1994844: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal Systembis(mu-39121316222526-octaazatricyclo[22.2.1.11114]octacosa-1(27)11(28)1324-tetraene-1226-diyl)-dibromo-tetra-copper(ii) bis[(mu-39121316222526-octaazatricyclo[22.2.1.11114]octacosa-1(27)11(28)1324-tetraene-1226-diyl)-di-copper(ii)] pentakis(bromide) tribromo-copper(i) unknown solvate hydrateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1423684: Experimental Crystal Structure Determination

2015

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(N-((Pyridin-2-yl)methyl)-2-(36915-tetraazabicyclo[9.3.1]pentadeca-1(15)1113-trien-6-yl)ethanamine)-copper(ii) diperchlorateExperimental 3D Coordinates
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CCDC 1994845: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal Systembis(mu-39121316222526-octa-azatricyclo[22.2.1.11114]octacosa-1(27)11(28)1324-tetraene-1216-diato)-(mu-chloro)-aqua-chloro-tetra-copper dichloride dihydrateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1994846: Experimental Crystal Structure Determination

2021

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(mu-39121316222526-octa-azatricyclo[22.2.1.11114]octacosa-1(27)11(28)1324-tetraene-1216-diato)-tetra-aqua-tetra-copper bis(hexafluorophosphate) difluoride hydrateExperimental 3D Coordinates
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CCDC 1953933: Experimental Crystal Structure Determination

2020

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(mu-3711151819-hexaazabicyclo[15.2.1]icosa-1(20)17-dienato)-bis(mu-hydroxo)-tetra-copper perchlorate bromide chloride hydroxideExperimental 3D Coordinates
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CCDC 1912380: Experimental Crystal Structure Determination

2019

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Space GroupCrystallographyCrystal System61H161H251H-1481114182326-octaza-625(35)16(53)-tripyrazolabicyclo[9.9.9]nonacosaphan-146281114162182325227-undecaium (dihydrogen phosphate) clathrate decakis(dihydrogen phosphate) tetrahydrateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1912379: Experimental Crystal Structure Determination

2019

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters61H161H251H-1481114182326-octaza-625(35)16(53)-tripyrazolabicyclo[9.9.9]nonacosaphan-4814182327-hexaium nitrate clathrate pentanitrate pentahydrateExperimental 3D Coordinates
researchProduct

CCDC 1912378: Experimental Crystal Structure Determination

2019

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters61H161H251H-1481114182326-octaza-625(35)16(53)-tripyrazolabicyclo[9.9.9]nonacosaphan-814-diium diperchlorate dihydrate clathrate hydrateExperimental 3D Coordinates
researchProduct

CCDC 1912381: Experimental Crystal Structure Determination

2019

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Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters61H161H251H-1481114182326-octaza-61625(35)-tripyrazolabicyclo[9.9.9]nonacosaphan-4814182327-hexaium (dihydrogen phosphate) clathrate pentakis(dihydrogen phosphate) octahydrateExperimental 3D Coordinates
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