0000000001299409

AUTHOR

Miguel A. González

showing 45 related works from this author

Continuous ambulatory peritoneal dialysis as a therapeutic alternative in patients with advanced congestive heart failure.

2012

Aims Continuous ambulatory peritoneal dialysis (CAPD) has been proposed as an additional therapeutic resource for patients with advanced congestive heart failure (CHF). The objective of this study was to determine the therapeutic role of CAPD, in terms of surrogate endpoints, in the management of patients with advanced CHF and renal dysfunction. A total of 57 candidates with New York Heart Association (NYHA) class III/IV CHF, renal dysfunction (glomerular filtration rate , 60 mL/min/1.73 m 2 ), persistent fluid congestion despite loop diuretic treatment, and at least two previous hospitalizations for acute heart failure (AHF) were invited to be included in the CAPD programme; however, 25 pa…

Malemedicine.medical_specialtymedicine.drug_classmedicine.medical_treatmentRenal functionurologic and male genital diseasesKidneySeverity of Illness IndexPeritoneal dialysisPeritoneal Dialysis Continuous AmbulatoryInternal medicineSurveys and QuestionnairesmedicineAmbulatory CareHumanscardiovascular diseasesProspective StudiesRenal InsufficiencyProspective cohort studyHeart Failurebusiness.industrySurrogate endpointContinuous ambulatory peritoneal dialysisLoop diureticBrain natriuretic peptidemedicine.diseaseHeart failureCardiologyFemaleCardiology and Cardiovascular MedicinebusinessBiomarkersGlomerular Filtration RateEuropean journal of heart failure
researchProduct

Synthesis of spongian diterpenes: (−)-spongian-16-oxo-17-al and (−)-acetyldendrillol-1

2001

Abstract An efficient diastereoselective synthesis of the spongian diterpenes (−)-spongian-16-oxo-17-al ( 1 ) and (−)-acetyldendrillol-1 ( 13 ) is described starting from (+)-podocarp-8(14)-13-one ( 6 ) via the ester-dialdehyde 11 as key intermediate. The absolute configuration at C-17 in synthetic compound 13 has conclusively been proved by NOE experiments.

ChemistryStereochemistryOrganic ChemistryDrug DiscoveryAbsolute configurationSpongian-16-oxo-17-alBiochemistryAcetyldendrillol-1Tetrahedron Letters
researchProduct

Anti-herpetic and anti-dengue activity of abietane ferruginol analogues synthesized from (+)-dehydroabietylamine

2015

The abietane-type diterpenoid (+)-ferruginol (1), a bioactive compound isolated from several plants, has attracted much attention as consequence of its pharmacological properties, which includes antibacterial, antifungal, antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and antitumor actions. In this study, we report on the antiviral evaluation of ferruginol (1) and several analogues synthesized from commercial (+)-dehydroabietylamine. Thus, the activity against Human Herpesvirus type 1, Human Herpesvirus type 2 and Dengue Virus type 2, was studied. Two ferruginol analogues showed high antiviral selectivity index and reduc…

0301 basic medicineHerpesvirus 2 HumanDehydroabietylamineHerpesvirus 1 HumanMicrobial Sensitivity TestsDengue virusmedicine.disease_causeAntiviral AgentsArticleDengue feverDengueStructure-Activity Relationship03 medical and health scienceschemistry.chemical_compoundDrug DiscoverymedicineHumansStructure–activity relationshipAntiviralFerruginolAbietanePharmacologyDose-Response Relationship DrugMolecular StructureChemistryOrganic ChemistryStereoisomerismGeneral MedicineDengue VirusHerpesmedicine.diseaseAntimicrobialBioactive compoundFerruginol030104 developmental biologyBiochemistryAbietanesAbietaneDiterpeneDiterpeneEuropean Journal of Medicinal Chemistry
researchProduct

Diálisis peritoneal en pericarditis constrictiva: a propósito de 3 casos

2017

Gynecology03 medical and health sciencesmedicine.medical_specialty0302 clinical medicinebusiness.industry030232 urology & nephrologymedicine030204 cardiovascular system & hematologyCardiology and Cardiovascular MedicinebusinessRevista Española de Cardiología
researchProduct

Prognostic value of NT-proBNP and CA125 across glomerular filtration rate categories in acute heart failure.

2021

This study aimed to evaluate whether glomerular filtration rate (eGFR) during admission modifies the predictive value of plasma amino-terminal pro-brain natriuretic peptide (NT-proBNP) and carbohydrate antigen 125 (CA125) in patients hospitalized for acute heart failure (AHF).We retrospectively evaluated 4595 patients consecutively discharged after admission for AHF at three tertiary-care hospitals from January 2008 through October 2019. To investigate the effect of kidney function on the association of NT-proBNP and CA125 with 1-year mortality (all-cause and cardiovascular mortality), we stratified patients according to four eGFR categories:30 mL•minAt 1-year follow-up, 748 of 4595 (16.3%)…

medicine.medical_specialtymedicine.drug_classRenal functionCardiorenal syndromeInternal medicineNatriuretic Peptide BrainInternal MedicineNatriuretic peptideMedicineHumansIn patientCardiovascular mortalityRetrospective StudiesHeart Failurebusiness.industryAfter dischargemedicine.diseasePrognosisPeptide FragmentsHeart failureCA-125 AntigenCardiologyRisk of deathbusinessBiomarkersGlomerular Filtration RateEuropean journal of internal medicine
researchProduct

Synthesis and biological evaluation of pyridinebetaine A and B

2009

The synthesis of the marine natural products pyridinebetaine A and B is reported. The biological evaluation of pyridinebetaine A and B and several analogues as cytotoxic, antifungal and antiviral agents is also described. Unfortunately, none of the compounds tested showed relevant antifungal or cytotoxic activity. Only pyridinebetaine B reduced the Herpes simplex virus type 1 virus replication, though only weakly.

AntifungalAntifungal Agentsmedicine.drug_classHerpesvirus 1 HumanPlant ScienceBiologyVirus Replicationmedicine.disease_causeAntiviral AgentsBiochemistryAnalytical ChemistryMicrobiologyStructure-Activity RelationshipAlkaloidsChlorocebus aethiopsmedicineAnimalsHumansCytotoxic T cellVero CellsBiological evaluationMolecular StructureOrganic ChemistryFungiVirologyBetaineHerpes simplex virusViral replicationHeLa CellsNatural Product Research
researchProduct

Continuous ambulatory peritoneal dialysis and clinical outcomes in patients with refractory congestive heart failure.

2012

A B S T R A C T Introduction and objectives: Peritoneal dialysis has been proposed as a therapeutic alternative for patients with refractory congestive heart failure. The objective of this study was to assess its effect on long-term clinical outcomes in patients with advanced heart failure and renal dysfunction. Methods: A total of 62 patients with advanced heart failure (class III/IV), renal dysfunction (glomerular filtration<60 mL/min/1.73 m 2 ), persistent fluid congestion despite loop diuretic treatment and at least 2 previous hospitalizations for heart failure were invited to participate in a continuous ambulatory peritoneal dialysis program. Of these, 34 patients were excluded and adj…

Malemedicine.medical_specialtymedicine.drug_classEndpoint Determinationmedicine.medical_treatmentDrug ResistanceUltrafiltrationPeritoneal dialysisCohort StudiesPeritoneal Dialysis Continuous AmbulatoryRisk FactorsInternal medicineClinical endpointmedicineRisk of mortalityHumansProspective StudiesPropensity ScoreAgedHeart Failurebusiness.industryContinuous ambulatory peritoneal dialysisHazard ratioGeneral MedicineLoop diureticmedicine.diseaseSurvival AnalysisConfidence intervalSurgeryTreatment OutcomeHeart failureCardiologyFemalebusinessFollow-Up StudiesRevista espanola de cardiologia (English ed.)
researchProduct

Antimalarial activity of abietane ferruginol analogues possessing a phthalimide group.

2014

The abietane-type diterpenoid (+)-ferruginol, a bioactive compound isolated from New Zealand’s Miro tree (Podocarpus ferruginea), displays relevant pharmacological properties, including antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and anticancer. Herein, we demonstrate that ferruginol (1) and some phthalimide containing analogues 2–12 have potential antimalarial activity. The compounds were evaluated against malaria strains 3D7 and K1, and cytotoxicity was measured against a mammalian cell line panel. A promising lead, compound 3, showed potent activity with an EC50 = 86 nM (3D7 strain), 201 nM (K1 strain) and low cyto…

StereochemistryClinical BiochemistryPlasmodium falciparumPharmaceutical SciencePhthalimidesCHO CellsBiochemistryPhthalimidechemistry.chemical_compoundAntimalarialsCricetulusCricetinaeDrug DiscoveryAnimalsHumansCytotoxicityMolecular BiologyAbietaneChemistryPlant ExtractsOrganic ChemistryHep G2 CellsAntimicrobialTerpenoidBioactive compoundFerruginolAbietanesMolecular MedicineDiterpeneBioorganicmedicinal chemistry letters
researchProduct

Synthesis and Biological Evaluation of Combretastatin A-4 and Three Combretastatin-Based Hybrids

2012

The syntheses of combretastatin A-4 from gallic acid and of three combretastatin-based hybrids are described. Starting from commercial gallic acid, the phosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, including methoxymethyl-protected isovanillin, the aldehyde γ-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biological properties of the cis-coupled compounds as cytotoxic, antiviral and antifungal agents are also reported. In addition, pyrogallol, gallic and 3,4,5-trimethoxybenzoic acids have been studied biologically.

PharmacologyCombretastatin A-4CombretastatinPhosphonium saltPlant ScienceGeneral MedicineIsovanillinLabdanechemistry.chemical_compoundComplementary and alternative medicinechemistryPyrogallolDrug DiscoveryWittig reactionOrganic chemistryGallic acidNatural Product Communications
researchProduct

Synthesis and biological evaluation of (+)-labdadienedial, derivatives and precursors from (+)-sclareolide

2010

Labdadienedial and a series of C15,C16-functionalized derivatives were synthesized from commercial (+)-sclareolide and evaluated for their cytotoxic, antimycotic, and antiviral activities. Their precursors were similarly evaluated.

Antifungal AgentsStereochemistryAntineoplastic AgentsHerpesvirus 1 HumanAntiviral AgentsChemical synthesisInhibitory Concentration 50chemistry.chemical_compoundChlorocebus aethiopsDrug Discoveryotorhinolaryngologic diseasesAnimalsHumansCytotoxicityVero CellsPharmacologyOrganic ChemistryFungifood and beveragesSclareolideBiological activityGeneral MedicineCombinatorial chemistryTerpenoidIn vitrostomatognathic diseaseschemistrylipids (amino acids peptides and proteins)DiterpenesDiterpeneEnantiomerHeLa CellsEuropean Journal of Medicinal Chemistry
researchProduct

Assignment of1H and13C NMR data for (−)-methyl thyrsiflorin A and some scopadulan precursors

2001

The 1H and 13C NMR spectral analysis of synthetic (−)-methylthyrsiflorin A and 10 scopadulan precursors is reported. Resonance assignments were based on one- and two-dimensional NMR techniques, which included 1H, 13C, DEPT and HMQC and also 1D NOE difference spectroscopy. Copyright © 2001 John Wiley & Sons, Ltd.

Nuclear magnetic resonanceChemistryNMR spectroscopy of stereoisomersProton NMRResonancePhysical chemistryGeneral Materials ScienceGeneral ChemistryFluorine-19 NMRCarbon-13 NMRDEPTSpectroscopyMethyl thyrsiflorin AMagnetic Resonance in Chemistry
researchProduct

Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine

2012

Short syntheses of bioactive (+)-ferruginol in five or six synthetic steps starting from commercially available (+)-dehydroabietylamine are described. The oxygenated function at C12 was introduced via a Friedel–Crafts acylation of N-phthaloyldehydroabietylamine followed by Baeyer–Villiger oxidation. Then, overall deprotection of functional groups, reductive deamination or biomimetic oxidative deamination, and final Wolff–Kishner reduction provided (+)-ferruginol in 21 and 23% overall yields, respectively.

FerruginolAcylationchemistry.chemical_compoundchemistryOrganic ChemistryDrug DiscoveryDeaminationOrganic chemistryOxidative deaminationDiterpeneBiochemistryChemical synthesisTetrahedron
researchProduct

Bases para la creación de las unidades clínicas cardiorrenales. Documento de consenso de los grupos de trabajo cardiorrenal de la SEC y la SEN

2021

Resumen La enfermedad renal es una de las comorbilidades halladas con mayor frecuencia en los pacientes con insuficiencia cardiaca. Su presencia se asocia a peor pronostico y genera gran incertidumbre sobre la monitorizacion y abordaje terapeutico. De este modo, las unidades cardiorrenales han surgido como elementos integradores, que desde un punto de vista multidisciplinar pretenden vehiculizar la asistencia, docencia e investigacion de este amplio espectro de pacientes. En el presente documento de consenso elaborado por el Grupo de Trabajo de Sindrome Cardiorrenal y Tratamiento de la Congestion en la Insuficiencia Cardiaca de la Sociedad Espanola de Cardiologia y el Grupo de Trabajo de Me…

Cardiology and Cardiovascular MedicineREC: CardioClinics
researchProduct

(+)-Dehydroabietylamine derivatives target triple-negative breast cancer.

2015

Breast cancer remains the leading cause of cancer-related death among women. The invasive triple-negative subtype is unresponsive to estrogen therapy, and few effective treatments are available. In search of new chemical scaffolds to target this disease, we conducted a phenotypic screen against the human breast carcinoma cell lines MDA-MB-231, MA11, and MCF-7 using terrestrial natural products. Natural products that preferentially inhibited proliferation of triple-negative MDA-MB-231 cells over estrogen receptor-positive cells were further studied; herein we focused on the abietanes. The activity of the abietane carnosol prompted us to generate a focus library from the readily available (+)…

medicine.drug_classPhenotypic screeningApoptosisTriple Negative Breast NeoplasmsPharmacologyCarnosolchemistry.chemical_compoundStructure-Activity RelationshipBreast cancerCell Line TumorDrug DiscoverymedicineHumansTriple-negative breast cancerCell ProliferationPharmacologyBiological ProductsDose-Response Relationship DrugMolecular StructureCell growthDrug discoveryOrganic ChemistryStereoisomerismGeneral MedicineTriple Negative Breast Neoplasmsmedicine.diseaseAntineoplastic Agents PhytogenicchemistryEstrogenAbietanesMCF-7 CellsFemaleDrug Screening Assays AntitumorEuropean journal of medicinal chemistry
researchProduct

A Switchable Molecular Rotator: Neutron Spectroscopy Study on a Polymeric Spin-Crossover Compound

2012

A quasielastic neutron scattering and solid-state 2H NMR spectroscopy study of the polymeric spin-crossover compound {Fe(pyrazine)[Pt(CN) 4]} shows that the switching of the rotation of a molecular fragment-the pyrazine ligand-occurs in association with the change of spin state. The rotation switching was examined on a wide time scale (10 -13-10 -3 s) by both techniques, which clearly demonstrated the combination between molecular rotation and spin-crossover transition under external stimuli (temperature and chemical). The pyrazine rings are seen to perform a 4-fold jump motion about the coordinating nitrogen axis in the high-spin state. In the low-spin state, however, the motion is suppres…

Spin statesPyrazineFrameworkNanotechnologyBiochemistryCrystalsCatalysischemistry.chemical_compoundColloid and Surface ChemistrySpin crossoverPorous Coordination PolymersMoleculeSpectroscopyChemistryGeneral ChemistryNeutron spectroscopyDynamicsCrystallographyRotorsFISICA APLICADAQuasielastic neutron scatteringTransitionProton NMRMachinesCondensed Matter::Strongly Correlated ElectronsRoom-TemperatureState
researchProduct

1H and13C NMR assignments and conformational analysis of some podocarpene derivatives

2000

This paper reports on the assignment of the 1 Ha nd 13 C NMR spectra of five podocarpene derivatives. Resonance assignments were made on the basis of one- and two-dimensional NMR techniques which included 1 H, 13 C, DEPT and HMQC and also 1D NOE difference spectroscopy. The ratio of the different conformers in the six- membered C-ring of the podocarpene system was determined by molecular mechanics calculations and analysis of proton spin-spin coupling constants. Copyright © 2000 John Wiley & Sons, Ltd.

Computational chemistryChemistryCarbon-13 NMR satelliteProton NMRGeneral Materials ScienceTransverse relaxation-optimized spectroscopyGeneral ChemistryFluorine-19 NMRNuclear magnetic resonance spectroscopyDEPTCarbon-13 NMRConformational isomerismMagnetic Resonance in Chemistry
researchProduct

CA125 but not NT-proBNP predicts the presence of a congestive intrarenal venous flow in patients with acute heart failure

2021

Abstract Background Intrarenal venous flow (IRVF) measured by Doppler ultrasound has gained interest as a potential surrogate marker of renal congestion and adverse outcomes in heart failure. In this work, we aimed to determine if antigen carbohydrate 125 (CA125) and plasma amino-terminal pro-B-type natriuretic peptide (NT-proBNP) are associated with congestive IRVF patterns (i.e., biphasic and monophasic) in acute heart failure (AHF). Methods and results We prospectively enrolled a consecutive cohort of 70 patients hospitalized for AHF. Renal Doppler ultrasound was assessed within the first 24-h of hospital admission. The mean age of the sample was 73.5 ± 12.3 years; 47.1% were female, and…

medicine.medical_specialtymedicine.drug_classCarbohydrates030204 cardiovascular system & hematologyCritical Care and Intensive Care MedicineVenous flow03 medical and health sciencesCA1250302 clinical medicineInterquartile rangeIntrarrenal Doppler ultrasoundInternal medicineNatriuretic Peptide BrainmedicineNatriuretic peptideHumans030212 general & internal medicineHeart FailureOriginal Scientific PaperSurrogate endpointbusiness.industryCardiorenalMembrane ProteinsAcute heart failureGeneral Medicinemedicine.diseasePrognosisPeptide FragmentsROC CurveHeart failureCA-125 AntigenCohortNTproBNPCardiologyCongestionFemaleDoppler ultrasoundCardiology and Cardiovascular MedicinebusinessHeart failure with preserved ejection fractionBiomarkers
researchProduct

Diálisis peritoneal ambulatoria continua y evolución clínica de pacientes con insuficiencia cardiaca congestiva refractaria

2012

Introduccion y objetivos Se ha propuesto el empleo de la dialisis peritoneal como alternativa para los pacientes con insuficiencia cardiaca congestiva refractaria. El objetivo de este estudio es evaluar su efecto en la evolucion clinica a largo plazo de los pacientes con insuficiencia cardiaca avanzada y disfuncion renal. Metodos Se invito a un total de 62 pacientes, con insuficiencia cardiaca avanzada (clase III/IV), disfuncion renal (filtrado glomerular < 60ml/min/1,73 m2), congestion persistente por exceso de liquidos a pesar del tratamiento con diureticos de asa y al menos dos hospitalizaciones previas por insuficiencia cardiaca, a participar en un programa de dialisis peritoneal ambula…

Gynecologymedicine.medical_specialtybusiness.industrymedicineCardiology and Cardiovascular MedicinebusinessRevista Española de Cardiología
researchProduct

Refractory congestive heart failure: when the solution is outside the heart

2020

Abstract Refractory congestive heart failure is associated with an ominous prognosis in which the treatments strategies remain scarce and not well validated. In the last years, continuous ambulatory peritoneal dialysis (CAPD) has emerged as a therapeutic alternative in this subset of patients. So far, it has been associated with a significant improvement in functional capacity and quality of life, together with a striking reduction in the risk of readmissions. We present the case of an elderly patient with severe left ventricular dysfunction and severe mitral and tricuspid regurgitation who presents recurrent admissions for anasarca. After its inclusion in a CAPD programme, the patient expe…

Malelcsh:Diseases of the circulatory (Cardiovascular) systemmedicine.medical_specialtymedicine.medical_treatmentPeritoneal dialysisCase ReportRegurgitation (circulation)030204 cardiovascular system & hematologyAnasarcaVentricular Function LeftPeritoneal dialysis03 medical and health sciences0302 clinical medicinePeritoneal Dialysis Continuous AmbulatoryQuality of lifeRefractoryInternal medicinemedicineHumans030212 general & internal medicineAgedHeart Failurebusiness.industryContinuous ambulatory peritoneal dialysismedicine.diseaseTricuspid Valve InsufficiencyTreatmentRefractory congestive heart failureEchocardiographylcsh:RC666-701Heart failureQuality of LifeCardiologymedicine.symptomDiureticCardiology and Cardiovascular MedicinebusinessESC Heart Failure
researchProduct

Synthesis and antiviral activity of scopadulane-rearranged diterpenes.

2009

A new bioactive diterpene skeleton resulting from a backbone rearrangement is described. Activity of the rearranged product and several derivatives against Herpes Virus Simplex type 2 is reported.

StereochemistryvirusesHerpesvirus 2 HumanViral Plaque AssayBiologymedicine.disease_causeVirus ReplicationAntiviral AgentsViruschemistry.chemical_compoundInhibitory Concentration 50Pharmaceutical technologyVirologyChlorocebus aethiopsmedicineInhibitory concentration 50AnimalsVero CellsPharmacologyMolecular StructureTerpenoidHerpes simplex viruschemistryBiochemistryDiterpeneDiterpenesHerpes virus simplexAntiviral research
researchProduct

Synthesis of C-17-functionalized spongiane diterpenes: diastereoselective synthesis of (-)-spongian-16-oxo-17-al, (-)-acetyldendrillol-1, and (-)-apl…

2003

The diastereoselective synthesis of spongiane diterpenes (-)-spongian-16-oxo-17-al 2, (-)-acetyldendrillol-1 15, and (-)-aplyroseol-14 16 has been completed efficiently via the common intermediate 14. Compound 14 was prepared in five synthetic steps from (+)-podocarp-8(14)-en-13-one 13, easily available from commercial (-)-abietic acid. The key steps in the syntheses were a regioselective reduction of a 1,4-dialdehyde unit, a one-pot acetalization-acetylation, and a translactonization. The synthesis of 15 and 16 has led us to a revision of the configuration at C-17 for natural (-)-acetyldendrillol-1 and a structural reassignment for aplyroseol-14. Thus, aplyroseol-14 16 presents an unpreced…

Models MolecularStereochemistryHerpesvirus 2 HumanMolecular ConformationAntineoplastic AgentsAldehydeChemical synthesisAntiviral AgentsCatalysischemistry.chemical_compoundAb initio quantum chemistry methodsTumor Cells CulturedAnimalsHumansNuclear Magnetic Resonance Biomolecularchemistry.chemical_classificationNatural productMolecular StructureOrganic ChemistryRegioselectivityStereoisomerismPhenanthrenesPoriferachemistryAbietanesIndicators and ReagentsDiterpeneDiterpenesEnoneLactoneHeLa CellsThe Journal of organic chemistry
researchProduct

Synthesis and antiviral activity of scopadulcic acids analogues

2003

The synthesis and antiviral properties of several scopadulcic acid analogues functionalized at C-6/C-7 and C-13 is reported. The preparation of advanced intermediates for the synthesis of scopadulcic acid B/scopadulciol analogues is also described. The biological study revealed the importance of polar groups at C-13, while the stereochemistry at C-8 was not critical for activity.

ScopadulciolStereochemistryChemistryOrganic ChemistryDrug DiscoveryScopadulcic acid BOrganic chemistryBiochemistryTetrahedron
researchProduct

(-)-(5S,8S,9R,10S,13R,14R)-15,16-Dideoxy-16,17-epoxy-16-oxospongian-15-yl acetate.

2006

The title compound (aplyroseol-14), C22H34O4, exhibits a lactone-based structure that is novel for spongian-type diterpenoids. The structure, which features a six-membered lactone ring, was proposed by Arno, Gonzalez & Zaragoza [J. Org. Chem. (2003), 68, 1242–1251] on the basis of spectroscopic data and chemical correlations. This assignment has been confirmed, and it is shown that the mol­ecule contains a trans–anti–trans 6/6/6 tricyclic hydro­carbon system and that the acetoxy­methyl group lies in an equatorial position. Pairs of near-linear C—H⋯O inter­actions link mol­ecules into extended chains.

chemistry.chemical_classificationchemistryStereochemistryvisual_artvisual_art.visual_art_mediumGeneral MedicineCrystal structureEpoxyRing (chemistry)General Biochemistry Genetics and Molecular BiologyLactoneActa crystallographica. Section C, Crystal structure communications
researchProduct

Synthesis and biological evaluation of abietic acid derivatives

2009

A series of C18-oxygenated derivatives of abietic acid were synthesized and evaluated for their cytotoxic, antimycotic, and antiviral activities. In general, the introduction of an aldehyde group at C18 did improve the resultant bioactivity, while the presence of an acid or alcohol led to less active compounds.

Antifungal AgentsCarboxylic acidMolecular ConformationAntineoplastic AgentsAlcoholHerpesvirus 1 HumanMicrobial Sensitivity TestsPrimary alcoholAntiviral AgentsChemical synthesisAldehydeStructure-Activity Relationshipchemistry.chemical_compoundChlorocebus aethiopsDrug DiscoveryAnimalsHumansStructure–activity relationshipOrganic chemistryAbietic acidVero CellsCandidaCell ProliferationPharmacologychemistry.chemical_classificationDose-Response Relationship DrugAspergillus fumigatusOrganic Chemistryfood and beveragesStereoisomerismGeneral Medicineequipment and suppliesAspergilluschemistryDrug DesignAbietaneslipids (amino acids peptides and proteins)DiterpeneHeLa CellsEuropean Journal of Medicinal Chemistry
researchProduct

Peritoneal Dialysis in Constrictive Pericarditis: A Report of Three Cases

2017

Constrictive pericarditismedicine.medical_specialtybusiness.industrymedicine.medical_treatment030232 urology & nephrologyGeneral Medicine030204 cardiovascular system & hematologymedicine.diseaseSurgeryPeritoneal dialysis03 medical and health sciences0302 clinical medicinemedicinebusinessRevista Española de Cardiología (English Edition)
researchProduct

1H and 13C NMR signal assignment of synthetic (-)-methyl thyrsiflorin B acetate, (-)-thyrsiflorin C and several scopadulane derivatives.

2005

The 1H and 13C NMR signal assignment of the data of 13 scopadulane-type diterpenes is reported. It was based on one- and two- dimensional NMR techniques which included 1H, 13C, DEPT, HMQC and 1D NOE difference spectroscopy. Copyright © 2005 John Wiley & Sons, Ltd.

Methyl thyrsiflorin B acetateCarbon IsotopesMagnetic Resonance SpectroscopyStereochemistryChemistryMolecular ConformationStereoisomerismGeneral ChemistryCarbon-13 NMRDEPTReference StandardsSignalThyrsiflorin CProton NMRGeneral Materials ScienceDiterpenesProtonsSpectroscopyMagnetic resonance in chemistry : MRC
researchProduct

Attempted synthesis of spongidines by a radical cascade terminating onto a pyridine ring.

2007

Mn(III)-based oxidative free-radical cyclization of an unsaturated beta-keto ester containing a pyridine ring as radical trap has been studied. This intramolecular reaction of nucleophilic carbon-centered radicals with the pyridine ring leads to the stereospecific construction of a tetracyclic compound in which five chiral centers are created in one pot. This synthetic approach represents the first attempt to prepare the anti-inflammatory pyridinium alkaloids spongidine A, B, and D.

ManganeseIntramolecular reactionPyridinium CompoundsStereochemistryPyridinesRadicalOrganic ChemistryPyridinium CompoundsRing (chemistry)chemistry.chemical_compoundStereospecificityAlkaloidsNucleophilechemistryCyclizationPyridinePolymer chemistryPyridiniumThe Journal of organic chemistry
researchProduct

Continuous ambulatory peritoneal dialysis as a promising therapy for light chain amyloidosis with congestive heart failure

2016

medicine.medical_specialtybusiness.industryAmyloidosisContinuous ambulatory peritoneal dialysisFollow up studies030204 cardiovascular system & hematologymedicine.diseaseImmunoglobulin light chain03 medical and health sciences0302 clinical medicine030220 oncology & carcinogenesisInternal medicineHeart failuremedicineCardiologyCardiology and Cardiovascular MedicinebusinessInternational Journal of Cardiology
researchProduct

Semisynthesis of the Antiviral Abietane Diterpenoid Jiadifenoic Acid C from Callitrisic Acid (4-Epidehydroabietic Acid) Isolated from Sandarac Resin

2014

The semisynthesis of the antiviral abietane diterpenoid (+)-jiadifenoic acid C starting from the available methyl ester of callitrisic acid (4-epidehydroabietic acid) isolated from sandarac resin is reported. A protocol for the isolation of methyl callitrisate (methyl 4-epidehydroabietate) in gram quantities from sandarac resin is also described. Allylic C-17 oxygenation was introduced by regioselective dehydrogenation of the isopropyl group of methyl callitrisate with DDQ followed by selenium-catalyzed allylic oxidation. Ester hydrolysis afforded (+)-jiadifenoic acid C in 22% overall yield from methyl callitrisate. This semisynthetic route provides a convenient source of this anti-Coxsacki…

PharmacologyAllylic rearrangementNatural productMolecular StructureChemistryOrganic ChemistrySandaracPharmaceutical ScienceRegioselectivityAntiviral AgentsSemisynthesisTerpenoidEnterovirus B HumanAnalytical Chemistrychemistry.chemical_compoundComplementary and alternative medicineAbietanesDrug DiscoveryMolecular MedicineOrganic chemistryNuclear Magnetic Resonance BiomolecularOxidation-ReductionResins PlantIsopropylAbietaneJournal of Natural Products
researchProduct

First Diastereoselective Synthesis of (−)-Methyl Thyrsiflorin A, (−)-Methyl Thyrsiflorin B Acetate, and (−)-Thyrsiflorin C

2000

An efficient procedure for the synthesis of scopadulan diterpenes, using (+)-podocarp-8(14)-en-13-one 13 as starting material, is reported. This procedure has been used for the diastereoselective synthesis of (-)-methyl thyrsiflorin A (8), (-)-methyl thyrsiflorin B acetate (9), and (-)-thyrsiflorin C (7). Key steps in our strategy are the intramolecular cyclopropanation of diazoketone 19 and the regioselective cleavage of the cyclopropane ring.

Methyl thyrsiflorin B acetatePlants MedicinalMolecular StructureCyclopropanationSpectrum AnalysisOrganic ChemistryRegioselectivityStereoisomerismRing (chemistry)Cleavage (embryo)Medicinal chemistryCyclopropanechemistry.chemical_compoundThyrsiflorin CchemistryIntramolecular forceDiterpenesThe Journal of Organic Chemistry
researchProduct

Synthesis and biological evaluation of dehydroabietic acid derivatives.

2010

A series of C18-oxygenated derivatives of dehydroabietic acid were synthesized from commercial abietic acid and evaluated for their cytotoxic, antimycotic, and antiviral activities.

KetoneAntifungal AgentsCarboxylic acidAntineoplastic AgentsHerpesvirus 1 HumanMicrobial Sensitivity TestsAldehydeChemical synthesisAntiviral Agentschemistry.chemical_compoundInhibitory Concentration 50Cell Line TumorDrug DiscoveryOrganic chemistryAnimalsHumansAbietic acidCytotoxicityPharmacologychemistry.chemical_classificationOrganic ChemistryFungifood and beveragesGeneral Medicineequipment and suppliesTerpenoidchemistryAbietaneslipids (amino acids peptides and proteins)DiterpeneHydrophobic and Hydrophilic InteractionsEuropean journal of medicinal chemistry
researchProduct

Synthesis and cytotoxic activity of novel C7-functionalized spongiane diterpenes.

2003

Based on two lead cytotoxic spongiane diterpenes, a new series of C7-oxygenated derivatives were synthesized and evaluated for their antitumor activity in vitro against the cancer cell lines HeLa and HEp-2. In general, introduction of either hydroxyl or acetoxy groups at C-7 did not improve the resultant cytotoxicity, while the presence of a butyrate ester led to more active compounds (CC(50)=4.0-9.5 microM).

StereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsButyrateBiochemistryChemical synthesisHeLachemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipCell Line TumorDrug DiscoveryStructure–activity relationshipHumansCytotoxicityMolecular Biologychemistry.chemical_classificationbiologyMolecular StructureOrganic Chemistrybiology.organism_classificationButyrateschemistryMolecular MedicineHemiacetalDiterpeneDiterpenesDrug Screening Assays AntitumorLactoneHeLa CellsBioorganicmedicinal chemistry
researchProduct

SP404OXIDATIVE STRESS AND CHRONIC KIDNEY DISEASE: TRAVELLING COMPANIONS

2019

Stress (mechanics)TransplantationNephrologybusiness.industrymedicinePhysiologymedicine.disease_causebusinessmedicine.diseaseOxidative stressKidney diseaseNephrology Dialysis Transplantation
researchProduct

Determination of the absolute configuration of (−)-abietic acidviaits (4R,5R,9R,10R)-7,13-abietadien-18-ylp-bromobenzoate derivative

2006

The absolute configuration of the title bromo derivative of abietic acid, C27H35BrO2, has been determined. The structural analysis confirms the absolute stereochemistry for (−)-abietic acid proposed by Bose & Struck [(1959). Chem. Ind. (London), pp. 1628–1630] on the basis of optical rotatory dispersion measurements. The mol­ecule exhibits a trans anti 6/6/6 tricyclic hydro­carbon skeleton, with the cyclo­hexane ring in the expected chair form and the two cyclo­hexene rings, the double bonds of which are conjugated, in half-chair conformations.

chemistry.chemical_classificationDouble bondAbsolute configurationGeneral ChemistryConjugated systemCondensed Matter PhysicsRing (chemistry)Medicinal chemistrychemistry.chemical_compoundBenzoate derivativechemistryGeneral Materials ScienceAbietic acidOptical rotatory dispersionDerivative (chemistry)Acta Crystallographica Section E Structure Reports Online
researchProduct

Experimental and DFT study of the conversion of ephedrine derivatives into oxazolidinones. Double SN2 mechanism against SN1 mechanism

2010

Sulfonation of the N-Boc derivatives of 1,2-aminoalcohols, such as ephedrine, pseudoephedrine, norephedrine, norpseudoephedrine, thiomicamine, and chloramphenicol yields a mixture of the corresponding oxazolidinones with inversion (erythro derivatives) and/or retention of configuration (threo derivatives)at C5. We suggest a competition between two mechanisms: an intramolecular SN2 process initiated by attack of the carbonyl oxygen of the Boc group to the benzylic carbon and the other one through a double SN2 process. In the erythro derivatives the first mechanism is predominant, while in the threo derivatives both mechanisms have similar energy. This hypothesis is supported by theoretical c…

chemistry.chemical_classificationReaction mechanismKetoneIntramolecular reactionStereochemistryOrganic ChemistryDiastereomerBiochemistrylaw.inventionSN1 reactionchemistrylawIntramolecular forceDrug DiscoverySN2 reactionWalden inversionTetrahedron
researchProduct

Cytotoxic, immunomodulatory, antimycotic, and antiviral activities of semisynthetic 14-hydroxyabietane derivatives and triptoquinone C-4 epimers

2013

A series of C14-hydroxy derivatives of dehydroabietic acid were synthesised from commercial abietic acid and evaluated for their cytotoxic, antimycotic, and antiviral activities. From these C14-hydroxy derivatives, triptoquinone C-4 epimers were obtained and their immunomodulatory activity was additionally evaluated. None of the tested compounds showed antiviral activity against herpes simplex virus type 1 (HHV-1), and nor did they display antimycotic activity against certain Aspergillus, spp. except for one compound, abieta-8,11,13-trien-14,18-diol. Interestingly, two triptoquinone epimers showed cytotoxic activity, and one of them induced mitochondrial potential loss, DNA damage and cell …

PharmacologyDNA damagemedicine.medical_treatmentMonocyteOrganic ChemistryPharmaceutical ScienceBiologyCell cyclemedicine.disease_causeBiochemistryPeripheral blood mononuclear cellJurkat cellsHerpes simplex virusCytokinemedicine.anatomical_structureBiochemistryDrug DiscoverymedicineMolecular MedicineCytotoxic T cellMedChemComm
researchProduct

Antigen carbohydrate 125 in heart failure: Not just a surrogate for serosal effusions?

2011

Wehave readwith interest the letter CA-125andheart failure:Deja vu or “still to be seen” by Topatan B and Basaran A [1] where the authors concisely reviewed the current pathophysiological knowledgeof CA125 in heart failure (HF). As discussed by these authors, the pathogenesis of this biomarker's elevation inHF is complex andmultifactorial,with apparently different driven forces. For instances, a proinflammatory stimulus (IL-1, tumour necrosis factor-α, lipopolysaccharide) and mesothelial-induced stress appear thekeymechanisms related to the increaseof this biomarker in HF [1–5]. However, no clear evidence exists in regard to how these two mechanisms differentially participate in CA-125 elev…

medicine.medical_specialtyHeart diseasebusiness.industrymedicine.medical_treatmentRenal functionmedicine.diseasePathophysiologyPeritoneal dialysisProinflammatory cytokinemedicine.anatomical_structurePeritoneumEffusionHeart failureInternal medicinemedicineCardiologyCardiology and Cardiovascular MedicinebusinessInternational Journal of Cardiology
researchProduct

CCDC 1473649: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographycatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) diperchlorate carbon dioxide]Crystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1473650: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterscatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) diperchlorate ethene]Experimental 3D Coordinates
researchProduct

CCDC 1439097: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterscatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron bis(tetrafluoroborate)]Experimental 3D Coordinates
researchProduct

CCDC 1439096: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographycatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) bis(tetrafluoroborate)]Crystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1473651: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterscatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) diperchlorate methane]Experimental 3D Coordinates
researchProduct

CCDC 1473652: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

catena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) bis(tetrafluoroborate) carbon dioxide]Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1473654: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographycatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) bis(tetrafluoroborate) methane]Crystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1473653: Experimental Crystal Structure Determination

2017

Related Article: Mónica Giménez-Marqués, Néstor Calvo Galve, Miguel Palomino, Susana Valencia, Fernando Rey, Germán Sastre, Iñigo J. Vitórica-Yrezábal, Mónica Jiménez-Ruiz, J. Alberto Rodríguez-Velamazán, Miguel A. González, José L. Jordá, Eugenio Coronado, Guillermo Mínguez Espallargas|2017|Chemical Science|8|3109|doi:10.1039/C6SC05122G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterscatena-[tris(mu-14-bis(1H-tetrazol-1-ylmethyl)benzene)-iron(ii) bis(tetrafluoroborate) ethene]Experimental 3D Coordinates
researchProduct