Search results for "cholic acids"

showing 7 items of 7 documents

Synthesis and Structure-Activity Relationships of Amino Acid Conjugates of Cholanic Acid as Antagonists of the EphA2 Receptor

2013

The Eph–ephrin system plays a critical role in tumor growth and vascular functions during carcinogenesis. We had previously identified cholanic acid as a competitive and reversible EphA2 antagonist able to disrupt EphA2-ephrinA1 interaction and to inhibit EphA2 activation in prostate cancer cells. Herein, we report the synthesis and biological evaluation of a set of cholanic acid derivatives obtained by conjugation of its carboxyl group with a panel of naturally occurring amino acids with the aim to improve EphA2 receptor inhibition. Structure-activity relationships indicate that conjugation of cholanic acid with linear amino acids of small size leads to effective EphA2 antagonists whereas …

EphA2 antagonistsStereochemistryStructure-activity relationship studiesPharmaceutical Sciencemedicine.disease_causeArticleProtein Structure SecondaryAnalytical Chemistrylcsh:QD241-441Inhibitory Concentration 50Structure-Activity Relationshipchemistry.chemical_compoundamino acid conjugateslcsh:Organic chemistryEphA2 anatgonistscholanic acid; amino acid conjugates; EphA2 antagonists; structure-activity relationshipsCell Line TumorDrug DiscoveryAromatic amino acidsmedicineHumansPhosphorylationPhysical and Theoretical ChemistryReceptorbile acids; EphA2 anatgonists; Structure-activity relationship studies; amino acid conjugatesbile acidschemistry.chemical_classificationBinding SitesReceptor EphA1Receptor EphA2structure-activity relationshipsOrganic ChemistryAntagonistCholic AcidsHydrogen BondingEPH receptor A2Amino acidMolecular Docking SimulationCholanic acidcholanic acidchemistryBiochemistryChemistry (miscellaneous)Molecular MedicineCarcinogenesisProtein Processing Post-TranslationalProtein BindingConjugateMolecules
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Tauroursodeoxycholic acid in the treatment of patients with amyotrophic lateral sclerosis

2015

Background and purpose: Tauroursodeoxycholic acid (TUDCA) is a hydrophilic bile acid that is produced in the liver and used for treatment of chronic cholestatic liver diseases. Experimental studies suggest that TUDCA may have cytoprotective and anti-apoptotic action, with potential neuroprotective activity. A proof of principle approach was adopted to provide preliminary data regarding the efficacy and tolerability of TUDCA in a series of patients with amyotrophic lateral sclerosis (ALS). Methods: As a proof of principle, using a double-blind placebo controlled design, 34 ALS patients under treatment with riluzole who were randomized to placebo or TUDCA (1 g twice daily for 54 weeks) were e…

AdultMale0301 basic medicineamyotrophic lateral sclerosismedicine.medical_specialtyALS - TUDCA - clinical trialmedicine.drug_classPilot ProjectsAmyotrophic lateral sclerosis; Cholic acids; Tauroursodeoxycholic acid; Adult; Aged; Amyotrophic Lateral Sclerosis; Double-Blind Method; Drug Therapy Combination; Female; Humans; Male; Middle Aged; Neuroprotective Agents; Pilot Projects; Riluzole; Taurochenodeoxycholic Acid; Outcome Assessment (Health Care); Neurology; Neurology (clinical)PlaceboNeuroprotectionGastroenterologyTaurochenodeoxycholic AcidOutcome Assessment (Health Care)03 medical and health scienceschemistry.chemical_compound0302 clinical medicineDouble-Blind MethodDrug TherapyInternal medicinemedicineCholic acidHumansAmyotrophic lateral sclerosisAdverse effectAmyotrophic lateral sclerosiAgedtauroursodeoxycholic acidRiluzoleBile acidbusiness.industryTauroursodeoxycholic acidMiddle Agedmedicine.diseaseRiluzoleSurgerySettore MED/26 - NEUROLOGIANeuroprotective Agentscholic acids030104 developmental biologyNeurologychemistryTolerabilityCombinationFemaleNeurology (clinical)business030217 neurology & neurosurgerymedicine.drugEuropean Journal of Neurology
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Muricholic Acids Promote Resistance to Hypercholesterolemia in Cholesterol-Fed Mice

2021

International audience; Background and aims: Hypercholesterolemia is a major risk factor for atherosclerosis and cardiovascular diseases. Although resistant to hypercholesterolemia, the mouse is a prominent model in cardiovascular research. To assess the contribution of bile acids to this protective phenotype, we explored the impact of a 2-week-long dietary cholesterol overload on cholesterol and bile acid metabolism in mice. Methods: Bile acid, oxysterol, and cholesterol metabolism and transport were assessed by quantitative real-time PCR, western blotting, GC-MS/MS, or enzymatic assays in the liver, the gut, the kidney, as well as in the feces, the blood, and the urine. Results: Plasma tr…

Male0301 basic medicineMuricholic acidDrug Evaluation PreclinicalReceptors Cytoplasmic and NuclearCholesterol Dietarychemistry.chemical_compound0302 clinical medicineBiology (General)Spectroscopy2. Zero hungerKidney[SDV.MHEP] Life Sciences [q-bio]/Human health and pathologyBile acidChemistryGeneral Medicine3. Good healthComputer Science ApplicationsBlotChemistrymedicine.anatomical_structureCholesterolFXR030220 oncology & carcinogenesislipids (amino acids peptides and proteins)LXRmedicine.medical_specialtyOxysterolQH301-705.5medicine.drug_classHypercholesterolemiaArticleCatalysisBile Acids and SaltsInorganic Chemistry03 medical and health sciencesIn vivoInternal medicinemedicine[SDV.BBM] Life Sciences [q-bio]/Biochemistry Molecular BiologyAnimals[SDV.BBM]Life Sciences [q-bio]/Biochemistry Molecular BiologyPhysical and Theoretical ChemistryLiver X receptorQD1-999Molecular BiologyCholesterolOrganic ChemistryCholic AcidsBile acidsMice Inbred C57BL030104 developmental biologyEndocrinology[SDV.MHEP]Life Sciences [q-bio]/Human health and pathology
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All-trans to 11-cis retinol isomerization in nuclear membrane fraction from bovine retinal pigment epithelium

1991

Abstract Isomerization of all-trans to 11-cis retinol has been studied in a membrane preparation from the nuclear fraction of bovine retinal pigment epithelium. When the nuclear membrane preparation deprived of endogenous retinoids is incubated with 4·5 μ m all-trans-retinol, the mean value calculated for the isomerase activity is 1·32 nmol 11-cis retinol formed hr−1 mg protein−1. Simultaneous formation of all-trans and 11-cis retinyl esters is also observed in the nuclear preparation. When assayed under the same experimental condition, RPE 150 000 g post-nuclear sediment shows about 70% of the isomerase activity found in the nuclear membrane fraction. Treatment of the nuclear membrane frac…

cis-trans-IsomerasesIsomerase activityNuclear EnvelopeDetergentsIsomeraseCellular and Molecular Neurosciencechemistry.chemical_compoundIsomerismChapsmedicineAnimalsBovine serum albuminNuclear membraneIsomerasesPigment Epithelium of EyeVitamin AChromatography High Pressure LiquidCell NucleusChromatographybiologyRetinolCholic AcidsSensory SystemsEnzyme assayOphthalmologyMembranemedicine.anatomical_structureSolubilityBiochemistrychemistrybiology.proteinCattleExperimental Eye Research
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Synthesis of Both Ionic Species of Ammonium Dithiocarbamate Derived Cholic Acid Moieties

2011

The reaction of 3-aminopropylamide of cholic acid with CS2 produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS2 and the formed salt was stable in the reaction mixture, even when excess CS2 was used. When the reaction was carried out in the presence of aqueous sodium hydroxide, only the bile acid derivative of sodium dithiocarbamate was formed. The dithiocarbamate derivatives were characterized by 1H- and 13C-NMR spectroscopy and ESI-TOF mass spectrometry.

Magnetic Resonance Spectroscopymedicine.drug_classSodiumChemistry PharmaceuticalPharmaceutical Sciencechemistry.chemical_elementSalt (chemistry)ArticleAnalytical ChemistryBile Acids and Saltslcsh:QD241-441chemistry.chemical_compounddithiocarbamateNMR spectroscopylcsh:Organic chemistryThiocarbamatesCationsDrug DiscoveryPolymer chemistryparasitic diseasesmedicinepolycyclic compoundsOrganic chemistryAmmoniumPhysical and Theoretical ChemistryDithiocarbamateta116chemistry.chemical_classificationIonsDrug CarriersBile acidOrganic ChemistrysteroidCholic acidCationic polymerizationWaterCholic AcidsAmidescholic acidQuaternary Ammonium CompoundschemistryamineChemistry (miscellaneous)Carbon DisulfideMolecular MedicineAmine gas treatingMolecules
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Synthesis of new, UV-photoactive dansyl derivatives for flow cytometric studies on bile acid uptake.

2009

Four new fluorescent derivatives of cholic acid have been synthesized; they incorporate a dansyl moiety at 3 alpha-, 3 beta-, 7 alpha- or 7 beta- positions. These cholic acid analogs are UV photoactive and also exhibit green fluorescence. In addition, they have been demonstrated to be suitable for studying the kinetics of bile acid transport by flow cytometry.

Bile acid transportmedicine.drug_classPhotochemistryUltraviolet RaysKineticsMolecular ConformationBiochemistryFluorescenceFlow cytometrychemistry.chemical_compoundfluids and secretionsmedicinepolycyclic compoundsMoietyAnimalsPhysical and Theoretical ChemistryDansyl CompoundsChromatographyBile acidmedicine.diagnostic_testOrganic ChemistryCholic acidCholic AcidsStereoisomerismFlow CytometryFluorescenceRatsKineticschemistryLiverOrganicbiomolecular chemistry
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Properties of the microsomal and cytosolic glutathione transferases involved in hexachloro-1:3-butadiene conjugation

1989

Hexachloro-1,3-butadiene (HCBD) is a substrate for the hepatic microsomal glutathione transferases and is metabolised at higher rates by these enzymes than their cytosolic counterparts. Conjugation reactions catalysed by the microsomal and cytosolic transferases have been studied and characterized using this substrate and 1-chloro-2,4-dinitrobenzene (CDNB). In rat liver microsomes the Km values for HCBD and CDNB were 0.91 and 0.012 mM and in cytosol 0.51 and 0.10 mM respectively. Vmax values for HCBD were 1.39 and 0.35 nmol conjugate formed/min/mg protein for microsomes and cytosol respectively. In microsomal systems HCBD was a potent competitive inhibitor of the metabolism of CDNB with a K…

MaleDetergentsGuinea PigsCholic AcidBiochemistrySulfobromophthaleinchemistry.chemical_compoundCytochrome P-450 Enzyme SystemCricetinaeButadienesDinitrochlorobenzeneAnimalsHumansGlutathione transferase activityGlutathione TransferasePharmacologychemistry.chemical_classificationbiologyEndoplasmic reticulumBilirubinCholic AcidsGlutathioneMetabolismbiology.organism_classificationRatsKineticsCytosolEnzymeSolubilitychemistryBiochemistryMicrosomaMicrosomes LiverMicrosomeRabbitsBiochemical Pharmacology
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