Search results for "porphine"

showing 10 items of 24 documents

The 5-HT and alpha-adrenoceptor antagonist effect of four benzylisoquinoline alkaloids on rat aorta.

1998

Abstract The action of four benzylisoquinoline alkaloids (two aporphines—glaucine and apomorphine, a benzylisoquinoline—papaverine and a bisbenzyltetrahydroisoquinoline—antioquine) on 5-HT-induced contraction in rat thoracic aorta has been examined and compared with that of the control drugs: ketanserin, nifedipine, prazosin and phentolamine. The relaxant action on 5-HT-induced contraction was contrasted with that on the contraction induced by noradrenaline and KCl. The results obtained with control drugs show that ketanserin has clear selectivity for 5-HT receptors, whereas prazosin and phentolamine have high selectivity for the α1-adrenoceptor and nifedipine seems to have a more potent ef…

AgonistMalemedicine.medical_specialtySerotoninKetanserinAporphinesApomorphinemedicine.drug_classPharmaceutical ScienceAorta ThoracicIn Vitro TechniquesBenzylisoquinolinesMuscle Smooth Vascularchemistry.chemical_compoundPhentolamineAlkaloidsInternal medicinePapaverinemedicinePrazosinAnimalsRats WistarBenzylisoquinolineAdrenergic alpha-AntagonistsPharmacologyPapaverineDose-Response Relationship DrugChemistryParasympatholyticsCalcium Channel BlockersIsoquinolinesGlaucineRatsApomorphineEndocrinologyDopamine Agonistsmedicine.drugMuscle ContractionThe Journal of pharmacy and pharmacology
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Vascular Activity of (-)-Anonaine, (-)-Roemerine and (-)-Pukateine, Three Natural 6a(R)-1,2-Methylenedioxyaporphines with Different Affinities for α1…

2004

We have studied the mechanism of action of three 6a( R)-1,2-methylenedioxyaporphines as vasorelaxant compounds. The alkaloids assayed showed different affinities for the three human cloned alpha (1)-adrenoceptor (AR) subtypes stably expressed in rat-1 fibroblasts, showing lower affinity for alpha(1B)-AR with regard to the alpha(1A)- or alpha(1D)-subtypes. These three natural compounds are more potent inhibitors of [ (3)H]-prazosin binding than of [ (3)H]-diltiazem binding to rat cerebral cortical membranes. As all these alkaloids inhibited noradrenaline (NA)-induced [ (3)H]-inositol phosphate formation in cerebral cortex and rat tail artery, they may be safely viewed as alpha (1)-AR antagon…

AporphinesPhosphodiesterase InhibitorsStereochemistryPharmaceutical ScienceAorta ThoracicDioxolesBiologyMuscle Smooth VascularAnalytical ChemistryHydroxylationchemistry.chemical_compoundAlkaloidsDrug DiscoverymedicineAnonaineAnimalsHumansAporphineRats WistarBinding sitePukateineCerebral CortexPharmacologyPlants MedicinalVoltage-dependent calcium channelAlkaloidOrganic ChemistryArteriesReceptors Adrenergic alphaIsoquinolinesRatsComplementary and alternative medicineMechanism of actionchemistryMolecular MedicineFemaleCalcium Channelsmedicine.symptomDrugs Chinese HerbalPhytotherapyPlanta Medica
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A possible structural determinant of selectivity of boldine and derivatives for the alpha 1A-adrenoceptor subtype.

1996

1. The selectivity of action of boldine and the related aporphine alkaloids, predicentrine (9-O-methylboldine) and glaucine (2,9-O-dimethylboldine) and alpha 1-adrenoceptor subtypes was studied by examining [3H]-prazosin competition binding in rat cerebral cortex. WB 4101 and benoxathian were used as selective alpha 1A-adrenoceptor antagonists. 2. In the competition experiments [3H]-prazosin (0.2 nM) binding was inhibited by WB 4101 and benoxathian. The inhibition curves displayed shallow slopes which could be subdivided into high and low affinity components (pKi = 9.92 and 8.29 for WB 4101, 9.35 and 7.94 for benoxathian). The two antagonists recognized approximately 37% of the sites with h…

AporphinesStereochemistryAlpha (ethology)Binding CompetitiveAntioxidantsDioxanesOxathiinschemistry.chemical_compoundChloroethylclonidineBoldineAnimalsAporphineBinding siteRats WistarBenoxathianAdrenergic alpha-AntagonistsPharmacologyCerebral CortexAlkaloidPrazosinGlaucineRatschemistryAdrenergic alpha-1 Receptor AntagonistsFemaleResearch Article
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Reactive oxygen species (ROS) generation inhibited by aporphine and phenanthrene alkaloids semi-synthesized from natural boldine.

2004

Four phenanthrene and one aporphine alkaloids semi-synthesized from boldine were evaluated for their inhibitory effect on reactive oxygen species (ROS) generation. ROS generation by neutrophils stimulated with N-formyl-methionyl-leucyl-phenylalanine was inhibited in a concentration dependent manner. Alkaloids exerted similar inhibitory effect in the hypoxanthine-xanthine oxidase system than in stimulated neutrophils, which could be attributed to a direct ROS scavenging activity. None of the alkaloids assayed had any effect on xanthine oxidase activity. Therefore the synthesized alkaloids might constitute an alternative therapy in inflammation disorders in which ROS generation is involved.

AporphinesStereochemistryNeutrophilsInflammationcomplex mixtureschemistry.chemical_compoundRos scavengingAlkaloidsDrug DiscoverymedicineBoldineHumansheterocyclic compoundsAporphineInhibitory effectchemistry.chemical_classificationReactive oxygen speciesOxidase testDose-Response Relationship DrugChemistryorganic chemicalsGeneral ChemistryGeneral MedicinePhenanthrenePhenanthrenesBiochemistrymedicine.symptomReactive Oxygen SpeciesChemicalpharmaceutical bulletin
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Halogenated derivatives of boldine with high selectivity for alpha1A-adrenoceptors in rat cerebral cortex.

1999

The selectivity of 3-nitrosoboldine and different halogenated derivatives of boldine (3-bromoboldine, 3,8-dibromoboldine and 3-chloroboldine) for alpha1-adrenoceptor subtypes was studied by examining [3H]-prazosin competition binding in rat cerebral cortex. In the competition experiments [3H]-prazosin binding was inhibited completely by all the compounds tested. The inhibition curves displayed shallow slopes which could be subdivided into high and low affinity components. The relative order of affinity and selectivity for alpha1A-adrenoceptors was 3-bromoboldine = 3,8-dibromoboldine = 3-chloroboldineboldine3-nitrosoboldine. The competition curves for 3-bromoboldine remained shallow and biph…

Cerebral CortexAporphinesChemistryStereochemistryHigh selectivityGeneral MedicinePrazosinBinding CompetitiveGeneral Biochemistry Genetics and Molecular BiologyRatschemistry.chemical_compoundDiltiazemStructure-Activity Relationshipmedicine.anatomical_structureHalogensCerebral cortexα1a adrenoceptorReceptors Adrenergic alpha-1medicineBoldineAnimalsFemaleGeneral Pharmacology Toxicology and PharmaceuticsRats WistarLife sciences
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Diorganotin(IV) and triorganotin(IV complexes of meso tetra (4 sulfonatophenyl) porphine: do they bind DNA?

2015

It was observed that organometallic porphyrin systems, where the Sn(IV) residue is in side chains, coordinated via sulphonatophenyl groups of porphyrin, show interesting and peculiar in vitro activity, in agreement with the anti-tumour activity of organotin complexes.

Diorganotin(IV) triorganotin(IV) meso-tetra(4 sulfonatophenyl)porphine DNASettore CHIM/03 - Chimica Generale E Inorganica
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Electroactive polymeric material with condensed structure on the basis of magnesium(II) polyporphine

2011

International audience; Previous publication of the authors presented evidences that electroch emical oxidation of Mg(II) porphine (fully unsubstituted porphyrin, MgP) in acetonitrile (AN) at a very low potential leads to deposition of films at electrode surface corresponding to typical electroactive polymers, with their reversible transition betwee n the electronconducting and insulating states depending on the electrode potential/oxidation level ("film of type I"). It is demonstrated in the actual publication that these films in contact with a monomer-free solution are subject to an irreversible transformation to quite a different material ("film of type II") under the influence of a high…

General Chemical EngineeringAnalytical chemistryInfrared spectroscopy02 engineering and technology010402 general chemistryElectrochemistry01 natural scienceschemistry.chemical_compoundTransition metalX-ray photoelectron spectroscopy[CHIM.ANAL]Chemical Sciences/Analytical chemistryelectroactive materialsElectrochemistryMolecule[CHIM.COOR]Chemical Sciences/Coordination chemistryconducting polymermagnesium porphineConductive polymer[CHIM.ORGA]Chemical Sciences/Organic chemistryelectropolymerization[CHIM.MATE]Chemical Sciences/Material chemistry021001 nanoscience & nanotechnology0104 chemical sciencesMonomerchemistryPhysical chemistryC-C coupling0210 nano-technologyunsubstituted porphyrinElectrode potentialElectrochimica Acta
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Effect of boldine, secoboldine, and boldine methine on angiotensin II-induced neutrophil recruitment in vivo.

2005

AbstractAngiotensin-II (Ang-II) has inflammatory activity and is involved in different diseases associated with the cardiovascular system. This study has evaluated the effect of boldine (B), and two phenanthrene alkaloids semisynthesized by us, secoboldine (SB) and boldine methine (BM), on Ang-II-induced neutrophil recruitment. Intraperitoneal administration of 1 nM Ang-II induced significant neutrophil accumulation, which was maximal at 4–8 h. BM inhibited neutrophil infiltration into the peritoneal cavity at 4 h and 8 h by 73% and 77%, respectively, SB at 8 h by 55%, and B had no effect on this response. Although BM inhibited the release of cytokine-inducible neutrophil chemoattractant/ke…

KeratinocytesMaleChemokineAporphinesEndotheliumNeutrophilsImmunologyChemokine CXCL2InflammationPharmacologyRats Sprague-Dawleychemistry.chemical_compoundIn vivomedicineImmunology and AllergyBoldineAnimalsHumansInfusions ParenteralPlatelet Activating FactorReceptorchemistry.chemical_classificationReactive oxygen speciesbiologyMolecular StructureAngiotensin IIMonokinesInterleukin-8Endothelial CellsCell BiologyPhenanthrenesAngiotensin IIRatsP-Selectinmedicine.anatomical_structureBiochemistrychemistrybiology.proteinIntercellular Signaling Peptides and Proteinsmedicine.symptomChemokinesReactive Oxygen SpeciesChemokines CXCJournal of leukocyte biology
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Relaxant activity of three aporphine alkaloids from Annona cherimolia on isolated aorta of rat.

1995

Abstract In the present study we tested the relaxant effect of three aporphine alkaloids—roemerine, anonaine and dehydroroemerine—isolated from the roots of Annona cherimolia, on isolated strips of rat thoracic aorta. All compounds completely relaxed KCl- and noradrenaline-induced contractions with different potencies depending on their structural characteristics. The experiments, carried out in Ca2+-free medium using two different agonists (noradrenaline and caffeine) which mobilize calcium intracellularly by different mechanisms of action, showed that the alkaloids made no contribution to intracellular calcium processes. The present study provides evidence that the relaxant effects produc…

MaleAporphinesNifedipineStereochemistryMuscle RelaxationPharmaceutical Sciencechemistry.chemical_elementAorta ThoracicDioxolesPharmacologyCalciumCalcium in biologyAntioxidantsMuscle Smooth VascularPotassium Chloridechemistry.chemical_compoundDiltiazemNorepinephrineAlkaloidsAnonaineAnimalsAporphineLipoxygenase InhibitorsRats WistarPharmacologybiologyAlkaloidBiological activityPrazosinbiology.organism_classificationCalcium Channel BlockersIsoquinolinesRatschemistryAnnonaceaeSympatholyticsCalciumCaffeineDrugs Chinese HerbalThe Journal of pharmacy and pharmacology
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Effects of inhaled glaucine on pulmonary responses to antigen in sensitized guinea pigs.

2000

The alkaloid (S)-(+)-1,2,9,10-tetramethoxyaporphine (glaucine) is a phosphodiesterase 4 inhibitor with bronchodilator and anti-inflammatory activity in vitro. In this study, we examined the in vivo effects of glaucine on an animal model of asthma. In ovalbumin sensitized guinea pigs, inhaled glaucine (10 mg ml(-1), 3 min) inhibited the acute bronchoconstriction produced by aerosol antigen (antigen response was 256+/-42 and 95+/-14 cm H(2)O l(-1) s(-1) in control and glaucine-treated animals, respectively; P<0.05). Pretreatment with glaucine (10 mg ml(-1), 10 min inhalation, 30 min pre- and 3 h post-antigen exposure) markedly reduced airway hyperreactivity to histamine, eosinophil lung accum…

MalePulmonary CirculationAporphinesEosinophil Peroxidasemedicine.drug_classBronchoconstrictionGuinea PigsPharmacologyGuinea pigCapillary Permeabilitychemistry.chemical_compoundBronchodilatormedicineCyclic AMPAnimalsAntigensLungPharmacologybiologyInhalationDose-Response Relationship Drugbusiness.industryrespiratory systemEosinophilGlaucineCyclic Nucleotide Phosphodiesterases Type 4EosinophilsTracheamedicine.anatomical_structurechemistryPeroxidases3'5'-Cyclic-AMP PhosphodiesterasesImmunologybiology.proteinBronchoconstrictionVascular Resistancemedicine.symptomBronchial HyperreactivitybusinessEosinophil peroxidaseHistamineHistamineEuropean journal of pharmacology
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