Search results for "Tricyclic"

showing 10 items of 75 documents

Non-competitive inhibition of clomipramineN-demethylation by fluvoxamine

1995

The selective serotonin reuptake inhibitor fluvoxamine interferes with the metabolism of tricyclic antidepressants. The present investigation was set out to characterize these interactions in vitro using rat liver microsomes and in vivo by analysing levels of clomipramine and metabolites in sera of depressed patients treated concomitantly with fluvoxamine and clomipramine. Clomipramine was N-demethylated and hydroxylated in vitro by microsomes to N-desmethyl-clomipramine, 8-hydroxyclomipramine, and 10-hydroxyclomipramine. Kinetic analyses revealed Km values of 6.2 microM for N-demethylation and 1.2 microM for 8-hydroxylation. Fluvoxamine was a non-competitive inhibitor for N-demethylation w…

Malemedicine.medical_specialtyClomipramineSerotonin reuptake inhibitorFluvoxamineIn Vitro TechniquesPharmacologyHydroxylationRats Sprague-DawleyPharmacokineticsInternal medicinemedicineAnimalsHumansPharmacologychemistry.chemical_classificationDrug interactionRatsEndocrinologychemistryDealkylationFluvoxamineDepression ChemicalClomipramineMicrosomes LiverSerotoninReuptake inhibitormedicine.drugTricyclicPsychopharmacology
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Changes in brain oxidative metabolism induced by inhibitory avoidance learning and acute administration of amitriptyline

2007

The effects of antidepressant drugs on memory have been somewhat ignored, having been considered a mere side effect of these compounds. However, the memory impairment caused by several antidepressants could be considered to form part of their therapeutic effects. Amitriptyline is currently one of the most prescribed tricyclic antidepressants, and exerts marked anticholinergic and antihistaminergic effects. In this study, we evaluated the effects of inhibitory avoidance (IA) learning and acute administration of amitriptyline on brain oxidative metabolism. Brain oxidative metabolism was measured in several limbic regions using cytochrome oxidase (CO) quantitative histochemistry. Amitriptyline…

Malemedicine.medical_specialtyMammillary bodyAmitriptylineClinical BiochemistryInfralimbic cortexCentral nervous systemAntidepressive Agents TricyclicToxicologyBiochemistryElectron Transport Complex IVMiceBehavioral NeuroscienceLimbic systemInternal medicineAvoidance LearningAnimalsMedicineAmitriptylinePrefrontal cortexBiological PsychiatryPharmacologybusiness.industryDentate gyrusBrainDiagonal band of Brocamedicine.anatomical_structureEndocrinologybusinessOxidation-Reductionmedicine.drugPharmacology Biochemistry and Behavior
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Effects of oxotremorine and physostigmine on the inhibitory avoidance impairment produced by amitriptyline in male and female mice.

2009

We have previously observed that amitriptyline and other antidepressants produce impairing effects on inhibitory avoidance (also called passive avoidance) in mice of both sexes. In the present study we investigated the involvement of the cholinergic system in the inhibitory avoidance impairment produced by acute amitriptyline in male and female CD1 mice. For this purpose, the effects on said task of acute i.p. administration of several doses of amitriptyline, either alone or in combination with the cholinergic agonists oxotremorine and physostigmine, were evaluated. Pre-training administration of 5, 7.5, 10 or 15 mg/kg of amitriptyline produced a significant impairment of inhibitory avoidan…

Malemedicine.medical_specialtyPhysostigmineTime FactorsAmitriptylinePhysostigmineMice Inbred StrainsPharmacologyAntidepressive Agents TricyclicCholinergic AgonistsBehavioral Neurosciencechemistry.chemical_compoundMiceRandom AllocationInternal medicineOxotremorineAvoidance LearningMedicineAnimalsAmitriptylineNeurotransmitterCholinesteraseSex Characteristicsbiologybusiness.industryLearning DisabilitiesOxotremorineEndocrinologychemistrybiology.proteinAntidepressantCholinergicFemalebusinessReuptake inhibitormedicine.drugBehavioural brain research
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Animal Models of Stress - Current Knowledge and Potential Directions

2021

Finding new therapies and new antidepressant agents is of high clinical priority given that many cases of depressive disorder do not respond to conventional monoaminergic antidepressants such as selective serotonin reuptake inhibitors, tricyclic antidepressants, and monoamine oxidase inhibitors The authors demonstrated that electroacupuncture and fluoxetine, a second-generation antidepressant categorized as a selective serotonin reuptake inhibitor (Perez-Caballero et al , 2014), regulate the expression of key proteins in the calmodulin kinase (CAMK) signaling pathway, which are related to depression in the hippocampi of rats (Takemoto-Kimura et al , 2017;Xie et al , 2019) In a paper on “Sho…

Monoamine oxidaseCognitive NeuroscienceSerotonin reuptake inhibitorContext (language use)Pharmacologyalternative therapylcsh:RC321-571stress03 medical and health sciencesBehavioral Neurosciencechemistry.chemical_compound0302 clinical medicineorganoselenium compoundsMonoaminergicmedicineNeurotransmitterlcsh:Neurosciences. Biological psychiatry. Neuropsychiatry030304 developmental biologychemistry.chemical_classification0303 health sciencesFluoxetinebusiness.industryanimal modelsEditorialNeuropsychology and Physiological PsychologychemistryAntidepressantmajor depressionbusiness030217 neurology & neurosurgeryTricyclicmedicine.drugFrontiers in Behavioral Neuroscience
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Desipramine induces disorder in cholesterol-rich membranes:implications for viral trafficking

2009

In this study, the effect of desipramine (DMI) on phospholipid bilayers and parvoviral entry was elucidated. In atomistic molecular dynamics simulations, DMI was found to introduce disorder in cholesterol-rich phospholipid bilayers. This was manifested by a decrease in the deuterium order parameter S(CD) as well as an increase in the membrane area. Disordering of the membrane suggested DMI to destabilize cholesterol-rich membrane domains (rafts) in cellular conditions. To relate the raft disrupting ability of DMI with novel biological relevance, we studied the intracellular effect of DMI using canine parvovirus (CPV), a virus known to interact with endosomal membranes and sphingomyelin, as …

Parvovirus CanineEndosomeBiophysicsPhospholipidBiologyAntidepressive Agents Tricyclicchemistry.chemical_compoundDogsStructural BiologyDesipraminemedicineAnimalsComputer SimulationMolecular BiologyCells CulturedMolecular StructureVesicleCell MembraneDesipramineCell BiologyRaftDisease Models AnimalMembraneCholesterolchemistryBiochemistryBiophysicslipids (amino acids peptides and proteins)Sphingomyelinhuman activitiesIntracellularmedicine.drug
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Antidepressant drugs and memory: Insights from animal studies

2007

This is a selective review of the literature concerning the effects of antidepressant drugs on animal memory, which was performed with the aid of the PubMed database. Monoamine oxidase inhibitors tend to either have no effect on memory or result in its improvement. Studies with cyclic antidepressants have reported no effect or, more often, memory impairments. Pre-training administration of selective serotonin reuptake inhibitors (SSRIs) has been shown to have either no effect on memory or undermine it (with some isolated exceptions, in which improvements have been recorded), while post-training administration of SSRIs has been demonstrated to improve memory or have no effect. A small group …

PharmacologyMonoamine Oxidase InhibitorsMonoamine oxidaseTrazodoneAntidepressive Agents TricyclicSerotonin reuptakePharmacologyAntidepressive AgentsRatsPsychiatry and Mental healthNeurologyMemorymedicineAnimalsConditioning OperantAntidepressantPharmacology (medical)Neurology (clinical)Animal studiesPsychologyNeuroscienceSelective Serotonin Reuptake InhibitorsBiological Psychiatrymedicine.drugEuropean Neuropsychopharmacology
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Synthesis of hexahydrocyclopenta[ij]isoquinolines as a new class of dopaminergic agents.

2014

In this study, we have described the synthesis of the tricyclic 1,2,3,7,8,8a-hexahydrocyclopenta [ij]isoquinoline (HCPIQ). Herein, six differently substituted 5,6-dioxygenated-7-phenyl-HCPIQs have been synthesized using a new methodology via (E)-1-styryl-THIQ by Friedel-Crafts cyclization with Eaton's reagent. Results showed that HCPIQs (3, 3a-e) displayed a moderate affinity for D1 dopamine receptors (DR) in the micromolar range, furthermore the catecholic HCPIQs 3a (NH), 3c (NCH3) and 3e (NCH2CHCH2) exhibited outstanding affinity and high selectivity towards D2 DR. Indeed, 3a, 3c and 3e showed Ki values of 29 nM, 13 nM and 18 nM, respectively, and HCPIQs 3a (NH) and 3c (NCH3) displayed a …

Pharmacologychemistry.chemical_classificationDose-Response Relationship DrugMolecular StructureChemistryStereochemistryReceptors Dopamine D2Receptors Dopamine D1Organic ChemistryHigh selectivityDopaminergicDopamine AgentsGeneral MedicineIsoquinolineschemistry.chemical_compoundStructure-Activity RelationshipDopamine receptorReagentDrug DiscoveryHumansIsoquinolineCytotoxicitySelectivityTricyclicEuropean journal of medicinal chemistry
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Development of predictive retention-activity relationship models of tricyclic antidepressants by micellar liquid chromatography.

1999

The distribution of tricyclic antidepressants from plasma to brain, where these drugs exert their main clinical action, and other organs is related to transport events across the cell membranes of the different tissues. It could be expected that all the molecular features that condition the transport processes (mainly hydrophobicity and molar total charge) also control the pharmacokinetic and biochemical behavior. Micellar liquid chromatography (MLC) has been proposed to emulate in vitro the partitioning process in the biomembranes. The use of micellar solutions of Brij35 as mobile phases in reversed-phase liquid chromatography has proven to be valid to predict the biological activities of …

SerotoninAntidepressive Agents TricyclicModels BiologicalMicellar electrokinetic chromatographyNorepinephrineStructure-Activity RelationshipPharmacokineticsReceptors Adrenergic alpha-1Drug DiscoveryDistribution (pharmacology)AnimalsEnzyme InhibitorsAdrenergic alpha-AntagonistsMicelleschemistry.chemical_classificationChromatographyChemistryCapacity factorRatsMembraneMicellar liquid chromatographyMicellar solutionsAdenylyl Cyclase InhibitorsHistamine H1 AntagonistsMolecular MedicineSelective Serotonin Reuptake InhibitorsTricyclicChromatography LiquidJournal of medicinal chemistry
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Synthesis and biological evaluation of cyclic derivatives of combretastatin A-4 containing group 14 elements

2018

Several tricyclic compounds inspired by the structure of combretastatin A-4 and bearing group 14 elements have been synthesized by homocoupling lithiated aryl fragments followed by ring-closing metathesis. These tricyclic compounds and their diolefin precursors were evaluated for their antiproliferative action on the tumor cell lines HT-29, MCF-7, HeLa and A-549 and on the non-tumor cell line HEK-293. In addition, their effects on the cell cycle were also measured. The tricyclic compounds show antiproliferative activity similar to that of combretastatin A-4, even though they are not so active in arresting the cell cycle. However, some diolefin precursors are able to cause accumulation of ce…

Stereochemistry010402 general chemistry01 natural sciencesBiochemistryHeLachemistry.chemical_compoundTubulinCell Line TumorNeoplasmsStilbenesHumansPhysical and Theoretical ChemistryCell ProliferationCombretastatin A-4Tube formationCombretastatinchemistry.chemical_classificationbiology010405 organic chemistryArylCell CycleOrganic ChemistryCell cyclebiology.organism_classificationAntineoplastic Agents PhytogenicVascular Endothelial Growth Factor Receptor-20104 chemical sciencesHEK293 CellschemistryCell cultureDrug Screening Assays AntitumorTricyclic
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Synthesis of new melatoninergic hexahydroindenopyridines

2014

Hexahydroindenopyridine (HHIP) is an interesting heterocyclic framework that contains an indene core similar to ramelteon. This type of tricyclic piperidines aroused our interest as potential melatoninergic ligands. Melatonin receptor ligands have applications in insomnia and depression. We report herein an efficient two-step method to prepare new HHIP by the reaction of an enamine with 3-bromopropylamine hydrobromide. Some synthesized compounds showed moderate affinity for melatonin receptors in the nanomolar or low micromolar range. Furthermore, the methylenedioxy HHIPs 2d (N-phenylacetamide) and 2f (N,N-diethylacetamide), exhibited high selectivity at MT1 or MT2 receptors, respectively, …

StereochemistryClinical BiochemistryRamelteonPharmaceutical ScienceLigandsHeterocyclic Compounds 4 or More RingsBiochemistryMelatonin receptorMethylenedioxyEnamineMelatoninStructure-Activity Relationshipchemistry.chemical_compoundDrug DiscoverymedicineHumansIndeneMolecular Biologychemistry.chemical_classificationDose-Response Relationship DrugMolecular StructureReceptor Melatonin MT2HydrobromideReceptor Melatonin MT1Organic ChemistryHEK293 CellschemistryMolecular MedicineTricyclicmedicine.drugBioorganic & Medicinal Chemistry Letters
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