Search results for "Bromopyrrole alkaloid"

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Damipipecolin and damituricin, novel bioactive bromopyrrole alkaloids from the Mediterranean sponge Axinella damicornis

2007

Two new bromopyrrole alkaloids, damipipecolin (1) and damituricin (2), have been isolated from the Mediterranean sponge Axinella damicornis, and their structures established through spectroscopic methods. Compounds 1 and 2 extend the structural variety of the so far known pyrrole alkaloids; in these compounds, the 4-bromopyrrole 2-carboxylic acid is directly condensed with a non-protein cyclic alpha-amino acid, the (2R, 4R)-trans-4-hydroxypipecolic acid and (2R, 4R)-cis-N,N'-dimethyl-4-hydroxyproline (D-turicine) in 1 and 2, respectively. Compounds 1 and 2 were found to display a modulating effect of the serotonin receptor activity in vitro.

N-MethylaspartateCell SurvivalStereochemistryClinical BiochemistryGlutamic AcidPharmaceutical ScienceBiochemistryNatural productchemistry.chemical_compoundAlkaloidsAxinellaBromopyrrole alkaloidDrug DiscoverySerotonin receptor activityAnimalsHumansOrganic chemistryPyrrolesMolecular BiologyCells CulturedPyrroleMarine spongeNeuronsMolecular StructurebiologyMediterranean RegionAlkaloidOrganic ChemistryAxinellaBiological activityGlutamic acidBrominebiology.organism_classificationRatsAxinella damicorniSpongechemistryMolecular MedicineSerotonin receptor activity.CalciumSuberitesSuberitesBioorganic & Medicinal Chemistry
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Novel bioactive bromopyrrole alkaloids from the Mediterranean sponge Axinella verrucosa

2005

The Mediterranean sponge Axinella verrucosa has been investigated for its alkaloid composition and has been found to produce a complex mixture of bromopyrrole alkaloids. Along with the previously isolated compounds 5-18, four novel alkaloids of this class, compounds 1-4, have been isolated, and their structures established through spectroscopic methods. Compounds 1-4 were found to display neuroprotective activity against the agonists serotonin and glutamate in vitro.

SerotoninSpectrometry Mass Electrospray Ionizationendocrine systemAxinella verrucosaMagnetic Resonance SpectroscopyStereochemistryClinical BiochemistryThin layerGlutamic AcidPharmaceutical ScienceSpectrometry Mass Fast Atom BombardmentPharmacognosycomplex mixturesBiochemistryAnimal originPyrrole derivativesNatural productCell LineAlkaloidsBromopyrrole alkaloidDrug DiscoveryAnimalsPyrrolesheterocyclic compoundsMolecular BiologyNeuronsMarine spongeMolecular StructurebiologyChemistryorganic chemicalsAlkaloidOrganic ChemistryQuisqualic AcidBiological activitybiology.organism_classificationPoriferaSpongeNeuroprotective activity.Axinella verrucosaMolecular MedicineCalciumChromatography Thin LayerSerotonin AntagonistsExcitatory Amino Acid Antagonists
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