Search results for "bromopyrrole"

showing 4 items of 4 documents

Synthesis and antimicrobial activity of new bromine-rich pyrrole derivatives related to monodeoxypyoluteorin

2006

The synthesis and antimicrobial activity of new pyrrole derivatives structurally related to monodeoxypyoluteorin are described. The insertion of a keto or methylene spacer between the phenol group and the pyrroloyl moiety of brominated 2-(2'-hydroxybenzoyl)pyrroles leads to a decrease of the antibacterial activity.

Antifungal AgentsMagnetic Resonance SpectroscopyKetoneMicrobial Sensitivity Testspyoluteorin analogsChemical synthesischemistry.chemical_compoundPhenolsSpectroscopy Fourier Transform InfraredDrug DiscoveryMoietyPhenolOrganic chemistryPyrrolesPhenolsMethyleneantimicrobicbromopyrrolePharmacologychemistry.chemical_classificationOrganic ChemistryGeneral MedicineBromineAntimicrobialAnti-Bacterial AgentschemistryAntibacterial activity
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Marine Pyrrole Alkaloids

2021

Nitrogen heterocycles are essential parts of the chemical machinery of life and often reveal intriguing structures. They are not only widespread in terrestrial habitats but can also frequently be found as natural products in the marine environment. This review highlights the important class of marine pyrrole alkaloids, well-known for their diverse biological activities. A broad overview of the marine pyrrole alkaloids with a focus on their isolation, biological activities, chemical synthesis, and derivatization covering the decade from 2010 to 2020 is provided. With relevant structural subclasses categorized, this review shall provide a clear and timely synopsis of this area.

Aquatic OrganismsQH301-705.5Ecologymarine natural productsPharmaceutical Sciencepyrrole-aminoimidazole alkaloidsReviewBiologyalkaloidsStructure-Activity Relationshipchemistry.chemical_compoundchemistrypyrrolesDrug DiscoveryAnimalspyrrole-imidazole alkaloidsnitrogen heterocyclesbromopyrrolesBiology (General)Pharmacology Toxicology and Pharmaceutics (miscellaneous)PyrroleMarine Drugs
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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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