Search results for "Isocoumarin"

showing 4 items of 4 documents

Polyketides from the marine-derived fungus Aspergillus falconensis: In silico and in vitro cytotoxicity studies.

2020

Abstract Fermentation of the marine-derived fungus Aspergillus falconensis, isolated from sediment collected from the Red Sea, Egypt on solid rice medium containing 3.5% NaCl yielded a new dibenzoxepin derivative (1) and a new natural isocoumarin (2) along with six known compounds (3–8). Changes in the metabolic profile of the fungus were induced by replacing NaCl with 3.5% (NH4)2SO4 that resulted in the accumulation of three further known compounds (9–11), which were not detected when the fungus was cultivated in the presence of NaCl. The structures of the new compounds were elucidated by HRESIMS and 1D/2D NMR as well as by comparison with the literature. Molecular docking was conducted fo…

Cell SurvivalClinical BiochemistryDrug Evaluation PreclinicalPharmaceutical ScienceAntineoplastic AgentsBiochemistrychemistry.chemical_compoundMiceStructure-Activity RelationshipCell MovementCell Line TumorDrug DiscoveryAnimalsHumansMTT assayCytotoxicityMolecular BiologyIC50Cell Proliferationchemistry.chemical_classificationbiologyDose-Response Relationship DrugMolecular StructureTopoisomeraseOrganic ChemistryOptical ImagingIn vitroIsocoumarinMolecular Docking SimulationEnzymeAspergillusBiochemistrychemistryPolyketidesbiology.proteinMolecular MedicineFermentationDrug Screening Assays AntitumorBioorganicmedicinal chemistry
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Cytotoxic secondary metabolites from the endophytic fungus Aspergillus versicolor KU258497

2018

Abstract Two new isocoumarin dimers (1 and 2) and one new dihydroquinolone derivative (3) were isolated from Aspergillus versicolor, an endophyte derived from leaves of the Egyptian water hyacinth Eichhornia crassipes (Pontederiaceae), together with ten other known metabolites. Chemical structures of the isolated metabolites were determined based on HRESIMS, extensive 1D and 2D NMR spectroscopy. The relative and absolute configurations of the new natural products were established by ROESY and electronic circular dichroism (ECD) spectroscopy, respectively. The axial chirality of the isocoumarin 7,7′-homodimers (1 and 2) was deduced by TDDFT-ECD calculations. All isolated compounds were asses…

Circular dichroismbiology010405 organic chemistryChemistryStereochemistryPlant Sciencebiology.organism_classificationAntimicrobial01 natural sciencesBiochemistryEndophyte0104 chemical sciencesIsocoumarin010404 medicinal & biomolecular chemistrychemistry.chemical_compoundTermészettudományokAxial chiralityPontederiaceaeAspergillus versicolorKémiai tudományokAgronomy and Crop ScienceTwo-dimensional nuclear magnetic resonance spectroscopyBiotechnology
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Non-Classical Transformation of Benzendiazonium Hydrogen Sulfates. Access to 1,3-Dimethylisochromeno[4,3-c]pyrazol-5(1H)-one, a Potential Benzodiazep…

2013

The compound 2-((1,3-dimethyl-1H-pyrazol-5-yl)(methyl)carbamoyl)benzene-diazonium hydrogen sulfate (10) was reacted with copper sulfate and sodium chloride, in the presence of ascorbic acid as reducing agent, to afford a mixture of the chlorinated epimers 4′-chloro-2,2′,5′-trimethyl-2′,4′-dihydrospiro[isoindoline-1,3′-pyrazol]-3-one (18) and (19), the epimers 4′-hydroxy-2,2′,5′-trimethyl-2′,4′-dihydrospiro[isoindoline-1,3′-pyrazol]-3-one (20) and (21), and N-(1,3-dimethyl-1H-pyrazol-5-yl)benzamide (22). Under the foregoing conditions, diazonium salt 10 affords neither the 2-chloro-N-(1,3-dimethyl-1H-pyrazol-5-yl)-N-methylbenzamide (23) nor the tricyclic derivative 24, the classical products…

Reducing agentGABA AgentsSodiumPharmaceutical Sciencechemistry.chemical_elementSalt (chemistry)Sulfuric Acid EstersLigandsMedicinal chemistryArticleSandmeyer reactionAnalytical Chemistrylcsh:QD241-441chemistry.chemical_compoundlcsh:Organic chemistryisochromeno[43-c]pyrazol-5(1H)-oneDrug DiscoverySandmeyer reactionOrganic chemistryPhysical and Theoretical ChemistryBenzamide15-hydrogen atom transferchemistry.chemical_classificationheterocyclesChemistryOrganic ChemistrySettore CHIM/06 - Chimica OrganicaDiazonium CompoundsAscorbic acidPschorr reactionReceptors GABA-ASettore CHIM/08 - Chimica FarmaceuticaIsocoumarinsChemistry (miscellaneous)Molecular MedicinePyrazolesEpimerCrystallizationisochromeno[43-<i>c</i>]pyrazol-5(1<i>H</i>)-oneDerivative (chemistry)heterocycles; Pschorr reaction; Sandmeyer reaction; 15-hydrogen atom transfer; isochromeno[43-c]pyrazol-5(1H)-oneheterocycleMolecules
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Dihydroisocoumarins, Naphthalenes, and Further Polyketides from Aloe vera and A. plicatilis: Isolation, Identification and Their 5-LOX/COX-1 Inhibiti…

2021

The present study aims at the isolation and identification of diverse phenolic polyketides from Aloe vera (L.) Burm.f. and Aloe plicatilis (L.) Miller and includes their 5-LOX/COX-1 inhibiting potency. After initial Sephadex-LH20 gel filtration and combined silica gel 60- and RP18-CC, three dihydroisocoumarins (nonaketides), four 5-methyl-8-C-glucosylchromones (heptaketides) from A. vera, and two hexaketide-naphthalenes from A. plicatilis have been isolated by means of HSCCC. The structures of all polyketides were elucidated by ESI-MS and 2D 1H/13C-NMR (HMQC, HMBC) techniques. The analytical/preparative separation of 3R-feralolide, 3′-O-β-d-glucopyranosyl- and the new 6-O-β-d-glucopyranosyl…

StereochemistrySize-exclusion chromatographydihydroisocoumarinsPharmaceutical ScienceAloinOrganic chemistry01 natural sciencesAloe emodin<i>Aloe plicatilis</i>Aloe veraAnalytical Chemistrychemistry.chemical_compoundQD241-441Drug DiscoveryStructural isomermedicinePotencyPhysical and Theoretical ChemistryAloe plicatilisanti-inflammatory activitynaphthalenesbiology<i>Aloe vera</i>010405 organic chemistryChemistrybiology.organism_classificationIn vitroCOX-1/5-LOX0104 chemical sciences010404 medicinal & biomolecular chemistryAloe vera; Aloe plicatilis; dihydroisocoumarins; naphthalenes; polyketides; anti-inflammatory activity; COX-1/5-LOXChemistry (miscellaneous)ddc:540Molecular Medicinemedicine.drugpolyketidesMolecules
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