Search results for "Complementary"

showing 10 items of 1156 documents

Styryl-lactones from the stem bark of Goniothalamus arvensis

1999

The fractionation of the methanolic extract of Goniothalamus arvensis (Annonaceae) stem bark led to the isolation of two novel styryl-lactones, arvensin and (+)-2-epi-altholactone. The structures of these compounds, which belong to the furano-pyrone group, were established on the basis of mass spectrometry, one- and two-dimensional nuclear magnetic resonance experiments, as well as simple chemical derivatization. The relative and absolute configurations of the compounds are discussed. Copyright © 1999 John Wiley & Sons, Ltd.

Stem barkbiologyStereochemistryPlant ScienceGeneral MedicineFractionationbiology.organism_classificationMass spectrometryBiochemistryAnalytical Chemistrychemistry.chemical_compoundComplementary and alternative medicinechemistryAnnonaceaeDrug DiscoveryMolecular MedicineDerivatizationGoniothalamusFood SciencePhytochemical Analysis
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Novel Acylated Triterpene Glycosides from Muraltia heisteria

2002

Four new acylated triterpene glycosides (1-4) have been isolated as two inseparable mixtures of the trans- and cis-3,4,5-trimethoxycinnamoyl derivatives (1,2 and 3,4) from the roots of Muraltia heisteria. The structures of these compounds were elucidated by various 1D and 2D NMR techniques, including (1)H and (13)C, COSY, NOESY, HSQC, TOCSY, and HMBC experiments and FABMS. Compounds 3 and 4 were shown to be cytotoxic in a human colon cancer cell line but did not show any ability to potentiate in vitro cisplatin cytotoxicity.

StereochemistryAcylationSaponinPharmaceutical ScienceStereoisomerismPharmacognosyPlant RootsAnalytical ChemistrySouth AfricaTriterpeneDrug DiscoveryTumor Cells CulturedHumansOrganic chemistryNuclear Magnetic Resonance BiomolecularChromatography High Pressure LiquidPharmacologychemistry.chemical_classificationMolecular StructureChemistryHydrolysisOrganic ChemistryGlycosideStereoisomerismBiological activitySaponinsAntineoplastic Agents PhytogenicTriterpenesTerpenoidPolygalaceaeComplementary and alternative medicineMolecular MedicineCisplatinDrug Screening Assays AntitumorHT29 CellsTwo-dimensional nuclear magnetic resonance spectroscopyJournal of Natural Products
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Acylated Preatroxigenin Glycosides from Atroxima congolana

2003

Six new acylated bisdesmosidic preatroxigenin saponins named atroximasaponins E1, E2 (1, 2), F1, F2 (3, 4), and G1, G2 (5, 6) were isolated as three inseparable mixtures of the trans- and cis-p-methoxycinnamoyl derivatives, from the roots of Atroxima congolana. Their structures were established through extensive NMR spectroscopic analysis as 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(1--2)-[beta-D-glucopyranosyl-(1--3)]-[4-O-trans-p-methoxycinnamoyl]-beta-D-fucopyranoside (atroximasaponin E1, 1), and its cis-isomer, atroximasaponin E2 (2), 3-O-beta-D-glucopyranosylpreatroxigenin-28-O-beta-D-xylopyranosyl-(1--4)-alpha-L-rhamnopyranosyl-(…

StereochemistryAcylationSaponinPharmaceutical ScienceStereoisomerismPlant RootsAnalytical ChemistryAcylationPlant scienceTriterpeneDrug DiscoveryTetrasaccharideNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationMolecular StructureHydrolysisOrganic ChemistryGlycosideStereoisomerismSaponinsPolygalaceaeCongoComplementary and alternative medicinechemistryAldoseMolecular MedicineJournal of Natural Products
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Epoxy-Acetogenins and other Polyketide Epoxy Derivatives as Inhibitors of the Mitochondrial Respiratory Chain Complex I

2000

Annonaceous acetogenins (ACG), an extensive group of cytotoxic natural products, are antitumor agents whose main mode of action is inhibition of the mammalian mitochondrial complex I. Herein we describe the importance of the different chemical groups along the alkyl chain for optimal inhibitory potency, discussing the structurally relevant factors present in these compounds. For this purpose, a series of epoxide derivatives from alpha-linolenic acid were prepared and their activity compared with that of epoxy-acetogenins and tetrahydrofuranic (THF) acetogenins isolated from Rollinia membranacea.

StereochemistryChemical structurePharmaceutical ScienceEpoxideAnalytical ChemistryElectron TransportLactonesPolyketidechemistry.chemical_compoundDrug DiscoveryNADH NADPH OxidoreductasesMitochondrial respiratory chain complex IFuransMode of actionAlkylPharmacologychemistry.chemical_classificationbiologyOrganic ChemistryEpoxybiology.organism_classificationMitochondriaComplementary and alternative medicinechemistryAnnonaceaevisual_artvisual_art.visual_art_mediumEpoxy CompoundsMolecular MedicinePlanta Medica
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Tucumanin, a β-hydroxy-γ-lactone bistetrahydrofuranic acetogenin from Annona cherimolia, is a potent inhibitor of mitochondrial complex I

2004

A new β-hydroxy-γ-methyl-γ-lactone bistetrahydrofuranic acetogenin, tucumanin, with the infrequent symmetrical threo/trans/threo/trans/ threo relative configuration at the tetrahydrofuran rings was isolated from Annona cherimolia (Annonaceae) seeds. The inhibitory potency on the mitochondrial complex I of acetogenins with this relative configuration (tucumanin and asimicin) was compared with that shown by the corresponding pairs with an asymmetrical threo/trans/threo/trans/erythro relative configuration (laherradurin/rolliniastatin-2, and itrabin/molvizarin). All these compounds act as selective inhibitors of mitochondrial complex 1 in the 0.18 - 1.55 nM range. Fil: Barrachina, Isabel. Univ…

StereochemistryChemical structurePharmaceutical Scienceinhibitory potencyBiologyAnnonaMitochondria HeartAnalytical Chemistry//purl.org/becyt/ford/1 [https]chemistry.chemical_compoundInhibitory Concentration 50LactonesDrug Discovery//purl.org/becyt/ford/1.4 [https]HumansEnzyme InhibitorsAnnona cherimoliaFuransTetrahydrofuranPharmacologychemistry.chemical_classificationElectron Transport Complex IPlant ExtractsOtras Ciencias QuímicasOrganic ChemistryDiastereomerCiencias Químicasbiology.organism_classificationβ-hydroxy-γ-methyl-γ-lactoneComplementary and alternative medicinechemistryAnnonaceaeAnnona cherimolia (Annonaceae)AcetogeninSeedsMolecular MedicineMitochondrial Complex ILactonemitochondrial complex ICIENCIAS NATURALES Y EXACTASPhytotherapy
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Steroidal saponins from two species of Dracaena.

2010

Four new steroidal saponins (1-4) were isolated from the stem and bark of two species of Dracaena: deistelianosides A and B (1 and 2) from D. deisteliana and arboreasaponins A and B (3 and 4) from D. arborea. Six known saponins and one known sapogenin were also isolated. The structures of 1-4 were established as diosgenin 3-O-[3-O-sulfate-alpha-l-rhamnopyranosyl-(1-->4)]-beta-d-glucopyranoside (1), 1-O-beta-d-xylopyranosyl-(1-->2)-[alpha-l-rhamnopyranosyl-(1-->3)]-beta-d-fucopyranosyl(23S,24S)-spirosta-5,25(27)-diene-1beta,3beta,23alpha,24alpha-tetrol 24-O-alpha-l-arabinopyranoside (2), pennogenin-3-O-alpha-l-rhamnopyranosyl-(1-->2)-[alpha-l-rhamnopyranosyl-(1-->3)]-[6-O-acetyl]-beta-d-gluc…

StereochemistryChemical structureSaponinPharmaceutical ScienceSapogeninPharmacognosyAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryHumansCameroonNuclear Magnetic Resonance BiomolecularDracaenaPharmacologychemistry.chemical_classificationPlants MedicinalbiologyMolecular StructurePlant StemsChemistryOrganic ChemistryGlycosideStereoisomerismDiosgeninSaponinsbiology.organism_classificationHCT116 CellsComplementary and alternative medicinevisual_artvisual_art.visual_art_mediumPlant BarkMolecular MedicineBarkSteroidsDracaenaHT29 CellsJournal of natural products
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Cytotoxic activity of diterpenoids isolated from the aerial parts of Elaeoselinum asclepium subsp. meoides.

2008

The phytochemical investigation of the acetone extract of the aerial parts of Elaeoselinum asclepium (L.) Bertol. subsp. meoides (Desf.) Fiori afforded several known diterpenoids as well as meoidic acid ( 5), new in the literature. The cytotoxic activities of elasclepic acid ( 1), ENT-atis-16-en-19-oic acid ( 2), ent-beyer-15-en-19-oic acid ( 3), ent-kaur-16-en-19-oic acid ( 4) and meoidic acid ( 5) were investigated on rat glioma C6 cells by evaluation of cell growth inhibition.

StereochemistryElaeoselinum asclepium subsp. meoides Umbelliferae diterpenoids meoidic acid cytotoxic activityPharmaceutical ScienceBiologyPharmacognosyAnalytical Chemistrychemistry.chemical_compoundCell Line TumorDrug Discoveryotorhinolaryngologic diseasesAcetoneCytotoxic T cellAnimalsCytotoxicityCell ProliferationPharmacologyMolecular StructureOrganic ChemistrySettore CHIM/06 - Chimica OrganicaElaeoselinum asclepium subsp. meoidesAntineoplastic Agents PhytogenicTerpenoidRatsComplementary and alternative medicinechemistryPhytochemicalMolecular MedicineDiterpeneDiterpenesApiaceaePlanta medica
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Two fungal lanostane derivatives as phospholipase A2 inhibitors.

1996

The hydroalcoholic extract of Poria cocos and two lanostane derivatives isolated from it, pachymic acid (1) and dehydrotumulosic acid (2), were active as inhibitors of phospholipase A2 from snake venom when a polarographic method was used. Dehydrotumulosic acid exhibited an IC50 of 0.845 mM. These two compounds are structurally related to certain triterpenoids from Ganoderma and Schinus that have previously been described as competitive inhibitors of phospholipase A2. These comprise a new group of natural potential antiinflammatory agents due to their interaction with that enzyme.

StereochemistryGanodermaCarboxylic acidPharmaceutical SciencePharmacognosyLanostanePhospholipases AAnalytical ChemistryPolyporaceaechemistry.chemical_compoundPhospholipase A2Oxygen ConsumptionTriterpeneDrug DiscoveryEnzyme InhibitorsPharmacologychemistry.chemical_classificationbiologyOrganic Chemistrybiology.organism_classificationTriterpenesPhospholipases A2Complementary and alternative medicinechemistryBiochemistryEnzyme inhibitorSnake venombiology.proteinMolecular MedicinePolarographySnake VenomsJournal of natural products
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Synthesis and Dopamine Receptor Selectivity of the Benzyltetrahydroisoquinoline, (R)-(+)-nor-Roefractine

1998

(R)-(+)-nor-Roefractine (1) was synthesized by the Bischler-Napieralski route, using asymmetric reduction of the 1, 2-didehydro precursor imine with sodium (S)-N-CBZ-prolinyloxyborohydride. Compound 1 was able to displace [3H]-raclopride (a D2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum with selectivity vs [3H]-SCH23390 (D1 dopamine receptor-selective ligand).

StereochemistryImineMolecular ConformationPharmaceutical ScienceLigandsBinding CompetitiveChemical synthesisAnalytical Chemistrychemistry.chemical_compoundDopamineDrug DiscoverymedicinePharmacologyBicyclic moleculeReceptors Dopamine D2LigandOrganic ChemistryBenzazepinesIsoquinolinesComplementary and alternative medicinechemistryDopamine receptorDopamine AntagonistsMolecular MedicineIndicators and ReagentsEnantiomerSelectivitymedicine.drugJournal of Natural Products
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Labdane Diterpenoids from Marrubium globosum ssp. libanoticum

2006

From the aerial parts of Marrubium globosum ssp. libanoticum, seven labdane diterpenoids were isolated. Three of them are new natural products [(13R)-9alpha,13alpha-epoxylabda-6beta(19),16(15)-diol dilactone (2), deacetylvitexilactone (7), marrulanic acid (8)], whereas the other four, namely, (13S)-9alpha,13alpha-epoxylabda-6beta(19),16(15)-diol dilactone (1), cyllenin A (3), 15-epi-cyllenin A (4), and marrulibanoside, are previously known compounds. The structures of 2, 7, and 8 were determined by spectroscopic and chemical methods.

StereochemistryLEONURUSPharmaceutical SciencePharmacognosyAnalytical ChemistryLabdanechemistry.chemical_compoundDrug DiscoveryBotanyLebanonNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationFolk medicinePlants MedicinalMolecular StructurebiologyOrganic Chemistrybiology.organism_classificationTerpenoidComplementary and alternative medicinechemistryMolecular MedicineDiterpenesDiterpeneLactoneMarrubiumMarrubiumJournal of Natural Products
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