Search results for "TERPENES"

showing 10 items of 470 documents

Terpenoid glycosides from the root's barks of Eriocoelum microspermum Radlk. ex Engl.

2018

Abstract Eight undescribed triterpenoid saponins together with a known one, and two undescribed sesquiterpene glycosides were isolated from root's barks of Eriocoelum microspermum. Their structures were elucidated by spectroscopic methods including 1D and 2D experiments in combinaison with mass spectrometry as 3-O-α-L-rhamnopyranosyl-(1 → 3)-[α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-glucopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 3)-[β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)]-α-L-arabinopyranosylhederagenin, 3-O-α-L-rhamnopyranosyl-(1 → 4)-[α-L-rhamnopyrano…

StereochemistryChemical structurePlant ScienceHorticultureSesquiterpenePlant Roots01 natural sciencesBiochemistrychemistry.chemical_compoundSapindaceaeTriterpenoidCarbohydrate ConformationEriocoelum microspermumGlycosidesMolecular Biologychemistry.chemical_classificationTerpenes010405 organic chemistryChemistrySapindoideaeGlycosideGeneral MedicineTerpenoid0104 chemical sciences010404 medicinal & biomolecular chemistryChemotaxonomyPlant BarkPhytochemistry
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Synthesis and cytotoxic activity of novel C7-functionalized spongiane diterpenes.

2003

Based on two lead cytotoxic spongiane diterpenes, a new series of C7-oxygenated derivatives were synthesized and evaluated for their antitumor activity in vitro against the cancer cell lines HeLa and HEp-2. In general, introduction of either hydroxyl or acetoxy groups at C-7 did not improve the resultant cytotoxicity, while the presence of a butyrate ester led to more active compounds (CC(50)=4.0-9.5 microM).

StereochemistryClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsButyrateBiochemistryChemical synthesisHeLachemistry.chemical_compoundInhibitory Concentration 50Structure-Activity RelationshipCell Line TumorDrug DiscoveryStructure–activity relationshipHumansCytotoxicityMolecular Biologychemistry.chemical_classificationbiologyMolecular StructureOrganic Chemistrybiology.organism_classificationButyrateschemistryMolecular MedicineHemiacetalDiterpeneDiterpenesDrug Screening Assays AntitumorLactoneHeLa CellsBioorganicmedicinal chemistry
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Activity of lupane triterpenoids from Maytenus species as inhibitors of nitric oxide and prostaglandin E2

2005

In the present study, we report that three new lupane triterpenes (1-3), in addition to 16 known ones (4-19), were isolated from the root bark of Maytenus cuzcoina and the leaves of Maytenus chiapensis. Their structures were elucidated by spectral analysis, including homonuclear and heteronuclear correlation NMR experiments (COSY, ROESY, HSQC, and HMBC). The natural compounds and derivatives 6a, 6b, 9a, and 9b have been tested for potential anti-inflammatory activity, and several compounds including 3-epicalenduladiol (2), 11alpha-hydroxy-glochidone (3), rigidenol (6), acetoxy-rigidenol (6a), 11alpha-acetoxy-30-chloro-3-oxo-lup-20(29)-ene (6b), betulin (9), 28-acetoxy-betulin (9a), epibetul…

StereochemistryClinical BiochemistryPharmaceutical SciencePharmacognosyNitric OxideBiochemistryDinoprostoneTerpeneCelastraceaeMiceStructure-Activity Relationshipchemistry.chemical_compoundTriterpeneDrug DiscoveryAnimalsMolecular Biologychemistry.chemical_classificationBetulinbiologyMaytenusMacrophagesSpectrum AnalysisOrganic ChemistryBiological activityBacterial InfectionsMaytenusbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesTerpenoidEndotoxinsPlant LeaveschemistryMolecular MedicineBioorganic & Medicinal Chemistry
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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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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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Melampolides from Enydra anagallis

2001

The investigation of an Argentine collection of Enydra anagallis afforded sesquiterpene lactones of the melampolide type two of which were previously known. Their structures were elucidated by spectroscopic methods. Fil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina Fil: Cardona, Luis. Universidad de Valencia; España Fil: Cartagena, Elena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. In…

StereochemistryOtras Ciencias BiológicasCOMPOSITAEPlant ScienceHorticultureAsteraceaeSesquiterpeneBiochemistryCiencias BiológicasHeliantheaechemistry.chemical_compoundLactonesOrganic chemistryMolecular Biologychemistry.chemical_classificationbiologyChemistrySpectrum AnalysisOtras Ciencias QuímicasENYDRACiencias QuímicasSESQUITERPENE LACTONESGeneral Medicinebiology.organism_classificationAnagallisHELIANTHEAESesquiterpenesLactoneCIENCIAS NATURALES Y EXACTASMELAMPOLIDES
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Phytochemical Profile and Apoptotic Activity of Onopordum cynarocephalum.

2012

A phytochemical investigation of acetone and chloroform extracts of the aerial parts of Onopordum cynarocephalum Boiss. et Blanche was carried out. It led to the isolation of two new sesquiterpenes, the elemane aldehyde (2) and the eudesmane (11), together with 15 known compounds: two lignans (1 and 15) and 13 sesquiterpenes (3–10, 12–14, 16, 17). The structures were elucidated by spectroscopic analyses, especially 1D and 2D NMR spectra. The anti-growth effect against three human melanoma cell lines, M14, A375, and A2058, of the different extracts and compounds of O. cynarocephalum was also investigated. Among them, the chloroform extract exhibited the strongest biological activity, while t…

StereochemistryPharmaceutical ScienceApoptosisDNA FragmentationLignansAnalytical Chemistrychemistry.chemical_compoundInhibitory Concentration 50cytotoxic activity Onopordum cynarocephalum Boiss. et BlancheCell Line TumorDrug DiscoveryHumansSesquiterpenes EudesmaneHSP70 Heat-Shock ProteinsFuransArctigeninCell ProliferationPharmacologyLignanChloroformPlants MedicinalbiologyDose-Response Relationship DrugMolecular StructureCaspase 3Plant ExtractsOrganic ChemistryOnopordumPTEN PhosphohydrolaseBiological activityPlant Components AerialAntineoplastic Agents PhytogenicEnzyme assayMonocyclic SesquiterpenesComplementary and alternative medicinePhytochemicalchemistryApoptosisbiology.proteinMolecular MedicineDNA fragmentationSesquiterpenes
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Clerodane diterpenoids from Salvia splendens.

2006

Four new clerodane diterpenoids, salvisplendins A-D (1-4), have been isolated from an acetone extract of the flowers of SalVia splendens, together with an artifact (5), arising from salvisplendin D (4) by addition of diazomethane, and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and, in the case of salvisplendin A (1), by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6), not published hitherto, are also reported.

StereochemistryPharmaceutical ScienceFlowersSalviaAnalytical ChemistryDiterpenes Clerodanechemistry.chemical_compoundFour new clerodane diterpenoids salvisplendins A-D (1-4) have been isolated from an acetone extract of the flowers of SalVia splendens together with an artifact (5) arising from salvisplendin D (4) by addition of diazomethane and the already known clerodane olearin (6). The structures of the new compounds (1-5) were established mainly by 1D and 2D NMR spectroscopic studies and in the case of salvisplendin A (1) by chemical correlation with splenolide B (7). Complete 1H and 13C NMR assignments for olearin (6) not published hitherto are also reportedDrug DiscoveryOrganic chemistrySalviaNuclear Magnetic Resonance BiomolecularPharmacologychemistry.chemical_classificationPlants MedicinalbiologyMolecular StructureChemistryDiazomethaneOrganic ChemistryCarbon-13 NMRbiology.organism_classificationChemical correlationTerpenoidComplementary and alternative medicineItalyMolecular MedicineDiterpeneTwo-dimensional nuclear magnetic resonance spectroscopyLactoneJournal of natural products
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Triterpenoid saponins from Hydrocotyle bonariensis Lam

2011

Abstract Phytochemical investigation of the under-ground parts of Hydrocotyle bonariensis led to the isolation of five oleanane-type triterpenoid saponins, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-22- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -(2-methylbutyroyl)-28- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-21- O -acetyl-R 1 -barrigenol, 3- O -{β- d -glucopyranosyl-(1 → 2)-[α- l -arabinopyranosyl-(1 → 3)]-β- d -glucuronopyranosyl}-R 1 -barrigenol, a…

StereochemistryPlant ScienceHorticultureBiochemistryHydrocotyle bonariensisTriterpenoidHumansCameroonNuclear Magnetic Resonance BiomolecularMolecular BiologyMolecular StructurebiologyChemistryStereoisomerismGeneral MedicineSaponinsHCT116 Cellsbiology.organism_classificationAntineoplastic Agents PhytogenicTriterpenesHuman colon cancerDrug Screening Assays AntitumorHT29 CellsTwo-dimensional nuclear magnetic resonance spectroscopyRhizomeApiaceaePhytochemistry
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