Search results for "Terpenoid"

showing 10 items of 221 documents

Cytotoxic Activity of Some Natural and Synthetic ent-Kauranes

2007

Atractyligenin (1) and several synthetic derivatives were tested and found to be active against tumor cell replication. Compound 1 was readily converted to the 2,15-diketo (3) or 15-keto (4) derivatives, which contain an alpha,beta-unsaturated ketone. Compounds 3 and 4 showed significant cytotoxic activity against all six tested cancer cell lines and were most potent against 1A9 ovarian cancer cells with EC50 values of 0.2 and 0.3 microM, respectively. These two 1-analogues are promising lead compounds for further investigation.

KetoneStereochemistryPharmaceutical ScienceAsteraceaeAtractylosideBiologyANTITUMOR AGENTSAnalytical Chemistrychemistry.chemical_compoundDrug DiscoveryTumor Cells CulturedHumansCytotoxic T cellCytotoxicityOvarian NeoplasmsPharmacologychemistry.chemical_classificationLamiaceaePlants MedicinalMolecular StructureDERIVATIVESOrganic ChemistryBiological activityAntineoplastic Agents PhytogenicTerpenoidIn vitroComplementary and alternative medicinechemistryBiochemistryCell cultureMolecular MedicineFemaleDrug Screening Assays AntitumorDiterpeneDiterpenes KauraneJournal of Natural Products
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Diterpenoids in the essential oils from the genus Stachys

2009

The occurrence of diterpenoids in the essential oils of the species of the genus Stachys (Lamiaceae, Labiatae) is reviewed.

LamiaceaeLamiaceaSettore CHIM/06 - Chimica OrganicaEssential oillcsh:QK1-989lcsh:Chemistrylcsh:QD241-441Diterpenoidlcsh:QD1-999lcsh:Organic chemistrylcsh:BotanyStachysessential oils.Diterpenoids Lamiaceae Stachys essential oilsDiterpenoids
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Neoclerodanes from Teucrium orientale

2004

Abstract Two new neoclerodane diterpenoids, 6-deacetyl-teucrolivin A (5) and 8beta-hydroxy-teucrolivin B (6), were isolated from the aerial parts of Teucrium orientale, along with four already known neoclerodane diterpenoids, teucrolivin A (1), teucrolivin B (2), teucrolivin C (3) and teucrolivin H (4), previously isolated from Teucrium oliverianum. Their structures were elucidated on the basis of spectroscopic evidence and chemical transformations. Compounds 1-3 were assayed for antifeedant activity against Spodoptera littoralis, S. frugiperda and Heliocoverpa armigera. Teucrolivin A was the most potent of the three compounds tested.

LamiaceaeMagnetic Resonance SpectroscopyLamiaceae Teucrium orientale structure elucidation neo-clerodane diterpenoid antifeedant activityTraditional medicinebiologyStereochemistryChemistryMolecular ConformationTeucrium oliverianumGeneral ChemistryFeeding BehaviorGeneral MedicineSettore CHIM/06 - Chimica OrganicaSpodopterabiology.organism_classificationDiterpenes ClerodaneTerpeneLarvaDrug DiscoveryTeucrium orientaleAnimalsLamiaceaeChromatography Thin LayerSettore BIO/15 - Biologia FarmaceuticaSpodoptera littoralis
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Kaurane diterpenoids from three Sideritis species

2005

Some kaurane diterpenoids were isolated from 3 species of the genus Sideritis (Lamiaceae) growing in the Eastern Mediterranean region. Sideritis libanotica subsp. libanotica contained siderol 2 and sideridiol 3. Sideritis erythrantha var. erythrantha yielded sideridiol 3. Sideritis perfoliata gave siderol 2, sideridiol 3 and sideritriol 4. The products are known as they occur in another species of Sideritis growing in Italy and in other species growing also in Turkey. The products are isolated for the first time from these 3 species. The taxonomic significance of these results is discussed.

LamiaceaeSideritis erythtrantha var. erythranthakauranediterpenoidSideritis libanotica subsp libanoticaSideritis perfoliata
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Comparative GC-MS Analysis of Bay Leaf (Laurus nobilisL.) Essential Oils in Commercial Samples

2015

Chemical composition of Laurus nobilis essential oils traded as spice and medicinal items was analyzed by gas chromatography-mass spectrometry. Sixty-four compounds accounting between 91–99% of the total oil was identified. Qualitative and quantitative differences were found among essential oils obtained from bay leaves used both for cooking and medicinal purposes. The oxygenated compounds were the principal fraction in all analyzed oils and consisted in oxygenated monoterpenes (73.13%), in medicinal essential oil and oxygenated monoterpenes (37.60 and 29.82%), oxygenated sesquiterpenes (15.98 and 22.99%), and phenylpropanoids (24.78 and 26.33%), respectively, in commercial food items. A hi…

LauraceaeBiologybiology.organism_classificationTerpenoidfood.foodlaw.inventionEugenolchemistry.chemical_compoundLaurus nobilisfoodchemistryMethyl eugenollawBotanyFood scienceGas chromatography–mass spectrometryChemical compositionEssential oilFood ScienceInternational Journal of Food Properties
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Enhanced levels of S-linalool by metabolic engineering of the terpenoid pathway in spike lavender leaves

2013

Transgenic Lavandula latifolia plants overexpressing the linalool synthase (LIS) gene from Clarkia breweri, encoding the LIS enzyme that catalyzes the synthesis of linalool were generated. Most of these plants increased significantly their linalool content as compared to controls, especially in the youngest leaves, where a linalool increase up to a 1000% was observed. The phenotype of increased linalool content observed in young leaves was maintained in those T1 progenies that inherit the LIS transgene, although this phenotype was less evident in the flower essential oil. Cross-pollination of transgenic spike lavender plants allowed the generation of double transgenic plants containing the …

LavenderAcyclic MonoterpenesLavandulaTransgeneLavandula latifoliaBioengineeringGenetically modified cropsClarkiaBiologyApplied Microbiology and Biotechnologylaw.inventionchemistry.chemical_compoundLinaloollawBotanyTransgenesHydro-LyasesEssential oilPlant ProteinsPlants Genetically Modifiedbiology.organism_classificationTerpenoidPlant LeavesErythritolLavandulachemistryMonoterpenesSugar PhosphatesBiotechnologyMetabolic Engineering
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Essential oil of Cyphostemma juttae (Vitaceae): Chemical composition and antitumor mechanism in triple negative breast cancer cells

2019

The genus Cyphostemma (Planch.) Alston (Vitaceae) includes about 150 species distrib- uted in eastern and southern Africa and Madagascar. Some species are used in traditional medicine and their biological activities, including antiproliferative effects against cancer cell lines, have been demonstrated. To date no investigations on Cyphostemma essential oils have been carried out. Essential oils, which play important roles in plant defenses have been demonstrated to be active in the treatment of several human diseases and to enhance bioavability of other drugs. The aim of this paper was to identify the chemical composition of the essential oil of the leaves of Cyphostemma juttae (Dinter &amp…

LeavesChemical CompositionTriple Negative Breast NeoplasmsPlant ScienceBiochemistryNF-κBAntioxidantsMass Spectrometrylaw.inventionAnalytical ChemistryTerpenechemistry.chemical_compound0302 clinical medicineSpectrum Analysis Techniquespro-oxidantlawBreast TumorsPlant defense against herbivoryMedicine and Health Sciencesantitumor0303 health sciencesMultidisciplinarybiologyTraditional medicineOrganic CompoundsPlant AnatomyQChromatographic TechniquesCell CycleRNF-kappa BLipidsChemistryOncologyVitaceaeCell Processes030220 oncology & carcinogenesisCyphostemmaPhysical SciencesMedicinecytotoxic effectterpenoidResearch ArticleCell SurvivalScienceVitaceaeResearch and Analysis Methodsessential oilGas Chromatography-Mass SpectrometryCell Growthphytol03 medical and health sciencesPhytolCyphostemma juttaeCell Line TumorBreast CancerOils VolatileHumansEssential oil030304 developmental biologyCell ProliferationCell growthTerpenesOrganic ChemistryChemical CompoundsBiology and Life SciencesCancers and NeoplasmsCell Biologybiology.organism_classificationAntineoplastic Agents PhytogenicPlant LeaveschemistrySettore BIO/03 - Botanica Ambientale E ApplicataSettore BIO/14 - FarmacologiaReactive Oxygen SpeciesOilsPLoS ONE
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Volatile Compounds in Citrus Essential Oils: A Comprehensive Review

2019

[EN] The essential oil fraction obtained from the rind of Citrus spp. is rich in chemical compounds of interest for the food and perfume industries, and therefore has been extensively studied during the last decades. In this manuscript, we provide a comprehensive review of the volatile composition of this oil fraction and rind extracts for the 10 most studied Citrus species: C. sinensis (sweet orange), C. reticulata (mandarin), C. paradisi (grapefruit), C. grandis (pummelo), C. limon (lemon), C. medica (citron), C. aurantifolia (lime), C. aurantium (bitter orange), C. bergamia (bergamot orange), and C. junos (yuzu). Forty-nine volatile organic compounds have been reported in all 10 species,…

Leavescitrus essential oilFlowersOrange (colour)Plant ScienceReviewlcsh:Plant cultureSesquiterpene01 natural scienceslaw.inventionBergamot orangechemistry.chemical_compound0404 agricultural biotechnologylawAnalytical methodsBIOQUIMICA Y BIOLOGIA MOLECULARlcsh:SB1-1110volatile compoundsEssential oilCitrus essential oilflowers010401 analytical chemistry04 agricultural and veterinary sciences040401 food scienceRindTerpenoid0104 chemical sciencesHorticulturerindanalytical methodschemistryVolatile compoundsleavesbusinessbusiness.product_ingredientFrontiers in Plant Science
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Crystal Structures and Cytotoxicity of ent-Kaurane-Type Diterpenoids from Two Aspilia Species

2018

A phytochemical investigation of the roots of Aspilia pluriseta led to the isolation of ent-kaurane-type diterpenoids and additional phytochemicals (1⁻23). The structures of the isolated compounds were elucidated based on Nuclear Magnetic Resonance (NMR) spectroscopic and mass spectrometric analyses. The absolute configurations of seven of the ent-kaurane-type diterpenoids (3⁻6, 6b, 7 and 8) were determined by single crystal X-ray diffraction studies. Eleven of the compounds were also isolated from the roots and the aerial parts of Aspilia mossambicensis. The literature NMR assignments for compounds 1 and 5 were revised. In a cytotoxicity assay, 12α-methoxy-ent-kaur-9(11),1…

Lung Neoplasms<i>Aspilia mossambicensis</i>Pharmaceutical ScienceCrystal structureAspilia plurisetaAsteraceaePlant Roots01 natural sciencesAnalytical Chemistryent-kaurane diterpenoid.Drug DiscoveryAspilia mossambicensisCytotoxicityEnt kauraneta116Organisk kemiMolecular StructurebiologyChemistryLiver NeoplasmsHep G2 CellsMass spectrometricterpeenitPhytochemicalChemistry (miscellaneous)solunsalpaajatMolecular MedicinecytotoxicityasterikasvitDiterpenes KauraneAspilia<i>ent</i>-kaurane diterpenoidCarcinoma HepatocellularCell SurvivalStereochemistry010402 general chemistryta3111Articlelcsh:QD241-441lcsh:Organic chemistryHumans<i>Aspilia pluriseta</i>Physical and Theoretical ChemistryIC50x-ray crystallography010405 organic chemistrycytostatic drugsOrganic Chemistryta1182Adenocarcinoma Bronchiolo-AlveolarPlant Components AerialAsteraceaebiology.organism_classificationluonnonaineetX-ray crystal structurenaturally occurring substances0104 chemical sciencesA549 Cellsent-kaurane diterpenoidröntgenkristallografiaterpenesMolecules
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Phytochemical analysis ofAchillea ligusticaAll. from Lipari Island (Aeolian Islands)

2016

A complete chemical investigation of Achillea ligustica All. growing at Lipari (Aeolian Island, Sicily) has been carried out. Seventeen metabolites have been isolated and characterised from dichloromethane and methanol extracts of flowers and aerial parts, and GC/MS analyses of petroleum ether extracts was carried out, revealing a composition in sesquiterpenoids similar to those reported for populations from Greece, Sicily and Algeria, showing the presence of (3RS,6RS)-2,6-dimethyl-1,7-octadiene-3,6-diol (1), 2,6-dimethyl-octa-3(E),7-diene-2,6-diol (2), iso-seco-tanapartholide (3) from DCM fraction. In addition from the methanolic extract of the aerial parts, peculiar flavonoid glucuronides…

Magnetic Resonance SpectroscopyAchilleaAchillea ligusticaPhytochemicalsFlavonoidPlant Science01 natural sciencesBiochemistryAnalytical Chemistrychemistry.chemical_compoundterpenoidsachillea ligustica; asteraceae; chemotaxonomy; flavonoids; phytochemistry; terpenoidsPetroleum etherSettore BIO/15 - Biologia FarmaceuticaApigeninSicilyIslandschemistry.chemical_classificationMolecular Structureachillea ligusticaAchilleaPhytochemicalFlowerChemotaxonomyQuercetinterpenoidfood.ingredientFlowersPhytochemicalBiologyGas Chromatography-Mass SpectrometryIslandPlant ExtractfoodBotanyasteraceaePlant Extracts010405 organic chemistryOrganic ChemistrySettore CHIM/06 - Chimica OrganicaPlant Components AerialAsteraceaebiology.organism_classificationTerpenoid0104 chemical scienceschemotaxonomy010404 medicinal & biomolecular chemistrychemistryflavonoidsFlavonoidphytochemistryNatural Product Research
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