Search results for " sesquiterpenes"

showing 10 items of 21 documents

A novel caryophyllene type sesquiterpene lactone from Asparagus falcatus (Linn.); Structure elucidation and anti-angiogenic activity on HUVECs

2011

Abstract In this study the novel caryophyllene type sesquiterpene lactone (aspfalcolide) has been isolated from the leaves of Asparagus falcatus (Linn.) and characterized by IR, 1D NMR, 2D NMR, EI–MS, HR–ESI–MS and X-ray single crystal diffraction analysis. The aspfalcolide crystallizes in the orthorhombic space group P212121 with a = 6.37360(10), b = 7.6890(2), c = 27.3281(6) A, α = β = γ = 90° and Z = 4. One intermolecular O–H⋯O hydrogen bond enforces these natural molecules to form infinite chains through the crystal. Aspfalcolide was screened for its anti-angiogenic activity in human umbilical vein endothelial cells (HUVECs) and the result showed the remarkable inhibitory effect of aspf…

Models MolecularVascular Endothelial Growth Factor AStereochemistryMolecular ConformationAngiogenesis InhibitorsSesquiterpene lactoneUmbilical veinLactoneschemistry.chemical_compoundCell MovementDrug DiscoveryHuman Umbilical Vein Endothelial CellsHumansta116Cell ProliferationAsparagus falcatusPolycyclic SesquiterpenesPharmacologychemistry.chemical_classificationTube formationbiologyHydrogen bondCaryophylleneOrganic ChemistryGeneral Medicinebiology.organism_classificationchemistryOrthorhombic crystal systemAsparagus PlantSesquiterpenesTwo-dimensional nuclear magnetic resonance spectroscopyEuropean Journal of Medicinal Chemistry
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Volatile constituents of Stachys palaestina L. (Palestine woundwort) growing in Lebanon

2014

The hydrodistillation of the aerial parts of Stachys palaestina L. collected in Lebanon in the Kadisha Valley, yielded 0.1% (w/w) of essential oil. GC and GC-MS analyses enabled the identification of 87 compounds representing 90.8% of the total oil. Hexadecanoic acid (10%), hexahydrofarnesyl acetone (6.9%), eugenol (4.3%) and (E)-caryophyllene (4.3%) were the main components. On the whole, the oil was constituted mainly of sesquiterpenes (37.7%), among which sesquiterpene hydrocarbons (20.7%) slightly prevailed over oxygenated sesquiterpenes (17.0%). This is the first report on the chemical composition of S. palaestina essential oil.

Palmitic AcidPlant ScienceSesquiterpeneBiochemistryhexahydrofarnesylacetoneAnalytical Chemistrylaw.invention(E)-caryophyllenechemistry.chemical_compoundlawessential oilBotanyEugenolAcetoneOils VolatileStachys palaestinaPalestineLebanonChemical compositionEssential oileugenolPolycyclic SesquiterpenesbiologyTerpenesOrganic ChemistryStachysPlant Components Aerialbiology.organism_classificationhexadecanoic acidEugenolchemistryStachysSesquiterpenes
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Drimane Sesquiterpenoids from Marasmius sp. Inhibiting the Conidial Germination of Plant-Pathogenic Fungi

2012

From the basidiomycete Marasmius sp., strain IBWF 96046, three new sesquiterpenoids based on the drimane skeleton were isolated and named marasmene B and marasmals B and C. In this study, their isolation, structure elucidation, and biological evaluation are described. The compounds have a pronounced inhibitory effect on the conidial germination of several plant-pathogenic fungi.

Polycyclic SesquiterpenesPharmacologyAntifungal AgentsMolecular StructureStrain (chemistry)BasidiomycotaOrganic ChemistryPharmaceutical ScienceSpores FungalBiologybiology.organism_classificationMarasmiusMarasmiusAnalytical ChemistryComplementary and alternative medicineGerminationDrug DiscoveryBotanyMolecular MedicineMarasmene BMarasmius sp.SesquiterpenesInhibitory effectBiological evaluationJournal of Natural Products
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Inhibitory Activity and Chemical Characterization ofDaucus carotasubsp.maximusEssential Oils

2017

The essential oils (EOs) of green seeds from Daucus carota subsp. maximus growing wild in Pantelleria Island (Sicily, Italy) were characterized. EOs were extracted by steam distillation, examined for their inhibitory properties against food-borne Gram-positive and Gram-negative bacteria and analyzed for the chemical composition by gas chromatography (GC) and mass spectrometry (MS). Undiluted EOs showed a large inhibition spectrum against Gram-positive strains and also vs. Acinetobacter spp. and Stenotrophomonas maltophilia. The minimum inhibition concentration (MIC) was in the range 1.25 – 2.50 μl/ml for the most sensitive strains. The chemical analysis indicated that D. carota subsp…

Sesquiterpene0301 basic medicineSettore AGR/05 - Assestamento Forestale E SelvicolturaMonoterpeneChemical compositionMonoterpeneSettore MED/42 - Igiene Generale E Applicata01 natural sciencesBiochemistryEssential oilCarotollaw.inventionchemistry.chemical_compoundlawFood scienceChemical compositionInhibitory activitiebiologyChemistry (all)General MedicineAnti-Bacterial AgentsDaucus carotaStenotrophomonas maltophiliaSeedsMolecular MedicineSesquiterpenes030106 microbiologyBioengineeringPyrogallolGram-Positive BacteriaSesquiterpeneSteam distillation03 medical and health sciencesAnti-Bacterial AgentGram-Negative BacteriaBotanyChemical composition; Daucus carota; Essential oils; Foodborne bacteria; Inhibitory activities; Anti-Bacterial Agents; Daucus carota; Gram-Negative Bacteria; Gram-Positive Bacteria; Monoterpenes; Oils Volatile; Pyrogallol; Seeds; Sesquiterpenes; Bioengineering; Chemistry (all); Biochemistry; Molecular Medicine; Molecular BiologyOils VolatileMolecular BiologySeed010405 organic chemistryGeneral ChemistryFoodborne bacteriabiology.organism_classification0104 chemical sciencesMonocyclic SesquiterpeneschemistryMonoterpenesGas chromatographySettore AGR/16 - Microbiologia AgrariaDaucus carotaChemistry & Biodiversity
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Chemical composition of the essential oil of Moluccella spinosa L. (Lamiaceae) collected wild in Sicily and its activity on microorganisms affecting …

2015

In this study the chemical composition of the essential oil from aerial parts of Moluccella spinosa L. collected in Sicily was evaluated by GC and GC-MS. The main components of M. spinosa L. were α-pinene (26.6%), caryophyllene oxide (16.8%) and β-caryophyllene (8.6%). A comparison with other studied oils of genus Moluccella is made. Antibacterial and antifungal activities against some microorganisms infesting historical textiles were also determined.

SesquiterpeneAntifungal AgentsTextileMoluccellaMicroorganismcaryophyllene oxideMoluccella spinosaMonoterpenePlant ScienceMicrobial Sensitivity TestsPlant OilBiochemistryAnalytical Chemistrylaw.inventionGenuslawAnti-Bacterial AgentBotanyOils VolatileAntifungal AgentPlant OilsMoluccella spinosaChemical compositionSicilyEssential oilBicyclic MonoterpenesPolycyclic SesquiterpenesLamiaceaebiologyMicrobial Sensitivity TestMedicine (all)Textilesβ-caryophylleneOrganic ChemistryPlant Components Aerialbiology.organism_classificationantibacterial and antifungal activityα-pineneAnti-Bacterial Agentsvolatile componentCaryophyllene oxideMonoterpenesLamiaceaeSesquiterpenesNatural product research
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Chemical composition of the essential oils of Centaurea tomentella Hand.-Mazz. and C. haussknechtii Boiss. (Asteraceae) collected wild in Turkey and …

2018

In the present study the chemical composition of the essential oils from aerial parts of Centaurea tomentella Hand.-Mazz. and C. haussknechtii Boiss. collected in Turkey was evaluated by GC and GC-MS. The main components of C. tomentella L. were hexadecanoic acid (19.7%), caryophyllene oxide (6.6%) and spathulenol (4.8%) whereas C. haussknechtii was rich in hexadecanoic acid (26.2%), (Z,Z)-9,12-octadecadienoic acid (19.3%), heptacosane (5.3%) and nonacosane (5.1%). Antibacterial and antifungal activities against some microorganisms infesting historical art craft, were also determined.

SesquiterpeneAntifungal AgentsTurkeyMicroorganismPharmacology toxicologycaryophyllene oxideAlkaneCentaureaPlant ScienceMicrobial Sensitivity Tests01 natural sciencesBiochemistryGas Chromatography-Mass SpectrometryAnalytical ChemistryBotanyAnti-Bacterial AgentAlkaneshexadecanoic acidOils VolatileAntifungal Agentantibacterial and Antifungal activityChemical compositionPolycyclic SesquiterpenesbiologyCentaurea tomentellaPolycyclic Sesquiterpene010405 organic chemistryMicrobial Sensitivity TestOrganic ChemistryCentaurea tomentellaSettore CHIM/06 - Chimica OrganicaAsteraceaebiology.organism_classification0104 chemical sciencesAnti-Bacterial Agents010404 medicinal & biomolecular chemistryvolatile componentCaryophyllene oxideCentaureaGas chromatography–mass spectrometry(ZZ)-912-octadecadienoic acidCentaurea haussknechtiiSesquiterpenesArtNatural product research
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Chemical composition of the essential oil of Jacobaea maritima (L.) PelserMeijden and Jacobaea maritima subsp. bicolor (Willd.) B. Nord.Greuter (Aste…

2015

In this study, the chemical compositions of the essential oils from aerial parts (JmA) and radices (JmR) of Jacobaea maritima (L.) Pelser & Meijden, collected in Croatia, and of Jacobaea maritima subsp. bicolor (Willd.) B. Nord. & Greuter, collected in Sicily, were evaluated by using gas chromatography and gas chromatography–mass spectrometry. The main components of the essential oil from J. maritima, both in JmA and JmR, were pentacosane (15.7%), heptacosane (13.1%) and nonacosane (8.1%) whereas the essential oil from J. maritima subsp. bicolor was characterised by the presence of hexadecanoic acid (14.6%), caryophyllene oxide (9.3%) and hexahydrofarnesylacetone (6.5%). The comparison of t…

SesquiterpeneJacobaea maritimaCroatiaNonacosanecaryophyllene oxideAlkanePalmitic AcidJacobaea maritima subsp. bicolorPlant ScienceAsteraceaePlant OilBiochemistryGas Chromatography-Mass Spectrometrylaw.inventionAnalytical Chemistrychemistry.chemical_compoundhydrocarbonGenuslawBotanyAlkaneshexadecanoic acidOils VolatilePlant OilsChemical compositionSicilyEssential oilPolycyclic SesquiterpenesbiologyJacobaeaOrganic ChemistryJacobaea maritimaAsteraceaebiology.organism_classificationJacobaea maritima; Jacobaea maritima subsp. bicolor; Asteraceae; volatile components; hydrocarbons; hexadecanoic acid; caryophyllene oxidevolatile componentchemistryCaryophyllene oxidebacteriaSesquiterpenesNatural product research
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The synergistic effect of SAHA and parthenolide in MDA-MB231 breast cancer cells

2014

Abstract: The sesquiterpene lactone Parthenolide (PN) exerted a cytotoxic effect on MDA-MB231 cells, a triple-negative breast cancer (TNBC) cell line, but its effectiveness was scarce when employed at low doses. This represents an obstacle for a therapeutic utilization of PN. In order to overcome this difficulty we associated to PN the suberoylanilide hydroxamic acid (SAHA), an histone deacetylase inhibitor. Our results show that SAHA synergistically sensitized MDA-MB231 cells to the cytotoxic effect of PN. It is noteworthy that treatment with PN alone stimulated the survival pathway Akt/mTOR and the consequent nuclear translocation of Nrf2, while treatment with SAHA alone induced autophagi…

SesquiterpenePhysiologyClinical BiochemistryDown-RegulationApoptosisBreast NeoplasmsApoptosis; Autophagy; Breast Neoplasms; Cell Line Tumor; Down-Regulation; Drug Synergism; Female; Histone Deacetylase Inhibitors; Humans; Hydroxamic Acids; NF-kappa B; Sesquiterpenes; Clinical Biochemistry; Cell Biology; Physiology; Medicine (all)Hydroxamic AcidsHydroxamic AcidSettore BIO/10 - BiochimicaCell Line TumorHistone Deacetylase InhibitorAutophagyHumansBiologyVorinostatMedicine (all)NF-kappa BApoptosiDrug SynergismCell BiologyHistone Deacetylase InhibitorsFemaleHuman medicineSesquiterpenesBreast NeoplasmHumanJournal of cellular physiology
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Identification of aroma compaunds of Vitis Vinifera L. flowers by SPME GC-MS analysis

2014

Using a gas chromatographic method (GC-MS-analysis), it was possible to determine the volatile constituent of an odorous flower from Vitis vinifera varieties growing in Sicily. More than 50 compounds were identified and the technique allowed us to determine that sesquiterpenes, as well as monoterpenes such as limonene and cymene, were the principal components. The odour-profiles allowed us to distinguish between variety groups or even single varieties.

Settore AGR/03 - Arboricoltura Generale E Coltivazioni Arboreegrapevine flowering sesquiterpenes monoterpenesSettore AGR/13 - Chimica Agraria
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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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