Search results for "Apocynaceae"

showing 10 items of 31 documents

Headspace Volatile Composition of the Flowers of Caralluma europaea N.E.Br. (Apocynaceae)

2009

The volatile constituents of the flowers of Caralluma (Apteranthes) europaea (Guss.) N.E. Br. (Apocynaceae - Asclepiadoideae) from Lampedusa Island were analyzed by headspace method. The analyses allowed the identification and quantification of 41 compounds. The main components were, among the monoterpenoids, terpinolene (23.3%), a-terpinene (19.1%) and linalool (18.4%), whereas, among the carbonylic compounds the major constituents were heptanal (2.0%), octanoic acid (2.4%) and hexanoic acid (1.7%). It is worth to mention the presence of a nitrogen containing compound, indole (0.8%) and of a sulphur containing compound, dimethylsulphide (t). The compounds found in the flowers of C. europea…

IndolespollinationPharmaceutical ScienceHymenopteraAnalytical Chemistrychemistry.chemical_compoundLinaloolDrug Discovery<em>Caralluma europaea</em>; <em>Apteranthes europaea</em>; Diptera; pollination; sapromyiophily; volatilesHexanoic acidchemistry.chemical_classificationApocynaceaevolatilesChemistry (miscellaneous)Molecular MedicineComposition (visual arts)CaprylatesSettore BIO/07 - EcologiaChromatography GasAcyclic MonoterpenesCyclohexane MonoterpenesFlowersBiologySulfidesArticleSettore CHIM/12 - Chimica Dell'Ambiente E Dei Beni CulturaliLepidoptera genitalialcsh:QD241-441lcsh:Organic chemistryBotanyOrganic matterPhysical and Theoretical ChemistryCaproatesCaralluma europaea; Apteranthes europaea; Diptera; pollination; sapromyiophily; volatilesAldehydesVolatile Organic CompoundsPlant ExtractsTerpenesDipteraOrganic ChemistrySettore CHIM/06 - Chimica Organicabiology.organism_classificationApocynaceaechemistryOdorsapromyiophilyCaralluma europaeaSettore BIO/03 - Botanica Ambientale E ApplicataMonoterpenesApteranthes europaea
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3-Oxo-rhazinilam:  A New Indole Alkaloid from Rauvolfia serpentina × Rhazya stricta Hybrid Plant Cell Cultures

2000

A new monoterpenoid indole alkaloid, 3-oxo-rhazinilam (1), was isolated from intergeneric somatic hybrid cell cultures of Rauvolfia serpentina and Rhazya stricta, and the structure was determined by detailed 1D and 2D NMR analysis. It was also proved that 3-oxo-rhazinilam (1) is a natural constituent of the hybrid cells.

Magnetic Resonance SpectroscopyLactamsPharmaceutical SciencePharmacognosyRhazya strictaRhazinilamMass SpectrometryRauwolfiaAnalytical Chemistrychemistry.chemical_compoundAlkaloidsRauvolfia serpentinaDrug DiscoveryBotanyCells CulturedPharmacologyPlants MedicinalIndole alkaloidbiologyApocynaceaeOrganic ChemistryIndolizinesbiology.organism_classificationCoculture TechniquesTerpenoidSomatic fusionComplementary and alternative medicinechemistryMolecular MedicineSpectrophotometry UltravioletJournal of Natural Products
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Isolation and Structure Elucidation of a New Indole Alkaloid from Rauvolfia serpentina Hairy Root Culture: The First Naturally Occurring Alkaloid of …

2002

A new monoterpenoid indole alkaloid, 10-hydroxy- N(alpha)-demethyl-19,20-dehydroraumacline ( 1), was isolated as a mixture of E- and Z-isomers from hairy root culture of Rauvolfia serpentina Benth. ex Kurz (Apocynaceae) and the structure was determined by 1D and 2D NMR analyses. The new indole alkaloid represents the first naturally occurring alkaloid of the raumacline group and its putative biosynthetical pathway is discussed.

Magnetic Resonance SpectroscopyStereochemistryMonoterpenePharmaceutical SciencePharmacognosyPlant RootsRauwolfiaIndole AlkaloidsAnalytical ChemistryRauvolfia serpentinaDrug DiscoveryBotanyCells CulturedPharmacologyCarbon IsotopesMolecular StructurebiologyApocynaceaeIndole alkaloidPlant ExtractsAlkaloidOrganic ChemistryStereoisomerismbiology.organism_classificationSecologanin Tryptamine AlkaloidsTerpenoidComplementary and alternative medicineHairy root cultureMolecular MedicinePlanta Medica
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In vivo monitoring of alkaloid metabolism in hybrid plant cell cultures by 2D cryo-NMR without labelling

2003

Non-invasive measurements of alkaloid metabolism in plant cell suspension cultures of a somatic hybrid from Rauvolfia serpentina Benth. ex Kurz and Rhazya stricta Decaisne were carried out. When cell samples were taken sequentially from a stock feeding experiment, measuring times for in vivo NMR of 40 min were sufficient for following conversions of alkaloids at the natural abundance of 13C. Degradation of ajmaline added to the cells at 1.6 mM concentration to raumacline could be monitored after 96 h on a standard 800 MHz NMR instrument (Avance 800). Feeding vinorine an intermediate of ajmaline biosynthesis at 1.8 mM showed with a 500 MHz CryoProbe that the alkaloid enters two metabolic rou…

Magnetic Resonance SpectroscopyTime FactorsClinical BiochemistryCell Culture TechniquesPharmaceutical ScienceHybrid CellsRhazya strictaBiochemistryRauwolfiaIndole AlkaloidsHydroxylationchemistry.chemical_compoundGlucosidesGlucosideRauvolfia serpentinaFreezingDrug Discoverymedicineheterocyclic compoundsMolecular BiologyAjmalineCarbon IsotopesMolecular StructurebiologyApocynaceaeAlkaloidOrganic Chemistrybiology.organism_classificationSecologanin Tryptamine AlkaloidsAjmalinechemistryBiochemistryVomilenineMolecular Medicinemedicine.drugBioorganic &amp; Medicinal Chemistry
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New Alkaloids of the Sarpagine Group from Rauvolfia serpentina Hairy Root Culture

2002

Three new monoterpenoid indole alkaloids, 19(S),20(R)-dihydroperaksine (1), 19(S),20(R)-dihydroperaksine-17-al (2), and 10-hydroxy-19(S),20(R)-dihydroperaksine (3), along with 16 known alkaloids 4-19 were isolated from hairy root culture of Rauvolfia serpentina, and their structures were elucidated by 1D and 2D NMR analyses. Taking into account the stereochemistry of the new alkaloids and results of preliminary enzymatical studies, the putative biosynthetical relationships between the novel alkaloids are discussed.

Monoterpenoid Indole AlkaloidsStereochemistryPharmaceutical SciencePharmacognosyPlant RootsRauwolfiaIndole AlkaloidsAnalytical ChemistryRauvolfia serpentinaDrug DiscoveryNuclear Magnetic Resonance BiomolecularPharmacologyFolk medicinePlants MedicinalMolecular StructurebiologyApocynaceaeChemistryAlkaloidOrganic ChemistryStereoisomerismbiology.organism_classificationSecologanin Tryptamine AlkaloidsTerpenoidComplementary and alternative medicineHairy root cultureMolecular MedicineChromatography Thin LayerRhizobiumJournal of Natural Products
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Nomenclatural changes in Apteranthes Mikan (Asclepiadoideae, Apocynaceae)

2006

El género Apteranthes Mikan se considera constituido por unos ocho táxones, en su mayoría distribuidos por el norte de África. Sin embargo, algunos de sus componentes han sido infravalorados en las revisiones más recientes del género, pese a estar bien caracterizados morfológica y biogeográficamente. En la presente contribución, se aportan datos que sirven para justificar la propuesta de dos nuevas combinaciones nomenclaturales: Apteranthes europaea subsp. negevensis (Zohari ex Feinbrun) M.B. Crespo –que incluye las poblaciones orientales de la especie–, y A. munbyana subsp. hispanica (Coincy) M.B. Crespo & Mateo –que se aplica las poblaciones del sudeste ibérico–. Para ambas se adjuntan ic…

Nomenclatural changesBotánicaCiencias biológicasUNESCO::CIENCIAS DE LA VIDAApteranthes Mikan (Asclepiadoideae Apocynaceae):CIENCIAS DE LA VIDA [UNESCO]
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Investigation of the Alkaloid Content of Rauwolfia serpentina Roots from Regenerated Plants.

1991

The indole alkaloid content of RAUWOLFIA SERPENTINA roots from regenerated plants (from stem-and root-callus) was compared with the parental stock. Although the total alkaloid content seems to be slightly higher in the roots from regenerated plants, HPLC-analysis of individual alkaloids indicated that the contents of the alkaloids ajmaline ( 1), serpentine ( 2), and reserpine ( 3) are lower than in the roots of the parental stock. The glucoalkaloid raucaffricine ( 4) was identified as a constituent of all samples, thus providing the first evidence for its occurrence in roots of RAUWOLFIA SERPENTINA.

PharmacologyIndole alkaloidApocynaceaeAlkaloidOrganic ChemistryPharmaceutical ScienceReserpineBiologyPharmacognosybiology.organism_classificationAnalytical ChemistryAjmalineComplementary and alternative medicineCallusDrug DiscoveryBotanymedicineMolecular Medicinemedicine.drugPlanta medica
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Isolation, Identification, and Chemical Synthesis of 6α-Hydroxyraumacline: A Novel Alkaloid from CultivatedRauwolfia serpentinaCells

1992

From RAUWOLFIA SERPENTINA cells cultivated in the presence of ajmaline ( 2) the new indole alkaloid, 6alpha-hydroxyraumacline ( 1), was isolated. This alkaloid also occurs in significant amounts in the nutrition medium. A simple chemical synthesis of 1 was developed starting from ajmaline ( 2).

PharmacologyRauvolfiabiologyIndole alkaloidApocynaceaeAlkaloidChemical structureOrganic ChemistryPharmaceutical ScienceIsolation (microbiology)biology.organism_classificationChemical synthesisAnalytical ChemistryAjmalineComplementary and alternative medicineBiochemistryDrug DiscoverymedicineMolecular Medicinemedicine.drugPlanta Medica
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Enzymatic formation of the sarpagan-bridge: a key step in the biosynthesis of sarpagine- and ajmaline-type alkaloids.

1995

The glucoalkaloid strictosidine has been converted under cell-free conditions into 10-deoxysarpagine (= normacusine B) in the presence of a crude soluble enzyme extract and microsomal protein isolated from cell suspensions of Rauwolfia serpentina. The enzymatic formation of this alkaloid bearing the C-5/C-16 bond (sarpagan-bridge), which is characteristic for all sarpagine- and ajmaline-type alkaloids, is dependent on NADPH and oxygen. Inhibition studies indicate that for the synthesis of 10-deoxysarpagine a cytochrome P450 dependent monoxygenase is necessary.

Pharmacologychemistry.chemical_classificationbiologyApocynaceaeStereochemistryAlkaloidOrganic ChemistryPharmaceutical ScienceCytochrome P450biology.organism_classificationAnalytical ChemistryAjmalinechemistry.chemical_compoundEnzymeComplementary and alternative medicineBiochemistrychemistryBiosynthesisStrictosidineDrug DiscoverymedicineMicrosomebiology.proteinMolecular Medicinemedicine.drugPlanta medica
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Purification and partial amino acid sequences of the enzyme vinorine synthase involved in a crucial step of ajmaline biosynthesis.

2004

The acetyl-CoA-dependent enzyme vinorine synthase was isolated from hybrid cell suspension cultures of Rauvolfia serpentina and Rhazya stricta. The sarpagan-type alkaloid gardneral was used as a substrate of the enzyme leading to the ajmalan-type 10-methoxyvinorine. An HPLC-based assay was developed to monitor vinorine synthase activity, which allowed establishing a five step purification procedure combining anion exchange, hydrophobic interaction, hydroxyapatite and gel filtration. Purification resulted in a yield of 0.2% and an approximately 991-fold enrichment of the acetyltransfer activity. SDS-PAGE analysis showed a Mr for the enzyme of approximately 50 kDa. The four peptide fragments …

Sequence analysisStereochemistryClinical BiochemistryMolecular Sequence DataPharmaceutical ScienceHybrid CellsBiochemistryRauwolfiaIndole Alkaloidschemistry.chemical_compoundVinorine synthase activityBiosynthesisRauvolfia serpentinaSequence Analysis ProteinDrug DiscoveryAmino Acid SequenceAcetyl-CoA C-AcetyltransferaseMolecular BiologyPeptide sequencechemistry.chemical_classificationAjmalinebiologyATP synthaseMolecular StructureOrganic ChemistrySubstrate (chemistry)biology.organism_classificationApocynaceaeEnzymeBiochemistrychemistrybiology.proteinMolecular MedicineBioorganicmedicinal chemistry
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