Search results for "ASTER"

showing 10 items of 2223 documents

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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(4R)-4-Hydroxy-1-[(2S)-2-hydroxydodecyl]-L-proline monohydrate

2006

The title compound, C17H33NO4·H2O, was found to be the S diastereoisomer with respect to the asymmetric C atom at the OH group on the chain. The X-ray structure was determined as part of a study of the mol­ecular geometry and stereochemistry of l-proline derivatives for pre-coating thin-layer chromatography plates intended for enantiomeric separation.

StereochemistryChemistryDiastereomerGeneral Materials ScienceGeneral ChemistryProlineEnantiomerCondensed Matter PhysicsActa Crystallographica Section E Structure Reports Online
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Synthesis of all 7αH-guaia-4,11-dien-3-one diastereomers from (+)-dihydrocarvone

2005

Abstract All four 7α H -guaia-4,11-dien-3-one diastereomers have been synthesized from the common intermediate 1α H ,10α-acetoxy-7α H -guaia-4,11-dien-3-one obtained from (+)-dihydrocarvone. The spectral features of the four diasteromers have been correlated and the structure and absolute configuration of 1β H ,10β H ,7α H -guaia-4,11-dien-3-one isolated from Pleocarphus revolutus has been confirmed.

StereochemistryChemistryOrganic ChemistryDrug DiscoveryAbsolute configurationDiastereomerOrganic chemistryBiochemistryDeoxygenationTerpene synthesisTetrahedron
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Coordination properties of imino(2-pyridyl)methylpalladium(II) compounds. Reactions with the chloride-bridged allyl dimers [MCl(η3-2-MeC3H4)]2 (MPd,…

1990

Abstract The imino(2-pyridyl)methylpalladium(II) compounds py-2-CR 1 NR [R 1 = trans -PdCl(PPh 3 ) 2 , R = C 6 H 4 OMe- p ( Ia ), Me ( Ib ), CMe 3 ( Ic ); R 1 = Pd(dmtc)(PPh 3 ), R = C 6 H 4 OMe- p ( Id )] react with [MCl(η 3 - 2-MeC 3 H 4 )] 2 (M = Pd, Pt) in a molar ratio 1/0.5 and in the presence of NaClO 4 to yield the binuclear cationic complexes II , [M(η 3 -2-MeC 3 H 4 )(py-2-CR 1 NR)]ClO 4 , where the α-diimino group acts as σ,σ N , N ′ chelating ligand. In the absence of NaClO 4 and with a molar ratio 1/1, the reaction leads initially to formation of a ionic intermediate A , [M(η 3 - 2-MeC 3 H 4 )(py-2-CR 1 NR)] [MCl 2 (η 3 -2-MeC 3 H 4 )], which subsequently undergoes exchange …

StereochemistryLigandSubstituentCationic polymerizationDiastereomerIonic bondingDissociation (chemistry)Inorganic ChemistryNMR spectra databasechemistry.chemical_compoundchemistryMaterials ChemistryChelationPhysical and Theoretical ChemistryInorganica Chimica Acta
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Diastereoselective synthesis of enantiomeric tertiary alcohols via nucleophilic additions to protected D- and L-erythrulose derivatives

1992

Abstract The diastereoselectivity of the addition of several organometallic reagents to the carbonyl group of protected D - and L -erythrulose derivatives has been investigated. Tertiary alcohols are stereoselectively formed, the diastereomeric ratio being markedly dependent on the reagent type, solvent and temperature.

StereochemistryOrganic ChemistryDiastereomerErythruloseL-ERYTHRULOSECatalysisInorganic ChemistrySolventchemistry.chemical_compoundchemistryNucleophileReagentPhysical and Theoretical ChemistryEnantiomerTertiary alcoholsTetrahedron: Asymmetry
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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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Phenolic glycosides from Phagnalon rupestre.

2002

Analysis of the butanol-soluble fraction from the methanolic extract of the aerial parts of Phagnalon rupestre (Asteraceae) has led to the isolation of seven phenolic compounds. Three have been identified on the basis of their NMR spectra as new natural compounds: the lignan 7,7'-bis-(4-hydroxy-3,5-dimethoxyphenyl)-8,8'-dihydroxymethyl-tetrahydrofuran-4-O-beta-glucopyranoside (1), the prenylhydroquinone glycoside 1-O-beta-glucopyranosyl-1,4-dihydroxy-2-(3'-hydroxy-3'-methylbutyl) benzene (2) and the acetophenone glycoside 12-O-beta-glucopyranosyl-9beta,12-dihydroxytremetone (3). The known flavonoids apigenin-7-O-beta-glucoside, luteolin-7-O-beta-glucoside, luteolin-7-O-beta-glucuronide and …

StereochemistryPiceinFlavonoidMolecular ConformationPlant ScienceHorticultureAsteraceaeBiochemistryLignanschemistry.chemical_compoundOrganic chemistryPhenolsGlycosidesMolecular BiologyLignanchemistry.chemical_classificationbiologyQuinonesGlycosideAcetophenonesGeneral MedicineAsteraceaebiology.organism_classificationchemistryApigeninPlant ShootsAcetophenonePhytochemistry
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Peptide Metal–Organic Frameworks for Enantioselective Separation of Chiral Drugs

2017

We report the ability of a chiral Cu(II) 3D MOF based on the tripeptide Gly-L-His-Gly (GHG) for the enantioselective separation of metamphetamine and ephedrine. Monte Carlo simulations suggest that chiral recognition is linked to preferential binding of one of the enantiomers as result of either stronger or additional H-bonds with the framework that lead to energetically more stable diastereomeric adducts. Solid phase extraction (SPE) of a racemic mixture by using Cu(GHG) as extractive phase permits isolating more than 50% of the (+)-ephedrine enantiomer as target compound in only four minutes. To the best of our knowledge, this represents the first example of a MOF capable of separating ch…

StereoisomerismTripeptideMolecular Dynamics Simulation010402 general chemistry01 natural sciencesBiochemistryCatalysisMethamphetamineColloid and Surface ChemistryOrganic chemistryMoleculeMetal-Organic FrameworksEphedrineMolecular Structure010405 organic chemistryChemistryDiastereomerEnantioselective synthesisStereoisomerismQuímicaGeneral ChemistryCombinatorial chemistry0104 chemical sciences13. Climate actionRacemic mixtureMetal-organic frameworkPèptidsEnantiomerPeptidesMonte Carlo MethodCopperJournal of the American Chemical Society
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Allylpalladium( II ) Complexes with Aminophosphane Ligands: Solution Behaviour and X‐ray Structure of cis ‐[Pd(η 3 ‐CH 2 CHCHPh){Ph 2 PCH 2 CHPhNH(2,…

2004

A new β-aminophosphane L2 [Ph2PCH2CH(Ph)NH(2,6-C6H3iPr2)], bearing an asymmetric carbon atom and a vicinal prochiral nitrogen centre and (η3-allyl)palladium complexes of general formula [Pd(η3-C3H4R){η2-Ph2PCH2CH(Ph)NHAr}][PF6] (1−6) (R = H, Me or Ph and Ar = Ph or 2,6-C6H3iPr2) have been synthesised. NMR spectroscopic studies and a crystal structure analysis of complex 6 (R = Ph, Ar = 2,6-C6H3iPr2) confirmed the highly diastereoselective coordination of the nitrogen atom. Because of the allyl fluxionality and the presence of asymmetric centres, all the complexes exist in solution as mixtures of up to four diastereomers. For the monosubstituted allyl complexes [Pd(η3-C3H4R){Ph2PCH2CH(Ph)NHA…

Steric effectsAllylic rearrangement010405 organic chemistryChemistryStereochemistryDiastereomerRegioselectivityCrystal structure010402 general chemistry01 natural sciencesMedicinal chemistry0104 chemical sciencesInorganic ChemistryAsymmetric carbonMoietyIsomerizationEuropean Journal of Inorganic Chemistry
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The role of fluorine in the stereoselective tandem Aza-Michael addition to acrylamide acceptors: An experimental and theoretical mechanistic study

2007

Aza-Michael additions of alpha-amino esters to fluorinated acceptors take place in a highly stereoselective manner, to give partially modified Psi-[NHCH2]retropeptides incorporating a hydrolytically stable trifluoroalanine mimic. The reaction mechanism has been investigated experimentally and theoretically, in order to explain the effect of the trifluoromethyl group on the reactivity and the origins of the experimentally observed stereocontrol. The reaction is a two-step process, involving a tandem aza-Michael addition followed by a stereoselective hydrogen transfer. Both steps are base-catalyzed. The high level of stereocontrol is the result of a combination of electrostatic interactions a…

Steric effectsModels MolecularReaction mechanismMagnetic Resonance SpectroscopyStereochemistrychemistry.chemical_elementStereoisomerismCatalysisMass Spectrometrychemistry.chemical_compoundComputational chemistrycalculationsReactivity (chemistry)density functionalAcrylamideTrifluoromethyldiastereoselectivity fluorine chemistryOrganic ChemistryStereoisomerismGeneral ChemistryFluorinechemistryFluorineMichael reactionpeptidesStereoselectivityMichael reaction
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