Search results for "Anisole"

showing 10 items of 31 documents

Lanthanide bis(trifluoromethylsulfonyl)amides vs. trifluoromethylsulfonates as catalysts for Friedel–Crafts acylations

2002

Abstract The use of catalytic amounts: 1 mol% or less of perfluoroalkyl lanthanide salts as homogeneous catalysts for Friedel–Crafts acylations in non-hazardous solvents is thereafter investigated. Lanthanide bis(trifluoromethylsulfonyl)amides are better catalysts than the triflate analogues towards the acetylation of activated aromatic rings.

LanthanideProcess Chemistry and TechnologyEtherHomogeneous catalysisAnisoleCatalysisCatalysischemistry.chemical_compoundchemistryLanthanide trifluoromethanesulfonatesOrganic chemistryPhysical and Theoretical ChemistryFriedel–Crafts reactionTrifluoromethanesulfonateJournal of Molecular Catalysis A: Chemical
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Design, synthesis and stimuli responsive gelation of novel stigmasterol-amino acid conjugates.

2020

Abstract An efficient synthesis of three novel stigmasterol-amino acid (glycine, l -leucine and l -phenylalanine) conjugates as stimuli responsive gelators is reported. The gelation properties of the prepared compounds were investigated in a variety of organic as well as aqueous solvents. The most striking finding of our investigation was that the hydrochloride salts of the prepared conjugates acted as gelators, whereas the neutral conjugates were either non-gelators or formed only a weak gel in anisole. The hydrochloride salts of stigmasteryl glycinate and l -leucinate form gels in n-alcohols (n = 4–10) and in ethane-1,2-diol, and that of stigmasteryl l -phenylalaninate forms gels in aroma…

Magnetic Resonance SpectroscopyHydrochloridePhenylalanineGlycineStigmasterolPhenylalaninePhase TransitionBiomaterialschemistry.chemical_compoundColloid and Surface ChemistryLeucineSpectroscopy Fourier Transform InfraredOrganic chemistrychemistry.chemical_classificationBiological ProductsAqueous solutionChemistryWaterHydrogen BondingHydrogen-Ion ConcentrationAnisoleSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsAmino acidDelayed-Action PreparationsGlycineSelf-healing hydrogelsMicroscopy Electron ScanningSolventsHydrochloric AcidLeucineGelsJournal of colloid and interface science
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Dynamics of the biosynthesis of methylursubin in plant cells employing in vivo 13CNMR without labelling.

1995

Abstract In vivo NMR experiments with a digital 600 MHz instrument, exploiting the natural abundance of 13C, allowed us for the first time to follow the biosynthesis of the newly detected glycoside, methylursubin ( 4- methoxyphenyl -O-β- d -primeveroside ), from 4-methoxyphenol through the intermediate methylarbutin in cell suspensions of the Indian medical plant, Rauwolfia serpentina. The metabolic dynamics indicate that, within 48 hr, 4-methoxyphenol is almost completely converted into the primeveroside, methylursubin. Because of the higher sensitivity at 150.9 MHz compared to that at 100.6 MHz, measuring times could be reduced to 1.5 hr. This allows detailed monitoring of the conversion …

Magnetic Resonance SpectroscopySpectrophotometry InfraredStereochemistryMolecular Sequence DataMolecular ConformationPlant ScienceHorticultureAnisolesDisaccharidesBiochemistryRauwolfiachemistry.chemical_compoundBiosynthesisIn vivoLabellingMolecular BiologyCells Culturedchemistry.chemical_classificationCarbon IsotopesPlants MedicinalMolecular StructureDynamics (mechanics)GlycosideGeneral MedicineCarbon-13 NMRPlant cellchemistryCarbohydrate SequenceCell culturePhytochemistry
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Induction of rat hepatic epoxide hydratase by dietary antioxidants

1979

Abstract Supplementation of rat diet with butylated hydroxytoluene (BHT), butylated hydroxyanisole, or ethoxyquin resulted in increased liver epoxide hydratase activity. The increase was obvious at 0.1% and amounted to 200–400% at 0.5%. Increased activity was accompanied by increased proportion of the epoxide hydratase band in SDS polyacrylamide gels, indicating induction of the enzyme. Ethoxycoumarin deethylase activity and cytochrome b5 concentrations were moderately elevated while cytochrome P-450 concentrations and aryl hydrocarbon hydroxylase activity remained at control levels. Preferential inhibition of monooxygenase activity by metyrapone and not 7,8-benzoflavone, as well as increas…

MaleCytochromePopulationThymus GlandToxicologyAntioxidantsMixed Function Oxygenaseschemistry.chemical_compoundCytochrome b5AnimalsButylated hydroxytolueneDrug InteractionsBenzopyreneseducationEpoxide HydrolasesPharmacologychemistry.chemical_classificationeducation.field_of_studyEthoxyquinbiologyChemistryDNADietRatsEnzymeLiverBiochemistryEnzyme InductionMicrosomebiology.proteinButylated hydroxyanisoleToxicology and Applied Pharmacology
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Effect of dietary antioxidants on benzo[a]pyrene metabolism in rat liver microsomes

1983

Feeding of rats with 1% ethoxyquin (EQ) and butylated hydroxytoluene (BHT) but not butylated hydroxyanisole (BHA) increases the formation rate of benzo[a]pyrene (BP)-4,5-dihydrodiol from BP in hepatic microsomes. The production of other BP-dihydrodiols and of BP phenols is decreased after treatment with EQ, BHT and BHA. EQ and BHT are more effective than BHA in inducing epoxide hydrolase (EH) activity towards styrene oxide as the substrate.

MaleEthoxyquinRats Inbred StrainsButylated HydroxytolueneIn Vitro TechniquesToxicologyAntioxidantsRatschemistry.chemical_compoundEthoxyquinchemistryBenzo(a)pyreneBiochemistryStyrene oxideBenzo(a)pyreneCarcinogensMicrosomes LiverAnimalsPyreneButylated hydroxytoluenePhenolsFood scienceBenzopyrenesButylated hydroxyanisoleEpoxide hydrolaseToxicology
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Kinetic experiments on the synergistic effect of NADH on microsomal drug oxidation.

1974

Abstract1. The synergistic effect of NADH on the NADPH-dependent mixed function oxidation of p-nitroanisole and hexobarbital can be measured both photometrically and by following the substrate-induced oxygen consumption. The increase in reaction rate is about 50% and lasts as long as NADH is present in the microsomal suspension.2. The oxidation of added NADH is increased by hexobarbital, ethylmorphine and SKF 525-A. Lineweaver-Burk transformation of the NADH oxidation rates yields straight lines for xenobiotic substrates suggesting Michaelis constants similar to those obtained from metabolic experiments. NADH oxidation in the absence of NADPH is about half as rapid as in its presence.3. Som…

MalePyridinesHealth Toxicology and MutagenesisCyanidechemistry.chemical_elementHexobarbitalAnisolesToxicologyPhotochemistryBiochemistryOxygenMixed Function Oxygenaseschemistry.chemical_compoundOxygen ConsumptionPhenolsmedicineOrganic chemistryAnimalsPharmacologyCarbon MonoxideAniline CompoundsChemistryProadifenDrug SynergismGeneral MedicineMetyraponeEthylmorphineNADNitro CompoundsRatsHexobarbitalPharmaceutical PreparationsSpectrophotometryReagentPhenobarbitalMicrosomeMicrosomes LiverXenobioticChloromercuribenzoatesOxidation-Reductionmedicine.drugCarbon monoxideXenobiotica; the fate of foreign compounds in biological systems
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Interrelationship between demethylation of p-nitroanisole and conjugation of p-nitrophenol in rat liver

1973

The metabolism of p-nitroanisole (pNA) and p-nitrophenol (pNP) was studied in isolated rat livers perfused with a hemoglobin-free medium. The activity and viability of the surviving organ was tested by recording pH, “arterial” and “venous” oxygen tension as well as the disappearance of added pNP. pNA is converted to its primary metabolite pNP which, in turn, is excreted into the perfusion medium as conjugates. The coordination of pNA oxidation and the conjugation reactions of pNP were investigated. When 50 μM pNA is added as substrate 0.4±0.1 nmoles×ml−1×(g liver)−1 are excreted as pNP-glucuronide and 3.5±0.2 nmoles×ml−1×(g liver)−1 as the sulphate within 90 min. When pNP itself (50 μM) is …

Maleinorganic chemicalsGlucuronidationGlucuronatesAnisolesIn Vitro TechniquesMethylationNitrophenolsOrganophosphorus CompoundsSulfationAnimalsheterocyclic compoundsGlucuronosyltransferaseGlucuronidaseDemethylationPharmacologyChromatographyChemistryHydrolysisLiver cellSubstrate (chemistry)General MedicineMetabolismHydrogen-Ion ConcentrationNitro CompoundsRatsOxygen tensionOxygenenzymes and coenzymes (carbohydrates)LiverBiochemistryMicrosomes LiverSulfatasesGlucuronideOxidation-ReductionGlucosidasesNaunyn-Schmiedeberg's Archives of Pharmacology
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Reductive Drug Metabolism in Isolated Perfused Rat Liver under Restricted Oxygen Supply

1978

1. Hepatic azo and nitro reductase activities were studied in the perfused rat liver under normal and restricted oxygen supply. 2. Formation of sulphanilamide or p-aminobenzoic acid from neoprontosil or p-nitrobenzoic acid under aerobic conditions of liver perfusion was negligible, even at a reduced oxygen saturation of a pO2 of 300 mm Hg in the haemoglobinfree perfusion system. At a pO2 of 200 mm Hg reductase activities were almost maximal. 3. Conjugation of sulphanilamide (0-08 mM) was similar under aerobic and anaerobic conditions. Hepatic elimination of p-aminobenzoic acid (0-08 mM) showed an oxygen-dependent increase for 15 min after addition of substrate. 4. p-Nitroanisole demethylati…

Malemedicine.medical_specialtyTime FactorsHealth Toxicology and Mutagenesischemistry.chemical_elementIn Vitro TechniquesReductaseToxicologyBiochemistryOxygenInternal medicineRespirationmedicineAnimalsBilePyruvatesOxygen saturationDemethylationPharmacologyNitroanisole O-DemethylaseGeneral MedicineRatsOxygenEndocrinologyLiverPharmaceutical PreparationschemistryBiochemistryNitrobenzoatesLactatesAzo CompoundsOxidation-ReductionAnaerobic exercisePerfusionDrug metabolismXenobiotica
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Structure of anisole derivatives by total neutron and X-ray scattering: Evidences of weak C–H⋯O and C–H⋯π interactions in the liquid state

2020

Abstract High resolution, total neutron and X-ray scattering data have been used in synergy with Molecular Dynamics simulations to access atomistic scale insight into the structure of anisole and 2,3,5-trimethylanisole, two aromatic compounds bearing an electron-donating methoxy group. A detailed description is provided for the main interactions occurring in these systems, including π-π stacking and weak hydrogen bonding correlations: C H⋯O and C H⋯π. The existence of preferential orientations of the first shell coordinating molecules and the specific nature of the interactions involving the π cloud and the polar methoxy group have been reported and discussed.

Materials scienceStacking02 engineering and technologyNeutron scattering010402 general chemistry01 natural sciencesAnisole Hydrogen bonding Solvation π-πstocking Neutron scattering X-ray scattering Molecular dynamicchemistry.chemical_compoundMolecular dynamicsMaterials ChemistryMoleculePhysical and Theoretical ChemistrySpectroscopyScatteringHydrogen bondSolvation021001 nanoscience & nanotechnologyCondensed Matter PhysicsAnisoleAtomic and Molecular Physics and Optics0104 chemical sciencesElectronic Optical and Magnetic MaterialsCrystallographychemistryAnisole Aromatic C–H/O C–H/π Hydrogen bonding Molecular dynamics Neutron scattering Solvation X-ray scattering π-π stacking0210 nano-technology
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Substituted 2-(3',4',5'-trimethoxybenzoyl)-benzo[b]thiophene derivatives as potent tubulin polymerization inhibitors.

2010

The central role of microtubules in cell division and mitosis makes them a particularly important target for anticancer agents. On our early publication, we found that a series of 2-(3',4',5'-trimethoxybenzoyl)-3-aminobenzo[b]thiophenes exhibited strong antiproliferative activity in the submicromolar range and significantly arrested cells in the G2-M phase of the cell cycle and induced apoptosis. In order to investigate the importance of the amino group at the 3-position of the benzo[b]thiophene skeleton, the corresponding 3-unsubstituted and methyl derivatives were prepared. A novel series of inhibitors of tubulin polymerization, based on the 2-(3,4,5-trimethoxybenzoyl)-benzo[b]thiophene m…

Models MolecularStereochemistryClinical BiochemistrySubstituentPharmaceutical ScienceAntineoplastic AgentsThiophenesAnisolesBiochemistryArticleAntineoplastic AgentAnisolechemistry.chemical_compoundStructure-Activity RelationshipThiopheneMicrotubuleTubulinTubulin ModulatorCell Line TumorNeoplasmsDrug DiscoveryThiopheneAnimalsHumansMolecular BiologyCell ProliferationbiologyBicyclic moleculeAnimalCell growthTubulin ModulatorsOrganic ChemistryCell CycleTubulin ModulatorsRatsTubulinchemistrybiology.proteinRatNeoplasmMolecular MedicineGrowth inhibitionHumanBioorganicmedicinal chemistry
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