0000000001250567

AUTHOR

Martina Wimmerová

showing 2 related works from this author

Glycosidic juvenogens: derivatives bearing alpha,beta-unsaturated ester functionalities.

2007

Abstract A series of the protected alkyl glycosides 5a / 5b – 12a / 12b was synthesized from the parent isomeric alcohols (insect juvenile hormone bioanalogs; juvenoids), 4-[4′-(2″-hydroxycyclohexyl)methylphenoxy]-3-methyl-but-2-enoic acid ethyl ester ( 1a / 1b – 4a / 4b ; racemic structures) and ( 1a – 4a ; enantiopure structures). Cadmium carbonate was used as a promoter of this Koenigs–Knorr reaction, and the products were obtained in 82–92% yields. Deprotection of the carbohydrate functionality of 5a / 5b – 12a / 12b was carefully performed using ethanolysis in the presence of zinc acetate, due to the presence of another ester functionality in the aglycone part of the molecule of protec…

Magnetic Resonance SpectroscopyStereochemistryClinical BiochemistryCarbonatesMolecular ConformationPharmaceutical ScienceEtherBiochemistryChemical synthesisHeteropterachemistry.chemical_compoundDrug DiscoveryOrganic chemistryAnimalsGlycosidesMolecular BiologyAlkylChromatography High Pressure Liquidchemistry.chemical_classificationHydrolysisOrganic ChemistryDiastereomerGlycosideGlycosidic bondEstersStereoisomerismReference StandardsJuvenile HormonesEnantiopure drugchemistryMolecular MedicineEnantiomerCadmiumBioorganicmedicinal chemistry
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Succinobucol’s New Coat — Conjugation with Steroids to Alter Its Drug Effect and Bioavailability

2011

Synthesis, detailed structural characterization (X-ray, NMR, MS, IR, elemental analysis), and studies of toxicity, antioxidant activity and bioavailability of unique potent anti-atherosclerotic succinobucol-steroid conjugates are reported. The conjugates consist of, on one side, the therapeutically important drug succinobucol ([4-{2,6-di-tert-butyl-4-[(1-{[3-tert-butyl-4-hydroxy-5-(propan-2-yl)phenyl]sulfanyl}ethyl)sulfanyl]phenoxy}-4-oxo-butanoic acid]) possessing an antioxidant and anti-inflammatory activity, and on the other side, plant stanol/sterols (stigmastanol, β-sitosterol and stigmasterol) possessing an ability to lower the blood cholesterol level. A cholesterol-succinobucol prodr…

AntioxidantFree RadicalsStereochemistrymedicine.medical_treatmentStatic ElectricityAnti-Inflammatory AgentsBiological AvailabilityPharmaceutical ScienceprobucolArticleAntioxidantsAnalytical Chemistrylcsh:QD241-441Micechemistry.chemical_compoundPicrateslcsh:Organic chemistrySulfanylDrug DiscoverymedicineAnimalsHumansPhysical and Theoretical Chemistrysuccinobucol; phytosterol; atherosclerosis; cholesterol; probucolta317phytosterolStigmastanolClinical Trials as TopicMice Inbred BALB CMolecular StructurePhytosterolBiphenyl CompoundsOrganic Chemistrycholesterol3T3 CellsFibroblastsProdrugAscorbic acidBioavailabilityBiphenyl compoundchemistryChemistry (miscellaneous)Molecular MedicineSteroidsatherosclerosissuccinobucolMolecules; Volume 16; Issue 11; Pages: 9404-9420
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