2012
Synthesis and evaluation of 4-(substituted styryl/alkenyl)-3,5-bis(4-hydroxyphenyl)-isoxazoles as ligands for the estrogen receptor
Haddad T, Gershman R, Dilis R, Labaree D, Hochberg RB, Hanson RN. Synthesis and evaluation of 4-(substituted styryl/alkenyl)-3,5-bis(4-hydroxyphenyl)-isoxazoles as ligands for the estrogen receptor. Bioorganic & Medicinal Chemistry Letters 2012, 22: 5999-6003. PMID: 22906893, PMCID: PMC3444814, DOI: 10.1016/j.bmcl.2012.06.097.Peer-Reviewed Original ResearchMeSH KeywordsDose-Response Relationship, DrugEstrogen Receptor alphaIsoxazolesLigandsModels, MolecularMolecular StructureProtein BindingStructure-Activity RelationshipSynthesis and evaluation of 11β-(4-Substituted phenyl) estradiol analogs: Transition from estrogen receptor agonists to antagonists
Hanson RN, Hua E, Hendricks JA, Labaree D, Hochberg RB. Synthesis and evaluation of 11β-(4-Substituted phenyl) estradiol analogs: Transition from estrogen receptor agonists to antagonists. Bioorganic & Medicinal Chemistry 2012, 20: 3768-3780. PMID: 22608920, PMCID: PMC3581310, DOI: 10.1016/j.bmc.2012.04.041.Peer-Reviewed Original ResearchMeSH KeywordsEstradiolEstrogen Receptor alphaHumansMolecular StructureStereoisomerismStructure-Activity RelationshipConceptsSynthetic strategyNew compoundsERα-LBDPotential drug delivery systemPrevious synthetic studiesSeries of compoundsDrug delivery systemsClass of compoundsSynthetic methodTerminal groupsFacile accessSynthetic studiesDrug conjugationSpecific structural featuresCompetitive ligandCompoundsSteroidal agonistsDelivery systemRepresentative scaffoldsStructural featuresERβ-LBDSubtype selectivityActive groupAnaloguesScaffolds
2001
Estradiol-16α-carboxylic Acid Esters as Locally Active Estrogens
Labaree D, Reynolds T, Hochberg R. Estradiol-16α-carboxylic Acid Esters as Locally Active Estrogens. Journal Of Medicinal Chemistry 2001, 44: 1802-1814. PMID: 11356114, DOI: 10.1021/jm000523h.Peer-Reviewed Original ResearchMeSH KeywordsAlkaline PhosphataseAnimalsBinding, CompetitiveEnzyme InductionEstersEstradiolEstradiol CongenersEstrogen Receptor alphaEstrogen Receptor betaFemaleHumansIn Vitro TechniquesMiceMicrosomes, LiverOrgan SizeOvariectomyOxidoreductasesRatsRats, Sprague-DawleyReceptors, EstrogenStructure-Activity RelationshipTumor Cells, CulturedUterusVaginaConceptsEstrogenic actionActive estrogensAnalogues of estradiolRat uterine weightEstrogenic potencyEstrogen receptor bindingSystemic estrogenRat hepatic microsomesUterine weightIshikawa cellsVivo modelEstrogenTherapeutic treatmentHepatic microsomesReceptor bindingFluoroethyl esterSystemic actionER affinityHigh ER affinityEstradiolEsterase hydrolysisPotencyDyspareuniaLocal actionMenopause