2014
Synthesis of 11β-ether-17α-ethinyl-3,17β-estradiols with strong ER antagonist activities
Zhang J, Labaree D, Hochberg R. Synthesis of 11β-ether-17α-ethinyl-3,17β-estradiols with strong ER antagonist activities. Chinese Chemical Letters 2014, 25: 567-570. DOI: 10.1016/j.cclet.2014.01.015.Peer-Reviewed Original Research
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 ResearchSynthesis 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 ResearchConceptsSynthetic 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
2006
Organometallic Complexes Containing 17-Ethynyl-17β-hydroxyandrost-4-en-3-one and Related Ethynyl Steroids
Stockland R, Kohler M, Guzei I, Kastner M, Bawiec J, Labaree D, Hochberg R. Organometallic Complexes Containing 17-Ethynyl-17β-hydroxyandrost-4-en-3-one and Related Ethynyl Steroids. Organometallics 2006, 25: 2475-2485. DOI: 10.1021/om051064r.Peer-Reviewed Original ResearchJ CPEthynyl steroidsElectron-withdrawing groupsOrganometallic complexesPhosphine donorsEthynyl fragmentOrganic fragmentsChemical shiftsDonor abilityFree phosphineGold complexesAlkyne moietyMolecular structureAnalogous reactionNMR spectraTransition metalsIntractable mixturesPhosphineBroad signalSharp signalTitle compoundCompoundsPhosphorus donorsSteroid compoundsRepresentative examples