Synthesis of 3-alkyl naphthalenes as novel estrogen receptor ligands

Jing Fang, Adwoa Akwabi-Ameyaw, Jonathan E. Britton, Subba R. Katamreddy, Frank Navas III, Aaron B. Miller, Shawn P. Williams, David W. Gray, Lisa A. Orband-Miller, Jean Shearin, Dennis Heyer

    Research output: Contribution to journalArticlepeer-review

    17 Citations (Scopus)

    Abstract

    A series of estrogen receptor ligands based on a 3-alkyl naphthalene scaffold was synthesized using an intramolecular enolate-alkyne cycloaromatization as the key step. Several of these compounds bearing a C6-OH group were shown to be high affinity ligands. All compounds had similar ERalpha and ERbeta binding affinity ranging from micromolar to low nanomolar.
    Original languageEnglish
    Pages (from-to)5075-5077
    Number of pages3
    JournalBioorganic & Medicinal Chemistry Letters
    Volume18
    Issue number18
    DOIs
    Publication statusPublished - 15 Sep 2008

    Keywords

    • Molecular Structure
    • Estrogen Receptor Modulators
    • Naphthalenes
    • Humans
    • Estrogen Receptor alpha
    • Combinatorial Chemistry Techniques
    • Selective Estrogen Receptor Modulators
    • Ligands
    • Female
    • Estrogen Receptor beta
    • Structure-Activity Relationship
    • Receptors, Estrogen

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