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Synthetic, Mechanistic, and Biological Interrogation of Ginkgo biloba Chemical Space En Route to (-)-Bilobalide

  • Robert M. Demoret
  • , Meghan A. Baker
  • , Masaki Ohtawa
  • , Shuming Chen
  • , Ching Ching Lam
  • , Sophia Khom
  • , Marisa Roberto
  • , Stefano Forli
  • , Kendall N. Houk
  • , Ryan A. Shenvi

    Publications: Contribution to journalArticlePeer Reviewed

    Original languageEnglish
    Pages (from-to)18599-18618
    Number of pages20
    JournalJournal of the American Chemical Society
    Volume142
    Issue number43
    DOIs
    Publication statusPublished - 28 Oct 2020

    Funding

    Support was provided by the National Institutes of Health (R35 GM122606, R.A.S.; P60 AA006420 and AA015566, M.R.), Jiangsu Industrial Technology Research Institute (M.A.B.), the Uehara Memorial Foundation (M.O.), and the National Science Foundation (CHE-1955922, R.A.S; CHE1764328, K.N.H). Calculations were performed on the Hoffman2 cluster at the University of California, Los Angeles, and the Extreme Science and Engineering Discovery Environment (XSEDE), supported by the National Science Foundation (OCI-1053575). C.C.L. is grateful to the Imperial College Bursary Scheme for funding. We thank Dr. Jason S. Chen and Brittany Sanchez of the Scripps Automated Synthesis Facility for help with separations and analysis. We gratefully acknowledge Brandon Wright, Robert Lusi, and Professor Richmond Sarpong for beta-testing the Bo<spacing diaeresis>ttcher score code and Professor Bo<spacing diaeresis>ttcher for helpful correspondence.

    Austrian Fields of Science 2012

    • 104015 Organic chemistry
    • 301406 Neuropharmacology
    • 301206 Pharmacology

    Keywords

    • ENANTIOSELECTIVE REFORMATSKY REACTION
    • COGNITIVE IMPAIRMENT
    • EXTRACTION
    • DEMENTIA
    • TOXICITY
    • SESQUITERPENE
    • TRILACTONE
    • PREVENTION
    • RECEPTORS
    • OXIDATION

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