Synthesis and biological evaluation of optically active Ki16425

Takanao Sato, Kenji Sugimoto, Asuka Inoue, Shinichi Okudaira, Junken Aoki, Hidetoshi Tokuyama

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)


An enantionselective synthesis of both enantiomers of Ki16425, which possesses selective LPA antagonistic activity, was achieved. The isoxazole core was constructed by a 1,3-dipolar cycloaddition of nitrile oxide with alkyne and condensation with the optically active α-phenethyl alcohol segment, which was prepared by an enantioselective reduction of arylmethylketone. Biological evaluation of both enantiomers of Ki16425 revealed that the (R)-isomer showed much higher antagonistic activity for LPA 1 and LPA 3 receptors.

Original languageEnglish
Pages (from-to)4323-4326
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number13
Publication statusPublished - 2012 Jul 1


  • Cell migration assay
  • Enantioselective synthesis
  • Ki16425
  • LPA antagonistic activity
  • LPA inhibitory assay

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry


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