• Title of article

    Structure, biological activity, and a biomimetic partial synthesis of the lirofolines, novel pentacylic indole alkaloids from Tabernaemontana

  • Author/Authors

    Low، نويسنده , , Yun-Yee and Lim، نويسنده , , Kuan-Hon and Choo، نويسنده , , Yeun-Mun and Pang، نويسنده , , Huey-Shen and Etoh، نويسنده , , Tadahiro and Hayashi، نويسنده , , Masahiko and Komiyama، نويسنده , , Kanki and Kam، نويسنده , , Toh-Seok، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2010
  • Pages
    4
  • From page
    269
  • To page
    272
  • Abstract
    Two new pentacyclic indole alkaloids, lirofolines A and B, possessing a novel rearranged ibogan ring system, are obtained from two Malayan Tabernaemontana species (Tabernaemontana corymbosa and Tabernaemontana divaricata) and the structures are established by analysis of the spectroscopic data. A biomimetic partial synthesis of lirofoline A from ibogaine via the Polonovski reaction is carried out. Lirofolines A and B showed significant activity in reversing multidrug resistance in vincristine-resistant KB cells (IC50 3.4 and 7.5 μg/ml, respectively).
  • Keywords
    Alkaloids , NMR , Partial synthesis , biological activity , Tabernaemontana
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2010
  • Journal title
    Tetrahedron Letters
  • Record number

    1870605