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
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
Journal title :
Tetrahedron Letters
