The Synthesis of Urdamycinone B and C-3 Epimer of Urdamycinone B

Author

HASNAH OSMAN & DAVID S. LARSEN

Proceeding

The 21st Annual Seminar of the Malaysian Natural Product Society.(Herbal Medicine:Natural Products S ciety), Palm Garden, Putrajaya Malaysia.

Date

22/11/2005

Keyword

Urdamycinone B, angucycline antibiotic, C-3 epimer, reversed-phase HPLC.

Abstract

The synthesis of angucycline antibiotic, Urdamycinone B (3) and C-3 epimer (-)-(3) will be discussed.  The Diels-Alder reaction of the protected C-glycosyl-napthoquinone (1) and diene (2) was the key step. The separation of both isomers was successfully achieved by reversed-phase high performance liquid chromatography.