RSC Publishing


Publishing

 

Cover image for Organic & Biomolecular Chemistry, select for current issue

Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.




Paper

Org. Biomol. Chem., 2009, 7, 3112 - 3118, DOI: 10.1039/b905091d


Total synthesis of a furostan saponin, timosaponin BII

Shuihong Cheng, Yuguo Du, Baiping Ma and Dawei Tan


The natural timosaponin BII, (25S)-26-O--D-glucopyranosyl-22-hydroxy-5-furostane-3,26-diol-3-O--D-glucopyranosyl-(12)--D-galactopyranoside, isolated from the rhizomes of Anemarrhena asphodeloides Bunge (Liliaceae), has been efficiently synthesized in ten steps and 18% overall yield. The strategy of using a partially protected glycosyl donor was applied to facilitate target synthesis. The cytotoxic activities of structurally related compounds were evaluated against HL-60 human promyelocytic leukaemia cells.

Graphical abstract image for this article  (ID: b905091d)