Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1386084 | Carbohydrate Research | 2006 | 8 Pages |
Abstract
A facile synthetic approach toward oleanolic acid glycoside bearing α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranosyl moiety, a unique oligosaccharide that strongly induces antitumor activity of oleanane-type triterpenoid saponins, was developed. Based on this approach β-hederin (oleanolic acid 3-O-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside) was efficiently prepared from oleanolic acid through stepwise glycosylation in linear eight steps with 52% overall yield, while Hederacolchiside A1 (oleanolic acid 3-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl-(1→4)]-α-l-arabinopyranoside) in linear 13 steps with 20% overall yield.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Mao-Sheng Cheng, Mao-Cai Yan, Yang Liu, Li-Gang Zheng, Jiao Liu,