Facile synthesis of three bidesmosidic oleanolic acid saponins with strong inhibitory activity on pancreatic lipase

The first synthesis of scabiosaponins E ( 1), F ( 2), and G ( 3), three new oleanolic acid saponins with strong inhibitory activity on pancreatic lipase isolated from the Chinese traditional medicinal herb Scabiosa tschiliensis, was efficiently achieved in an one-pot strategy under the combined use...

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Bibliographic Details
Published in:Carbohydrate research 2009-07, Vol.344 (10), p.1167-1174
Main Authors: Guo, Tiantian, Liu, Qingchao, Wang, Peng, Zhang, Lei, Zhang, Wei, Li, Yingxia
Format: Article
Language:English
Subjects:
Bidesmosidic oleanolic acid saponins
Dipsacaceae - enzymology
Enzyme Inhibitors - chemical synthesis
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Glycosylation
Lipase - antagonists & inhibitors
Oleanolic Acid - analogs & derivatives
Oleanolic Acid - chemistry
One-pot sequential glycosylation
p-Toluenethioglycosides
Saponins - chemical synthesis
Saponins - chemistry
Saponins - pharmacology
Scabiosaponins
Trichloroacetimidates
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Summary:The first synthesis of scabiosaponins E ( 1), F ( 2), and G ( 3), three new oleanolic acid saponins with strong inhibitory activity on pancreatic lipase isolated from the Chinese traditional medicinal herb Scabiosa tschiliensis, was efficiently achieved in an one-pot strategy under the combined use of glycosyl trichloroacetimidates and p-toluene 1-thioglycosides (STol) as donors.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2009.04.024