Facile conversion of spirostan saponin into furostan saponin: synthesis of methyl protodioscin and its 26-thio-analogue

Ming Li; Biao Yu

doi:10.1021/ol060594w

Facile conversion of spirostan saponin into furostan saponin: synthesis of methyl protodioscin and its 26-thio-analogue

Org Lett. 2006 Jun 22;8(13):2679-82. doi: 10.1021/ol060594w.

Authors

Ming Li¹, Biao Yu

Affiliation

¹ State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.

PMID: 16774230
DOI: 10.1021/ol060594w

Abstract

[reaction: see text] A facile approach for the conversion of a spirostan saponin into its furostan counterpart, as illustrated by the transformation of dioscin to methyl protodioscin (and its 26-thio-analogue), has been developed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cholestanes / chemical synthesis*
Diosgenin / analogs & derivatives*
Diosgenin / chemical synthesis
Diosgenin / chemistry
Hydrocarbons, Iodinated / chemical synthesis*
Molecular Structure
Saponins / chemical synthesis*
Spirostans / chemistry*
Sulfur Compounds / chemical synthesis*

Substances

26-thiomethyl protodioscin
Cholestanes
Hydrocarbons, Iodinated
Saponins
Spirostans
Sulfur Compounds
methyl protodioscin
dioscin
Diosgenin