• Medientyp: E-Artikel
  • Titel: Thermal Degradation of Glycosides, VII. Application of Hydrothermolysis to the Studies on the Constituents of the Merck Saponin
  • Beteiligte: Kim, Youn Chul; Higuchi, Ryuichi; Komori, Tetsuya
  • Erschienen: Wiley, 1992
  • Erschienen in: Liebigs Annalen der Chemie
  • Sprache: Englisch
  • DOI: 10.1002/jlac.1992199201155
  • ISSN: 0170-2041
  • Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>Two new triterpenoid 3,28‐<jats:italic>O</jats:italic>‐bisglycosides, MS‐1 and MS‐2, were isolated from the Merck Saponin (origin: <jats:italic>Gypsophila paniculata</jats:italic> L.). Their structures were elucidated on the basis of chemical and spectral data as follows. MS‐1 (<jats:bold>1</jats:bold>): 3‐<jats:italic>O</jats:italic>‐β‐<jats:sc>D</jats:sc>‐galactopyranosyl‐(→2)‐[α‐<jats:sc>L</jats:sc>‐arabinopyranosyl‐(→3)]‐β‐<jats:sc>D</jats:sc>‐glucuronopyranosyl gypsogenin 28‐<jats:italic>O</jats:italic>‐β‐<jats:sc>D</jats:sc>‐xylopyranosyl‐(→3)‐ β‐<jats:sc>D</jats:sc>‐xylopyranosyl‐(→4)‐α‐<jats:sc>L</jats:sc>‐rhamnopyranosyl‐(→4)‐[β‐<jats:sc>D</jats:sc>‐quinovopyranosyl‐(→2)]‐β‐<jats:sc>D</jats:sc>‐ fucopyranoside. MS‐2(<jats:bold>2</jats:bold>): 3‐<jats:italic>O</jats:italic>‐β‐<jats:sc>D</jats:sc>‐galactopyranosyl‐(→2)‐[α‐<jats:sc>L</jats:sc>‐ arabinopyranosyl‐(→3)]‐β‐<jats:sc>D</jats:sc>‐glucuronopyranosyl quillaic acid 28‐<jats:italic>O</jats:italic>‐β‐<jats:sc>D</jats:sc>‐xylopyranosyl‐(→3)‐β‐<jats:sc>D</jats:sc>‐xylopyranosyl‐(→4)‐α‐<jats:sc>L</jats:sc>‐rhamnopyranosyl‐(→4)‐[β‐<jats:sc>D</jats:sc>‐quinovopyranosyl ‐(→2)]‐β‐<jats:sc>D</jats:sc>‐fucopyranoside. The hydrothermal degradation, which led to selective cleavage of the ester glycosidic linkage, was useful for the structure elucidation.</jats:p>