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Rivalosides A and B, two 19-Oxo triterpenoid saponins from Galium rivale.

Two new oleanene-type triterpene glycosides, rivaloside A (2alpha-acetoxy-3alpha-hydroxy-19-oxo-olean-12-en-28-o ic acid 28-O-beta-glucopyranosyl-(1-->6)-beta-D-glucopyranoside) (1) and rivaloside B (2alpha,3alpha-dihydroxy-19-oxo-olean-12-en-28-oic acid 28-O-beta-glucopyranosyl-(1-->6)-beta-D-glucopyranoside) (2), were isolated from aerial parts of Galium rivale. The structures were determined on the basis of spectroscopic data and chemical transformations. Under alkaline or acid hydrolysis, rivalosides A and B undergo allylic rearrangement with migration of the double bond. These compounds are the first representatives of 19-oxo substituted oleanenes, and they seem to be promising as taxonomic markers for G. rivale.[1]

References

  1. Rivalosides A and B, two 19-Oxo triterpenoid saponins from Galium rivale. De Rosa, S., Mitova, M., Handjieva, N., Popov, S., Anchev, M. J. Nat. Prod. (2000) [Pubmed]
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