Saponaria officinalis saponarioside from saponariosides

Jia Z, Koike K, Nikaido T (1999) Saponarioside C, the First a-D-Galactose Containing Triterpenoid Saponin, and Five Related Compounds from Saponaria officinalis. J Nat Prod 62 449... 

Fig. (2). The HOHAHA spectrum (tm = 150 ms) for the sugar moiety of saponarioside C from Saponaria officinalis showing the sub-spectra corresponding to each anomeric proton. Note that for the glucose (G, G G") and xylose (X) units, the correlations were observed from the anomeric protons till terminals. However, the correlation stopped at H-4 of the galactose (G" ) moiety due to the small coupling between H-4 and H-5. Spectrum measured at 500 MHz in pyridine-. ...

Fig. (3). Phase-sensitive NOESY spectrum of saponarioside C from Saponaria officinalis (the mixing time was 600 msec). Note that both the inter-residue (bold labeled) and intra-residue NOEs were observed. For the a-D-galactose moiety, the only intra-residue NOE noted is between H, and H2. For all other sugar units, the intra-residue NOEs between H,/H3 and H,/H5 are observed.

This has been found to be of wide applicability for the structure determination of the naturally occurring glycosides. An example of a NOESY spectrum is given in the section on the structural study of saponarioside C isolated from Saponaria officinalis (Fig. 3) [21]. Both the inter-residue NOEs and the intra-residue NOEs were observed. 

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