The structure of gypsoside - triterpenic saponin from gypsophila pacifica kom.

✍ Scribed by N.K. Kochetkov; A.J. Khorlin; Ju.S. Ovodov

• Publisher: Elsevier Science
• Year: 1963
• Tongue: French
• Weight: 258 KB
• Volume: 4
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)90658-6

✦ Synopsis

WE have recently isolated' a triterpenio eapoain named gypsoside from Gynaouhlla naeifioa Kom. roots. The saponin was found to be a gypsogenin(1) glycOSide of a molecular Weight corresponding approximately to nine monosaaoharlde unite in the sugar moiety. The present OOmmuniCatiOn Contains data whioh can serve a basis for formulating gypsoside as II. Acid hydrolysis of gypsoside(I1) gave rise to gypsogenin laotone, the latter being Interconvertible with gypsogenin and 12,13-dihydro-13a-hydroxygypsogenin; one mole of eacth galaotose(Gal), glucose(Gl), arablnoee(Ar), fucose(~), rhsmnose(Rha), glueuronia acld(Glur) and ca. 3 moles of xylose (Ky) were liberated simultaneously. Methylation by Kuhn's2 procedure followed by 3-4 times methylation aocording to Purdle3 afforded totally methylated 11(111),[~]? +47.5'(e 3.4 in CHC13). (Found: C, 58.21; ' A.JZhorlin, Ju.S.Cvodov and B.K.Koehetkov, 5tu.Obsch. Khim. (U.S.S.R.) &782 (1962). 2 RJS* et al, Innew.chem. g&32 (1955); g,805 (1960). 3 T.hrdie and J.C.Irvine, J.Chem.Soc. g&1021 (1903).