106452-35-1Relevant articles and documents
New Derivatives of Saikosaponin c
Nose, Mitsuhiko,Amagaya, Sakae,Takeda, Tadahiro,Ogihara, Yukio
, p. 1293 - 1296 (2007/10/02)
In the course of studies on the metabolism of saikosaponins, which are the main constituents of Bupleurum falcatum L., nine new compounds derived from saikosaponin c were isolated.On cleavage of the glycosidic bond of saikosaponin c at 8o deg C in alcoholic alkali metal solution, prosaikogenins E-1, E-2, and E-3 were isolated, and their structures were elucidated as 3-O-β-D-glucopyranosyl (1->6)-β-D-glucopyranoside of saikogenin E, 3-O-α-L-rhamnopyranosyl (1->4)-β-D-glucopyranoside of saikogenin E and 3-O-β-D-glucopyranoside of saikogenin E, respectively.Furthermore, on the treatment of prosaikogenins E-1, E-2, and E-3 with 1 N sulfuric acid-dioxane solution for 4 h at 60 deg C, prosaikogenins C-1, C-2, C-3 were formed 6)-β-D-glucopyranoside of saikogenin C, 3-O-α-L-rhamnopyranosyl (1->4)-β-D-glucopyranoside of saikogenin C, and 3-O-β-D-glucopyranoside of saikogenin C, respectively, possessing a heteroannular diene moiety at C-11, 13(18)>, together with prosaikogenins B-1, B-2, and B-3 6)-β-D-glucopyranoside of saikogenin B, 3-O-α-L-rhamnopyranosyl (1->4)-β-D-glucopyranoside of saikogenin B, and 3-O-β-D-glucopyranoside of saikogenin B, respectively, possessing a homoannular diene moiety at C-9(11), 12>.Keywords: saikosaponin; prosaikogenin; saikogenin; alcoholic alkali metal degradation; acidic hydrolysis; heteroannular diene; homoannular diene; 13C-NMR spectrum