- New Derivatives of Saikosaponin c
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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
- Nose, Mitsuhiko,Amagaya, Sakae,Takeda, Tadahiro,Ogihara, Yukio
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p. 1293 - 1296
(2007/10/02)
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- Triterpenoid Glycosides of Corchorus acutangulus Lam.
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Four new triterpenoid glycosides, corchorusins A,B,C, and D, isolated from the aerial part of Corchorus acutangulus Lam. were respectively defined as longispinogenin 3-O-β-D-galactopyranoside (1), saikogenin F 3-O-β-D-galactopyranoside (12), 23-hydroxylongispinogenin 3-O-β-D-galactopyranoside (6), and saikogenin E 3-O-β-D-glucopyranosyl(12)-β-D-galactopyranoside (15) based on their spectral properties and some chemical transformations.
- Mahato, Shashi B.,Pal, Bikas C.
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p. 629 - 634
(2007/10/02)
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- Novel Cleavage of the Glycosidic Bond of Saponins in Alcoholic Alkali Metal Solution containing a Trace of Water
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Treatment of saikosaponin c (8) with alcoholic alkali metal solution containing a trace of water afforded the sapogenin saikogenin E and three new partially hydrolysed prosapogenins in satisfactory yield.
- Ogihara, Yukio,Nose, Mitsuhiko
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