- Synthesis and biological evaluation of Raddeanin A, a triterpene saponin isolated from Anemone raddeana
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First, Raddeanin A, a cytotoxic oleanane-type triterpenoid saponin isolated from Anemone raddeana REGEL, was synthesized. Stepwise glycosylation was adopted in the synthesis from oleanolic acid, employing arabinosyl, glucosyl and rhamnosyl trichloroacetimidate as donors. The chemical structure of Raddeanin A was confirmed by means of 1H-NMR, 13C-NMR, IR, MS and elemental analysis, which elucidated the structure to be 3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranoside oleanolic acid. Biological activity tests showed that in the range of low concentrations, Raddeanin A displayed moderate inhibitory activity against histone deacetylases (HDACs), indicating that the HDACs' inhibitory activity of Raddeanin A may contribute to its cytotoxicity.
- Qian, Shan,Chen, Quan Long,Guan, Jin Long,Wu, Yong,Wang, Zhou Yu
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p. 779 - 785
(2016/10/12)
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- Triterpenoid saponins from Anemone raddeana
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Three new triterpenoid saponins, named raddeanoside R20 (1), raddeanoside R21 (2) and raddeanoside R22 (3), were isolated from the water soluble part of Anemone raddeana. The chemical structures of these new compounds were
- Li, Fu,Sun, Cui-Rong,Chen, Bin,Ding, Li-Sheng,Wang, Ming-Kui
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experimental part
p. 258 - 261
(2012/07/03)
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- Saponins from Chinese folk medicine, "zhu jie xiang fu," Anemone raddeana REGEL.
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From the Chinese folk medicine "Zhu jie xian fu" (roots of Anemone raddeana REGEL, Ranunculaceae), two new oleanane-type glycosides, named raddeanosides R8 (1) and R9 (2), were isolated. The structures of 1 and 2 were determined as 3-O-alpha-L-rhamnopyranosyl-(1----2)-O-beta-D-glucopyranosyl- (1----2)-alpha-L-arabinopyranosyl oleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1----4)-O-beta-D-glucopyranosyl-(1----6)-b eta-D- glucopyranoside and 3-O-alpha-L-rhamnopyranosyl-(1----2)-O-beta-D-glucopyranosyl-(1----2)-al pha-L- arabinopyranosyl 27-hydroxyoleanolic acid 28-O-alpha-L-rhamnopyranosyl-(1----4)-O-beta-D-glucopyranosyl-(1----6)-b eta-D- glucopyranoside, respectively.
- Wu,Koike,Ohmoto,Chen
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p. 2445 - 2447
(2007/10/02)
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