- Triterpenoid glycosides of Fatsia japonica. II. Isolation and structure of glycosides from the leaves
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The previously known triterpenoid 3-O-α-L-arabinopyranosides of oleanolic and echinocystic acids and hederagenin, 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, in addition to 28-O-α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl ethers of the 3-O-α-L-arabinopyranoside of hederagenin, and 3-O-β-D-glucopyranosyl-(1→2)-O-α-L-arabinopyranosides of oleanolic acid and hederagenin, respectively, are isolated from leaves of Fatsia japonica (Araliaceae). The structures of the glycosides are confirmed by chemical methods and 13C NMR spectroscopy.
- Grishkovets,Sobolev,Shashkov,Chirva
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Read Online
- Facile synthesis of four natural triterpene saponins with important antitumor activity
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The first synthesis of four natural triterpene saponins, which exhibit significant antitumor activities, was concisely achieved by adopting a stepwise glycosylation. The key intermediate 13 was afforded via Bu2SnO-mediated regioseletive benzoylation. Duri
- Guo, Tiantian,Liu, Qingchao,Zhang, Lei,Wang, Peng,Li, Yingxia
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experimental part
p. 357 - 371
(2011/04/18)
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- Synthesis and α-glucosidase inhibitory activity of oleanolic acid derivatives
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Glucosidations of oleanolic acid (1) and its dihydroxy-olide derivatives (2) were carried out to provide eight glycosides. All synthesized compounds were evaluated by in vitro α-glucosidase inhibitory activity assay. 3-Acetyl dihydroxy-olide oleanolic der
- Qian, Shan,Hai Li, Jiao,Wei Zhang, Yu,Chen, Xin,Wu, Yong
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scheme or table
p. 20 - 29
(2010/09/18)
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- Saponins from Leaves of Acanthopanax senticosus HARMS., Ciwujia. II. Structures of Ciwujianosides A1, A2, A3 A4 and D3
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Further investigation of the chemical constituents of the leaves of Acanthopanax senticosus HARMS. resulted in the isolation of five new triterpenoid saponins, named ciwujianosides A1 (1), A2 (2), A3 (3), D3 (4) and A4 (5).The structures of these saponins were elucidated as follows: 1, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosyloleanolic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 2, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosyl-30-norolean-12,20(29)-dien-28-oic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 3, 3-O-α-rhamnopyranosyl-(1->2)-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 4, 3-O-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-6-O-acetyl-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester; 5, 3-O-β-glucopyranosyl-(1->2)-α-arabinopyranosylmesembryanthemoidigenic acid 28-O-α-rhamnopyranosyl-(1->4)-6-O-acetyl-β-glucopyranosyl-(1->6)-β-glucopyranosyl ester.Keywords: Acanthopanax senticosus; Araliaceae; saponin; Chinese folk medicine; ciwujianoside; oleanolic acid glycoside; noroleanolic acid glycoside; mesembryanthemoidigenic acid glycoside; ciwujia
- Shao, Chun-Jie,Kasai, Ryoji,Xu, Jing-Da,Tanaka, Osamu
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- STRUCTURES OF 3,28-O-BISGLYCOSIDIC TRITERPENOID SAPONINS OF FATSIA JAPONICA
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Four novel 3,28-O-bisglycosidic triterpenoid saponins were isolated from the mature fruits of F. japonica.They were characterized as the 28-O-α-L-rhamnopyranosyl-(1->4)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranosides of 3-O-α-L-arabinopyranosyl echinocystic acid, 3-O-α-L-arabinopyranosyl hederagenin, 3-O-β-D-glucopyranosyl-(1->2)-α-L-arabinopyranosyl oleanolic acid and 3-O-β-D-glucopyranosyl-(1->2)-α-L-arabinopyranosyl hederagenin respectively. - Keywords: Fatsia japonica; Araliaceae; mature fruits; 3,28-O-bisglycidic triterpenoid saponins.
- Akoi, Tadashi,Shido, Kazumi,Takahashi, Yutaka,Suga, Takayuki
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p. 1681 - 1686
(2007/10/02)
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