- TRITERPENE GLYCOSIDES OF ALFALFA. MEDICOSIDES C
-
The roots of the plant Medicago sativa (family Fabaceae) have yielded, in addition to the medicoside G described previously, two more triterpeneglycosides, caulosaponin B and the new glycoside medicoside C.The latter has the structure of hederagenin 3-O-
- Timbekova, A. E.,Abubakirov, N. K.
-
-
Read Online
- Leonticins A-C three octasaccharide saponins from Leontice kiangnanensis
-
Three octasaccharide saponins, leonticins A, B, and C (1-3), were isolated from the tubers of Leontice kiangnanensis. Their structures were elucidated by a combination of chemical degradation and spectral methods including negative FABMS and NMR measurements as 3-O-β-D-glucopyranosyl(1→ 2)-α-L-arabinopyranosylhederagenin 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl(1→4)- β-D-glucopyranosyl(1→6)-β-D-glucopyranoside (1), 3-O-[β-D- xylopyranosyl(1→3)-β-D-galactopyranosyl(1→4)-β-D- glucopyranosyl(1→3)][β-D-glucopyranosyl(1→2)]-α-L- arabinopyranosyloleanolic acid 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranoside (2), and 3-O-[β-D- xylopyranosyl(1→3)-β-D-galactopyranosyl(1→4)-β-D- glucopyranosyl(1→3)][β-D-glucopyranosyl(1→2)-α-L- arabinopyranosylechinocystic acid 28-O-α-L-rhamnopyranosyl(1→4)-β-D- glucopyranosyl(1→6)-β-D-glucopyranoside (3), respectively. The complete assignments of the proton and carbon resonances for 1-3 were achieved based on extensive 2D NMR analysis (DQF-COSY, TOCSY, ROESY, HSQC, and HMBC).
- Chen, Min,Wu, Wei Wei,Sticher, Otto,Nanz, Daniel
-
-
Read Online
- Synthesis of L-arabinopyranose containing hederagenin saponins
-
The synthesis of eight hederagenin saponins, five of which are natural products, and their methyl esters is described as part of an ongoing study of the biological activity of triterpenoid saponins. Six disaccharides consisting of an l-arabinopyranose glycosylated in positions 2, 3, or 4 with a β-d-xylopyranose or a β-d-glucopyranose residue, respectively, were synthesized in good to excellent yields. The saponins were then prepared in good yields through glycosylation with a suitably protected hederagenin derivative followed by total deprotection and treatment with diazomethane.
- Plé, Karen,Chwalek, Martin,Voutquenne-Nazabadioko, Laurence
-
p. 4347 - 4362
(2007/10/03)
-
- Triterpenoid glycosides of Fatsia japonica. II. Isolation and structure of glycosides from the leaves
-
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
-
p. 501 - 505
(2007/10/03)
-
- TRITERPENE SAPONINS OF Caltha polypetala. GLYCOSIDES G and I
-
From the epigeal organs of the great march marigold (family Ranunculaceae) two triterpene glycosides, a tetra- and a pentaoside of hederagenin, have been isolated.Their chemical structures have been established by chemical methods of investigation and by 1H and 13C NMR spectroscopy.Glycoside G is hederagenin 3-O-α-L-arabinoside 28-O- 4)-O-β-D-glucopyranosyl-(1 -> 6)-β-D-glucopyranoside>.Glycoside I is hederagenin 3-O- 2)-α-L-arabinoside 28-O- 4)-O-β-D-glucopyranosyl-(1 -> 6)-β-D-glucopyranoside>.
- Vugalter, M. M.,Dekanosidze, G. E.,Dzhikiya, O. D.,Shashkov, A. S.,Kemertelidze, E. P.
-
p. 193 - 200
(2007/10/02)
-
- STRUCTURES OF 3,28-O-BISGLYCOSIDIC TRITERPENOID SAPONINS OF FATSIA JAPONICA
-
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
-
p. 1681 - 1686
(2007/10/02)
-