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1. (Article ID: 11149)
Schopke T, Al-Tawaha C, Wray V, Nimtz M, Hiller K
Triterpenoid saponins from Aster bellidiastrum
Phytochemistry 45(1) (1997)
125-132
Seven triterpenoid saponins were isolated from both the aerial and the underground parts of Aster bellidiastrum. Five of the compounds were common to both parts. The structures were elucidated mainly from their NMR and mass spectral data, and showed significant similarity to the corresponding data for the saponins from plants of the Bellis genus. Two of the saponins are novel compounds with the structures 3-O-β-D-xylopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oic acid 28-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside and 3-O-β-D-glucopyranosyl-2β,3β,16α,23-tetrahydroxyolean-12-en-28-oic acid 28-O-α-L-arabino-furanosyl(1→3)-[α-L-rhamnopyranosyl(1→2)]-β-D-fucopyranoside.
chemotaxonomy, polygalacic acid, triterpenoid saponins, Asteraceae, Aster bellidiastrum, bellidiastroside C2, bellissaponins, besysaponin C12
Publication DOI: 10.1016/S0031-9422(96)00776-5Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Humboldt-Universität zu Berlin, Mathematisch-Naturwissenschaftliche Fakultät I, Institut for Pharmazie, Berlin, Germany
Methods: 13C NMR, 1H NMR, NMR-2D, IR, FAB-MS, sugar analysis, TLC, ESI-MS, GC, MS/MS, chemical methods, NMR-1D, HPLC, extraction
The publication contains the following compound(s):
- Compound ID: 27893
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b-D-Glcp-(1-3)-+
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a-L-Araf-(1-3)-+ |
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a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = bayogenin = SMILES O{2}[C@@H]1{3}[C@H](O)[C@@](C)({23}CO)[C@@](CC[C@]2(C)[C@]3([H])CC=C4[C@@]2(C)CC[C@]5({28}C(O)=O)[C@@]4([H])CC(C)(C)CC5)([H])[C@]3(C)C1 |
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Structure type: oligomer
Trivial name: bellidiastroside B3
Compound class: saponin glycoside
- Compound ID: 27894
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b-D-Glcp-(1-3)-+
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b-D-Glcp-(1-6)-+ |
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a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Subst
Subst = bayogenin = SMILES O{2}[C@@H]1{3}[C@H](O)[C@@](C)({23}CO)[C@@](CC[C@]2(C)[C@]3([H])CC=C4[C@@]2(C)CC[C@]5({28}C(O)=O)[C@@]4([H])CC(C)(C)CC5)([H])[C@]3(C)C1 |
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Structure type: oligomer
Trivial name: bellissaponin BS6
Compound class: saponin glycoside
- Compound ID: 27895
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b-D-Glcp-(1-3)-Polygalacic
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
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Structure type: oligomer
Trivial name: Polygalacic acid 3-O-rhamnoside
Compound class: saponin glycoside
- Compound ID: 27896
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-Subst
Subst = bayogenin = SMILES O{2}[C@@H]1{3}[C@H](O)[C@@](C)({23}CO)[C@@](CC[C@]2(C)[C@]3([H])CC=C4[C@@]2(C)CC[C@]5({28}C(O)=O)[C@@]4([H])CC(C)(C)CC5)([H])[C@]3(C)C1 |
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Structure type: oligomer
Trivial name: bellidiastroside UD2
Compound class: saponin glycoside
- Compound ID: 27888
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a-L-Rhap-(1-3)-+
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b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Polygalacic
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Trivial name: besysaponin C12
Compound class: saponin glycoside
- Compound ID: 27889
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a-L-Rhap-(1-3)-+
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a-L-Rhap-(1-2)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Polygalacic
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Trivial name: bellissaponin BS1
Compound class: saponin glycoside
- Compound ID: 27890
|
b-D-Glcp-(1-3)-+
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b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Polygalacic
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Trivial name: bellidiastroside C2
Compound class: saponin glycoside
- Compound ID: 27891
|
b-D-Glcp-(1-3)-+
|
a-L-Rhap-(1-2)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Polygalacic
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Trivial name: bellissaponin BS2
Compound class: saponin glycoside
- Compound ID: 27892
|
a-L-Rhap-(1-3)-+
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Subst-(1-4)-+ |
| |
a-L-Rhap-(1-2)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Glcp-(1-28)-Polygalacic
Subst = crotonic acid = SMILES C/C=C/{1}C(O)=O;
xXPolygalacic = (2β,3β,4α,16α)-2,3,16,23-tetrahydroxy-olean-12-en-28-oic acid |
Show graphically |
Structure type: oligomer
Trivial name: bellissaponin BA1
Compound class: saponin glycoside
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