Glycosides of polygalacic acid (2β,3β,16α,23-tetrahydroxy-olean-12-ene-28-oic acid) is isolated from the aerial parts of Solidago virgaurea L. subsp. virgaurea, Heteropappus altaicus (Willd.) Novopokr. and Heteropappus biennis (Ldb.) Tamamsch. or produced by degradation of these genuine saponins were tested against humanpathogenic strains of Candida albicans, C. glabrata, C. krusei and C. tropicalis using a micro-dilution assay. The antifungal action can be influenced the variation of the etherglycosidically bonded carbohydrate units at C-3 as well as of the acylglycosidically bonded oligosaccharide at C-28 of the aglycone.
NCBI PubMed ID: 10683877Journal NLM ID: 9800766Publisher: Eschborn: Govi-Verlag Pharmazautischer Verlag
Institutions: Institut für Pharmazie, Mathematisch-Naturwissenschaftliche Fakultät I, Humboldt-Universität zu Berlin, Berlin, Germany, Fachbereich Mykologie, Robert-Koch-Institut, Berlin, Germany
Methods: HPLC, extraction, antifungal activity assay
- Compound ID: 33494
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b-D-Glcp-(1-3)-+
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin 1
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33495
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b-D-Glcp-(1-3)-+
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3HOBut-(1-3)-3HOBut-(1-3)-3HOBut-(1-4)-+ |
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin B
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33496
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b-D-Glcp-(1-3)-+
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3HOBut-(1-3)-3HOBut-(1-4)-+ |
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin C
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33497
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b-D-Xylp-(1-4)-+ b-D-Glcp-(1-3)-+
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b-D-Apif-(1-3)-a-L-Rhap-(1-2)-L-Ara-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: heteropappussaponin 5
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33498
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b-D-Glcp-(1-3)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: monomer
Trivial name: prosapogenin 1
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33499
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-+
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin 2
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33500
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-+
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3HOBut-(1-3)-3HOBut-(1-4)-+ |
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin D
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33501
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-+
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3HOBut-(1-4)-+ |
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a-L-Rhap-(1-3)-b-D-Xylp-(1-4)-a-L-Rhap-(1-2)-b-D-Fucp-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: virgaureasaponin E
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33502
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-+
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b-D-Xylp-(1-4)-+ |
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b-D-Apif-(1-3)-a-L-Rhap-(1-2)-L-Ara-(1-28)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: heteropappussaponin 7
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33503
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-Subst
Subst = polygalacic acid = SMILES O{3}[C@H]1{2}[C@@H](O)C[C@@]2(C)C(CC[C@]3(C)[C@]2([H])CC=C4[C@@]3(C)C{16}[C@@H](O)[C@]5({28}C(O)=O)[C@]4([H])CC(C)(C)CC5)[C@]1(C){23}CO |
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Structure type: oligomer
Trivial name: prosapogenin 2
Compound class: glycoside, triterpenoid glycoside