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1. (Article ID: 10004)
Harmatha J, Mauchamp B, Arnault C, Slama K
Plant substances. Part L. Identification of a spirostane-type saponin in the flowers of leek with inhibitory effects on growth of leek-moth larvae
Biochemical Systematics and Ecology 15 (1987)
113-116
Journal NLM ID: 0430442Publisher: Pergamon Press
The publication contains the following compound(s):
- Compound ID: 23679
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = agigenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])C{6}[C@@H](O)[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
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Structure type: oligomer
C56H91O29
Trivial name: aginoside
Compound class: saponin glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
40123, CBank-STR:12125
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2. (Article ID: 12166)
Fattorusso E, Lanzotti V, Taglialatela-Scafati O, Di Rosa M, Ianaro A
Cytotoxic saponins from bulbs of Allium porrum L.
Journal of Agricultural and Food Chemistry 48(8) (2000)
3455-3462
An extensive phytochemical analysis of the saponin content has been undertaken on leek, Allium porrum L., sown and collected at different seasons. As a result of this investigation, eight saponins (1-8) have been isolated, four of them (5-8) being novel compounds. Compounds 5 and 6, possessing the same tetrasaccharide moiety of compounds 1 and 3, display very unusual spirostane aglycones, 12-ketoporrigenin and 2,12-diketoporrigenin (named porrigenin C), respectively, recently isolated for the first time as free sapogenin in the same plant. Compounds 7 and 8 are rare cholestane bidesmosides possessing a di- and trisaccharide residues linked to a polyhydroxycholesterol aglycone, respectively. The structures of the isolated compounds have been determined by nondegradative spectroscopic analysis, mainly based on NMR. All the eight saponins isolated from leek were tested for their cytotoxic activity against two different cell lines in vitro, and compounds 1, 2, and 6 resulted particularly active.
NMR, cytotoxic activity, saponins, Liliaceae, Allium porrum L.
NCBI PubMed ID: 10956133Publication DOI: 10.1021/jf000331vJournal NLM ID: 0374755Publisher: American Chemical Society
Correspondence: fattoru

unina.it
Institutions: Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, Napoli, Italy, Dipartimento di Scienze e Tecnologie Agroalimentari, Ambientali e Microbiologiche, Università degli Studi del Molise, Campobasso, Italy, Dipartimento di Farmacologia Sperimentale, Università di Napoli Federico II, Napoli, Italy
Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, HPLC, extraction, optical rotation measurement, acetylation, cytotoxicity assay, evaporation, MPLC, HR-FAB-MS, optical density measurement
The publication contains the following compound(s):
- Compound ID: 23888
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = gitogenin = SMILES C[C@@H]1[C@]2(OC[C@H](C)CC2)O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]31[H] |
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Structure type: oligomer
Trivial name: F-gitonin
Compound class: saponin glycoside, glycoside, triterpenoid glycoside
Reference(s) to other database(s): CCSD:
20155, CBank-STR:12106
- Compound ID: 31595
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-3)-b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = gitogenin = SMILES C[C@@H]1[C@]2(OC[C@H](C)CC2)O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O){2}[C@H](O)C[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]31[H] |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31596
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = chlorogenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])C{6}[C@H](O)[C@@]6([H])C{3}[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31597
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-3)-b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = chlorogenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])C{6}[C@H](O)[C@@]6([H])C{3}[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31598
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = 12-ketoporrigenin = SMILES C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C[C@H]5[C@H]4C{6}[C@H]([C@@H]6[C@@]5(CC{3}[C@@H](C6)O)C)O)C)C)OC1 |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31599
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b-D-Xylp-(1-3)-+
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b-D-Glcp-(1-2)-b-D-Glcp-(1-4)-b-D-Galp-(1-3)-Subst
Subst = 2,12-diketoporrigenin = SMILES C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C[C@H]5[C@H]4C{6}[C@H]([C@@H]6[C@@]5(CC(=O){3}[C@@H](C6)O)C)O)C)C)OC1 |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31600
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a-L-Rhap-(1-1)-+
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b-D-Galp-(1-16)-Subst
Subst = cholest-5-ene-1β,3β,16β,22S-tetrol = SMILES CC(C)CC{22}[C@H](O)[C@@H](C)[C@H]1{16}[C@@H](O)C[C@@]2([H])[C@]3([H])CC=C4C{3}[C@@H](O)C{1}[C@@H](O)[C@]4(C)[C@@]3([H])CC[C@]12C |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 31601
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b-D-Galp-(1-16)-+
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b-D-Glcp-(1-4)-a-L-Rhap-(1-1)-Subst
Subst = cholest-5-ene-1β,3β,16β,22S-tetrol = SMILES CC(C)CC{22}[C@H](O)[C@@H](C)[C@H]1{16}[C@@H](O)C[C@@]2([H])[C@]3([H])CC=C4C{3}[C@@H](O)C{1}[C@@H](O)[C@]4(C)[C@@]3([H])CC[C@]12C |
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Structure type: oligomer
Compound class: glycoside, triterpenoid glycoside
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