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1. (Article ID: 11861)
Akhov LS, Musienko MM, Piacente S, Pizza C, Oleszek W
Structure of steroidal saponins from underground parts of Allium nutans L.
Journal of Agricultural and Food Chemistry 47(8) (1999)
3193-3196
Four steroidal glycosides including deltoside and nolinofuroside D and two novel saponins were isolated from underground parts of Allium nutans L. On the basis of the spectral (LSIMS and NMR) analysis, the structures of the new compounds were established as 25R Δ5-spirostan 3β-ol-3-O-{α-L-rhamnopyranosyl(l→2)-[β-D-glucopyranosyl(1→4)]-O-β-D-galactopyranoside} and 25R Δ5-spirostan 1β,3β-diol 1-O-β-D-galactopyranoside. On the basis of the extraction efficiency, the concentration of saponins was established to be about 4% of dry matter, which makes this species a good source of steroidal saponins for commercial use.
glycosides, diosgenin, steroidal saponins, ruscogenin, Allium nutans
NCBI PubMed ID: 10552629Publication DOI: 10.1021/jf9901800Journal NLM ID: 0374755Publisher: American Chemical Society
Correspondence: Oleszek W
iung.Pulawy.pl>
Institutions: Department of Biochemistry, Institute of Soil Science and Plant Cultivation, ul. Czartoryskich 8, 24-100 Pulawy, Poland, Department of Plant Physiology, Kyiv State University, Vladimirskaya Str. 64, 252033 Kyiv, Ukraine, Dipartimento di Scienze Farmaceutiche, Universita degli Studi di Salerno, Piazza V. Emanuele 9, 84084, Salerno, Italy
Methods: 13C NMR, 1H NMR, TLC, HPLC, LSI-MS, TOCSY, DFQ-COSY, HSQS
The publication contains the following compound(s):
- Compound ID: 30690
|
b-D-Glcp-(1-26)-+
|
b-D-Glcp-(1-4)-+ |
| |
a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = 25R-furost-5-en-3β,22α,26-triol = SMILES C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC{3}[C@@H](C5)O)C)C)O{22}[C@@]1(CC[C@@H](C){26}[CH2]O)O |
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Structure type: oligomer
; 1065 [M-H]-
Trivial name: deltoside
Compound class: saponin glycoside
- Compound ID: 30691
|
b-D-Glcp-(1-4)-+
|
a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = tigogenin = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC[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
; 883 [M-H]-
C42H76O19
Compound class: saponin glycoside
- Compound ID: 30692
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b-D-Galp-(1-1)-Subst
Subst = 25R-5α-spirostan-1β,3β-diol = SMILES [H][C@]1(O[C@@]2(OC[C@H](C)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC[C@@]6([H])C{3}[C@@H](O)C{1}[C@@H](O)[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
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Structure type: monomer
; 591 [M-H]-
C33H52O9
Compound class: saponin glycoside
- Compound ID: 30693
|
b-D-Galp-(1-1)-+
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b-D-Glcp-(1-26)-Subst
Subst = 25R-furost-5-en-1β,3β,22,26-tetrol = SMILES C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4({1}[C@H](O)C{3}[C@@H](C5)O)C)C)O{22}C1(CC[C@@H](C){26}[CH2]O)O |
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Structure type: oligomer
; 771 [M-H]-
C39H64O15
Compound class: saponin glycoside
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