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1. (Article ID: 10143)
Chen S, Snyder JK
Molluscicidal saponins from Allium vineale
Tetrahedron Letters 28 (1987)
5603-5606
Several molluscicidal saponins have been isolated from the bulbs of Allium vineale and their structures assigned using spectroscopic techniques. Particularly important were the use of 2D-NMR spectroscopy for resolved the structure of the saccharide unit.
The publication contains the following compound(s):
- Compound ID: 23734
Structure type: oligomer
Trivial name: prosapogenin A of dioscin, prosapogenin-A of dioscin
Compound class: saponin glycoside, steroid glycoside
Reference(s) to other database(s): CCSD:
27864, CBank-STR:3391
- Compound ID: 23820
Structure type: oligomer
Trivial name: deltonin
Compound class: saponin glycoside, glycoside
Reference(s) to other database(s): CCSD:
37185, CBank-STR:7046
- Compound ID: 24713
Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
17817, CBank-STR:7313
- Compound ID: 24714
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a-L-Rhap-(1-2)-+
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b-D-Glcp-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Diosgenin |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
17818, CBank-STR:9990
- Compound ID: 24715
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a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = isonuatigenin = SMILES [H][C@]1(O[C@@]2(OC{25}[C@@](C)(O)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC=C6C{3}[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
Show graphically |
Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
28155, CBank-STR:3391
- Compound ID: 24716
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a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = nuatigenin = SMILES C[C@H]1[C@H]2[C@@H](O[C@]13CC[C@@](C)({26}CO)O3)C[C@@H]4[C@]2(C)CC[C@H]5[C@H]4CC=C6[C@]5(C)CC{3}[C@H](O)C6 |
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Structure type: oligomer
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
28155, CBank-STR:3391
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2. (Article ID: 10266)
Chen S, Snyder JK
Diosgenin-bearing, molluscicidal saponins from Allium vineale: an NMR approach for the structural assignment of oligosaccharide units
Journal of Organic Chemistry 54 (1989)
3679-3689
An investigation into the molluscicidal substituents of field garlic, Allium vineale, has resulted in the isolation and identification of seven new saponins with up to six sugars. The isolations were accomplished by using a combination of countercurrent and adsorption chromatography. The aglycon of five of these natural products was shown to be diosgenin while the remaining two saponins bore nuatigenin and isonuatigenin aglycons, respectively. Extensive one- and two-dimensional NMR experiments were utilized to assign the structures.
Publication DOI: 10.1021/jo00276a033Journal NLM ID: 2985193RPublisher: Columbus, OH: American Chemical Society
Institutions: Department of Chemistry, Boston University, Boston, Massachusetts, USA
Methods: 13C NMR, 1H NMR, FAB-MS, HPLC, bioassay, GC-FTIR
The publication contains the following compound(s):
- Compound ID: 23734
Structure type: oligomer
Trivial name: prosapogenin A of dioscin, prosapogenin-A of dioscin
Compound class: saponin glycoside, steroid glycoside
Reference(s) to other database(s): CCSD:
27864, CBank-STR:3391
- Compound ID: 23820
Structure type: oligomer
Trivial name: deltonin
Compound class: saponin glycoside, glycoside
Reference(s) to other database(s): CCSD:
37185, CBank-STR:7046
- Compound ID: 25038
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a-L-Rhap-(1-2)-+
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b-D-Glcp-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Diosgenin |
Show graphically |
Structure type: oligomer
; 1029.52825 [M-1]+
C51H82O21
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
22229, CBank-STR:9990
- Compound ID: 25039
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a-L-Rhap-(1-2)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Diosgenin |
Show graphically |
Structure type: oligomer
; 1191.57984 [M-1]+
C57H92O26
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
22230, CBank-STR:12840
- Compound ID: 25040
Structure type: oligomer
; 883.46925 [M-1]+
C45H72O17
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
22231, CBank-STR:7313
- Compound ID: 25041
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a-L-Rhap-(1-2)-+
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b-D-Glcp-(1-6)-+ |
| |
b-D-Glcp-(1-3)-b-D-Glcp-(1-4)-b-D-Glcp-(1-3)-Diosgenin |
Show graphically |
Structure type: oligomer
; 1207.57940 [M-1]+
C57H92O27
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
22233, CBank-STR:13004
- Compound ID: 25042
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b-D-Glcp-(1-6)-+ a-L-Rhap-(1-2)-+
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b-D-Glcp-(1-4)-b-D-Glcp-(1-4)-a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Diosgenin |
Show graphically |
Structure type: oligomer
; 1353.63300 [M-1]+
C63H102O31
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
22234, CBank-STR:14821
- Compound ID: 25043
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a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = isonuatigenin = SMILES [H][C@]1(O[C@@]2(OC{25}[C@@](C)(O)CC2)[C@H]3C)C[C@@]4([H])[C@]5([H])CC=C6C{3}[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@]13[H] |
Show graphically |
Structure type: oligomer
; 737.41185 [M-H]+
C39H62O13
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
27862, CBank-STR:3430
- Compound ID: 25044
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a-L-Rhap-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = nuatigenin = SMILES C[C@H]1[C@H]2[C@@H](O[C@]13CC[C@@](C)({26}CO)O3)C[C@@H]4[C@]2(C)CC[C@H]5[C@H]4CC=C6[C@]5(C)CC{3}[C@H](O)C6 |
Show graphically |
Structure type: oligomer
; 737.41165 [M-H]+
C39H62O13
Compound class: saponin glycoside
Reference(s) to other database(s): CCSD:
27863, CBank-STR:3404
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