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1. (Article ID: 11390)
Pistelli L, Pardossi S, Bertoli A, Potenza D
Cicloastragenol glycosides from Astragalus verrucosus
Phytochemistry 49(8) (1998)
2467-2471
Three new cycloartane-triterpene glycosides, astraverrucin IV, V and VI, were isolated from the aerial parts of Astragalus verrucosus. Based on spectroscopic analysis (IR, 1D and 2D-NMR, FABMS), the structures of the saponins were established to be cycloastragenol 3-O-[alpha-L-rhamnopyranosyl(1-->4)-beta-D-glucopyranoside], cycloastragenol 3-O-[alpha-L-rhamnopyranosyl(1--> 4)]-beta-D-(3-O-acetyl)glucopyranoside and cycloastragenol 3-O-[alpha-L-rhamnopyranosyl (1 --> 4)]-beta-D-(6-O-acetyl)-glucopyranoside. D-pinitol and astraverrucin I were also obtained.
Astragalus verrucosus, Leguminosae aerial parts, triterpene cycloartane-type glycosides, astraverrucin IV, V and VI, D-pinitol
Publication DOI: 10.1016/S0031-9422(98)00297-0Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Dipartimento di Chimica Bioorganica, Universita di Pisa, Pisa, Italy, Dipartimento di Chimica Organica ed Industriale, Università di Milano, Milano, Italy
Methods: 13C NMR, 1H NMR, IR, FAB-MS, TLC, optical rotation measurement, ROESY, CC, DEPT, COSY, HOHAHA, extraciton, HETCOR, COLOC
The publication contains the following compound(s):
- Compound ID: 28963
|
a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Subst
Subst = astramembrangenin = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C3)C43CC[C@]5(C)[C@@H]([C@](C)(O6)CC[C@H]6{25}C(C)(O)C){16}[C@@H](O)C[C@](C)5[C@]4([H])C{6}[C@H](O)[C@@]12[H] |
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Structure type: oligomer
; 821 [M+Na]+
C47H70O14
Trivial name: astraverrucin IV
Compound class: triterpenoid glycoside
- Compound ID: 28964
|
a-L-Rhap-(1-2)-b-D-Glcp3Ac-(1-3)-Subst
Subst = astramembrangenin = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C3)C43CC[C@]5(C)[C@@H]([C@](C)(O6)CC[C@H]6{25}C(C)(O)C){16}[C@@H](O)C[C@](C)5[C@]4([H])C{6}[C@H](O)[C@@]12[H] |
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Structure type: oligomer
; 863 [M+Na]+
C44H72O15
Trivial name: astraverrucin V
Compound class: triterpenoid glycoside
- Compound ID: 28965
|
a-L-Rhap-(1-2)-b-D-Glcp6Ac-(1-3)-Subst
Subst = astramembrangenin = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C3)C43CC[C@]5(C)[C@@H]([C@](C)(O6)CC[C@H]6{25}C(C)(O)C){16}[C@@H](O)C[C@](C)5[C@]4([H])C{6}[C@H](O)[C@@]12[H] |
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Structure type: oligomer
; 863 [M+Na]+
C44H72O15
Trivial name: astraverrucin VI
Compound class: triterpenoid glycoside
- Compound ID: 28966
|
b-D-Glcp-(1-3)-Subst
Subst = astramembrangenin = SMILES CC1(C){3}[C@@H](O)CC[C@]2(C3)C43CC[C@]5(C)[C@@H]([C@](C)(O6)CC[C@H]6{25}C(C)(O)C){16}[C@@H](O)C[C@](C)5[C@]4([H])C{6}[C@H](O)[C@@]12[H] |
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Structure type: oligomer
C44H72O15
Trivial name: astraverrucin I
Compound class: triterpenoid glycoside
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