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1. (Article ID: 10928)
Gluchoff-Fiasson K, Fiasson JL, Favre-Bonvin J
Quercetin glycosides from Antarctic Ranunculus species
Phytochemistry 37 (1994)
1629-1633
Four major quercetin triglycosides were isolated from the leaves of antarctic Ranunculus species: quercetin 3-sophoroside-7-glucoside, quercetin 3-sambubioside-7-glucoside and the corresponding 2'''-caffeoyl derivatives. Quercetin 3-(2'''-caffeyl-sambubioside)-7-glucoside is reported for the first time. Quercetin 3-diglucoside, quercetin 3-xylosylglucoside, quercetin 3-(ferulylsophoroside)-7-glucoside and the previously unquoted quercetin 3-(ferulylsambubioside)-7-glucoside, quercetin 3-(p-coumarylsophoroside)-7-glucoside, quercetin 3-(p-coumarylsambubioside)-7-glucoside and quercetin 3-(caffeylarabinosylglucoside)-7-glucoside were partially characterized.
flavonoids, leaves, Ranunculaceae, Ranunculus, quercetin glycosides, acylated quercetin glycosides
Publication DOI: 10.1016/S0031-9422(00)89580-1Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Laboratoire de Biologie Micromoleculaire & Phytochimie, Universite Lyon-I, Villeurbanne, France, Service Central d'Analyses du C.N.R.S., Vernaison, France
Methods: 13C NMR, 1H NMR, FAB-MS, TLC, acid hydrolysis, alkaline hydrolysis, UV, enzymatic digestion
The publication contains the following compound(s):
- Compound ID: 27223
Structure type: oligomer
; 789 [M+H]+
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49867, CBank-STR:7474
- Compound ID: 27224
Structure type: oligomer
; 627 [M+H]+
C27H30O17
Trivial name: quercetin 3-sophoroside
Compound class: flavonol glycoside
- Compound ID: 27225
Structure type: oligomer
; 597 [M+H]+
Trivial name: quercetin 3-sambubioside
Compound class: flavonol glycoside
- Compound ID: 27226
Structure type: oligomer
; 759 [M+H]+
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49868, CBank-STR:7432
- Compound ID: 27227
|
b-D-Glcp-(1-7)-+
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Caf-(9-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Quercetin |
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Structure type: oligomer
; 951 [M+H]+
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49869, CBank-STR:9502
- Compound ID: 27228
|
b-D-Glcp-(1-7)-+
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Caf-(9-2)-b-D-Xylp-(1-2)-b-D-Glcp-(1-3)-Quercetin
Caf = trans-caffeic acid |
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Structure type: oligomer
; 921 [M+H]+
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49870, CBank-STR:9358
- Compound ID: 27229
|
b-D-Glcp-(1-7)-+
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Fer-(9-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Quercetin
Fer = cis-ferulic acid |
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Structure type: oligomer
; 965 [M+H]+
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49871, CBank-STR:9501
- Compound ID: 27230
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b-D-Glcp-(1-7)-+
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pCoum-(9-2)-b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-Kaempferol
pCoum = trans-p-coumaric acid |
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Structure type: oligomer
Compound class: flavonol glycoside
Reference(s) to other database(s): CCSD:
49872, CBank-STR:9503
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2. (Article ID: 12879)
Yoshimitsu H, Nishida M, Qian Z-Z, Lei Z-H, Nohara T
Four new triterpene glycosides from Thalictrum squarrosum
Chemical and Pharmaceutical Bulletin 48(6) (2000)
828-831
Four new triterpene glycosides were isolated from the dried aerial parts of Thalictrum squarrosum (Ranunculaceae). They were designated as squarroside I, being a cycloartane-type glycoside, and squarrosides II, III and IV, being oleanene-type glycosides. Their structures were established by using two dimensional (2D) NMR techniques.
Ranunculaceae, oleanene glycoside, cycloartane glycoside, Thalictrum squarrosum, squarroside
NCBI PubMed ID: 10866143Publication DOI: 10.1248/cpb.48.828Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: yoshimt
kyukyo-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Kumamoto University, Kumamoto, Japan, Faculty of Engineering, Kyusyu Kyoritsu University, Kitakyushu, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, FAB-MS, TLC, ESI-MS, HPLC, extraction, CC
The publication contains the following compound(s):
- Compound ID: 33463
|
b-D-Glcp-(1-4)-+
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a-L-Rhap-(1-2)-b-D-Fucp-(1-3)-Subst
Subst = thalictoside C aglycon = SMILES O{3}[C@H]1CC[C@]23C[C@]24CC[C@]5(C)[C@@H]([C@@H]({22}C(O)C/C=C({26}CO)/C)C)CC[C@@]5(C)[C@@H]4CC[C@H]3C1(C)C |
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Structure type: oligomer
Trivial name: squarroside I
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33464
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b-D-Glcp-(1-6)-+
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a-L-Rhap-(1-2)-b-D-Glcp-(1-4)-b-D-Fucp-(1-3)-Subst
Subst = thalictoside C aglycon = SMILES O{3}[C@H]1CC[C@]23C[C@]24CC[C@]5(C)[C@@H]([C@@H]({22}C(O)C/C=C({26}CO)/C)C)CC[C@@]5(C)[C@@H]4CC[C@H]3C1(C)C |
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Structure type: oligomer
Trivial name: thalictoside C
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33465
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b-D-Glcp-(1-28)-+
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b-D-Glcp-(1-4)-+ |
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a-L-Rhap-(1-2)-b-D-Xylp-(1-3)-Oleanolic |
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Structure type: oligomer
Trivial name: squarroside II
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33466
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b-D-Glcp-(1-6)-b-D-Glcp-(1-28)-+
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b-D-Glcp-(1-4)-+ |
| |
a-L-Rhap-(1-2)-b-D-Xylp-(1-3)-Oleanolic |
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Structure type: oligomer
Trivial name: squarroside III
Compound class: glycoside, triterpenoid glycoside
- Compound ID: 33467
|
b-D-Glcp-(1-28)-+
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b-D-Glcp-(1-4)-+ |
| |
b-D-Glcp-(1-3)-a-L-Rhap-(1-2)-b-D-Xylp-(1-3)-Oleanolic |
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Structure type: oligomer
Trivial name: squarroside IV
Compound class: glycoside, triterpenoid glycoside
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