Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: flower
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(97)01044-3Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Chemical Laboratory, Meiji-Gakuin University, Yokohama, Japan, Faculty of Pharmacy, Ankara University, Ankara, Turkey, Faculty of Science, Department of Chemistry, Kocaeli University, Turkey, Laboratory of Floriculture, College of Horticulture, Minami-Kyushu University, Miyazaki, Japan, Institute of Medicinal Chemistry, Hoshi University, Tokyo, Japan
One new flavonol glycoside, kaempferol 3-(4 ",6 "-diacetylglucoside)-7-rhamnoside and three other known kaempferol glycosides: kaempferol 3-glucoside-7-rhamnoside, kaempferol 3-(6 "-acetylglucoside)-7-rhamnoside, and kaempferol 7-rhamnoside, were isolated and characterised from flowers of Delphinium formosum. The structures were elucidated by spectral and chemical methods.
Ranunculaceae, Delphinium formosum, acetylated flavonol glycosides, kaempferol 3-(4, 6 -diacetylglucoside)-7-rhamnoside, kaempferol 3-(6 -acetylglucoside)-7-rhamnoside
Structure type: oligomer ; 617 [M+Na]+
C
27H
30O
15Location inside paper: p. 244, column 1, paragraph 4, compound 1, table 1, table 2
Compound class: glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 1H NMR, FAB-MS, TLC, acid hydrolysis, HPLC, UV, extraction, acetylation, CC, melting point determination, HMBC, HMQC, COSY, DIFNOE
Related record ID(s): 61902, 61903, 61904, 61905
NCBI Taxonomy refs (TaxIDs): 46246
Show glycosyltransferases
NMR conditions: in DMSO-d6
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15 C16
3 bDGlcp 100.7 74.2 77.6 69.8 76.4 60.8
7 aLRhap 96.4 70.2 70.1 71.6 69.9 17.9
xXKaempferol - 156.7 133.5 177.6 160.9 99.4 161.6 94.5 156.0 105.7 120.8 131.0 115.1 160.9 115.1 131.0
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15 H16
3 bDGlcp 5.49 3.21 3.35 3.09 3.35 3.37-3.57
7 aLRhap 5.56 3.85 3.64 3.31 3.43 1.12
xXKaempferol - - - - - 6.45 - 6.84 - - - 8.09 6.90 - 6.90 8.09
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8 C9/H9 C10/H10 C11/H11 C12/H12 C13/H13 C14/H14 C15/H15 C16/H16
3 bDGlcp 100.7/5.49 74.2/3.21 77.6/3.35 69.8/3.09 76.4/3.35 60.8/3.37-3.57
7 aLRhap 96.4/5.56 70.2/3.85 70.1/3.64 71.6/3.31 69.9/3.43 17.9/1.12
xXKaempferol 99.4/6.45 94.5/6.84 131.0/8.09 115.1/6.90 115.1/6.90 131.0/8.09
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 | H16 |
|---|
| 3 | bDGlcp | 5.49 | 3.21 | 3.35 | 3.09 | 3.35 | 3.37
3.57 | |
| 7 | aLRhap | 5.56 | 3.85 | 3.64 | 3.31 | 3.43 | 1.12 | |
| | xXKaempferol |
|
|
|
|
| 6.45 |
| 6.84 |
|
|
| 8.09 | 6.90 |
| 6.90 | 8.09 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 |
|---|
| 3 | bDGlcp | 100.7 | 74.2 | 77.6 | 69.8 | 76.4 | 60.8 | |
| 7 | aLRhap | 96.4 | 70.2 | 70.1 | 71.6 | 69.9 | 17.9 | |
| | xXKaempferol |
| 156.7 | 133.5 | 177.6 | 160.9 | 99.4 | 161.6 | 94.5 | 156.0 | 105.7 | 120.8 | 131.0 | 115.1 | 160.9 | 115.1 | 131.0 |
|
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
Found 
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