Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: whole plant
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(97)00588-8Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Pharmaceutical Institute, University of Bonn, Bonn, Germany, Department of Chemistry, Washington State University, Pullmann, US
From the whole plant of Stauntonia hexaphylla, a new phenolic glycoside, staunoside F, was isolated along with six triterpenoids: 3-hydroxy-30- norolean-12,20(29)-dien-28-oic acid, oleanolic acid, hederagenin, lupeol, betulonic acid and betulinic acid. The phenolic glycoside was characterized by 1D- and 2D-NMR techniques. The biogenetic relationship of 30- nortriterpenoids with an exocyclic double bond at C-20(29) is briefly discussed.
phenolic glycoside, Lardizabalaceae, Stauntonia hexaphylla, staunoside F, 3-hydroxy-30-norolean-12, 20(29)-dien-28-oic acid, nortriterpenoids
Structure type: oligomer ; 635 [M+Na]+
Location inside paper: Fig. 2
Trivial name: staunoside F
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, FAB-MS, extraction, optical rotation measurement, ROESY, HMBC, COSY, column chomatography
NCBI Taxonomy refs (TaxIDs): 41788
Show glycosyltransferases
NMR conditions: in C5D5N
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7
4,4,2 bDApif 109.86 78.47 78.92 75.05 67.49
4,4 bDGlcp 99.81 76.61 78.67 71.00 78.24 61.71
4,3 Me 55.48
4 xXPrcat 120.83 113.32 148.31 154.12 115.97 124.68 166.69
3 Me 55.72
xXPrcat 133.14 114.36 149.95 148.81 114.62 123.26 172.96
1H NMR data:
missing...
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 |
4,4,2 | bDApif | 109.86 | 78.47 | 78.92 | 75.05 | 67.49 | |
4,4 | bDGlcp | 99.81 | 76.61 | 78.67 | 71.00 | 78.24 | 61.71 | |
4,3 | Me | 55.48 | |
4 | xXPrcat | 120.83 | 113.32 | 148.31 | 154.12 | 115.97 | 124.68 | 166.69 |
3 | Me | 55.72 | |
| xXPrcat | 133.14 | 114.36 | 149.95 | 148.81 | 114.62 | 123.26 | 172.96 |
|
There is only one chemically distinct structure: