Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: whole plant
The structure was elucidated in this paperNCBI PubMed ID: 10691324Publication DOI: 10.1016/S0031-9422(99)00389-1Journal NLM ID: 0151434Publisher: Elsevier
Institutions: International Center for Chemical Sciences, H.E.J. Research Institute of Chemistry, University of Karachi, Karachi 75270, Pakistan, Institute of Chemistry, University of the Punjab, Lahore, Pakistan
A new monoterpene-glycoside (2-exo-β-D-glucopyranosyl-1,8-cineol) named bucharioside from the methanol-soluble part and a new sesquiterpenoid (4,10-epoxy-6α-hydroxyguaiane) named buchariol from the hexane-soluble part of Salvia bucharica were obtained. Their structures were elucidated with the help of NMR spectroscopy including 1D and 2D experiments.
structure elucidation, spectroscopy, Lamiaceae, Salvia bucharica, bucharioside, buchariol
Structure type: monomer ; 332
C
16H
28O
7Location inside paper: compound 1, fig. 1(1), table 1(1), table 2, p. 1322
Trivial name: bucharioside
Compound class: sesquiterpene glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, HPLC, optical rotation measurement, EI-MS, FD-MS, DEPT, NOE, HREIMS
Comments, role: NMR temperature was not specified
NCBI Taxonomy refs (TaxIDs): 49209
Show glycosyltransferases
NMR conditions: in C5D5N
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10
6 bDGlcp 101.4 74.4 78.5 71.8 78.4 62.9
Subst 71.7 74.5 31.4 33.5 30.5 20.1 23.6 73.4 29.1 28.4
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10
6 bDGlcp 4.93 3.92 4.26 4.14 3.97 4.33-4.55
Subst - 4.05 1.80-2.37 1.30 1.20-1.64 1.10-1.80 1.18 - 1.39 1.27
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
6 bDGlcp 101.4/4.93 74.4/3.92 78.5/4.26 71.8/4.14 78.4/3.97 62.9/4.33-4.55
Subst 74.5/4.05 31.4/1.80-2.37 33.5/1.30 30.5/1.20-1.64 20.1/1.10-1.80 23.6/1.18 29.1/1.39 28.4/1.27
1H NMR data:
Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 |
6 | bDGlcp | 4.93 | 3.92 | 4.26 | 4.14 | 3.97 | 4.33 4.55 | |
| Subst |
| 4.05 | 1.80 2.37 | 1.30 | 1.20 1.64 | 1.10 1.80 | 1.18 |
| 1.39 | 1.27 |
|
13C NMR data:
Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 |
6 | bDGlcp | 101.4 | 74.4 | 78.5 | 71.8 | 78.4 | 62.9 | |
| Subst | 71.7 | 74.5 | 31.4 | 33.5 | 30.5 | 20.1 | 23.6 | 73.4 | 29.1 | 28.4 |
|
There is only one chemically distinct structure: