Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
The structure was elucidated in this paperPublication DOI: 10.1016/0031-9422(95)00730-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Biomolecules, Laboratoire de Pharmacognosie et de Phytochimie, UFR de Pharmacie, Université de Limoges, 2 rue Docteur Marcland, F-87025 Limoges Cedex, France, Laboratoire de Pharmacognosie, UFR des Sciences Pharmaceutiques, Université de Bordeaux II, Bat 3A, zone Nord, 141 rue Léo Saignat, F-33076 Bordeaux Cedex, France, Biomolecules, Laboratoire de Chimie Physique, UFR de Pharmacie, Université de Limoges, 2 rue Docteur Marcland, F-87025 Limoges Cedex, France
The rare compound, psydrin (5-methyl-4-O-(β-D-glucopyranosyl)-3(2H)-furanone) and the new 5-methyl-4-O-(β-D-glucopyranosyl)-3(2-isopropylidenyl)-furanone have been isolated from an acetone extract of the aerial parts of Juniperus phoenicea. Structural elucidation of the new product was achieved mainly by spectroscopic methods.
leaves, psydrin, Juniperus phoenicea, Cupressaceae, furanone glucoside derivatives, phoenicein, 5-methyl-4-O-(β-D-glucopyranosyl)-3(2H)-furanone, 5-methyl-4-O-(β-D-glucopyranosyl)-3(2-isopropylidenyl)-furanone
Structure type: monomer ; 275 [M-H]-
Location inside paper: compound 1, fig. 1(1)
Trivial name: psydrin
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, FAB-MS, TLC, HPLC, UV, EI-MS, HMBC, HMQC, COSY, MPLC, HCl hydrolysis, 13С NMR
Related record ID(s): 63374, 146780, 146781, 246781, 296781
NCBI Taxonomy refs (TaxIDs): 61308
Show glycosyltransferases
There is only one chemically distinct structure:
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: leaf
The structure was elucidated in this paperPublication DOI: 10.1016/0031-9422(95)00730-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Biomolecules, Laboratoire de Pharmacognosie et de Phytochimie, UFR de Pharmacie, Université de Limoges, 2 rue Docteur Marcland, F-87025 Limoges Cedex, France, Laboratoire de Pharmacognosie, UFR des Sciences Pharmaceutiques, Université de Bordeaux II, Bat 3A, zone Nord, 141 rue Léo Saignat, F-33076 Bordeaux Cedex, France, Biomolecules, Laboratoire de Chimie Physique, UFR de Pharmacie, Université de Limoges, 2 rue Docteur Marcland, F-87025 Limoges Cedex, France
The rare compound, psydrin (5-methyl-4-O-(β-D-glucopyranosyl)-3(2H)-furanone) and the new 5-methyl-4-O-(β-D-glucopyranosyl)-3(2-isopropylidenyl)-furanone have been isolated from an acetone extract of the aerial parts of Juniperus phoenicea. Structural elucidation of the new product was achieved mainly by spectroscopic methods.
leaves, psydrin, Juniperus phoenicea, Cupressaceae, furanone glucoside derivatives, phoenicein, 5-methyl-4-O-(β-D-glucopyranosyl)-3(2H)-furanone, 5-methyl-4-O-(β-D-glucopyranosyl)-3(2-isopropylidenyl)-furanone
Structure type: monomer ; 317 [M+H]+
C
14H
20O
8Location inside paper: compound 2, fig. 1(2), table 1
Trivial name: phoenicein
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, IR, FAB-MS, TLC, HPLC, UV, EI-MS, HMBC, HMQC, COSY, MPLC, HCl hydrolysis, 13С NMR
Comments, role: NMR temperature was not specified
Related record ID(s): 63373, 146780, 146781, 246781, 296781
NCBI Taxonomy refs (TaxIDs): 61308
Show glycosyltransferases
NMR conditions: in CD3OD
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8
4 bDGlcp 105.3 74.8 76.8 71.1 78.5 62.6
Subst 144.4 182.2 137.3 171.4 12.7 137.0 17.0 19.3
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8
4 bDGlcp 4.74 3.28 3.41 3.35 3.30 3.69-3.84
Subst - - - - 2.34 - 2.30 2.06
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6 C7/H7 C8/H8
4 bDGlcp 105.3/4.74 74.8/3.28 76.8/3.41 71.1/3.35 78.5/3.30 62.6/3.69-3.84
Subst 12.7/2.34 17.0/2.30 19.3/2.06
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 |
|---|
| 4 | bDGlcp | 4.74 | 3.28 | 3.41 | 3.35 | 3.30 | 3.69
3.84 | |
| | Subst |
|
|
|
| 2.34 |
| 2.30 | 2.06 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 |
|---|
| 4 | bDGlcp | 105.3 | 74.8 | 76.8 | 71.1 | 78.5 | 62.6 | |
| | Subst | 144.4 | 182.2 | 137.3 | 171.4 | 12.7 | 137.0 | 17.0 | 19.3 |
|
There is only one chemically distinct structure:
Found 
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(previously named: Juniperus phoenica)