Found 4 records.
Displayed records from 1 to 4
Expand all records
Collapse all records
Show all as text (SweetDB notation)
Show all graphically (SNFG notation)
Bucar F, Ninov S, Ionkova I, Kartnig T, Schubert-Zsilavecz M, Asenov I, Konuklugil B
Flavonoids from Phlomis nissolii
Phytochemistry 48(3) (1998)
573-575
|
b-D-Apif-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = luteolin = SMILES C1=C{54}C(={53}C(C=C1C2=CC(=O)C3={5}C({6}C={7}C({8}C=C3O2)O)O)O)O |
Show graphically |
Phlomis nissolii
(NCBI TaxID 997732,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(98)00048-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Institute of Pharmacognosy, University of Graz, Graz, Austria, Department ofbPharmacognosy, Faculty of Pharmacy, University of Sofia, Sofia, Bulgaria, Institute of Pharmaceutical Chemistry, University of Frankfurt am Main, Frankfurt am Main, Germany, Department of Pharmacognosy, Faculty of Pharmacy, University of Ankara, Ankara, Turkey
Two new flavone glycosides, luteolin and chrysoeriol 7-(6"-beta-D-apiofuranosyl)-beta-D-glucopyranosides have been isolated from the aerial parts of Phlomis nissolii. The known compounds apigenin, eriodictypl, luteolin as well as their 7-glucosides and luteolin 7-rutinoside were also identified in this plant.
structural elucidation, Lamiaceae, Phlomis nissolii, luteolin 7-O-(6 -O-beta-D-apiofuranosyl)-beta-D-glucopyranoside, chrysoeriol 7-O(6 apiofuranosyl)-beta-D-glucopyranoside
Structure type: oligomer ; 431
Location inside paper: p. 573, column 2, paragraph 1, compound 1, table 1
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, GC-MS, TLC, enzymatic hydrolysis, HPLC, UV, extraction, CC, HMBC, HMQC, COSY, GC-MSM HPLC
Enzymes that release or process the structure: β-glucuronidase
Related record ID(s): 61688, 61689, 61690
NCBI Taxonomy refs (TaxIDs): 997732
Show glycosyltransferases
NMR conditions: in CD3OD
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15
7,6 bDApif 111.0 78.2 80.5 75.1 65.8
7 bDGlcp 101.6 74.7 77.8 71.5 77.2 68.7
Subst 166.9 104.2 184.1 163.0 101.1 164.7 96.2 158.9 107.1 123.5 114.2 147.1 151.3 116.8 120.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15
7,6 bDApif 4.96 3.91 - 3.75-3.99 3.57
7 bDGlcp 5.02 3.47 3.47 3.36 3.68 3.61-4.05
Subst - 6.60 - - - 6.54 - 6.76 - - 7.41 - - 6.91 7.42
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
7,6 bDApif 111.0/4.96 78.2/3.91 75.1/3.75-3.99 65.8/3.57
7 bDGlcp 101.6/5.02 74.7/3.47 77.8/3.47 71.5/3.36 77.2/3.68 68.7/3.61-4.05
Subst 104.2/6.60 164.7/6.54 158.9/6.76 114.2/7.41 116.8/6.91 120.6/7.42
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 |
|---|
| 7,6 | bDApif | 4.96 | 3.91 |
| 3.75
3.99 | 3.57 | |
| 7 | bDGlcp | 5.02 | 3.47 | 3.47 | 3.36 | 3.68 | 3.61
4.05 | |
| | Subst |
| 6.60 |
|
|
| 6.54 |
| 6.76 |
|
| 7.41 |
|
| 6.91 | 7.42 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 |
|---|
| 7,6 | bDApif | 111.0 | 78.2 | 80.5 | 75.1 | 65.8 | |
| 7 | bDGlcp | 101.6 | 74.7 | 77.8 | 71.5 | 77.2 | 68.7 | |
| | Subst | 166.9 | 104.2 | 184.1 | 163.0 | 101.1 | 164.7 | 96.2 | 158.9 | 107.1 | 123.5 | 114.2 | 147.1 | 151.3 | 116.8 | 120.6 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Bucar F, Ninov S, Ionkova I, Kartnig T, Schubert-Zsilavecz M, Asenov I, Konuklugil B
Flavonoids from Phlomis nissolii
Phytochemistry 48(3) (1998)
573-575
|
b-D-Apif-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = chrysoeriol = SMILES O=C1C=C(C2=CC={54}C(O)C(OC)=C2)OC3=C{7}C(O)=C{5}C(O)=C13 |
Show graphically |
Phlomis nissolii
(NCBI TaxID 997732,
species name lookup)
Dalbergia volubilis
(NCBI TaxID 1544813,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(98)00048-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Institute of Pharmacognosy, University of Graz, Graz, Austria, Department ofbPharmacognosy, Faculty of Pharmacy, University of Sofia, Sofia, Bulgaria, Institute of Pharmaceutical Chemistry, University of Frankfurt am Main, Frankfurt am Main, Germany, Department of Pharmacognosy, Faculty of Pharmacy, University of Ankara, Ankara, Turkey
Two new flavone glycosides, luteolin and chrysoeriol 7-(6"-beta-D-apiofuranosyl)-beta-D-glucopyranosides have been isolated from the aerial parts of Phlomis nissolii. The known compounds apigenin, eriodictypl, luteolin as well as their 7-glucosides and luteolin 7-rutinoside were also identified in this plant.
structural elucidation, Lamiaceae, Phlomis nissolii, luteolin 7-O-(6 -O-beta-D-apiofuranosyl)-beta-D-glucopyranoside, chrysoeriol 7-O(6 apiofuranosyl)-beta-D-glucopyranoside
Structure type: oligomer ; 431
Location inside paper: p. 574, column 1, paragraph 1, compound 2, table 1
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, GC-MS, TLC, enzymatic hydrolysis, HPLC, UV, extraction, CC, HMBC, HMQC, COSY, GC-MSM HPLC
Enzymes that release or process the structure: β-glucuronidase
Related record ID(s): 61687, 61689, 61690
NCBI Taxonomy refs (TaxIDs): 997732,
1544813
Show glycosyltransferases
NMR conditions: in CD3OD
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 C13 C14 C15 C16
7,6 bDApif 111.0 78.2 80.5 75.1 65.8
7 bDGlcp 101.5 74.7 77.8 71.5 77.2 68.7
Subst 167.1 104.0 184.0 163.0 101.0 164.7 96.2 158.9 107.3 ? 110.6 155.1 150.3 117.3 122.3 56.6
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15
7,6 bDApif 4.96 3.88 - 3.74-3.99 3.55
7 bDGlcp 5.04 3.47 3.47 3.36 3.69 3.62-4.04
Subst ? 6.65 - - - 6.53 - 6.78 - - 7.47 - - 6.90 7.54
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
7,6 bDApif 111.0/4.96 78.2/3.88 75.1/3.74-3.99 65.8/3.55
7 bDGlcp 101.5/5.04 74.7/3.47 77.8/3.47 71.5/3.36 77.2/3.69 68.7/3.62-4.04
Subst NMR TSV error 2: unequal length of 13C and 1H datasets
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 |
|---|
| 7,6 | bDApif | 4.96 | 3.88 |
| 3.74
3.99 | 3.55 | |
| 7 | bDGlcp | 5.04 | 3.47 | 3.47 | 3.36 | 3.69 | 3.62
4.04 | |
| | Subst | ? | 6.65 |
|
|
| 6.53 |
| 6.78 |
|
| 7.47 |
|
| 6.90 | 7.54 |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 | C7 | C8 | C9 | C10 | C11 | C12 | C13 | C14 | C15 | C16 |
|---|
| 7,6 | bDApif | 111.0 | 78.2 | 80.5 | 75.1 | 65.8 | |
| 7 | bDGlcp | 101.5 | 74.7 | 77.8 | 71.5 | 77.2 | 68.7 | |
| | Subst | 167.1 | 104.0 | 184.0 | 163.0 | 101.0 | 164.7 | 96.2 | 158.9 | 107.3 | ? | 110.6 | 155.1 | 150.3 | 117.3 | 122.3 | 56.6 |
|
![](nmr_drawer.py?width=750&height=130&nucleus=C&rotate_labels=false&spectrum=[{"s":111,"l":"1","c":[0,0,225]},{"s":78.2,"l":"2","c":[0,0,225]},{"s":80.5,"l":"3","c":[0,0,225]},{"s":75.1,"l":"4","c":[0,0,225]},{"s":65.8,"l":"5","c":[0,0,225]},{"s":101.5,"l":"1","c":[230,0,30]},{"s":74.7,"l":"2","c":[230,0,30]},{"s":77.8,"l":"3","c":[230,0,30]},{"s":71.5,"l":"4","c":[230,0,30]},{"s":77.2,"l":"5","c":[230,0,30]},{"s":68.7,"l":"6","c":[230,0,30]},{"s":167.1,"l":"1","c":[0,165,0]},{"s":104,"l":"2","c":[0,165,0]},{"s":184,"l":"3","c":[0,165,0]},{"s":163,"l":"4","c":[0,165,0]},{"s":101,"l":"5","c":[0,165,0]},{"s":164.7,"l":"6","c":[0,165,0]},{"s":96.2,"l":"7","c":[0,165,0]},{"s":158.9,"l":"8","c":[0,165,0]},{"s":107.3,"l":"9","c":[0,165,0]},{"s":110.6,"l":"11","c":[0,165,0]},{"s":155.1,"l":"12","c":[0,165,0]},{"s":150.3,"l":"13","c":[0,165,0]},{"s":117.3,"l":"14","c":[0,165,0]},{"s":122.3,"l":"15","c":[0,165,0]},{"s":56.6,"l":"16","c":[0,165,0]}])
The spectrum also has 1 signal at unknown position (not plotted). |
There is only one chemically distinct structure:
Expand this record
Collapse this record
Bucar F, Ninov S, Ionkova I, Kartnig T, Schubert-Zsilavecz M, Asenov I, Konuklugil B
Flavonoids from Phlomis nissolii
Phytochemistry 48(3) (1998)
573-575
|
/Variants 0/-b-D-Glcp
/Variants 0/ is:
Apigenin-(7-1)-
OR (exclusively)
Subst2-(7-1)-
OR (exclusively)
Subst1-(7-1)-
Subst1 = eriodictyol = SMILES O=C1C[C@H](OC2=C1{5}C(O)=C{7}C(O)=C2)C3=C{53}C(O)={54}C(O)C=C3;
Subst2 = luteolin = SMILES C1=C{54}C(={53}C(C=C1C2=CC(=O)C3={5}C({6}C={7}C({8}C=C3O2)O)O)O)O |
Show graphically |
Phlomis nissolii
(NCBI TaxID 997732,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(98)00048-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Institute of Pharmacognosy, University of Graz, Graz, Austria, Department ofbPharmacognosy, Faculty of Pharmacy, University of Sofia, Sofia, Bulgaria, Institute of Pharmaceutical Chemistry, University of Frankfurt am Main, Frankfurt am Main, Germany, Department of Pharmacognosy, Faculty of Pharmacy, University of Ankara, Ankara, Turkey
Two new flavone glycosides, luteolin and chrysoeriol 7-(6"-beta-D-apiofuranosyl)-beta-D-glucopyranosides have been isolated from the aerial parts of Phlomis nissolii. The known compounds apigenin, eriodictypl, luteolin as well as their 7-glucosides and luteolin 7-rutinoside were also identified in this plant.
structural elucidation, Lamiaceae, Phlomis nissolii, luteolin 7-O-(6 -O-beta-D-apiofuranosyl)-beta-D-glucopyranoside, chrysoeriol 7-O(6 apiofuranosyl)-beta-D-glucopyranoside
Structure type: oligomer ; 431
Location inside paper: p. 574, column 1, paragraph 2, compound 6, compound 7, compound 8
Compound class: glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_613414,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, GC-MS, TLC, enzymatic hydrolysis, HPLC, UV, extraction, CC, HMBC, HMQC, COSY, GC-MSM HPLC
Related record ID(s): 61687, 61688, 61690
NCBI Taxonomy refs (TaxIDs): 997732
Show glycosyltransferases
There is only one chemically distinct structure:
Expand this record
Collapse this record
Bucar F, Ninov S, Ionkova I, Kartnig T, Schubert-Zsilavecz M, Asenov I, Konuklugil B
Flavonoids from Phlomis nissolii
Phytochemistry 48(3) (1998)
573-575
|
a-L-Rhap-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = luteolin = SMILES C1=C{54}C(={53}C(C=C1C2=CC(=O)C3={5}C({6}C={7}C({8}C=C3O2)O)O)O)O |
Show graphically |
Phlomis nissolii
(NCBI TaxID 997732,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
Organ / tissue: aerial part
The structure was elucidated in this paperPublication DOI: 10.1016/S0031-9422(98)00048-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Institute of Pharmacognosy, University of Graz, Graz, Austria, Department ofbPharmacognosy, Faculty of Pharmacy, University of Sofia, Sofia, Bulgaria, Institute of Pharmaceutical Chemistry, University of Frankfurt am Main, Frankfurt am Main, Germany, Department of Pharmacognosy, Faculty of Pharmacy, University of Ankara, Ankara, Turkey
Two new flavone glycosides, luteolin and chrysoeriol 7-(6"-beta-D-apiofuranosyl)-beta-D-glucopyranosides have been isolated from the aerial parts of Phlomis nissolii. The known compounds apigenin, eriodictypl, luteolin as well as their 7-glucosides and luteolin 7-rutinoside were also identified in this plant.
structural elucidation, Lamiaceae, Phlomis nissolii, luteolin 7-O-(6 -O-beta-D-apiofuranosyl)-beta-D-glucopyranoside, chrysoeriol 7-O(6 apiofuranosyl)-beta-D-glucopyranoside
Structure type: oligomer ; 431
Location inside paper: p. 574, column 1, paragraph 2, compound 9
Compound class: glycoside
Contained glycoepitopes: IEDB_136105,IEDB_142488,IEDB_144144,IEDB_146664,IEDB_225177,IEDB_885823,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, GC-MS, TLC, enzymatic hydrolysis, HPLC, UV, extraction, CC, HMBC, HMQC, COSY, GC-MSM HPLC
Related record ID(s): 61687, 61688, 61689
NCBI Taxonomy refs (TaxIDs): 997732
Show glycosyltransferases
There is only one chemically distinct structure:
Expand this record
Collapse this record
Total list of record IDs on all result pages of the current query:
Execution: <1 sec
report error