Found 3 records.
Displayed records from 1 to 3
Expand all records
Collapse all records
Show all as text (SweetDB notation)
Show all graphically (SNFG notation)
Renukappa T, Roos G, Klaiber I, Vogler B, Kraus W
Application of high-performance liquid chromatography coupled to nuclear magnetic resonance spectrometry, mass spectrometry and bioassay for the determination of active saponins from Bacopa monniera Wettst.
Journal of Chromatography A 847(1-2) (1999)
109-116
|
b-D-Glcp-(1-3)-+
|
a-L-Araf-(1-2)-b-D-Glcp-(1-3)-Subst
Subst = jujubogenin = SMILES C/C(C)=C/[C@H]1C[C@](C)(O)[C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC{3}[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]36C[C@]2(OC6)O1 |
Show graphically |
Bacopa monniera
(later renamed to: Bacopa monnieri)
(NCBI TaxID 263974,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperNCBI PubMed ID: 10431354Publication DOI: 10.1016/S0021-9673(99)00018-7Journal NLM ID: 9318488Publisher: Amsterdam; New York: Elsevier
Institutions: University of Hohenheim, Department of Chemistry, Garbenstrasse 30, D-70593 Stuttgart, Germany
Reversed-phase high-performance liquid chromatographic separation coupled to (structurally informative) spectroscopic methods like NMR and MS and an efficient bioassay have been used to determine the active compounds from a crude fraction of Bacopa monniera. The fraction containing a mixture of saponins with closely related structures was found to show a significant anthelmintic activity against Caenorhabditis elegans (used as a model test organism for determining anthelmintic activity). The activity was correlated to two dammarane type triterpenoidal saponins containing at least three sugar units. The optimization of separation for 1 mg of the crude sample on column and the sensitivity of on-flow one- and two-dimensional NMR experiments to the high-molecular-mass compounds (Mr 890-930) has been demonstrated.
saponins, Bacopa monniera, bacosides, bacopasaponins
Structure type: oligomer ; 929 [M+H]+
Location inside paper: P1, compound 1, fig. 4(1), table 1(P1)
Trivial name: bacoside A3
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136907,IEDB_142488,IEDB_146664,IEDB_153543,IEDB_983931,SB_192
Methods: 1H NMR, ESI-MS, HPLC, TOCSY, RP-HPLC, HPLC-MS, COSY, APCI-MS, HPLC-NMR
Comments, role: NMR temperature was not specified
Related record ID(s): 62959, 62960
NCBI Taxonomy refs (TaxIDs): 263974
Show glycosyltransferases
NMR conditions: in D2O / CH3CN
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15 H16 H17 H18 H19 H20 H21 H22 H23 H24 H25 H26 H27 H28 H29 H30
3,2 aLAraf 5.40 4.10 3.95 4.00 3.60-3.70
3,3 bDGlcp 4.60 3.25 3.40 3.30 3.27 3.60-3.82
3 bDGlcp 4.45 3.47 3.72 3.48 3.29 3.64-3.79
Subst ? ? ? - ? ? ? - ? - ? ? ? - ? - ? 1.08 0.83 - 1.13 1.37-1.46 4.60 5.10 - 1.60 1.70 1.00 0.80 3.95-4.03
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 | H16 | H17 | H18 | H19 | H20 | H21 | H22 | H23 | H24 | H25 | H26 | H27 | H28 | H29 | H30 |
|---|
| 3,2 | aLAraf | 5.40 | 4.10 | 3.95 | 4.00 | 3.60
3.70 | |
| 3,3 | bDGlcp | 4.60 | 3.25 | 3.40 | 3.30 | 3.27 | 3.60
3.82 | |
| 3 | bDGlcp | 4.45 | 3.47 | 3.72 | 3.48 | 3.29 | 3.64
3.79 | |
| | Subst | ? | ? | ? |
| ? | ? | ? |
| ? |
| ? | ? | ? |
| ? |
| ? | 1.08 | 0.83 |
| 1.13 | 1.37
1.46 | 4.60 | 5.10 |
| 1.60 | 1.70 | 1.00 | 0.80 | 3.95
4.03 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Renukappa T, Roos G, Klaiber I, Vogler B, Kraus W
Application of high-performance liquid chromatography coupled to nuclear magnetic resonance spectrometry, mass spectrometry and bioassay for the determination of active saponins from Bacopa monniera Wettst.
Journal of Chromatography A 847(1-2) (1999)
109-116
|
b-D-Glcp-(1-3)-+
|
a-L-Araf-(1-2)-a-L-Arap-(1-3)-Subst
Subst = jujubogenin = SMILES C/C(C)=C/[C@H]1C[C@](C)(O)[C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC{3}[C@H](O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@]36C[C@]2(OC6)O1 |
← revised structure
Show graphically |
Bacopa monniera
(later renamed to: Bacopa monnieri)
(NCBI TaxID 263974,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperNCBI PubMed ID: 10431354Publication DOI: 10.1016/S0021-9673(99)00018-7Journal NLM ID: 9318488Publisher: Amsterdam; New York: Elsevier
Institutions: University of Hohenheim, Department of Chemistry, Garbenstrasse 30, D-70593 Stuttgart, Germany
Reversed-phase high-performance liquid chromatographic separation coupled to (structurally informative) spectroscopic methods like NMR and MS and an efficient bioassay have been used to determine the active compounds from a crude fraction of Bacopa monniera. The fraction containing a mixture of saponins with closely related structures was found to show a significant anthelmintic activity against Caenorhabditis elegans (used as a model test organism for determining anthelmintic activity). The activity was correlated to two dammarane type triterpenoidal saponins containing at least three sugar units. The optimization of separation for 1 mg of the crude sample on column and the sensitivity of on-flow one- and two-dimensional NMR experiments to the high-molecular-mass compounds (Mr 890-930) has been demonstrated.
saponins, Bacopa monniera, bacosides, bacopasaponins
Structure type: oligomer ; 899 [M+H]+
Location inside paper: P3, compound 2, fig. 4(2), table 1(P3)
The structure in this paper was incorrect:
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136907,IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 1H NMR, ESI-MS, HPLC, TOCSY, RP-HPLC, HPLC-MS, COSY, APCI-MS, HPLC-NMR
Comments, role: NMR temperature was not specified
Related record ID(s): 62958, 62960
NCBI Taxonomy refs (TaxIDs): 263974
Show glycosyltransferases
NMR conditions: in D2O / CH3CN
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15 H16 H17 H18 H19 H20 H21 H22 H23 H24 H25 H26 H27 H28 H29 H30
3,2 aLAraf 5.25 4.06 3.91 3.97 3.60-3.68
3,3 bDGlcp 4.52 3.40 3.34 3.28 3.36 3.64-3.78
3 aLArap ? 4.05 3.80 3.80 3.67-3.75
Subst ? ? ? - ? ? ? - ? - ? ? ? - ? - ? 1.08 0.83 - 1.13 1.37-1.46 4.60 5.10 - 1.60 1.70 1.00 0.80 3.95-4.03
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 | H16 | H17 | H18 | H19 | H20 | H21 | H22 | H23 | H24 | H25 | H26 | H27 | H28 | H29 | H30 |
|---|
| 3,2 | aLAraf | 5.25 | 4.06 | 3.91 | 3.97 | 3.60
3.68 | |
| 3,3 | bDGlcp | 4.52 | 3.40 | 3.34 | 3.28 | 3.36 | 3.64
3.78 | |
| 3 | aLArap | ? | 4.05 | 3.80 | 3.80 | 3.67
3.75 | |
| | Subst | ? | ? | ? |
| ? | ? | ? |
| ? |
| ? | ? | ? |
| ? |
| ? | 1.08 | 0.83 |
| 1.13 | 1.37
1.46 | 4.60 | 5.10 |
| 1.60 | 1.70 | 1.00 | 0.80 | 3.95
4.03 |
|
There is only one chemically distinct structure:
Expand this record
Collapse this record
Renukappa T, Roos G, Klaiber I, Vogler B, Kraus W
Application of high-performance liquid chromatography coupled to nuclear magnetic resonance spectrometry, mass spectrometry and bioassay for the determination of active saponins from Bacopa monniera Wettst.
Journal of Chromatography A 847(1-2) (1999)
109-116
|
b-D-Glcp-(1-3)-+
|
a-L-Araf-(1-2)-a-L-Arap-(1-3)-Subst
Subst = pseudojujubogenin = SMILES C{20}[C@]1(O)[C@H](/C=C(C)/C)CO[C@]2(C3)OC[C@]43[C@]5(C)CC[C@H]6C(C)(C){3}[C@@H](O)CC[C@@](C)6[C@H]5CC[C@@H]4[C@@H]12 |
← revised structure
Show graphically |
Bacopa monniera
(later renamed to: Bacopa monnieri)
(NCBI TaxID 263974,
species name lookup)
Taxonomic group: plant / Streptophyta
(Phylum: Streptophyta)
The structure was elucidated in this paperNCBI PubMed ID: 10431354Publication DOI: 10.1016/S0021-9673(99)00018-7Journal NLM ID: 9318488Publisher: Amsterdam; New York: Elsevier
Institutions: University of Hohenheim, Department of Chemistry, Garbenstrasse 30, D-70593 Stuttgart, Germany
Reversed-phase high-performance liquid chromatographic separation coupled to (structurally informative) spectroscopic methods like NMR and MS and an efficient bioassay have been used to determine the active compounds from a crude fraction of Bacopa monniera. The fraction containing a mixture of saponins with closely related structures was found to show a significant anthelmintic activity against Caenorhabditis elegans (used as a model test organism for determining anthelmintic activity). The activity was correlated to two dammarane type triterpenoidal saponins containing at least three sugar units. The optimization of separation for 1 mg of the crude sample on column and the sensitivity of on-flow one- and two-dimensional NMR experiments to the high-molecular-mass compounds (Mr 890-930) has been demonstrated.
saponins, Bacopa monniera, bacosides, bacopasaponins
Structure type: oligomer ; 899 [M+H]+
Location inside paper: P4, compound 3, fig. 4(3), table 1(P4)
The structure in this paper was incorrect:
Trivial name: bacopasaponin C
Compound class: saponin glycoside
Contained glycoepitopes: IEDB_136907,IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 1H NMR, ESI-MS, HPLC, TOCSY, RP-HPLC, HPLC-MS, COSY, APCI-MS, HPLC-NMR
Comments, role: NMR temperature was not specified
Related record ID(s): 62958, 62959
NCBI Taxonomy refs (TaxIDs): 263974
Show glycosyltransferases
NMR conditions: in D2O / CH3CN
[as TSV]
13C NMR data:
missing...
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 H13 H14 H15 H16 H17 H18 H19 H20 H21 H22 H23 H24 H25 H26 H27 H28 H29 H30
3,2 aLAraf 5.25 4.06 3.91 3.97 3.60-3.68
3,3 bDGlcp 4.52 3.40 3.34 3.28 3.36 3.64-3.78
3 aLArap ? 4.05 3.80 3.80 3.67-3.75
Subst ? ? ? - ? ? ? - ? - ? ? ? - ? - ? 1.00 0.78 - 0.97 2.30 3.46-4.07 5.20 - 1.66 1.58 0.92 0.72 3.95-4.03
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 | H7 | H8 | H9 | H10 | H11 | H12 | H13 | H14 | H15 | H16 | H17 | H18 | H19 | H20 | H21 | H22 | H23 | H24 | H25 | H26 | H27 | H28 | H29 | H30 |
|---|
| 3,2 | aLAraf | 5.25 | 4.06 | 3.91 | 3.97 | 3.60
3.68 | |
| 3,3 | bDGlcp | 4.52 | 3.40 | 3.34 | 3.28 | 3.36 | 3.64
3.78 | |
| 3 | aLArap | ? | 4.05 | 3.80 | 3.80 | 3.67
3.75 | |
| | Subst | ? | ? | ? |
| ? | ? | ? |
| ? |
| ? | ? | ? |
| ? |
| ? | 1.00 | 0.78 |
| 0.97 | 2.30 | 3.46
4.07 | 5.20 |
| 1.66 | 1.58 | 0.92 | 0.72 | 3.95
4.03 |
|
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: 6 sec
report error