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1. (Article ID: 12745)
Tamaki A, Ide T, Otsuka H
Phenolic glycosides from the leaves of Alangium platanifolium var. platanifolium
Journal of Natural Products 63(10) (2000)
1417-1419
Chemical investigation of Alangiumplatanifolium var. platanifolium has resulted in the isolation of nine phenolic glycosides that were identified by means of 1D and 2D NMR experiments. Among them, catechol and salicinol O- and 1-O-β-d-(6-O-β-d-apiofuranosyl)glucopyranosides, respectively 1 and 2, and two compounds characterized as adducts of 2,6-dihydroxybenzoic acid with salicin (plataplatanoside, 3) and 4-hydroxysalicin (4-hydroxyalangifolioside, 4) were determined structurally as new compounds.
phenolic glycosides, Alangium platanifolium var. platanifolium, catechol, salicinol
NCBI PubMed ID: 11076566Publication DOI: 10.1021/np000119lJournal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Otsuka H
pharm.hiroshima-u.ac.jp>
Institutions: Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Hiroshima, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, acid hydrolysis, HPLC, extraction, CC, HR-ESI-MS, evaporation, centrifugation
The publication contains the following compound(s):
- Compound ID: 27945
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b-D-Glcp-(1-6)-+
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b-D-Glcp-(1-2')-Subst
Subst = 2,6-dihydroxybenzoic acid 2'-hydroxybenzyl ester = SMILES O=C(OCC1=CC=CC={52}C1O)C2={2}C(O)C=CC={6}C2O |
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Structure type: oligomer
Trivial name: henryoside
Compound class: saponin glycoside, glycoside, phenolic glycoside
- Compound ID: 29194
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b-D-Glcp-(1-2)-Subst
Subst = salicyl alcohol = SMILES O{2}C1=CC=CC=C1{7}CO |
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Structure type: monomer
Trivial name: salicin
Compound class: glycoside, phenolic glycoside
- Compound ID: 32127
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b-D-Glcp-(1-2)-Subst
Subst = demethylalangiside aglycon = SMILES O{56}C1={57}C(O)C=C2[C@H]3C[C@H]4[C@@H](C=C){2}[C@H](O)OC=C4C(N3CCC2=C1)=O |
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Structure type: monomer
Trivial name: demethylalangiside
Compound class: glycoside, phenolic glycoside
- Compound ID: 33010
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b-D-Apif-(1-6)-b-D-Glcp-(1-1)-Subst
Subst = catechol = SMILES O{1}C1=CC=CC={2}C1O |
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Structure type: oligomer
Compound class: glycoside, phenolic glycoside
- Compound ID: 33011
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b-D-Apif-(1-6)-b-D-Glcp-(1-2)-Subst
Subst = salicyl alcohol = SMILES O{2}C1=CC=CC=C1{7}CO |
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Structure type: monomer
Compound class: glycoside, phenolic glycoside
- Compound ID: 33012
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b-D-Glcp-(1-2)-Subst-(7-2)-Subst1
Subst = salicyl alcohol = SMILES O{2}C1=CC=CC=C1{7}CO;
Subst1 = 2,6-dihydroxybenzoic acid = SMILES C1=C{6}C(=C({2}C(=C1)O){7}C(=O)O)O |
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Structure type: monomer
Compound class: glycoside, phenolic glycoside
- Compound ID: 33013
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b-D-Glcp-(1-1)-Subst
Subst = 4-hydroxyalangifolioside aglycon = SMILES O{4}C1=CC(CC2={52}C(O)C({57}C(O)=O)={56}C(O)C=C2)={1}C(O)C=C1 |
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Structure type: monomer
Compound class: glycoside, phenolic glycoside
- Compound ID: 33014
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b-D-Glcp-(1-2)-+
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b-D-Glcp-(1-2')-Subst
|
b-D-Glcp-(1-6)-+
Subst = 2,6-dihydroxybenzoic acid 2'-hydroxybenzyl ester = SMILES O=C(OCC1=CC=CC={52}C1O)C2={2}C(O)C=CC={6}C2O |
Show graphically |
Structure type: oligomer
Compound class: glycoside, phenolic glycoside
- Compound ID: 33015
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b-D-Glcp-(1-3)-b-D-Glcp-(1-3)-Subst
Subst = alangifolioside aglycon |
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Structure type: oligomer
Trivial name: alangifolioside
Compound class: glycoside, phenolic glycoside
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