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1. (Article ID: 11093)
Yoshikawa M, Murakami T, Hirano K, Inadzuki M, Ninomiya K, Matsuda H
Scorzonerosides A, B, and C, novel triterpene, oligoglycosides with hepatoprotective effect from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium Willd
Tetrahedron Letters 38(42) (1997)
7395-7398
Triterpene glycoside adonitol esters, scorzonerosides A, B, and C, were isolated from Chinese Bupleuri Radix, the roots of Bupleurum scorzonerifolium. Their absolute stereostructures were elucidated on the physicochemical and chemical evidence, which included the synthesis of the adonitol moiety from D-ribose. Scorzonerosides A, B, and C were found to show hepatoprotective effect on liver injury induced by D-galactosamine and lipopolysaccharide in mice.
Publication DOI: 10.1016/S0040-4039(97)01733-4Journal NLM ID: 2984819RPublisher: Elsevier
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
Methods: 13C NMR, 1H NMR, IR, sugar analysis, acid hydrolysis, GLC, chemical methods, NMR-1D, HPLC, acetylation
The publication contains the following compound(s):
- Compound ID: 27648
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b-D-Glcp-(1-3)-b-D-Fucp-(1-3)-Subst-(29-1)-Rib-ol-(5-1)-b-D-Glcp
Subst = bupleurogenin A = SMILES C[C@@]1({23}CO){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C=CC4=C5C[C@](C)({29}C(O)=O)CC[C@@]({28}CO)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
C53H83O24
Trivial name: scorzoneroside A
Compound class: saponin glycoside
- Compound ID: 27649
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Rib-ol-(1-29)-+
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b-D-Glcp-(1-3)-b-D-Fucp-(1-3)-Subst
Subst = bupleurogenin A = SMILES C[C@@]1({23}CO){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C=CC4=C5C[C@](C)({29}C(O)=O)CC[C@@]({28}CO)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
Trivial name: scorzoneroside B
Compound class: saponin glycoside
- Compound ID: 27650
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b-D-Fucp-(1-3)-Subst
Subst = bupleurogenin A = SMILES C[C@@]1({23}CO){3}[C@@H](O)CC[C@]2(C)[C@@]3([H])C=CC4=C5C[C@](C)({29}C(O)=O)CC[C@@]({28}CO)5{16}[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: monomer
Trivial name: scorzoneroside C
Compound class: saponin glycoside
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2. (Article ID: 11958)
Li T, Yuying Z, Guangzhong T, Bin W, Shaoqing C, Ruyi Z
Saikosaponins from roots of Bupleurum scorzonerifolium
Phytochemistry 50(1) (1999)
139-142
Saikosaponin u and saikosaponin v, were isolated from the roots of Bupleurum scorzonerifolium and these saponins were identified as 3-O-[β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl]-3β,16α,23,28-tetrahydroxy-olean-11,13(18)-dien-30-oic acid-30-O-[pentito(1→1)-β-D-glucopyranosyl-(6→)] ester and 3-O-[β-D-glucopyranosyl-(1→3)-β-D-fucopyranosyl]-3β,16α,23,28-tetrahydroxy-olean-11,13(18)-dien-30-oic acid-30-O-[pentito(1→1)-β-D-glucopyranosyl(6→)] ester, respectively.
Umbelliferae, triterpenoid saponin, Bupleurum scorzonerifolium, saikosaponin u, saikosaponin v
NCBI PubMed ID: 9891938Publication DOI: 10.1016/S0031-9422(98)00451-8Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Division of Natural Medicinal Chemistry, Department of Natural Medicines, Beijing Medical University, Beijing 100083, China, Beijing Institute of Microchemistry, Beijing, China, Division of Pharmacognosy, Beijing Medical University, Beijing, China
Methods: 13C NMR, 1H NMR, FAB-MS, TLC, UV, TOCSY, HMBC, DEPT, COSY, HCl hydrolysis
The publication contains the following compound(s):
- Compound ID: 31069
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b-D-Glcp-(1-2)-b-D-Glcp-(1-3)-b-D-Fucp-(1-3)-Subst1-(30-6)-b-D-Glcp-(1-1)-Subst2
Subst1 = 3β,16α,23,28-tetrahydroxy-olean-11,13(18)-dien-30-oic acid = SMILES C[C@]1({30}C(=O)O)CC[C@@]2({28}CO)C(=C3C=CC4[C@@]5(C)CC{3}[C@H](O)[C@@](C)({23}CO)C5CC[C@@]4(C)[C@]3(C)C{16}[C@H]2O)C1;
Subst2 = pentitol = SMILES OCC(O)C(O)C(O){1}CO |
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Structure type: oligomer
; 1291 [M+Na]+
Trivial name: saikosaponin u
Compound class: saponin glycoside
- Compound ID: 31070
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b-D-Glcp-(1-3)-b-D-Fucp-(1-3)-Subst1-(30-6)-b-D-Glcp-(1-1)-Subst2
Subst1 = 3β,16α,23,28-tetrahydroxy-olean-11,13(18)-dien-30-oic acid = SMILES C[C@]1({30}C(=O)O)CC[C@@]2({28}CO)C(=C3C=CC4[C@@]5(C)CC{3}[C@H](O)[C@@](C)({23}CO)C5CC[C@@]4(C)[C@]3(C)C{16}[C@H]2O)C1;
Subst2 = pentitol = SMILES OCC(O)C(O)C(O){1}CO |
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Structure type: oligomer
; 1129 [M+Na]+
Trivial name: saikosaponin v
Compound class: saponin glycoside
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