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1. (Article ID: 11550)
Just M, Recio M, Giner R, Cuéllar M, Manez S, Bilia A, Ríos J
Anti-inflammatory activity of unusual lupane saponins from Bupleurum fruticescens
Planta Medica 64(5) (1998)
404-407
Extracts from Bupleurum fruticescens were examined for oral and topical anti-inflammatory activities. The BuOH extract proved to be active against carrageenan and tetradecanoylphorbol acetate acute edemas and allowed the isolation of three saponins identified by spectroscopic techniques as 3β- O(O-α-L-rhamnopyranosyl-(1-→4)-O-[β-D-glucopyranosyl-(1 → 6)]O-β-D- glucopyranosyl)lup-20(29)-ene-23,28-diolc acid (fruticesaponin A), 3β-O-(O- α-L-rhamnopyranosyl-(1→4)-O-β-D-glucopyranosyl)lup-20(29)-ene-23,28-dioic acid 28-O-β-D-glucopyranosy(ester (fruticesaponin B), and 3βO-(O-α-L- rhamnopyranosyl-(1 → 4)-O-[β-D-glucopyra nosyl-(1 → 6)]-O-β-D- glucopyranosyl)lup-20(29)-ene-23,28-dioic acid 28-O-β-D-glucopyranosyl ester (fruticesaponin C). These compounds were studied against carrageenan, tetradecanoylphorbol acetate, arachidonic acid and ethyl phenylpropiolate acute edemas. Fruticesaponin B, a bi-desmosidic saponin with an unbranched saccharide moiety was the most active in all the tests applied.
Umbelliferae, Bupleurum fruticescens, in vivo anti-inflammatory activity (anti-edematous activity), lupane saponins
NCBI PubMed ID: 9690340Publication DOI: 10.1055/s-2006-957469Journal NLM ID: 0066751Publisher: George Thieme
Institutions: Dipartimento di Chimica Bioorganica, Universita di Pisa, Pisa, Italy, Department de Farmacologia, Universitat de València, Burjassot, Spain
Methods: biological assays
The publication contains the following compound(s):
- Compound ID: 29629
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b-D-Glcp-(1-6)-+
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a-L-Rhap-(1-4)-b-D-Glcp-(1-3)-Subst
Subst = lup-20(29)-en-3α-ol-23,28-dioic acid = SMILES C[C@@]1({23}C(O)=O){3}[C@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@]({28}C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
Trivial name: fruticesaponin A
Compound class: triterpenoid glycoside
- Compound ID: 29630
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b-D-Glcp-(1-28)-+
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a-L-Rhap-(1-4)-+ |
| |
?%b-D-Glcp-(1-6)-b-D-Glcp-(1-3)-Subst
Subst = lup-20(29)-en-3α-ol-23,28-dioic acid = SMILES C[C@@]1({23}C(O)=O){3}[C@H](O)CC[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5([H])[C@H](C(C)=C)CC[C@@]({28}C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H] |
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Structure type: oligomer
Trivial name: fruticesaponin B, fruticesaponin C
Compound class: triterpenoid glycoside
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