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Biochem/physiol Actions |
D-(?)-Salicin exerts anti-rheumatism and anti-inflammatory activities. It inhibits lipopolysaccharide (LPS) induced inflammation in in vitro and in vivo studies. It regulates different signaling pathways such as nuclear factor kappa B (NF-κB) and mitogen-activated protein kinase (MAPK). It also regulates cytokines concentration such as tumor necrosis factor-alpha(TNF-α), interleukin-1β, interleukin-6, and interleukin-10. |
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Purification Methods |
Crystallise D(-)-salicin from EtOAc, EtOH or water and sublime it at 190-195o/12mm. [Armour et al. J Chem Soc 412 1961, IR: Pearl & Darling J Org Chem 24 731 1959, Beilstein 17 III/IV 2986, 17/7 V 113.] |
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Definition |
ChEBI: An aryl beta-D-glucoside that is the beta-D-glucoside of the phenolic hydroxy group of salicyl alcohol. |
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General Description |
Salicin is a non-phenolic glucosidic compound extracted from meadowsweet (Filipendula ulmaria L). It is majorly used as a substitute for quinine. Salicin can be used as a therapeutic for patients suffering from rheumatic fever. Salicin acts a metabolic precursor for salicylic acid. It is a novel phytochemical that exhibits immunological cross functions in plants and humans. Salicin facilitates growth and reproduction in plants. In addition, It also protects plants against biotic and abiotic stress. |
InChI:InChI=1/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m0/s1
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salicin pentaacetate
D-(-)-salicin
| Conditions | Yield |
|---|---|
|
With
sodium methylate;
In
methanol;
at 20 ℃;
for 1h;
Inert atmosphere;
|
80 mg |
2-(hydroxymethyl)phenyl-2-O-acetyl-β-D-glucopyranoside
D-(-)-salicin
| Conditions | Yield |
|---|---|
|
With
sodium methylate;
In
methanol;
at 20 ℃;
for 2h;
|
99% |
helicin acetate
2-[[[(1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl]hydroxy]methyl]phenyl-β-D-glucopyranoside
2-methyl-benzyl alcohol
Sucrose
o-tolyl-β-D-glucopyranoside
Penta-O-(isopropoxycarbonyl)salicin
(1R,2R)-trans-1,2-cyclohexanediol-1-O-β-D-glucopyranoside
(1S,2S)-trans-1,2-cyclohexanediol-1-O-β-D-glucopyranoside