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(+)-Syringaresinol
(+)-Syringaresinol
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name (+)-Syringaresinol
Price:
CAS No.: 21453-69-0
Catalog No.: CFN89209
Molecular Formula: C22H26O8
Molecular Weight: 418.44 g/mol
Purity: >=98%
Type of Compound: Lignans
Physical Desc.: Powder
Source: The fruits of Euterpe oleracea (acai).
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison
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Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: (+)-Syringaresinol shows antioxidant potential, it exhibits cytoprotective activity in cultured MCF-7 cells stressed by H2O2. (+)-Syringaresinol shows inhibitory activity of Helicobacter pylori motility, the IC50 value of 50 microg/ml. (+)-Syringaresinol also can upregulate silent information regulator two ortholog 1 (SIRT1) gene expression.
Targets: Antifection | SIRT1
In vitro:
Biol Pharm Bull. 2006 Jan;29(1):172-3.
Inhibition of Helicobacter pylori motility by (+)-Syringaresinol from unripe Japanese apricot.[Pubmed: 16394533]

METHODS AND RESULTS:
A methanol extract from unripe Japanese apricot showed inhibitory activity of Helicobacter pylori motility.
CONCLUSIONS:
Inhibitory compound 1 was isolated and identified as (+)-Syringaresinol (1) by spectoroscopic means. (+)-Syringaresinol (1) inhibited >90% of the H. pylori motility at a concentration of 500 microg/ml and the IC50 value was 50 microg/ml.
J Agric Food Chem. 2008 Sep 10;56(17):7759-64
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.[Pubmed: 18656934 ]

METHODS AND RESULTS:
Using a hydroxyl radical scavenging assay, bioactivity-guided fractionation of a methanol-soluble extract of the fruits of Euterpe oleracea (acai) led to the isolation of 22 compounds of previously known structure.
CONCLUSIONS:
Altogether, 14 of these isolates were found to be active in an in vitro hydroxyl radical scavenging assay and seven of these isolates in a 1,1-diphenyl-2-picrylhydrazyl radical scavenging assay. Dihydroconiferyl alcohol, (+)-lariciresinol, (+)-pinoresinol, (+)-Syringaresinol, and protocatechuic acid methyl ester exhibited cytoprotective activity in cultured MCF-7 cells stressed by H2O2. Lignans have not been previously reported as constituents of this species and were found to be representative of the aryltetrahydronaphthalene, dihydrobenzofuran, furofuran, 8-O-4'-neolignan, and tetrahydrofuran structural types.
J Agric Food Chem. 2011 Feb 23;59(4):1199-204
Isolation and identification of compounds responsible for antioxidant capacity of Euryale ferox seeds.[Pubmed: 21280632]
Euryale ferox seed is consumed medicinally or for food in China.
METHODS AND RESULTS:
The present study revealed it to contain significant antioxidant activity, which may be associated with its medical applications as a proteinuria inhibitor of diabetic nephropathy. This study resulted in the identification of 3 new sesquineolignans, named euryalins A-C (1-3), and 16 known compounds, which were all first isolated from this plant apart from 5,7,4-trihydroxy-flavanone. The antioxidant potential of the partial isolates was evaluated using the DPPH radical scavenging assay and mesangial cellular assay. Compounds 2, rel-(2α,3β)-7-O-methylcedrusin (4), syringylglycerol-8-O-4-(sinapyl alcohol) ether (5), and (+)-Syringaresinol (7) were found to be most active on DPPH assay, whereas compounds 2, 4, 7, (1R,2R,5R,6S)-2-(3,4-dimethoxyphenyl)-6-(3,4-dihydroxyphenyl)-3,7-dioxabicyclo[3.3.0]octane, and buddlenol E could significantly inhibit high glucose-stimulated reactive oxygen species production in mesangial cells.
CONCLUSIONS:
The results suggested that E. ferox seed could be considered as an excellent source of natural antioxidants and is useful in the prevention of diabetic nephropathy.
(+)-Syringaresinol Description
Source: The fruits of Euterpe oleracea (acai).
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3898 mL 11.9491 mL 23.8983 mL 47.7966 mL 59.7457 mL
5 mM 0.478 mL 2.3898 mL 4.7797 mL 9.5593 mL 11.9491 mL
10 mM 0.239 mL 1.1949 mL 2.3898 mL 4.7797 mL 5.9746 mL
50 mM 0.0478 mL 0.239 mL 0.478 mL 0.9559 mL 1.1949 mL
100 mM 0.0239 mL 0.1195 mL 0.239 mL 0.478 mL 0.5975 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Bioorg Med Chem Lett. 2015 Jan 15;25(2):307-9.
Enantioselective induction of SIRT1 gene by syringaresinol from Panax ginseng berry and Acanthopanax senticosus Harms stem.[Pubmed: 25479772]

METHODS AND RESULTS:
Syringaresinol exists either exclusively as one enantiomer or enantiomeric mixtures in plant foods. We found that (+)-Syringaresinol, but not (-)-syringaresinol, upregulates silent information regulator two ortholog 1 (SIRT1) gene expression, and thus, Panax ginseng berry with predominantly high contents of (+)-Syringaresinol exhibits higher activity in inducing SIRT1 gene expression than Acanthopanax senticosus Harms stem with almost equal proportion of the two enantiomers.
CONCLUSIONS:
These findings highlight the importance of the absolute configuration of syringaresinol for the biological activity.
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