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epsilon-Viniferin
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Product Name epsilon-Viniferin
Price: $338 / 10mg
CAS No.: 62218-08-0
Catalog No.: CFN97067
Molecular Formula: C28H22O6
Molecular Weight: 454.5 g/mol
Purity: >=98%
Type of Compound: Phenols
Physical Desc.: Solid
Source: The stems of Gnetum montanum Markgr.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
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Size /Price /Stock 10 mM * 1 mL in DMSO / $206.7 / In-stock
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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: Epsilon-Viniferin is a bacteriostatic stilbenoid as it antagonized the bactericidal activity of vancomycin. Epsilon-viniferin shows a human cytochrome P450 enzymes inhition activity, it exhibits good antioxidant capacity in the DMSO/O(-)(2) polar system (IC50= 0.14 mM). Epsilon-viniferin and epsilon-viniferin pentaacetate slightly reduce cell proliferation but might protect from cell degenerescence.(-)-Trans-epsilon-viniferin is an inhibitor of noradrenaline and 5-hydroxytryptamine uptake and of monoamine oxidase activity, it may be of value as a structural template for the design and development of new antidepressant drugs.
Targets: 5-HT Receptor | MAO | Antifection
In vitro:
Biomed Res Int. 2014;2014:461756.
Bacteriostatic antimicrobial combination: antagonistic interaction between epsilon-viniferin and vancomycin against methicillin-resistant Staphylococcus aureus.[Pubmed: 24783205]

METHODS AND RESULTS:
The combined effect of epsilon-Viniferin and johorenol A with the standard antibiotics, vancomycin and linezolid, was assessed against MRSA ATCC 33591 and HUKM clinical isolate. The MIC value of epsilon-Viniferin against ATCC 33591 and johorenol A against both strains was 0.05 mg/mL whereas HUKM strain was susceptible to 0.1 mg/mL of epsilon-Viniferin. MDC study showed that only combination between epsilon-Viniferin and vancomycin was synergistic against ATCC 33591 (FICI 0.25) and HUKM (FICI 0.19). All the other combinations (epsilon-Viniferin-linezolid, johorenol A-vancomycin, and johorenol A-linezolid) were either indifferent or additive against both strains. However, despite the FICI value showing synergistic effect for epsilon-Viniferin-vancomycin, TKA analysis displayed antagonistic interaction with bacteriostatic action against both strains. As conclusion, epsilon-Viniferin can be considered as a bacteriostatic stilbenoid as it antagonized the bactericidal activity of vancomycin.
CONCLUSIONS:
These findings therefore disputed previous report that epsilon-Viniferin acted in synergism with vancomycin but revealed that it targets similar site in close proximity to vancomycin's action, possibly at the bacterial membrane protein.
J Agric Food Chem. 2013 Jul 24;61(29):7120-6.
Inhibition of Pseudomonas aeruginosa and Escherichia coli O157:H7 biofilm formation by plant metabolite ε-viniferin.[Pubmed: 23819562]
Pathogenic biofilms are associated with persistent infection due to their high resistances to diverse antibiotics. Pseudomonas aeruginosa infects plants, animals, and humans and is a major cause of nosocomial diseases in patients with cystic fibrosis.
METHODS AND RESULTS:
In the present study, the antibiofilm abilities of 522 plant extracts against P. aeruginosa PA14 were examined. Three Carex plant extracts at a concentration of 200 μg/mL inhibited P. aeruginosa biofilm formation by >80% without affecting planktonic cell growth. In the most active extract of Carex pumila , resveratrol dimer ε-viniferin was one of the main antibiofilm compounds against P. aeruginosa. Interestingly, ε-viniferin at 10 μg/mL inhibited biofilm formation of enterohemorrhagic Escherichia coli O157:H7 by 98%.
CONCLUSIONS:
Although Carex extracts and trans-resveratrol are known to possess antimicrobial activity, this study is the first to report that C. pumila extract and ε-viniferin have antibiofilm activity against P. aeruginosa and E. coli O157:H7.
J Agric Food Chem. 2002 Feb 27;50(5):1213-7.
Antioxidant properties of trans-epsilon-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media.[Pubmed: 11853506]
trans-epsilon-Viniferin, the dimer of resveratrol, extracted from Vitis vinifera, has been evaluated for its antioxidant capacity.
METHODS AND RESULTS:
Its properties have been compared to those of resveratrol and synthetic stilbenic derivatives (4-hydroxystilbene, 4,4'-dihydroxystilbene, 3,5-dihydroxystilbene, and trimethylresveratrol), in regard to their liposolubility using two media with different polarity. The bleaching of beta-carotene by lipoperoxyl (LOO.) radicals in an oil/water (O/W) emulsion and the scavenging of superoxide anions (O(-)(2) in dimethyl sulfoxide (DMSO) using 5,5-dimethyl-1-pyrroline-N-oxide as a spin trap were followed using UV-visible and electron paramagnetic resonance, respectively. epsilon-Viniferin exhibits the best antioxidant capacity in the DMSO/O(-)(2) polar system (IC(50) = 0.14 mM) while 4,4'-dihydroxystilbene presents the highest antioxidant capacity in the O/W/LOO. system (inhibition of beta-carotene bleaching, 82%). Partition coefficients and kinetics of partition between 1-octanol and water were measured to discuss the antioxidant efficiency of the compounds in relation with their chemical structure.
In vivo:
Biosci Biotechnol Biochem. 2012;76(5):954-60.
ε-Viniferin is more effective than its monomer resveratrol in improving the functions of vascular endothelial cells and the heart.[Pubmed: 22738966]
The present study compared the effects of resveratrol and its dimer epsilon-Viniferin on vascular endothelial cells (VECs) functions, and on the blood pressure and cardiac mass of spontaneously hypertensive rats (SHRs).
METHODS AND RESULTS:
epsilon-Viniferin was more potent than resveratrol in most of these effects. epsilon-Viniferin, but not resveratrol inhibited angiotensin-converting enzyme activity in vitro. Three weeks of epsilon-Viniferin treatment (5 mg/kg) reduced the systolic blood pressure and improved the whole cardiac mass and left ventricle mass indexes in SHRs. In contrast, resveratrol administration (2.5 mg/kg) failed to lower the blood pressure and significantly improve these mass indexes.
CONCLUSIONS:
These data suggest that epsilon-Viniferin as well as resveratrol may be involved in protecting the functions of VECs and the heart.
epsilon-Viniferin Description
Source: The stems of Gnetum montanum Markgr.
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 2.2002 mL 11.0011 mL 22.0022 mL 44.0044 mL 55.0055 mL
5 mM 0.44 mL 2.2002 mL 4.4004 mL 8.8009 mL 11.0011 mL
10 mM 0.22 mL 1.1001 mL 2.2002 mL 4.4004 mL 5.5006 mL
50 mM 0.044 mL 0.22 mL 0.44 mL 0.8801 mL 1.1001 mL
100 mM 0.022 mL 0.11 mL 0.22 mL 0.44 mL 0.5501 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
Kinase Assay:
Eur J Pharmacol. 2006 Aug 7;542(1-3):54-60.
(-)-Trans-epsilon-viniferin, a polyphenol present in wines, is an inhibitor of noradrenaline and 5-hydroxytryptamine uptake and of monoamine oxidase activity.[Pubmed: 16828740 ]

METHODS AND RESULTS:
(-)-Trans-epsilon-Viniferin (epsilon-Viniferin, 5-200 microM), a dimer of resveratrol, concentration-dependently inhibited the uptake of [3H]noradrenaline and [3H]5-HT by synaptosomes from rat brain (being slightly but significantly more selective against [3H]noradrenaline) and the uptake of [3H]5-HT by human platelets. On the other hand, epsilon-Viniferin (5-200 microM) concentration-dependently inhibited the enzymatic activity of commercial (human recombinant) monoamine oxidase (MAO) isoform (MAO-A and MAO-B) activity, being slightly but significantly more selective against MAO-B than against MAO-A.
CONCLUSIONS:
Taking into account that the principal groups of drugs used to treat major depression are noradrenaline/5-HT uptake or MAO inhibitors, under the assumption that epsilon-Viniferin exhibits a similar behaviour in humans in vivo, our results suggest that this natural polyphenol may be of value as a structural template for the design and development of new antidepressant drugs with two important biochemical activities combined in the same chemical structure: noradrenaline/5-HT uptake and MAO inhibitory activity.
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