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Cat. Number

080304170133261

Chemical Name

trans

References

Synonyms	(E)-5-[2-(4-hydroxyphenyl)ethenyl]-1,3-benzene diol
Formal Name	1,3-dimethoxy-5-[(1E)-2-(4-methoxyphenyl)ethenyl]-benzene
CAS Number	22255-22-7
Molecular Formula	C₁₇H₁₈O₃
Formula Weight	270.3
Formulation	A crystalline solid
Purity	>98%
λ_max	218, 306, 319 nm
Stability	2 years
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	COc1ccc(cc1)\C=C/c1cc(OC)cc(OC)c1

Background Reading

Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res 24(5) 441-445 (2001).

Pettit, G.R., Grealish, M.P., Jung, M.K., et al. Antineoplastic agents. 465. Structural modification of resveratrol: Sodium resverastatin phosphate. J Med Chem 45 2534-2542 (2002).

Johnson, J.L., and Maddipati, K.R. Paradoxical effects of resveratrol on the two prostaglandin H synthases. Prostaglandins Other Lipid Mediat 56 131-143 (1998).

Miller, N.J., and Rice-Evans, C. Antioxidant activity of resveratrol in red wine. Clin Chem 41 1789 (1995).

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Description

Phenolic compounds, particularly flavonoids, from plant sources have long been observed to have antioxidant activity with potential benefits for human health.^1,2,3 Resveratrol is a potent phenolic antioxidant found in grapes and red wine that also has antiproliferative and anti-inflammatory activity.⁴ When the three phenolic hydroxyl groups of resveratrol are converted to methyl ethers, the inhibition of cell growth and pro-apoptotic activities of resveratrol are enhanced.⁵

1 Frémont, L., Belguendouz, L., and Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci 64 2511-2521 (1999).

2 Johnson, J.L., and Maddipati, K.R. Paradoxical effects of resveratrol on the two prostaglandin H synthases. Prostaglandins Other Lipid Mediat 56 131-143 (1998).

3 Miller, N.J., and Rice-Evans, C. Antioxidant activity of resveratrol in red wine. Clin Chem 41 1789 (1995).

4 Rotondo, S., Rajtar, G., Manarini, S., et al. Effect of trans-resveratrol, a natural polyphenolic compound, on human polymorphonuclear leukocyte function. Br J Pharmacol 123 1691-1699 (1998).

5 Nam, K.A., Kim, S., Heo, Y.H., et al. Resveratrol analog, 3,5,2',4'-tetramethoxy-trans-stilbene, potentiates the inhibition of cell growth and induces apoptosis in human cancer cells. Arch Pharm Res 24(5) 441-445 (2001).

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