Stilbene

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Classified as a diarylethene , it features a central ethylene moiety with one phenyl group substituent on each end of the carbon—carbon double bond. It has an E stereochemistry, meaning that the phenyl groups are located on opposite sides of the double bond, the opposite of its geometric isomer , cis -stilbene. Trans -stilbene occurs as a white crystalline solid at room temperature and is highly soluble in organic solvents. It can be converted to cis -stilbene photochemically , and further reacted to produce phenanthrene. Stilbene was discovered in by the French chemist Auguste Laurent. Stilbene exists as two possible stereoisomers.

Stilbene

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Journal of Ocular Pharmacology and Therapeutics, stilbene. Journal of Biological Chemistry.

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Federal government websites often end in. The site is secure. Stilbenes are polyphenolic allelochemicals synthesized by plants, especially grapes, peanuts, rhubarb, berries, etc. They are now exploited in medicine for their antioxidant, anti-proliferative and anti-inflammatory properties. It is characterized by the release of cytokines which can wreak havoc on healthy tissues, worsening the disease condition. Resveratrol, the most studied stilbene, lowers the Michaelis constant of SIRT1, and occupies the substrate binding pocket.

Stilbene

Stilbenes are naturally occurring compounds with valuable properties such as antioxidant, anticancer, anti-diabetic, and anti-hypercholesterolemia activities. However, stilbene derivatives such as arylbenzofurans, bibenzyls, as well as stilbene oligomers also occur. Both aglycones and glycosylated forms can be found in plants, fruits, and vegetables. The most studied stilbene aglycone is resveratrol. It can be especially found in grapes Vitis vinifera L. Vitis species also contain rhapontigenin, piceatannol, pterostilbene from the stilbene aglycone class, viniferins and vitisins from stilbene oligomer class, astringin piceatannol 3- O -glucoside , and viniferin and vitisin glycosides from stilbene glycoside class.

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Ullmann's Encyclopedia of Industrial Chemistry. A wide body of data indicates that stilbene compounds demonstrate anti-inflammatory properties in vitro. Metabolism and roles of stilbenes in plants. Age-related macular degeneration—emerging pathogenetic and therapeutic concepts. Taken together, polyphenols seem to exert numerous beneficial effects in retinal cells and thus they display a potential for the prevention of retinal diseases such as AMD. Tetrahydrobiopterin-dependent inhibition of superoxide generation from neuronal nitric oxide synthase. Genetic or pharmacologic amplification of Nrf2 signaling inhibits acute inflammatory liver injury in mice. Rizza W. For the class of antioxidant compounds that share the same chemical skeleton, see stilbenoid. Autophagy failure in Alzheimer's disease-locating the primary defect.

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Hardie D. Extending healthy life span-from yeast to humans. Lysosomal proteolysis and autophagy require presenilin 1 and are disrupted by Alzheimer-related PS1 mutations. This review highlights recent data helping to clarify the molecular mechanisms involved in the stilbene-mediated protection against oxidative stress. Wang S. Retinal drusen: harbingers of age, safe havens for trouble. Komatsu M. Thus, long-term human trials with different combinations of stilbenes may be a promising avenue for revealing the potential therapeutic value of stilbenes in AD management. Infobox references. Survey of natural pigments with potent inhibitory activity.