Piceatannol

Overview

Chemical structure of Piceatannol

Piceatannol is a naturally occurring stilbenoid, a type of phenolic compound found in various plants. It is a hydroxylated analog of resveratrol, with an additional hydroxyl group. Piceatannol is known for its potential antioxidant, anti-inflammatory, and anticancer properties.

Chemical Structure

Piceatannol is chemically classified as a stilbene, characterized by a 1,2-diphenylethylene backbone. Its IUPAC name is 3,3',4,5'-tetrahydroxystilbene. The presence of four hydroxyl groups contributes to its high reactivity and biological activity.

Sources

Piceatannol is found in a variety of plant sources, including grapes, berries, and passion fruit. It is also present in red wine, where it contributes to the beverage's health benefits. The compound is biosynthesized in plants as a defense mechanism against pathogens and UV radiation.

Biological Activity

Piceatannol exhibits several biological activities:

Antioxidant Properties

Piceatannol acts as a potent antioxidant, scavenging free radicals and protecting cells from oxidative stress. This activity is attributed to its ability to donate hydrogen atoms from its hydroxyl groups.

Anti-inflammatory Effects

The compound has been shown to inhibit the production of pro-inflammatory cytokines and enzymes such as cyclooxygenase and lipoxygenase, thereby reducing inflammation.

Anticancer Potential

Piceatannol has demonstrated anticancer properties by inducing apoptosis in various cancer cell lines. It interferes with cell cycle progression and inhibits angiogenesis, the formation of new blood vessels that tumors need to grow.

Metabolism

In the human body, piceatannol is metabolized by phase II enzymes, including glucuronidation and sulfation. These metabolic pathways enhance its solubility and facilitate its excretion.

Research and Applications

Research on piceatannol is ongoing, with studies exploring its potential therapeutic applications in cardiovascular disease, neurodegenerative disorders, and metabolic syndrome. Its role as a dietary supplement is also being investigated.

Related Pages

• Resveratrol
• Stilbenoid
• Antioxidant
• Phenolic compound