Procyanidin

A class of flavonoids with antioxidant properties

Procyanidins are a class of flavonoids that are widely distributed in the plant kingdom. They are known for their antioxidant properties and are found in a variety of foods and beverages, including grapes, apples, chocolate, and red wine.

Structure and Classification

Procyanidins are a type of polyphenol and belong to the larger class of flavan-3-ols. They are oligomeric compounds, meaning they are composed of multiple monomer units. The basic monomer unit of procyanidins is catechin or epicatechin, which are linked together by carbon-carbon bonds.

Procyanidins are classified based on the number of monomer units:

• Monomers: Single catechin or epicatechin units.
• Dimers: Two monomer units linked together.
• Oligomers: Three to ten monomer units.
• Polymers: More than ten monomer units.

Sources of Procyanidins

Procyanidins are found in a variety of plant-based foods and beverages. Some of the richest sources include:

• Grapes: Both the seeds and skins of grapes contain high levels of procyanidins, which are also present in red wine.
• Apples: Particularly the skins, are a good source of procyanidins.
• Chocolate: Especially dark chocolate, contains significant amounts of procyanidins.
• Berries: Such as blueberries, cranberries, and strawberries.

Health Benefits

Procyanidins are known for their potential health benefits, primarily due to their antioxidant properties. Antioxidants help neutralize free radicals, which can cause oxidative stress and damage to cells.

Cardiovascular Health

Procyanidins have been studied for their role in promoting cardiovascular health. They may help improve endothelial function, reduce blood pressure, and decrease LDL cholesterol oxidation, which is a risk factor for atherosclerosis.

Anti-inflammatory Effects

These compounds also exhibit anti-inflammatory properties, which can be beneficial in reducing the risk of chronic diseases such as arthritis and diabetes.

Cancer Prevention

Some studies suggest that procyanidins may have a role in cancer prevention by inhibiting the growth of cancer cells and inducing apoptosis.

Mechanism of Action

The beneficial effects of procyanidins are largely attributed to their ability to scavenge free radicals and chelate metal ions, thereby preventing oxidative damage. They also modulate various signaling pathways involved in inflammation and cell proliferation.

Consumption and Bioavailability

The bioavailability of procyanidins can vary depending on the food source and the form in which they are consumed. Factors such as food processing and preparation can affect their absorption and metabolism in the body.

Related Pages

• Flavonoid
• Antioxidant
• Polyphenol
• Catechin

Procyanidin

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  (–)-Epicatechin

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  Cyanidin