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Where is Naringenin Obtained From? Exploring the Primary Sources

3 min read

Naringenin, a powerful flavonoid with antioxidant and anti-inflammatory properties, is predominantly found in the skin and pulp of citrus fruits. While most people encounter this compound through dietary consumption, its presence and concentration vary significantly across different foods and parts of the plant.

Quick Summary

Naringenin is a flavonoid primarily obtained from citrus fruits such as grapefruit, oranges, and lemons, as well as tomatoes. It exists naturally as a glycoside called naringin, which is converted to the more bioactive aglycone form, naringenin, by the gut microbiota.

Key Points

  • Grapefruit is the richest source: Grapefruit contains the highest concentration of naringenin's precursor, naringin, particularly in its peel and pith.

  • Citrus fruits are major contributors: Oranges, lemons, and pomelos are also significant sources of naringenin-related flavonoids.

  • Tomatoes are a notable source: Naringenin is found in tomatoes, especially the skin, and becomes more bioavailable when cooked into products like paste.

  • Gut bacteria perform key conversion: In plants, naringenin typically exists as a glycoside called naringin; intestinal bacteria convert this into the more easily absorbed aglycone, naringenin.

  • Extraction can be optimized: Advanced industrial extraction methods, such as ultrasonic or enzyme-assisted techniques, are used to maximize the yield of naringenin from plant materials.

In This Article

Primary Dietary Sources of Naringenin

The most significant dietary source of naringenin comes from citrus fruits, where it is often found in its glycoside form, naringin, particularly in the peel, pith, and membranes. The conversion to the more bioavailable form of naringenin occurs through the action of intestinal bacteria.

Grapefruit

Grapefruit is perhaps the most famous source, containing some of the highest concentrations of naringin among citrus fruits. The bitter taste characteristic of grapefruit is primarily due to naringin.

  • High Concentration: The peel and internal membranes (albedo) of grapefruit contain the highest levels of naringin, with lesser amounts in the juicy pulp.
  • Variable Levels: The concentration can differ based on the specific variety, with white grapefruit generally having a higher content than pink or red grapefruit.
  • Processing Effects: The juicing process can influence the final amount of naringin in a product. Commercial juices that incorporate more of the peel and pith tend to have higher concentrations than hand-squeezed juices.

Oranges and Other Citrus

While oranges are a source, they contain lower amounts of naringin compared to grapefruit. Other citrus fruits also contribute to dietary intake.

  • Sweet Oranges (Citrus sinensis): Provide moderate levels of naringenin, mostly as the glycoside narirutin.
  • Lemons and Limes: Contain naringenin, though typically in lower amounts than grapefruit.
  • Pomelos: Related to grapefruit, pomelos are another source of naringin and its derivatives.
  • Bergamot: Contains a notably high amount of naringin and other unique flavonoids compared to common citrus fruits.

Tomatoes

Tomatoes, particularly their skin, contain naringenin, and its concentration increases as the fruit ripens. Interestingly, processing tomatoes into products like paste can enhance the bioavailability of naringenin. A serving of cooked tomato paste can provide a bioavailable dose of naringenin, unlike some other sources.

Other Sources

Naringenin is found in smaller quantities in a variety of other foods and herbs:

  • Cherries: Tart cherries contain naringenin in modest amounts.
  • Grapes and Wine: Grapes are a source, and red wine contains naringenin, contributing to the flavonoid intake associated with its consumption.
  • Herbs and Spices: Greek oregano, water mint, and other herbs contain naringenin.
  • Legumes: Certain beans and fenugreek seeds have been reported to contain low levels of naringenin.
  • Cocoa: Traces of naringenin are found in cocoa and its products.

The Extraction and Conversion Process

Naringenin's journey from plant source to a bioavailable compound in the body involves a key conversion step. In the plant, naringenin typically exists as a glycoside, such as naringin or narirutin, where it is bound to a sugar molecule. This glycosidic form is less soluble and less bioavailable for direct absorption.

Upon consumption, the process of conversion begins in the gastrointestinal tract. Intestinal bacteria play a crucial role in hydrolyzing the glycoside, effectively cleaving the sugar molecule to release the more active and absorbable aglycone, naringenin. This process is critical for maximizing the health benefits associated with naringenin intake.

Comparison of Naringenin Forms and Bioavailability

Feature Naringin (Glycoside) Naringenin (Aglycone)
Occurrence Found naturally in the plant (e.g., grapefruit peel and pith). Formed in the gut after consumption of naringin.
Taste Responsible for the bitter taste of grapefruit. Less bitter than its glycosidic precursor.
Solubility Less soluble in water. More readily soluble and absorbed.
Bioavailability Poorly absorbed by the body due to its structure. More readily absorbed and biologically active.
In the Body Converted by gut microbiota to naringenin. Directly absorbed or metabolized from naringin.

Industrial and Therapeutic Extraction

Beyond dietary intake, naringenin and its precursors can be extracted for use in dietary supplements and the pharmaceutical industry. Traditional extraction methods, often using organic solvents, have drawbacks such as low efficiency and high cost. Modern techniques aim to improve this process:

  • Ultrasonic-assisted extraction: Uses sound waves to break down cell walls, releasing the compound.
  • Enzyme-assisted extraction: Employs enzymes to help break down the plant matrix and free the flavonoids.
  • Solid Dispersion Techniques: Involves dispersing naringenin within a solid carrier to enhance its solubility and dissolution rate.

Conclusion

In summary, naringenin is primarily obtained from citrus fruits, with grapefruit being a particularly rich source due to its high concentration of naringin. Tomatoes, oranges, and a variety of other fruits, vegetables, and herbs also contribute to the human intake of this beneficial flavonoid. The key to accessing the bioavailable form of naringenin lies in the metabolic conversion of its glycoside form by gut bacteria after consumption. Both dietary and industrial sources provide access to naringenin, with commercial extraction methods continuing to evolve to enhance yield and bioavailability for use in health products.

Frequently Asked Questions

Naringin is the glycoside version of the flavonoid, meaning it is bound to a sugar molecule and responsible for the bitter taste in grapefruit. Naringenin is the aglycone form, which is released from naringin by gut bacteria and is more easily absorbed by the body.

Grapefruit, particularly its peel and membranes, contains the highest concentration of naringenin's precursor, naringin. White grapefruit varieties tend to have higher concentrations than pink or red ones.

Yes, while citrus is a primary source, naringenin is also found in foods like tomatoes, cherries, grapes, and certain herbs like Greek oregano and water mint.

Yes, cooking and processing can affect naringenin levels and bioavailability. For example, processing tomatoes into paste can increase the bioavailability of naringenin. The concentration in juices also depends on how much of the peel and pith are included.

The conversion by gut bacteria is crucial because the glycosidic form (naringin) is poorly absorbed by the body. The bacteria release the aglycone form (naringenin), which is much more bioavailable, allowing the body to absorb and utilize the compound more effectively.

Commercially, naringenin is extracted from plant sources for use in food additives, dietary supplements, and pharmaceuticals. Advanced extraction methods are used to optimize its yield for these applications.

Yes, citrus fruits contain a variety of flavonoids. For example, oranges contain significant amounts of hesperidin, in addition to narirutin and naringin, which contain naringenin as their base structure. Naringenin is specifically a flavanone, a subclass of flavonoids.

References

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Medical Disclaimer

This content is for informational purposes only and should not replace professional medical advice.