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{{DISPLAYTITLE:Ursolic Acid}}
| Name = Ursolic acid
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| IUPACName = 3β-Hydroxy-urs-12-en-28-oic acid
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'''Ursolic acid''' is a naturally occurring [[triterpenoid]] compound found in various plants, including [[apple]] peels, [[basil]], [[cranberries]], [[peppermint]], and [[oregano]]. It is known for its potential health benefits, which include anti-inflammatory, antioxidant, and anticancer properties.
== Ursolic Acid ==
[[File:Ursolic_acid.svg|thumb|right|Chemical structure of Ursolic Acid]]
Ursolic acid is a naturally occurring [[triterpenoid]] compound found in many plants, including [[fruits]], [[herbs]], and [[spices]]. It is known for its potential [[health benefits]] and is commonly used in [[cosmetics]], [[nutraceuticals]], and [[pharmaceuticals]].
 
== Chemical Structure ==
Ursolic acid is a pentacyclic triterpenoid with the chemical formula C<sub>30</sub>H<sub>48</sub>O<sub>3</sub>. It is characterized by its five-ring structure and is a member of the [[ursane]] group of triterpenoids. The compound is often found in the form of a white crystalline powder.


== Sources ==
== Sources ==
Ursolic acid is present in a wide variety of plants, but it is most notably concentrated in the waxy coatings of [[apple]] peels. Other significant sources include [[herbal]] plants such as [[holy basil]], [[lavender]], [[thyme]], [[hawthorn]], and [[prunella vulgaris]]. The compound is commonly extracted from these plants for use in various [[supplement]]s and [[cosmetic]] products.
Ursolic acid is widely distributed in the plant kingdom. It is present in the [[peel]]s of [[apples]], [[cranberries]], [[prunes]], and [[elderberries]]. It is also found in [[herbs]] such as [[rosemary]], [[thyme]], and [[oregano]].
 
== Structure and Properties ==
Ursolic acid is a pentacyclic triterpenoid that adopts a ring structure typical of its class. It is closely related to [[oleanolic acid]], differing only in the position of one methyl group. This compound is hydrophobic in nature, which contributes to its role in the plant cuticle as a protective barrier against environmental stressors.


== Biological Activities ==
== Biological Activities ==
### Antioxidant Activity ###
Ursolic acid has been studied for its various biological activities, including:
Ursolic acid has been shown to possess strong antioxidant properties, helping to neutralize free radicals and reduce oxidative stress in the body.
 
### Anti-inflammatory Activity ###
It also exhibits anti-inflammatory effects by inhibiting various pro-inflammatory enzymes and cytokines, making it a potential therapeutic agent for inflammatory diseases.


### Anticancer Activity ###
* '''Anti-inflammatory effects''': It inhibits the production of pro-inflammatory cytokines and mediators, making it a potential therapeutic agent for inflammatory conditions.
Research has indicated that ursolic acid can inhibit the proliferation of various cancer cell lines, including breast, colon, and leukemia cells. It is believed to induce apoptosis and inhibit metastasis in cancer cells.
* '''Antioxidant properties''': Ursolic acid scavenges free radicals and enhances the body's antioxidant defense systems.
* '''Anticancer potential''': It has been shown to induce apoptosis and inhibit the proliferation of various cancer cell lines.
* '''Antimicrobial activity''': Ursolic acid exhibits activity against a range of bacteria and fungi.
* '''Metabolic effects''': It may help in reducing [[obesity]] and improving [[insulin sensitivity]].


### Other Activities ###
== Uses ==
Ursolic acid has also been studied for its potential in weight management, diabetes control, and neuroprotective effects, although more research is needed to fully understand these benefits.
Ursolic acid is used in various applications due to its beneficial properties:


== Health Benefits and Uses ==
* '''Cosmetics''': It is included in skin care products for its anti-aging and anti-inflammatory effects.
Due to its pharmacological properties, ursolic acid is used in traditional medicine and as a supplement for its potential health benefits. It is also incorporated into skin care products for its anti-aging properties, promoting skin elasticity and reducing the appearance of wrinkles.
* '''Dietary supplements''': Ursolic acid is marketed as a supplement for its potential health benefits, including muscle growth and fat loss.
* '''Pharmaceuticals''': Research is ongoing to develop ursolic acid-based drugs for treating cancer, inflammation, and metabolic disorders.


== Research and Clinical Studies ==
== Mechanism of Action ==
While ursolic acid shows promise in preclinical studies, clinical evidence is limited. Ongoing research aims to better understand its mechanisms of action, optimal dosages, and potential therapeutic applications in humans.
Ursolic acid exerts its effects through multiple mechanisms, including modulation of signaling pathways such as [[NF-kB]], [[MAPK]], and [[PI3K/Akt]]. It also influences the expression of genes involved in [[apoptosis]], [[cell cycle]], and [[metabolism]].


== Safety and Toxicology ==
== Safety and Toxicity ==
Ursolic acid is generally considered safe when consumed in amounts typically found in foods. However, high doses may have potential side effects, and its safety profile in high concentrations or long-term use is not fully established.
Ursolic acid is generally considered safe when consumed in amounts found in food. However, high doses may cause gastrointestinal discomfort and other side effects. Further studies are needed to fully understand its safety profile.


== Conclusion ==
== Related Pages ==
Ursolic acid is a bioactive compound with multiple potential health benefits. Its role in traditional and modern medicine continues to be an area of active research, with the hope of fully unlocking its therapeutic potential.
* [[Triterpenoid]]
* [[Antioxidant]]
* [[Anti-inflammatory]]
* [[Phytochemical]]


[[Category:Biochemistry]]
[[Category:Triterpenes]]
[[Category:Phytochemicals]]
[[Category:Phytochemicals]]
[[Category:Medicinal chemistry]]
[[Category:Antioxidants]]
 
{{medicine-stub}}

Latest revision as of 10:48, 15 February 2025


Ursolic Acid[edit]

Chemical structure of Ursolic Acid

Ursolic acid is a naturally occurring triterpenoid compound found in many plants, including fruits, herbs, and spices. It is known for its potential health benefits and is commonly used in cosmetics, nutraceuticals, and pharmaceuticals.

Chemical Structure[edit]

Ursolic acid is a pentacyclic triterpenoid with the chemical formula C30H48O3. It is characterized by its five-ring structure and is a member of the ursane group of triterpenoids. The compound is often found in the form of a white crystalline powder.

Sources[edit]

Ursolic acid is widely distributed in the plant kingdom. It is present in the peels of apples, cranberries, prunes, and elderberries. It is also found in herbs such as rosemary, thyme, and oregano.

Biological Activities[edit]

Ursolic acid has been studied for its various biological activities, including:

  • Anti-inflammatory effects: It inhibits the production of pro-inflammatory cytokines and mediators, making it a potential therapeutic agent for inflammatory conditions.
  • Antioxidant properties: Ursolic acid scavenges free radicals and enhances the body's antioxidant defense systems.
  • Anticancer potential: It has been shown to induce apoptosis and inhibit the proliferation of various cancer cell lines.
  • Antimicrobial activity: Ursolic acid exhibits activity against a range of bacteria and fungi.
  • Metabolic effects: It may help in reducing obesity and improving insulin sensitivity.

Uses[edit]

Ursolic acid is used in various applications due to its beneficial properties:

  • Cosmetics: It is included in skin care products for its anti-aging and anti-inflammatory effects.
  • Dietary supplements: Ursolic acid is marketed as a supplement for its potential health benefits, including muscle growth and fat loss.
  • Pharmaceuticals: Research is ongoing to develop ursolic acid-based drugs for treating cancer, inflammation, and metabolic disorders.

Mechanism of Action[edit]

Ursolic acid exerts its effects through multiple mechanisms, including modulation of signaling pathways such as NF-kB, MAPK, and PI3K/Akt. It also influences the expression of genes involved in apoptosis, cell cycle, and metabolism.

Safety and Toxicity[edit]

Ursolic acid is generally considered safe when consumed in amounts found in food. However, high doses may cause gastrointestinal discomfort and other side effects. Further studies are needed to fully understand its safety profile.

Related Pages[edit]