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'''Piperine''' is an alkaloid that is found in the fruit of the [[Piper nigrum]] (black pepper) and [[Piper longum]] plants. It is the compound that gives black pepper its characteristic spicy taste. Piperine has been used in traditional medicine and has been studied for its potential health benefits.
{{Short description|An alkaloid responsible for the pungency of black pepper}}
{{Use dmy dates|date=October 2023}}


==Chemistry==
'''Piperine''' is an [[alkaloid]] that is responsible for the pungency of [[black pepper]] (''Piper nigrum'') and long pepper (''Piper longum''). It is a key component that contributes to the characteristic spiciness of these peppers. Piperine is also found in small amounts in other spices and is known for its potential [[bioavailability]] enhancement properties.
Piperine is a crystalline solid that is soluble in alcohol and ether. It is a weak base, with a pKa of 5.3. The molecule consists of a piperidine ring linked to a benzene ring via a methylene bridge. The benzene ring is substituted with a methoxy group and a nitro group.


==Biosynthesis==
==Chemical Structure and Properties==
Piperine is synthesized in the pepper plant from the amino acid L-phenylalanine. The biosynthesis involves several steps, including the formation of the piperidine ring and the methylation of the benzene ring.
Piperine is a [[nitrogen]]-containing compound with the molecular formula C<sub>17</sub>H<sub>19</sub>NO<sub>3</sub>. It is a crystalline solid that is slightly soluble in water but more soluble in organic solvents such as [[ethanol]] and [[chloroform]]. The structure of piperine consists of a piperidine ring bonded to a methylenedioxyphenyl group.


==Health effects==
[[File:Piperine-3D-balls.png|thumb|right|3D model of piperine molecule]]
Piperine has been studied for its potential health benefits. It has been found to have anti-inflammatory, antioxidant, and anticancer properties. It may also enhance the absorption of other nutrients and drugs.


==Safety==
==Sources and Extraction==
Piperine is generally considered safe for consumption in the amounts typically found in food. However, high doses may cause gastrointestinal irritation.
Piperine is primarily extracted from the fruits of the black pepper plant. The extraction process typically involves the use of organic solvents to isolate piperine from the peppercorns. The yield of piperine from black pepper is approximately 5-10% by weight.


==See also==
==Biological Effects==
* [[Piper nigrum]]
Piperine is known to enhance the [[bioavailability]] of various nutrients and drugs. It achieves this by inhibiting certain enzymes involved in drug metabolism, such as [[cytochrome P450]] enzymes, and by increasing the absorption of substances in the [[gastrointestinal tract]].
* [[Piper longum]]
 
===Potential Health Benefits===
Piperine has been studied for its potential health benefits, which include:
* '''Anti-inflammatory effects''': Piperine may help reduce inflammation by modulating inflammatory pathways.
* '''Antioxidant properties''': It can neutralize free radicals and reduce oxidative stress.
* '''Improved digestion''': Piperine stimulates the secretion of digestive enzymes, enhancing digestion.
* '''Enhanced nutrient absorption''': It increases the bioavailability of nutrients such as [[curcumin]], [[vitamin B6]], and [[beta-carotene]].
 
==Uses in Medicine and Supplements==
Piperine is often included in dietary supplements to enhance the absorption of other compounds. It is commonly combined with [[curcumin]] in turmeric supplements to improve curcumin's bioavailability. Piperine is also being researched for its potential role in weight management and as an adjunct in cancer therapy.
 
==Safety and Toxicity==
While piperine is generally considered safe when consumed in amounts typically found in food, high doses may cause adverse effects such as gastrointestinal discomfort. It is important to use piperine supplements under the guidance of a healthcare professional, especially for individuals taking medications that may interact with piperine.
 
==Related Pages==
* [[Black pepper]]
* [[Curcumin]]
* [[Bioavailability]]
* [[Alkaloid]]
* [[Alkaloid]]
* [[Phenylalanine]]


[[Category:Alkaloids]]
[[Category:Alkaloids]]
[[Category:Spices]]
[[Category:Spices]]
[[Category:Medicinal plants]]
[[Category:Phytochemicals]]
 
{{stub}}
<gallery>
File:Piperine piperin.svg|Piperine piperin.svg
File:Piperine_crystals.jpg|Piperine_crystals.jpg
</gallery>

Revision as of 17:42, 18 February 2025

An alkaloid responsible for the pungency of black pepper



Piperine is an alkaloid that is responsible for the pungency of black pepper (Piper nigrum) and long pepper (Piper longum). It is a key component that contributes to the characteristic spiciness of these peppers. Piperine is also found in small amounts in other spices and is known for its potential bioavailability enhancement properties.

Chemical Structure and Properties

Piperine is a nitrogen-containing compound with the molecular formula C17H19NO3. It is a crystalline solid that is slightly soluble in water but more soluble in organic solvents such as ethanol and chloroform. The structure of piperine consists of a piperidine ring bonded to a methylenedioxyphenyl group.

File:Piperine-3D-balls.png
3D model of piperine molecule

Sources and Extraction

Piperine is primarily extracted from the fruits of the black pepper plant. The extraction process typically involves the use of organic solvents to isolate piperine from the peppercorns. The yield of piperine from black pepper is approximately 5-10% by weight.

Biological Effects

Piperine is known to enhance the bioavailability of various nutrients and drugs. It achieves this by inhibiting certain enzymes involved in drug metabolism, such as cytochrome P450 enzymes, and by increasing the absorption of substances in the gastrointestinal tract.

Potential Health Benefits

Piperine has been studied for its potential health benefits, which include:

  • Anti-inflammatory effects: Piperine may help reduce inflammation by modulating inflammatory pathways.
  • Antioxidant properties: It can neutralize free radicals and reduce oxidative stress.
  • Improved digestion: Piperine stimulates the secretion of digestive enzymes, enhancing digestion.
  • Enhanced nutrient absorption: It increases the bioavailability of nutrients such as curcumin, vitamin B6, and beta-carotene.

Uses in Medicine and Supplements

Piperine is often included in dietary supplements to enhance the absorption of other compounds. It is commonly combined with curcumin in turmeric supplements to improve curcumin's bioavailability. Piperine is also being researched for its potential role in weight management and as an adjunct in cancer therapy.

Safety and Toxicity

While piperine is generally considered safe when consumed in amounts typically found in food, high doses may cause adverse effects such as gastrointestinal discomfort. It is important to use piperine supplements under the guidance of a healthcare professional, especially for individuals taking medications that may interact with piperine.

Related Pages