Chemistry:Punicic acid
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Preferred IUPAC name
(9Z,11E,13Z)-Octadeca-9,11,13-trienoic acid | |
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Properties | |
C18H30O2 | |
Molar mass | 278.43 g/mol |
Melting point | 44 to 45 °C (111 to 113 °F; 317 to 318 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Punicic acid (also called trichosanic acid) is a polyunsaturated fatty acid, 18:3 cis-9, trans-11, cis-13. It is named for the pomegranate, (Punica granatum), and is obtained from pomegranate seed oil. It has also been found in the seed oils of snake gourd.[1]
Punicic acid is a conjugated linolenic acid or CLnA; i.e. it has three conjugated double bonds. It is chemically similar to the conjugated linoleic acids, or CLA, which have two. It has also been classified as an "n-5" or "omega-5" polyunsaturated fatty acid. In lab rats, punicic acid was converted to the CLA rumenic acid (9Z11E-CLA).[2] In vitro, it shows anti-invasive activity against prostate cancer cells.[3] OLETF rats—a strain which becomes obese—remained relatively lean when punicic acid was added to their feed.[4]
See also
References
- ↑ Cyberlipid. "POLYENOIC FATTY ACIDS". http://www.cyberlipid.org/fa/acid0003.htm.
- ↑ "Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid". J Nutr 136 (8): 2153–9. 1 August 2006. doi:10.1093/jn/136.8.2153. PMID 16857834. http://jn.nutrition.org/cgi/content/abstract/136/8/2153. Retrieved 2007-01-23.
- ↑ "Pomegranate (Punica granatum) pure chemicals show possible synergistic inhibition of human PC-3 prostate cancer cell invasion across Matrigel". Invest New Drugs 23 (2): 121–2. 2005. doi:10.1007/s10637-005-5856-7. PMID 15744587.
- ↑ "Dietary effect of pomegranate seed oil rich in 9cis, 11trans, 13cis conjugated linolenic acid on lipid metabolism in obese, hyperlipidemic OLETF rats". Lipids Health Dis 3: 24. 2004. doi:10.1186/1476-511X-3-24. PMID 15533261.
Original source: https://en.wikipedia.org/wiki/Punicic acid.
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