Punicic acid
| Template:Chembox header| Punicic acid | |
|---|---|
| Punicic acid | |
| Chemical name | 9Z,11E,13Z-octadeca-9,11,13-trienoic acid |
| Chemical formula | C18H30O2 |
| Molecular mass | 278.43 g/mol |
| Melting point | 44-45 °C |
| PubChem | 5281126 |
| SMILES | CCCC\C=C/C=C/C=C\CCCCCCCC(=O)O |
| Template:Chembox header | Disclaimer and references | |
Punicic acid (also called trichosanic acid) is a polyunsaturated fatty acid, 18:3 (n-5). It is named for the pomegranate, (Punica granatum), and is obtained from pomegranate seed oil. It is also found in the seed oils of snake gourd and bitter 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. In lab rats, it was found that punicic acid was converted to the CLA rumenic acid (9Z11E-CLA).[2] In vitro, it shows anticancer 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] Fat cells undergo programmed cell death when exposed to punicic acid from bitter-gourd oil.[5]
See also
References
- ↑ Cyberlipid. "POLYENOIC FATTY ACIDS". Retrieved 2007-01-11.
- ↑
Tsuzuki T, Kawakami Y, Abe R (2006). "Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid". J Nutr. 136 (8): 2153–9. Retrieved 2007-01-23. Unknown parameter
|month=ignored (help) - ↑ Lansky E, Harrison G, Froom P, Jiang W (2005). "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. PMID 15744587.
|access-date=requires|url=(help) - ↑ Arao K, Wang Y, Inoue N, Hirata J, Cha J, Nagao K, Yanagita T. "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. PMID 15533261.
|access-date=requires|url=(help) - ↑ Nishimura K, Tsumagari H, Morioka A, Yamauchi Y, Miyashita K, Lu S, Jisaka M, Nagaya T, Yokota K. "Regulation of apoptosis through arachidonate cascade in mammalian cells". Appl Biochem Biotechnol. 102-103 (1–6): 239–50. PMID 12396127.
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