Punicic acid

Chembox new
Name = Punicic acid
ImageFile = Punicic acid.svg
ImageName = "Punicic acid"
IUPACName = 9Z,11E,13Z-octadeca-9,11,13-trienoic acid
Section1 = Chembox Identifiers
SMILES = CCCCC=C/C=C/C=CCCCCCCCC(=O)O
PubChem = 5281126
Section2 = Chembox Properties
Formula = C₁₈H₃₀O₂
MolarMass = 278.43 g/mol
MeltingPt = 44-45 °C

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. [cite web|author=Cyberlipid|url= http://www.cyberlipid.org/fa/acid0003.htm| accessdate= 2007-01-11|title=POLYENOIC FATTY ACIDS]

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).cite journal| journal=J Nutr|year= 2006|month= Aug|volume=136|issue=8|pages=2153–9| accessdate= 2007-01-23|title=Conjugated linolenic acid is slowly absorbed in rat intestine, but quickly converted to conjugated linoleic acid| author= Tsuzuki T, Kawakami Y, Abe R|url=http://jn.nutrition.org/cgi/content/abstract/136/8/2153|pmid=16857834] In vitro, it shows anticancer activity against prostate cancer cells.cite journal |author=Lansky E, Harrison G, Froom P, Jiang W |title=Pomegranate (Punica granatum) pure chemicals show possible synergistic inhibition of human PC-3 prostate cancer cell invasion across Matrigel |journal=Invest New Drugs |volume=23 |issue=2 |pages=121–2 |year=2005 |pmid=15744587| accessdate= 2007-01-23 |doi=10.1007/s10637-005-5856-7] OLETF rats—a strain which becomes obese—remained relatively lean when punicic acid was added to their feed. [cite journal |author=Arao K, Wang Y, Inoue N, Hirata J, Cha J, Nagao K, Yanagita T |title=Dietary effect of pomegranate seed oil rich in 9cis, 11trans, 13cis conjugated linolenic acid on lipid metabolism in obese, hyperlipidemic OLETF rats |journal=Lipids Health Dis |volume=3 |issue= |pages=24 |year= |pmid=15533261|accessdate= 2007-01-23 |doi=10.1186/1476-511X-3-24] Fat cells undergo programmed cell death when exposed to punicic acid from bitter-gourd oil.cite journal |author=Nishimura K, Tsumagari H, Morioka A, Yamauchi Y, Miyashita K, Lu S, Jisaka M, Nagaya T, Yokota K |title=Regulation of apoptosis through arachidonate cascade in mammalian cells |journal=Appl Biochem Biotechnol |volume=102-103 |issue=1-6 |pages=239–50 |year= |pmid=12396127|accessdate=2007-01-29 |doi=10.1385/ABAB:102-103:1-6:239]

ee also

* Polyunsaturated fatty acids—Conjugated fatty acids

References

* reflist