Persin

For an island in Bulgaria, see Persin Island
Persin
Identifiers
CAS number 60640-59-7 Y
PubChem 6365563
Jmol-3D images Image 1
Properties
Molecular formula C23H40O4
Molar mass 380.56 g/mol
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Persin is a fungicidal toxin present in the avocado.[1] It is generally harmless to humans, but when consumed by domestic animals in large quantities it is dangerous. It has been suggested as a treatment for breast cancer.[2]

Persin is an oil-soluble compound structurally similar to a fatty acid, and it leaches into the body of the fruit from the pits. Negative effects in humans seem to be primarily in allergic individuals.

Contents

Pathology

Consumption of the leaves and bark of the avocado tree, or the skin and pit of the avocado fruit have been shown to have the following effects:

Medical uses

Persin has recently been discovered to kill breast cancer cells. It has also been shown to enhance the effect of the breast cancer fighting drug tamoxifen. This could potentially reduce the necessary dosage of current cancer drugs. Persin is however highly insoluble in aqueous solutions and more research will be needed to put it into a soluble tablet form.[4][5]

Notes

  1. ^ Oelrichs PB, Ng JC, Seawright AA, Ward A, Schäffeler L, MacLeod JK (1995). "Isolation and identification of a compound from avocado (Persea americana) leaves which causes necrosis of the acinar epithelium of the lactating mammary gland and the myocardium". Nat. Toxins 3 (5): 344–9. doi:10.1002/nt.2620030504. PMID 8581318. 
  2. ^ Butt AJ, Roberts CG, Seawright AA, Oelrichs PB, MacLeod JK, Liaw TYE, Kavallaris M, Somers-Edgar TJ, Lehrbach GM, Watts CK and Sutherland RL (2006). "A novel plant toxin, persin, with in vivo activity in the mammary gland, induces Bim-dependent apoptosis in human breast cancer cells". Mol Cancer Ther 5 (9): 2300–9. doi:10.1158/1535-7163.MCT-06-0170. PMID 16985064. http://mct.aacrjournals.org/cgi/content/abstract/5/9/2300. 
  3. ^ Clipsham, R. "Avocado Toxicity". http://kgkat.tripod.com/avocado.html. Retrieved 2010-04-28. 
  4. ^ News story
  5. ^ Roberts CG, Gurisik E, Biden TJ, Sutherland RL, Butt AJ (October 2007). "Synergistic cytotoxicity between tamoxifen and the plant toxin persin in human breast cancer cells is dependent on Bim expression and mediated by modulation of ceramide metabolism". Mol. Cancer Ther. 6 (10): 2777–85. doi:10.1158/1535-7163.MCT-07-0374. PMID 17913853. http://mct.aacrjournals.org/content/6/10/2777.full. 

References