Secoisolariciresinol diglucoside

Secoisolariciresinol diglucoside
Identifiers
CAS number 158932-33-3 Y
PubChem 9917980
ChemSpider 8093627 Y
Jmol-3D images Image 1
Properties
Molecular formula C32H46O16
Molar mass 686.7 g mol−1
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Secoisolariciresinol diglucoside (SDG) is an anti-oxidant phytochemical present in flax, sunflower, sesame, and pumpkin seeds. It is a precursor of mammal lignans[1] and a phytoestrogen.

Animal studies have shown SDG can prevent the development of atherosclerosis and diabetes, and has beneficial modifying effect on blood and cholesterol levels. It slows the growth of human breast cancer in mice.[2]

It may play very different role in the people with the already existent cancer. In the Grade IV histology group of adult patients diagnosed with malignant glioma, high intake of secoisolariciresinol (for highest tertile compared to lowest tertile, in all cases) was associated with poorer survival.[3]

Secoisolariciresinol diglucoside can be isolated from de-fatted (hexane extraction) flaxseed by extraction of the lignan polymer precursor with a water/acetone mixture, followed by acetone removal and alkaline hydrolysis.[4]

References

  1. ^ Thompson, LU; Robb, P; Serraino, M; Cheung, F (1991). "Mammalian lignan production from various foods". Nutrition and cancer 16 (1): 43–52. doi:10.1080/01635589109514139. PMID 1656395. 
  2. ^ Chen et al. (2009). "Flaxseed and Pure Secoisolariciresinol Diglucoside, but Not Flaxseed Hull, Reduce Human Breast Tumor Growth (MCF-7) in Athymic Mice". The Journal of nutrition 139 (11): 2061–6. doi:10.3945/jn.109.112508. PMID 19776177. http://jn.nutrition.org/content/139/11/2061.full. 
  3. ^ Delorenze, Gerald N; McCoy, Lucie; Tsai, Ai-Lin; Quesenberry, Charles P; Rice, Terri; Il'Yasova, Dora; Wrensch, Margaret (2010). "Daily intake of antioxidants in relation to survival among adult patients diagnosed with malignant glioma". BMC Cancer (BMC Cancer) 10: 215. doi:10.1186/1471-2407-10-215. PMC 2880992. PMID 20482871. http://www.biomedcentral.com/1471-2407/10/215. 
  4. ^ U.S. Patent 6,806,356 Process for recovering secoisolariciresinol diglycoside from de-fatted flaxseed.

External links