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Pterostilbene (/ˌtɛrəˈstɪlbn/)[1][2] is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role.[3]

Pterostilbene
Pterostilbene.png
Names
IUPAC name
4-[(E)-2-(3,5-Dimethoxyphenyl)ethenyl]phenol
Other names
3',5'-Dimethoxy-4-stilbenol
3,5-Dimethoxy-4'-hydroxy-E-stilbene
3',5'-Dimethoxy-resveratrol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.122.141
UNII
Properties
C16H16O3
Molar mass 256.301 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Contents

Natural occurrenceEdit

Pterostilbene is found in almonds,[4] various Vaccinium berries,[5] grape leaves and vines [3][6] and blueberries.[7][8]

Regulation, safety and researchEdit

As pterostilbene is absent on the list of compounds with GRAS by the US Food and Drug Administration (FDA), its safety for consumption remains unproven as of 2019.[9] Its chemical relative, resveratrol, did receive FDA GRAS status in 2007,[10] and approval of synthetic resveratrol as a safe compound by the European Food Safety Authority (EFSA) in 2016.[11] The EFSA Scientific Panel concluded that "at daily doses up to 150 mg per day, resveratrol does not have a nutritionally relevant role in the human diet".[11] As of 2019, there are no published studies of clinical research on the safety or efficacy of pterostilbene.


See alsoEdit

  • Piceatannol, a stilbenoid related to both resveratrol and pterostilbene

ReferencesEdit

  1. ^ "Pterostigma Medical Definition". merriam-webster.com. June 2018. Retrieved 2018-07-30.
  2. ^ "Stilbene Medical Definition". merriam-webster.com. June 2018. Retrieved 2018-07-30.
  3. ^ a b Langcake, P.; Pryce, R. J. (1977). "A new class of phytoalexins from grapevines". Experientia. 33 (2): 151–2. doi:10.1007/BF02124034. PMID 844529.
  4. ^ Xie L, Bolling BW (2014). "Characterisation of stilbenes in California almonds (Prunus dulcis) by UHPLC-MS". Food Chem. 148 (Apr 1): 300–6. doi:10.1016/j.foodchem.2013.10.057. PMID 24262561.
  5. ^ Rimando AM, Kalt W, Magee JB, Dewey J, Ballington JR (2004). "Resveratrol, pterostilbene, and piceatannol in vaccinium berries". J Agric Food Chem. 52 (15): 4713–9. doi:10.1021/jf040095e. PMID 15264904.
  6. ^ Becker L, Carré V, Poutaraud A, Merdinoglu D, Chaimbault P (2014). "MALDI mass spectrometry imaging for the simultaneous location of resveratrol, pterostilbene and viniferins on grapevine leaves". Molecules. 19 (7): 10587–600. doi:10.3390/molecules190710587. PMID 25050857.
  7. ^ "USDA ARS Online Magazine Vol. 54, No. 11". agresearchmag.ars.usda.gov. Retrieved 2016-03-21.
  8. ^ McCormack, Denise; McFadden, David (2013-01-01). "A Review of Pterostilbene Antioxidant Activity and Disease Modification". Oxidative Medicine and Cellular Longevity. 2013: 1–15. doi:10.1155/2013/575482. ISSN 1942-0900. PMC 3649683. PMID 23691264.
  9. ^ "Pterostilbene search". US Food and Drug Administration, Food Ingredient and Packaging Inventories. 6 February 2019. Retrieved 7 February 2019.
  10. ^ "GRAS Notice GRN 224: Resveratrol". US Food and Drug Administration, Food Ingredient and Packaging Inventories. 1 August 2007. Retrieved 7 February 2019.
  11. ^ a b "Safety of synthetic trans‐resveratrol as a novel food pursuant to Regulation (EC) No 258/97". EFSA Journal. European Food Safety Authority, EFSA Panel on Dietetic Products, Nutrition and Allergies. 14 (1). 12 January 2016. doi:10.2903/j.efsa.2016.4368. Retrieved 7 February 2019.