Pterostilbene

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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
537-42-8 N
ChEBI CHEBI:8630 N
ChEMBL ChEMBL83527 YesY
ChemSpider 4445042 YesY
2681
Jmol 3D model Interactive image
PubChem 5281727
Properties
C16H16O3
Molar mass 256.296 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role.[1]

Natural occurrences[edit]

Pterostilbene is found in almonds,[2] various Vaccinium berries,[3] grape leaves and vines [1][4] and blueberries.[5][6]

While resveratrol is under research for its potential properties from consuming wine and other foods or beverages, pterostilbene is also found in wine although it is not as famous as its analogue.

Basic research[edit]

The possible biological effects of pterostilbene are being examined in basic research involving laboratory models of several disorders, including age-related cognitive decline.[7]

Safety[edit]

In humans, no adverse effects of pterostilbene were found after administration of doses up 125 mg twice daily.[8]

See also[edit]

References[edit]

  1. ^ 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. 
  2. ^ 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. 
  3. ^ 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. 
  4. ^ 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. 
  5. ^ "USDA ARS Online Magazine Vol. 54, No. 11". agresearchmag.ars.usda.gov. Retrieved 2016-03-21. 
  6. ^ McCormack, Denise; McFadden, David (2013-01-01). "A Review of Pterostilbene Antioxidant Activity and Disease Modification". Oxidative Medicine and Cellular Longevity. 2013. doi:10.1155/2013/575482. ISSN 1942-0900. PMC 3649683free to read. PMID 23691264. 
  7. ^ Poulose SM, Thangthaeng N, Miller MG, Shukitt-Hale B (2015). "Effects of pterostilbene and resveratrol on brain and behavior". Neurochem Int. (in press): 227–33. doi:10.1016/j.neuint.2015.07.017. PMID 26212523. 
  8. ^ Kosuru R, Rai U, Prakash S, Singh A, Singh S (2016). "Promising therapeutic potential of pterostilbene and its mechanistic insight based on preclinical evidence". European Journal of Pharmacology. doi:10.1016/j.ejphar.2016.07.046. PMID 27475678. Retrieved 2016-08-04. In humans, Riche et al. found no toxic effects of PS after administration of doses up to 250 mg per day (Riche et al., 2013). Biochemical analysis revealed no adverse drug reactions related to liver, kidney and blood glucose levels when 125 mg PS was administered twice daily (Riche et al., 2013).