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'''Pterostilbene''' is a [[stilbenoid]] chemically related to [[resveratrol]]. In plants, it serves a defensive [[phytoalexin]] role.<ref name="ex">{{cite journal |doi=10.1007/BF02124034 |title=A new class of phytoalexins from grapevines |year=1977 |last1=Langcake |first1=P. |last2=Pryce |first2=R. J. |journal=Experientia |volume=33 |issue=2 |pages=151–2 |pmid=844529}}</ref>
'''Pterostilbene''' is a [[stilbenoid]] chemically related to [[resveratrol]]. In plants, it serves a defensive [[phytoalexin]] role.<ref name="ex">{{cite journal |doi=10.1007/BF02124034 |title=A new class of phytoalexins from grapevines |year=1977 |last1=Langcake |first1=P. |last2=Pryce |first2=R. J. |journal=Experientia |volume=33 |issue=2 |pages=151–2 |pmid=844529}}</ref>


== Natural occurrences ==
== Natural occurrence ==
Pterostilbene is found in [[almonds]],<ref>{{cite journal|journal=Food Chem|year=2014|issue=Apr 1|volume=148|pages=300–6|doi=10.1016/j.foodchem.2013.10.057|title=Characterisation of stilbenes in California almonds (Prunus dulcis) by UHPLC-MS|authors=Xie L, Bolling BW|pmid=24262561}}</ref> various ''[[Vaccinium]]'' berries,<ref>{{cite journal|journal=J Agric Food Chem|year=2004|volume=52|issue=15|pages=4713–9|title=Resveratrol, pterostilbene, and piceatannol in vaccinium berries|authors=Rimando AM, Kalt W, Magee JB, Dewey J, Ballington JR|pmid=15264904|doi=10.1021/jf040095e}}</ref> [[grape]] leaves and [[vines]] <ref name="ex" /><ref>{{cite journal|journal=Molecules|year=2014|volume=19|issue=7|pages=10587–600|doi=10.3390/molecules190710587|title=MALDI mass spectrometry imaging for the simultaneous location of resveratrol, pterostilbene and viniferins on grapevine leaves|authors=Becker L, Carré V, Poutaraud A, Merdinoglu D, Chaimbault P|pmid=25050857}}</ref> and [[Blueberry|blueberries]].<ref>{{Cite web|url=http://agresearchmag.ars.usda.gov/2006/nov/health|title=USDA ARS Online Magazine Vol. 54, No. 11|website=agresearchmag.ars.usda.gov|access-date=2016-03-21}}</ref><ref>{{Cite journal|last=McCormack|first=Denise|last2=McFadden|first2=David|date=2013-01-01|title=A Review of Pterostilbene Antioxidant Activity and Disease Modification|journal=Oxidative Medicine and Cellular Longevity|volume=2013|doi=10.1155/2013/575482|issn=1942-0900|pmc=3649683|pmid=23691264|pages=1–15}}</ref>
Pterostilbene is found in [[almonds]],<ref>{{cite journal|journal=Food Chem|year=2014|issue=Apr 1|volume=148|pages=300–6|doi=10.1016/j.foodchem.2013.10.057|title=Characterisation of stilbenes in California almonds (Prunus dulcis) by UHPLC-MS|authors=Xie L, Bolling BW|pmid=24262561}}</ref> various ''[[Vaccinium]]'' berries,<ref>{{cite journal|journal=J Agric Food Chem|year=2004|volume=52|issue=15|pages=4713–9|title=Resveratrol, pterostilbene, and piceatannol in vaccinium berries|authors=Rimando AM, Kalt W, Magee JB, Dewey J, Ballington JR|pmid=15264904|doi=10.1021/jf040095e}}</ref> [[grape]] leaves and [[vines]] <ref name="ex" /><ref>{{cite journal|journal=Molecules|year=2014|volume=19|issue=7|pages=10587–600|doi=10.3390/molecules190710587|title=MALDI mass spectrometry imaging for the simultaneous location of resveratrol, pterostilbene and viniferins on grapevine leaves|authors=Becker L, Carré V, Poutaraud A, Merdinoglu D, Chaimbault P|pmid=25050857}}</ref> and [[Blueberry|blueberries]].<ref>{{Cite web|url=http://agresearchmag.ars.usda.gov/2006/nov/health|title=USDA ARS Online Magazine Vol. 54, No. 11|website=agresearchmag.ars.usda.gov|access-date=2016-03-21}}</ref><ref>{{Cite journal|last=McCormack|first=Denise|last2=McFadden|first2=David|date=2013-01-01|title=A Review of Pterostilbene Antioxidant Activity and Disease Modification|journal=Oxidative Medicine and Cellular Longevity|volume=2013|doi=10.1155/2013/575482|issn=1942-0900|pmc=3649683|pmid=23691264|pages=1–15}}</ref>


== Basic research ==
== Basic research ==
The possible biological effects of pterostilbene are being examined in [[basic research]] involving laboratory models of several disorders, including age-related [[cognitive decline]].<ref>{{cite journal|journal=Neurochem Int|year=2015|volume=89|doi=10.1016/j.neuint.2015.07.017|pmid=26212523|title=Effects of pterostilbene and resveratrol on brain and behavior|authors=Poulose SM, Thangthaeng N, Miller MG, Shukitt-Hale B|pages=227–33}}</ref> Pterostilbene is not as well researched as [[resveratrol]], a stilbenoid with a similar chemical structure.
The possible biological effects of pterostilbene are being examined in [[basic research]] involving [[Model organism|animal models]] of several disorders, including age-related [[cognitive decline]].<ref name=Poulose>{{cite journal|journal=Neurochem Int |year=2015 |volume=89 |doi=10.1016/j.neuint.2015.07.017 |pmid=26212523 |title=Effects of pterostilbene and resveratrol on brain and behavior|authors=Poulose SM, Thangthaeng N, Miller MG, Shukitt-Hale B|pages=227–33}}</ref> As of 2015, no [[Pre-clinical development|pre-clinical]] or [[clinical trial|clinical studies]] on pterostilbene had been conducted to assess its potential effects on humans.<ref name=Poulose/>


== See also ==
== See also ==
* [[Piceatannol]], a [[stilbenoid]] related to both resveratrol and pterostilbene
* [[Piceatannol]], a stilbenoid related to both resveratrol and pterostilbene


== References ==
== References ==

Revision as of 21:39, 8 January 2018

Pterostilbene
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 Edit this at Wikidata
UNII
  • InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+ checkY
    Key: VLEUZFDZJKSGMX-ONEGZZNKSA-N checkY
  • InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
    Key: VLEUZFDZJKSGMX-ONEGZZNKBK
  • Key: VLEUZFDZJKSGMX-ONEGZZNKSA-N
  • O(c1cc(cc(OC)c1)\C=C\c2ccc(O)cc2)C
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 checkY☒N ?)

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

Natural occurrence

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

Basic research

The possible biological effects of pterostilbene are being examined in basic research involving animal models of several disorders, including age-related cognitive decline.[7] As of 2015, no pre-clinical or clinical studies on pterostilbene had been conducted to assess its potential effects on humans.[7]

See also

  • Piceatannol, a stilbenoid related to both resveratrol and pterostilbene

References

  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. ^ "Characterisation of stilbenes in California almonds (Prunus dulcis) by UHPLC-MS". Food Chem. 148 (Apr 1): 300–6. 2014. doi:10.1016/j.foodchem.2013.10.057. PMID 24262561. {{cite journal}}: Unknown parameter |authors= ignored (help)
  3. ^ "Resveratrol, pterostilbene, and piceatannol in vaccinium berries". J Agric Food Chem. 52 (15): 4713–9. 2004. doi:10.1021/jf040095e. PMID 15264904. {{cite journal}}: Unknown parameter |authors= ignored (help)
  4. ^ "MALDI mass spectrometry imaging for the simultaneous location of resveratrol, pterostilbene and viniferins on grapevine leaves". Molecules. 19 (7): 10587–600. 2014. doi:10.3390/molecules190710587. PMID 25050857. {{cite journal}}: Unknown parameter |authors= ignored (help)CS1 maint: unflagged free DOI (link)
  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: 1–15. doi:10.1155/2013/575482. ISSN 1942-0900. PMC 3649683. PMID 23691264.{{cite journal}}: CS1 maint: unflagged free DOI (link)
  7. ^ a b "Effects of pterostilbene and resveratrol on brain and behavior". Neurochem Int. 89: 227–33. 2015. doi:10.1016/j.neuint.2015.07.017. PMID 26212523. {{cite journal}}: Unknown parameter |authors= ignored (help)
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