MetaCyc Pathway: pterostilbene biosynthesis
Inferred from experiment

Pathway diagram: pterostilbene biosynthesis

This view shows enzymes only for those organisms listed below, in the list of taxa known to possess the pathway. If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.

Superclasses: BiosynthesisSecondary Metabolites BiosynthesisPhenylpropanoid Derivatives BiosynthesisStilbenes Biosynthesis

Some taxa known to possess this pathway include : Vitis vinifera

Expected Taxonomic Range: Viridiplantae

The compound pterostilbene is a stilbene produced by a number of plants as a defense response compound. Its localization varies in different plant species, it is commonly found in leaves and fruits such as Vitis vinifera and blueberries, in the heartwood of sandalwood trees, and in barks of Guibourtia tessmanii [Fuendjiep02]. pterostilbene has been subjected to a number of pharmacological studies because of their known medicinal properties in folk medicine. Its chemical structure is very similar to trans-resveratrol, but because of its double methylated nature it carries higher bioavailability [Kapetanovic10], and thus has a higher transport rate into cells. Based on animal studies, pterostilbene has been shown to be effective as an antineoplastic [Mannal10] antiinflammatory as well as anti-oxidant agent and all these properties are reviewed in this monograph [10]. In this pathway, the methyltransferase enzymes responsible for the formation of pterostilbene from the precursor trans-resveratrol via 3-methoxy-4',5-dihydroxy-trans-stilbene has been cloned [Schmidlin08].

Created 02-Dec-2010 by Pujar A, Boyce Thompson Institute


10: "Pterostilbene. Monograph." (2010). Altern Med Rev 15(2);159-63. PMID: 20807001

Fuendjiep02: Fuendjiep V, Wandji J, Tillequin F, Mulholland DA, Budzikiewicz H, Fomum ZT, Nyemba AM, Koch M (2002). "Chalconoid and stilbenoid glycosides from Guibourtia tessmanii." Phytochemistry 60(8);803-6. PMID: 12150803

Kapetanovic10: Kapetanovic IM, Muzzio M, Huang Z, Thompson TN, McCormick DL (2010). "Pharmacokinetics, oral bioavailability, and metabolic profile of resveratrol and its dimethylether analog, pterostilbene, in rats." Cancer Chemother Pharmacol. PMID: 21116625

Mannal10: Mannal P, McDonald D, McFadden D (2010). "Pterostilbene and tamoxifen show an additive effect against breast cancer in vitro." Am J Surg 200(5);577-80. PMID: 21056131

Schmidlin08: Schmidlin L, Poutaraud A, Claudel P, Mestre P, Prado E, Santos-Rosa M, Wiedemann-Merdinoglu S, Karst F, Merdinoglu D, Hugueney P (2008). "A stress-inducible resveratrol O-methyltransferase involved in the biosynthesis of pterostilbene in grapevine." Plant Physiol 148(3);1630-9. PMID: 18799660

Other References Related to Enzymes, Genes, Subpathways, and Substrates of this Pathway

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Rolfs84: Rolfs CH, Kindl H (1984). "Stilbene Synthase and Chalcone Synthase : Two Different Constitutive Enzymes in Cultured Cells of Picea excelsa." Plant Physiol 75(2);489-92. PMID: 16663649

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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