Impact of Environmental Factors on Stilbene Biosynthesis
Tóm tắt
Từ khóa
Tài liệu tham khảo
Roupe, 2006, Pharmacometrics of stilbenes: Seguing towards the clinic, Curr. Clin. Pharmacol., 1, 81, 10.2174/157488406775268246
Courtois, 2018, A review of dietary stilbenes: Sources and bioavailability, Phytochem. Rev., 17, 1007, 10.1007/s11101-018-9578-9
Chong, 2009, Metabolism and roles of stilbenes in plants, Plant Sci., 177, 143, 10.1016/j.plantsci.2009.05.012
Pawlus, 2012, Natural stilbenoids: Distribution in the plant kingdom and chemotaxonomic interest in Vitaceae, Nat. Prod. Rep., 29, 1317, 10.1039/c2np20049j
Dubrovina, 2017, Regulation of stilbene biosynthesis in plants, Planta, 246, 597, 10.1007/s00425-017-2730-8
Jeandet, 2010, Biosynthesis, metabolism, molecular engineering, and biological functions of stilbene phytoalexins in plants, Biofactors, 36, 331, 10.1002/biof.108
Fauconneau, 1998, Isolation, identification, and antioxidant activity of three stilbene glucosides newly extracted from Vitis vinifera cell cultures, J. Nat. Prod., 61, 655, 10.1021/np9704819
Privat, 2002, Antioxidant properties of trans-ε-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media, J. Agric. Food Chem., 50, 1213, 10.1021/jf010676t
Biais, 2017, Antioxidant and cytoprotective activities of grapevine stilbenes, J. Agric. Food Chem., 65, 4952, 10.1021/acs.jafc.7b01254
Albert, 2011, Synthesis and antimicrobial activity of (E) stilbene derivatives, Bioorg. Med. Chem., 19, 5155, 10.1016/j.bmc.2011.07.015
Chalal, 2014, Antimicrobial activity of resveratrol analogues, Molecules, 19, 7679, 10.3390/molecules19067679
Suga, 1993, Endogenous pine wood nematicidal substances in pines, Pinus massoniana, P. strobus and P. palustris, Phytochemistry, 33, 1395, 10.1016/0031-9422(93)85098-C
Torres, 2003, Antioxidant and insect growth regulatory activities of stilbenes and extracts from Yucca periculosa, Phytochemistry, 64, 463, 10.1016/S0031-9422(03)00348-0
Liu, 2013, Synthesis and insect antifeedant activity of stilbene derivatives against Brontispa longissima larvae, Med. Chem. Res., 22, 2196, 10.1007/s00044-012-0212-x
Hansen, 2016, Plant secondary metabolites as rodent repellents: A systematic review, J. Chem. Ecol., 42, 970, 10.1007/s10886-016-0760-5
Bryant, 1983, Pinosylvin methyl ether deters snowshoe hare feeding on green alder, Science, 222, 1023, 10.1126/science.222.4627.1023
Clausen, 1986, Pinosylvin and pinosylvin methyl ether as feeding deterrents in green alder, J. Chem. Ecol., 12, 2117, 10.1007/BF01020314
Virjamo, 2013, Differences in vole preference, secondary chemistry and nutrient levels between naturally regenerated and planted Norway spruce seedlings, J. Chem. Ecol., 39, 1322, 10.1007/s10886-013-0352-6
Mittler, 2002, Oxidative stress, antioxidants and stress tolerance, Trends Plant Sci., 7, 405, 10.1016/S1360-1385(02)02312-9
Hasan, M., and Bae, H. (2017). An overview of stress-induced resveratrol synthesis in grapes: Perspectives for resveratrol-enriched grape products. Molecules, 22.
2010, Antioxidant properties of resveratrol: A structure–activity insight, Innov. Food Sci. Emerg. Technol., 11, 210, 10.1016/j.ifset.2009.07.002
Banez, 2020, A systemic review on the antioxidant and anti-inflammatory effects of resveratrol, curcumin, and dietary nitric oxide supplementation on human cardiovascular health, Nutr. Res., 78, 11, 10.1016/j.nutres.2020.03.002
Vervandier-Fasseur, D., and Latruffe, N. (2019). The potential use of resveratrol for cancer prevention. Molecules, 24.
Ahmadi, 2020, Resveratrol–A comprehensive review of recent advances in anticancer drug design and development, Eur. J. Med. Chem., 200, 112356, 10.1016/j.ejmech.2020.112356
Yang, 2020, Synthesis and biological evaluation of resveratrol derivatives with anti-breast cancer activity, Arch. Pharm. (Weinheim), 353, e2000044, 10.1002/ardp.202000044
Sun, 2010, Resveratrol as a therapeutic agent for neurodegenerative diseases, Mol. Neurobiol., 41, 375, 10.1007/s12035-010-8111-y
Cheng, 2020, Pharmacological basis and new insights of resveratrol action in the cardiovascular system, Br. J. Pharmacol., 177, 1258, 10.1111/bph.14801
Seo, 2019, Antiatherogenic effect of resveratrol attributed to decreased expression of ICAM-1 (Intercellular adhesion Molecule-1) mechanistic link from focal adhesion to monocyte adhesion, Arterioscler. Thromb. Vasc. Biol., 39, 675, 10.1161/ATVBAHA.118.312201
Li, 2017, A comparative study of anti-aging properties and mechanism: Resveratrol and caloric restriction, Oncotarget, 8, 65717, 10.18632/oncotarget.20084
Zhu, 2017, Effects of resveratrol on glucose control and insulin sensitivity in subjects with type 2 diabetes: Systematic review and meta-analysis, Nutr. Metab., 14, 60, 10.1186/s12986-017-0217-z
Zu, 2020, Resveratrol-loaded liposomes: Browning subcutaneous white adipose tissue for combating obesity in C57BL/6 J mice, Curr. Dev. Nutr., 4, 1709, 10.1093/cdn/nzaa063_107
Kim, H., Seo, K.H., and Yokoyama, W. (2020). Chemistry of pterostilbene and its metabolic effects. J. Agric. Food Chem.
Xu, 2020, Pinosylvin provides neuroprotection against cerebral ischemia and reperfusion injury through enhancing PINK1/Parkin mediated mitophagy and Nrf2 pathway, J. Funct. Foods, 71, 104019, 10.1016/j.jff.2020.104019
Piotrowska, 2012, Biological activity of piceatannol: Leaving the shadow of resveratrol, Mutat. Res., 750, 60, 10.1016/j.mrrev.2011.11.001
Yu, 2018, Resveratrol dimer trans-ε-viniferin prevents rotaviral diarrhea in mice by inhibition of the intestinal calcium-activated chloride channel, Pharmacol. Res., 129, 453, 10.1016/j.phrs.2017.11.016
Nivelle, 2018, Molecular analysis of differential antiproliferative activity of resveratrol, epsilon viniferin and labruscol on melanoma cells and normal dermal cells, Food Chem. Toxicol., 116, 323, 10.1016/j.fct.2018.04.043
(2020, December 01). Global Resveratrol Market Research Report 2020. Available online: https://www.industryresearch.co/global-resveratrol-market-15064120.
Huang, 2020, A mini review on the chemical synthesis of resveratrol, Mini Rev. Org. Chem., 17, 546, 10.2174/1570193X16666190617155558
Lv, 2020, Non-food renewable and bioactive forest products for pest management: Valuation of agricultural properties of podophyllotoxin analogs derived from Podophyllum hexandrum as botanical pesticides, Ind. Crops Prod., 153, 112608, 10.1016/j.indcrop.2020.112608
Donati, 2019, Stilbene biosynthesis and gene expression in response to methyl jasmonate and continuous light treatment in Vitis vinifera cv. Malvasia del Lazio and Vitis rupestris Du Lot cell cultures, Physiol. Plant., 166, 646, 10.1111/ppl.12813
Huber, 2019, Biotransformations with the enzymatic secretome of Botrytis cinerea combined with organic solvents for the generation of novel complex stilbene derivatives, Planta Med., 85, 1446
Wang, 2017, Characterization of stilbene synthase genes in mulberry (Morus atropurpurea) and metabolic engineering for the production of resveratrol in Escherichia coli, J. Agric. Food Chem., 65, 1659, 10.1021/acs.jafc.6b05212
He, 2020, De novo production of resveratrol from glycerol by engineering different metabolic pathways in Yarrowia lipolytica, Metab. Eng. Commun., 11, e00146, 10.1016/j.mec.2020.e00146
Sharma, A., Shahzad, B., Rehman, A., Bhardwaj, R., Landi, M., and Zheng, B. (2019). Response of phenylpropanoid pathway and the role of polyphenols in plants under abiotic stress. Molecules, 24.
Emiliani, 2009, A horizontal gene transfer at the origin of phenylpropanoid metabolism: A key adaptation of plants to land, Biol. Direct, 4, 1, 10.1186/1745-6150-4-7
Lv, 2017, Interactions between plant proteins/enzymes and other food components, and their effects on food quality, Crit. Rev. Food Sci. Nutr., 57, 1718, 10.1080/10408398.2015.1023762
Havir, 1971, L-phenylalanine ammonia-lyase (maize) evidence for a common catalytic site for L-phenylalanine and L-tyrosine, Plant Physiol., 48, 130, 10.1104/pp.48.2.130
Krekel, 1997, Maize phenylalanine ammonia-lyase has tyrosine ammonia-lyase activity, Plant Physiol., 113, 175, 10.1104/pp.113.1.175
Barros, 2016, Role of bifunctional ammonia-lyase in grass cell wall biosynthesis, Nat. Plants, 2, 1, 10.1038/nplants.2016.50
Barros, 2020, Plant phenylalanine/tyrosine ammonia-lyases, Trends Plant Sci., 25, 66, 10.1016/j.tplants.2019.09.011
Ferrer, 2008, Structure and function of enzymes involved in the biosynthesis of phenylpropanoids, Plant Physiol. Biochem., 46, 356, 10.1016/j.plaphy.2007.12.009
Rupprich, 1980, Substrate specificity in vivo and in vitro in the formation of stilbenes. Biosynthesis of rhaponticin, Arch. Biochem. Biophys., 200, 72, 10.1016/0003-9861(80)90332-X
Kindl, 1984, Purification and properties of a stilbene synthase from induced cell suspension cultures of peanut, J. Biol. Chem., 259, 6806, 10.1016/S0021-9258(17)39799-5
Bais, 2000, The molecular regulation of stilbene phytoalexin biosynthesis in Vitis vinifera during grape berry development, Funct. Plant Biol., 27, 425, 10.1071/PP00007
Samappito, 2003, Aromatic and pyrone polyketides synthesized by a stilbene synthase from Rheum tataricum, Phytochemistry, 62, 313, 10.1016/S0031-9422(02)00545-9
Fliegmann, 1992, Molecular analysis of chalcone and dihydropinosylvin synthase from Scots pine (Pinus sylvestris), and differential regulation of these and related enzyme activities in stressed plants, Plant Mol. Biol., 18, 489, 10.1007/BF00040665
Kodan, 2002, A stilbene synthase from Japanese red pine (Pinus densiflora): Implications for phytoalexin accumulation and down-regulation of flavonoid biosynthesis, Proc. Natl. Acad. Sci. USA, 99, 3335, 10.1073/pnas.042698899
Raiber, 1995, Molecular and enzymatic characterization of two stilbene synthases from Eastern white pine (Pinus strobus) A single Arg/His difference determines the activity and the pH dependence of the enzymes, FEBS Lett., 361, 299, 10.1016/0014-5793(95)00199-J
Austin, 2003, The chalcone synthase superfamily of type III polyketide synthases, Nat. Prod. Rep., 20, 79, 10.1039/b100917f
Vannozzi, A., Dry, I.B., Fasoli, M., Zenoni, S., and Lucchin, M. (2012). Genome-wide analysis of the grapevine stilbene synthase multigenic family: Genomic organization and expression profiles upon biotic and abiotic stresses. BMC Plant Biol., 12.
Tropf, 1994, Evidence that stilbene synthases have developed from chalcone synthases several times in the course of evolution, J. Mol. Evol., 38, 610, 10.1007/BF00175881
Parage, 2012, Structural, functional, and evolutionary analysis of the unusually large stilbene synthase gene family in grapevine, Plant Physiol., 160, 1407, 10.1104/pp.112.202705
Verpoorte, 2009, Plant polyketide synthases: A fascinating group of enzymes, Plant Physiol. Biochem., 47, 167, 10.1016/j.plaphy.2008.11.005
Pandith, 2020, Chalcone synthases (CHSs): The symbolic type III polyketide synthases, Planta, 251, 15, 10.1007/s00425-019-03307-y
Austin, 2004, An aldol switch discovered in stilbene synthases mediates cyclization specificity of type III polyketide synthases, Chem. Biol., 11, 1179, 10.1016/j.chembiol.2004.05.024
Li, H., Liang, J., Chen, H., Ding, G., Ma, B., and He, N. (2016). Evolutionary and functional analysis of mulberry type III polyketide synthases. BMC Genom., 17.
Brown, 1988, Molecular analysis of resveratrol synthase: cDNA, genomic clones and relationship with chalcone synthase, Europ. J. Biochem., 172, 161, 10.1111/j.1432-1033.1988.tb13868.x
Melchior, 1991, Coordinate-and elicitor-dependent expression of stilbene synthase and phenylalanine ammonia-lyase genes in Vitis cv. Optima, Arch. Biochem. Biophys., 288, 552, 10.1016/0003-9861(91)90234-A
Schwekendiek, 1999, Characterization of a pine multigene family containing elicitor-responsive stilbene synthase genes, Plant Mol. Biol., 39, 221, 10.1023/A:1006163030646
Warren, 2015, Improved white spruce (Picea glauca) genome assemblies and annotation of large gene families of conifer terpenoid and phenolic defense metabolism, Plant J., 83, 189, 10.1111/tpj.12886
Hammerbacher, 2011, Biosynthesis of the major tetrahydroxystilbenes in spruce, astringin and isorhapontin, proceeds via resveratrol and is enhanced by fungal infection, Plant Physiol., 157, 876, 10.1104/pp.111.181420
Christine, 2005, A stilbene synthase gene (SbSTS1) is involved in host and nonhost defense responses in Sorghum, Plant Physiol., 138, 393, 10.1104/pp.105.059337
Zhu, 2014, Cloning, expression pattern analysis and subcellular localization of resveratrol synthase gene in peanut (Arachis hypogaea L.), Am. J. Plant Sci., 5, 3619, 10.4236/ajps.2014.524378
Paterson, 2009, The Sorghum bicolor genome and the diversification of grasses, Nature, 457, 551, 10.1038/nature07723
Sharma, 2014, Defense gene expression in Sorghum bicolor against Macrophomina phaseolina in leaves and roots of susceptible and resistant cultivars, J. Plant Interact., 9, 315, 10.1080/17429145.2013.832425
Lee, Y.G., Choi, S.C., Kang, Y., Kim, K.M., Kang, C.S., and Kim, C. (2019). Constructing a reference genome in a single lab: The possibility to use oxford nanopore technology. Plants, 8.
Sparvoli, 1994, Cloning and molecular analysis of structural genes involved in flavonoid and stilbene biosynthesis in grape (Vitis vinifera L.), Plant Mol. Biol., 24, 743, 10.1007/BF00029856
Dai, 2012, Transcriptional expression of stilbene synthase genes are regulated developmentally and differentially in response to powdery mildew in Norton and Cabernet Sauvignon grapevine, Plant Sci., 197, 70, 10.1016/j.plantsci.2012.09.004
Shi, 2014, The comparative analysis of the potential relationship between resveratrol and stilbene synthase gene family in the development stages of grapes (Vitis quinquangularis and Vitis vinifera), Plant Physiol. Biochem., 74, 24, 10.1016/j.plaphy.2013.10.021
Gachon, 2005, Plant secondary metabolism glycosyltransferases: The emerging functional analysis, Trends Plant Sci., 10, 542, 10.1016/j.tplants.2005.09.007
Wang, 2009, Glycosyltransferases: Key players involved in the modification of plant secondary metabolites, Front. Biol. China, 4, 39, 10.1007/s11515-008-0111-1
Lepak, 2015, Creating a water-soluble resveratrol-based antioxidant by site-selective enzymatic glucosylation, ChemBioChem, 16, 1870, 10.1002/cbic.201500284
Huss, 2016, Glycosylation is a major regulator of phenylpropanoid availability and biological activity in plants, Front. Plant Sci., 7, 735
Shimoda, K., Kubota, N., Uesugi, D., Kobayashi, Y., Hamada, H., and Hamada, H. (2020). Glycosylation of Stilbene Compounds by Cultured Plant Cells. Molecules, 25.
Navarro, 2018, Resveratrol and related stilbenoids, nutraceutical/dietary complements with health-promoting actions: Industrial production, safety, and the search for mode of action, Compr. Rev. Food Sci. Food Saf., 17, 808, 10.1111/1541-4337.12359
Wang, 2007, Biotransformation of piceid in Polygonum cuspidatum to resveratrol by Aspergillus oryzae, Appl. Microbiol. Biotechnol., 75, 763, 10.1007/s00253-007-0874-3
Park, 2014, Deglycosylation of stilbene glucoside compounds improves inhibition of 3-hydroxy-3-methylglutaryl coenzyme a reductase and squalene synthase activities, Food Sci. Biotechnol., 23, 647, 10.1007/s10068-014-0088-2
Kiselev, 2017, Stilbene accumulation and expression of stilbene biosynthesis pathway genes in wild grapevine Vitis amurensis Rupr, Planta, 245, 151, 10.1007/s00425-016-2598-z
Colombo, 2019, Phenolic profiles and anti-inflammatory activities of sixteen table grape (Vitis vinifera L.) varieties, Food Funct., 10, 1797, 10.1039/C8FO02175A
2001, Method for the quantitative extraction of resveratrol and piceid isomers in grape berry skins. Effect of powdery mildew on the stilbene content, J. Agric. Food Chem., 49, 210, 10.1021/jf000745o
Boubakri, 2013, Thiamine modulates metabolism of the phenylpropanoid pathway leading to enhanced resistance to Plasmopara viticola in grapevine, BMC Plant Biol., 13, 1, 10.1186/1471-2229-13-31
Adrian, 2000, Stilbene content of mature Vitis vinifera berries in response to UV-C elicitation, J. Agric. Food Chem., 48, 6103, 10.1021/jf0009910
Maurer, 2017, Postharvest UV-C irradiation stimulates the non-enzymatic and enzymatic antioxidant system of ‘Isabel’hybrid grapes (Vitis labrusca× Vitis vinifera L.), Food Res. Int., 102, 738, 10.1016/j.foodres.2017.09.053
Mishra, 2020, Application of ultraviolet c irradiation for the increased production of secondary metabolites in plants, J. Anim. Plant Sci., 30, 1082
Souid, 2019, The effect of salt stress on resveratrol and piceid accumulation in two Vitis vinifera L. cultivars, Physiol. Mol. Biol. Plants, 25, 625, 10.1007/s12298-019-00668-2
Deluc, 2011, Water deficit increases stilbene metabolism in Cabernet Sauvignon berries, J. Agric. Food Chem., 59, 289, 10.1021/jf1024888
Szekeres, 2016, The effect of postveraison water deficit on the phenolic composition and concentration of the Kékfrankos (Vitis vinifera L.) berry, Sci. Hort., 209, 113, 10.1016/j.scienta.2016.06.010
Bowles, 2006, Glycosyltransferases of lipophilic small molecules, Annu. Rev. Plant Biol., 57, 567, 10.1146/annurev.arplant.57.032905.105429
Hall, 2007, Mesocarp localization of a bi-functional resveratrol/hydroxycinnamic acid glucosyltransferase of Concord grape (Vitis labrusca), Plant J., 49, 579, 10.1111/j.1365-313X.2006.02987.x
Shoseyov, 2003, Glycosylation of resveratrol protects it from enzymic oxidation, Biochem. J., 374, 157, 10.1042/bj20030141
Signorelli, 2005, Resveratrol as an anticancer nutrient: Molecular basis, open questions and promises, J. Nutr. Biochem., 16, 449, 10.1016/j.jnutbio.2005.01.017
1999, Piceid, the major resveratrol derivative in grape juices, J. Agric. Food Chem., 47, 1533, 10.1021/jf981024g
Concenco, 2019, Grape wine and juice: Comparison on resveratrol levels, Int. J. Adv. Res. Sci. Eng. Technol., 6, 368
Vrhovsek, 1997, Effects of various vinification techniques on the concentration of cis-and trans-resveratrol and resveratrol glucoside isomers in wine, Am. J. Enol. Vitic., 48, 214, 10.5344/ajev.1997.48.2.214
Wilkens, 2012, Stilbene levels and antioxidant activity of Vranec and Merlot wines from Macedonia: Effect of variety and enological practices, Food Chem., 135, 3003, 10.1016/j.foodchem.2012.06.118
Gaensly, 2015, Autochthonous yeasts with β-glucosidase activity increase resveratrol concentration during the alcoholic fermentation of Vitis labrusca grape must, J. Funct. Foods, 19, 288, 10.1016/j.jff.2015.09.041
Kuo, 2018, Characterization of an extracellular β-glucosidase from Dekkera bruxellensis for resveratrol production, J. Food Drug Anal., 26, 163, 10.1016/j.jfda.2016.12.016
Chen, 2014, Enzymatic transformation of polydatin to resveratrol by piceid-β-d-glucosidase from Aspergillus oryzae, Bioprocess Biosyst. Eng., 37, 1411, 10.1007/s00449-013-1113-1
Schuster, 2016, Bioconversion of piceid to resveratrol by selected probiotic cell extracts, Bioprocess Biosyst. Eng., 39, 1879, 10.1007/s00449-016-1662-1
Kim, 2010, Biotransformation of mulberroside A from Morus alba results in enhancement of tyrosinase inhibition, J. Ind. Microbiol. Biotechnol., 37, 631, 10.1007/s10295-010-0722-9
Kim, 2010, Evaluation of the antibacterial activity of rhapontigenin produced from rhapontin by biotransformation against Propionibacterium acnes, J. Microbiol. Biotechnol., 20, 82, 10.4014/jmb.0907.07022
Komaikul, 2019, Phytostilbenoid production in white mulberry (Morus alba L.) cell culture using bioreactors and simple deglycosylation by endogenous enzymatic hydrolysis, In Vitro Cell. Dev. Biol. Plant, 55, 199, 10.1007/s11627-018-09953-3
Gabaston, 2017, Pinus pinaster Knot: A source of polyphenols against Plasmopara viticola, J. Agric. Food Chem., 65, 8884, 10.1021/acs.jafc.7b04129
Gabaston, 2020, Separation and isolation of major polyphenols from maritime pine (Pinus pinaster) knots by two-step centrifugal partition chromatography monitored by LC-MS and NMR spectroscopy, J. Sep. Sci., 43, 1080, 10.1002/jssc.201901066
Sati, 2011, Bioactive constituents and medicinal importance of genus Alnus, Pharmacogn. Rev., 5, 174, 10.4103/0973-7847.91115
Seshadri, 1972, Polyphenols of Pterocarpus and Dalbergia woods, Phytochemistry, 11, 881, 10.1016/S0031-9422(00)88430-7
Rimando, 2004, Resveratrol, pterostilbene, and piceatannol in Vaccinium berries, J. Agric. Food Chem., 52, 4713, 10.1021/jf040095e
Langcake, 1979, Identification of pterostilbene as a phytoalexin from Vitis vinifera leaves, Phytochemistry, 18, 1025, 10.1016/S0031-9422(00)91470-5
Jeandet, 2002, Phytoalexins from the Vitaceae: Biosynthesis, phytoalexin gene expression in transgenic plants, antifungal activity, and metabolism, J. Agric. Food Chem., 50, 2731, 10.1021/jf011429s
Vek, 2020, In vitro inhibition of extractives from knotwood of Scots pine (Pinus sylvestris) and black pine (Pinus nigra) on growth of Schizophyllum commune, Trametes versicolor, Gloeophyllum trabeum and Fibroporia vaillantii, Wood Sci. Technol., 54, 1645, 10.1007/s00226-020-01229-7
Hart, 1981, Role of phytostilbenes in decay and disease resistance, Annu. Rev. Phytopathol., 19, 437, 10.1146/annurev.py.19.090181.002253
Fulda, 2010, Resveratrol and derivatives for the prevention and treatment of cancer, Drug Discov. Today, 15, 757, 10.1016/j.drudis.2010.07.005
Jeong, 2014, Production of pinostilbene compounds by the expression of resveratrol O-methyltransferase genes in Escherichia coli, Enzyme Microb. Technol., 54, 8, 10.1016/j.enzmictec.2013.09.005
Rimando, 2012, In planta production of the highly potent resveratrol analogue pterostilbene via stilbene synthase and O-methyltransferase co-expression, Plant Biotechnol. J., 10, 269, 10.1111/j.1467-7652.2011.00657.x
Palazon, 2018, Rosa hybrida orcinol O-methyl transferase-mediated production of pterostilbene in metabolically engineered grapevine cell cultures, New Biotechnol., 42, 62, 10.1016/j.nbt.2018.02.011
Purwanto, 2017, Unraveling additional O-methylation steps in benzylisoquinoline alkaloid biosynthesis in California poppy (Eschscholzia californica), Plant Cell Physiol., 58, 1528, 10.1093/pcp/pcx093
Nakatsubo, 2008, At5g54160 gene encodes Arabidopsis thaliana 5-hydroxyconiferaldehyde O-methyltransferase, J. Wood Sci., 54, 312, 10.1007/s10086-008-0958-4
Shimizu, 2012, Purification and identification of naringenin 7-O-methyltransferase, a key enzyme in biosynthesis of flavonoid phytoalexin sakuranetin in rice, J. Biol. Chem., 287, 19315, 10.1074/jbc.M112.351270
Schmidlin, 2008, A stress-inducible resveratrol O-methyltransferase involved in the biosynthesis of pterostilbene in grapevine, Plant Physiol., 148, 1630, 10.1104/pp.108.126003
Baerson, 2008, A functional genomics investigation of allelochemical biosynthesis in Sorghum bicolor root hairs, J. Biol. Chem., 283, 3231, 10.1074/jbc.M706587200
Koeduka, 2019, Molecular cloning and functional characterization of an O-methyltransferase catalyzing 4′-O-methylation of resveratrol in Acorus calamus, J. Biosci. Bioeng., 127, 539, 10.1016/j.jbiosc.2018.10.011
Chiron, 2000, Molecular cloning and functional expression of a stress-induced multifunctional O-methyltransferase with pinosylvin methyltransferase activity from Scots pine (Pinus sylvestris L.), Plant Mol. Biol., 44, 733, 10.1023/A:1026507707186
Paasela, 2017, The O-methyltransferase PMT 2 mediates methylation of pinosylvin in Scots pine, New Phytol., 214, 1537, 10.1111/nph.14480
Pailee, 2015, Cytotoxic and cancer chemopreventive properties of prenylated stilbenoids from Macaranga siamensis, Tetrahedron, 71, 5562, 10.1016/j.tet.2015.06.058
Prachyawarakorn, 2020, Therapeutic potential of prenylated stilbenoid macasiamenene F through its anti-inflammatory and cytoprotective effects on LPS-challenged monocytes and microglia, J. Ethnopharmacol., 263, 113147, 10.1016/j.jep.2020.113147
Biondi, 2003, New dihydrostilbene derivatives from the leaves of Glycyrrhiza glabra and evaluation of their antioxidant activity, J. Nat. Prod., 66, 477, 10.1021/np020365s
Biondi, 2005, Dihydrostilbene derivatives from Glycyrrhiza glabra leaves, J. Nat. Prod., 68, 1099, 10.1021/np050034q
Ye, 2017, Identification and enrichment of α-glucosidase-inhibiting dihydrostilbene and flavonoids from Glycyrrhiza uralensis leaves, J. Agric. Food Chem., 65, 510, 10.1021/acs.jafc.6b04155
Meng, 2020, Discovery of prenylated dihydrostilbenes in Glycyrrhiza uralensis leaves by UHPLC-MS using neutral loss scan, Ind. Crops Prod., 152, 112557, 10.1016/j.indcrop.2020.112557
Sobolev, 2006, Prenylated stilbenes from peanut root mucilage, Phytochem Anal., 17, 312, 10.1002/pca.920
Sobolev, 2009, New stilbenoids from peanut (Arachis hypogaea) seeds challenged by an Aspergillus caelatus strain, J. Agric. Food Chem., 57, 62, 10.1021/jf802891v
Sobolev, 2010, New dimeric stilbenoids from fungal-challenged peanut (Arachis hypogaea) seeds, J. Agric. Food Chem., 58, 875, 10.1021/jf903410e
Sobolev, 2013, Production of phytoalexins in peanut (Arachis hypogaea) seed elicited by selected microorganisms, J. Agric. Food Chem., 61, 1850, 10.1021/jf3054752
Sobolev, 2016, New monomeric stilbenoids from peanut (Arachis hypogaea) seeds challenged by an Aspergillus flavus strain, J. Agric. Food Chem., 64, 579, 10.1021/acs.jafc.5b04753
Wu, 2011, Food grade fungal stress on germinating peanut seeds induced phytoalexins and enhanced polyphenolic antioxidants, J. Agric. Food Chem., 59, 5993, 10.1021/jf200776w
Chan, 2016, Phytochemistry, pharmacology, and clinical trials of Morus alba, Chin. J. Nat. Med., 14, 17
Yang, 2018, Stilbenoid prenyltransferases define key steps in the diversification of peanut phytoalexins, J. Biol. Chem., 293, 28, 10.1074/jbc.RA117.000564
Aisyah, 2015, Modification of prenylated stilbenoids in peanut (Arachis hypogaea) seedlings by the same fungi that elicited them: The fungus strikes back, J. Agric. Food Chem., 63, 9260, 10.1021/acs.jafc.5b03570
Aguamah, 1981, Two novel stilbene phytoalexins from Arachis hypogaea, Phytochemistry, 20, 1381, 10.1016/0031-9422(81)80044-1
Wotton, 1985, Circumstantial evidence for phytoalexin involvement in the resistance of peanuts to Aspergillus flavus, Microbiology, 131, 487, 10.1099/00221287-131-3-487
Cooksey, 1988, A dienyl stilbene phytoalexin from Arachis hypogaea, Phytochemistry, 27, 1015, 10.1016/0031-9422(88)80263-2
Allard, 2017, Cytotoxic prenylated stilbenes isolated from Macaranga tanarius, J. Nat. Prod., 80, 2684, 10.1021/acs.jnatprod.7b00409
Bijlsma, 2018, Antibacterial prenylated stilbenoids from peanut (Arachis hypogaea), Phytochem. Lett., 28, 13, 10.1016/j.phytol.2018.09.004
Zhong, 2018, Molecular characterization of a geranyl diphosphate-specific prenyltransferase catalyzing stilbenoid prenylation from Morus alba, Plant Cell Physiol., 59, 2214
Munakata, 2016, Molecular evolution of parsnip (Pastinaca sativa) membrane-bound prenyltransferases for linear and/or angular furanocoumarin biosynthesis, New Phytol., 211, 332, 10.1111/nph.13899
Morales, 1997, Oxidation of trans-resveratrol by a hypodermal peroxidase isoenzyme from Gamay rouge grape (Vitis vinifera) berries, Am. J. Enol. Vitic., 48, 33, 10.5344/ajev.1997.48.1.33
Chiou, 2009, Oligostilbenes from the roots of Vitis thunbergii, Planta Med., 75, 856, 10.1055/s-0029-1185404
Shu, 2006, Simultaneous determination of the contents of three stilbene oligomers in Caragana sinica collected in different seasons using an improved HPLC method, Biol. Pharm. Bull., 29, 608, 10.1248/bpb.29.608
Ito, 2012, Novel isolation of stilbenoids with enantiomeric and meso forms from a Cyperus rhizome, Phytochem. Lett., 5, 267, 10.1016/j.phytol.2012.01.009
Abe, 2011, Resveratrol derivatives from Vatica albiramis, Chem. Pharm. Bull., 59, 452, 10.1248/cpb.59.452
Shimokawa, 2012, Cuspidans A and B, two new stilbenoids from the bark of Gnetum cuspidatum, Chem. Pharm. Bull., 60, 790, 10.1248/cpb.60.790
He, 2010, Three new oligostilbenes from the seeds of Paeonia suffruticosa, Chem. Pharm. Bull., 58, 843, 10.1248/cpb.58.843
Wang, 2003, Halophilols A and B, two new stilbenes from Iris halophila, Planta Med., 69, 779, 10.1055/s-2003-42792
Syah, 2004, A stilbene dimer, andalasin B, from the root trunk of Morus macroura, J. Chem. Res., 5, 339, 10.3184/0308234041639692
Jeandet, 1999, Changes in the phytoalexin content of various Vitis spp. in response to ultraviolet C elicitation, J. Agric. Food Chem., 47, 4456, 10.1021/jf9900478
Wang, 2016, Naturally active oligostilbenes, J. Asian Nat. Prod. Res., 18, 376, 10.1080/10286020.2015.1094464
Ito, 2001, A new resveratrol octamer, vateriaphenol A, in Vateria indica, Tetrahedron Lett., 42, 5909, 10.1016/S0040-4039(01)01137-6
Pezet, 2003, Delta-viniferin, a resveratrol dehydrodimer: One of the major stilbenes synthesized by stressed grapevine leaves, J. Agric. Food Chem., 51, 5488, 10.1021/jf030227o
Langcake, 1977, Oxidative dimerization of 4-hydroxystilbenes in vitro: Production of a grapevine phytoalexin mimic, J. Chem. Soc. Chem. Commun., 7, 208, 10.1039/c39770000208
Zhang, J.Q., Li, G.P., Kang, Y.L., Teng, B.H., and Yao, C.S. (2017). Biomimetic synthesis of resveratrol trimers catalyzed by horseradish peroxidase. Molecules, 22.
Pezet, 1998, Purification and characterization of a 32-kDa laccase-like stilbene oxidase produced by Botrytis cinerea Pers.: Fr, FEMS Microbiol. Lett., 167, 203, 10.1111/j.1574-6968.1998.tb13229.x
Wu, Z., Li, H., Zhu, X., Li, S., Wang, Z., Wang, L., Li, Z., and Chen, G. (2017). Using laccases in the nanoflower to synthesize viniferin. Catalysts, 7.
Pomar, 2003, Peroxidase: A multifunctional enzyme in grapevines, Funct. Plant Biol., 30, 577, 10.1071/FP02096
Takaya, 2005, Biomimic transformation of resveratrol, Tetrahedron, 61, 10285, 10.1016/j.tet.2005.08.023
Wilkens, 2010, Structures of two novel trimeric stilbenes obtained by horseradish peroxidase catalyzed biotransformation of trans-resveratrol and (−)-ε-viniferin, J. Agric. Food Chem., 58, 6754, 10.1021/jf100606p
Sako, 2004, Regioselective oxidative coupling of 4-hydroxystilbenes: Synthesis of resveratrol and ε-viniferin (E)-dehydrodimers, J. Org. Chem., 69, 2598, 10.1021/jo035791c
Natori, 2015, Catalytic asymmetric synthesis of (−)-E-δ-viniferin via an intramolecular C–H insertion of diaryldiazomethane using Rh2 (S-TFPTTL) 4, Tetrahedron Lett., 56, 4324, 10.1016/j.tetlet.2015.05.072
Bavaresco, L., Lucini, L., Busconi, M., Flamini, R., and De Rosso, M. (2016). Wine resveratrol: From the ground up. Nutrients, 8.
Flamini, 2016, Stilbene oligomer phytoalexins in grape as a response to Aspergillus carbonarius infection, Physiol. Mol. Plant Pathol., 93, 112, 10.1016/j.pmpp.2016.01.011
Sarig, 1997, Phytoalexin elicitation in grape berries and their susceptibility to Rhizopus stolonifer, Physiol. Mol. Plant Pathol., 50, 337, 10.1006/pmpp.1997.0089
Cantos, 2000, Effect of postharvest ultraviolet irradiation on resveratrol and other phenolics of cv. Napoleon table grapes, J. Agric. Food Chem., 48, 4606, 10.1021/jf0002948
Versari, 2001, Stilbene compounds and stilbene synthase expression during ripening, wilting, and UV treatment in grape cv. Corvina, J. Agric. Food Chem., 49, 5531, 10.1021/jf010672o
Moriartry, 2001, Resveratrol content of two Californian table grape cultivars, Vitis, 40, 43
Cantos, 2002, Postharvest stilbene-enrichment of red and white table grape varieties using UV-C irradiation pulses, J. Agric. Food Chem., 50, 6322, 10.1021/jf020562x
Cantos, 2003, Postharvest UV-C-irradiated grapes as a potential source for producing stilbene-enriched red wines, J. Agric. Food Chem., 51, 1208, 10.1021/jf020939z
Cantos, 2003, Differential stilbene induction susceptibility of seven red wine grape varieties upon post-harvest UV-C irradiation, Eur. Food Res. Technol., 217, 253, 10.1007/s00217-003-0736-x
Cantos, 2005, Etiology of UV-C-induced browning in var. Superior white table grapes, J. Agric. Food Chem., 53, 5990, 10.1021/jf0504115
Cantos, 2006, Comparison of ozone and UV-C treatments on the postharvest stilbenoid monomer, dimer, and trimer induction in var. ‘Superior’ white table grapes, J. Agric. Food Chem., 54, 4222, 10.1021/jf060160f
2009, Preparation of a resveratrol-enriched grape juice based on ultraviolet C-treated berries, Innov. Food Sci. Emerg. Technol., 10, 374, 10.1016/j.ifset.2009.01.004
Corral, 2007, Elicitation of trans-resveratrol by laser resonant irradiation of table grapes, Appl. Phys. B, 87, 559, 10.1007/s00340-007-2591-0
Guerrero, 2010, Induction of stilbenes in grapes by UV-C: Comparison of different subspecies of Vitis, Innov. Food. Sci. Emerg. Technol., 11, 231, 10.1016/j.ifset.2009.10.005
Cho, 2012, Quantitative evaluation of resveratrol enrichment induced by UV stimulus in harvested grapes, Food Sci. Biotechnol., 21, 597, 10.1007/s10068-012-0076-3
Crupi, 2013, Postharvest stilbenes and flavonoids enrichment of table grape cv Redglobe (Vitis vinifera L.) as affected by interactive UV-C exposure and storage conditions, Food Chem., 141, 802, 10.1016/j.foodchem.2013.03.055
Freitas, 2015, Postharvest treatment of table grapes with ultraviolet-C and chitosan coating preserves quality and increases stilbene content, Postharvest Biol. Technol., 105, 51, 10.1016/j.postharvbio.2015.03.011
Yin, 2016, Insights into the mechanisms underlying ultraviolet-C induced resveratrol metabolism in grapevine (V. amurensis Rupr.) cv.“Tonghua-3”, Front. Plant Sci., 7, 503, 10.3389/fpls.2016.00503
Sheng, 2018, Comparison of postharvest UV-B and UV-C treatments on table grape: Changes in phenolic compounds and their transcription of biosynthetic genes during storage, Postharvest Biol. Techol., 138, 74, 10.1016/j.postharvbio.2018.01.002
Kong, 2020, Based on RNA-Seq analysis identification and expression analysis of Trans-scripusin A synthesize-related genes of UV-treatment in postharvest grape fruit, Arch. Biochem. Biophys., 690, 108471, 10.1016/j.abb.2020.108471
Sales, 2009, Maximising resveratrol and piceid contents in UV and ultrasound treated peanuts, Food Chem., 117, 674, 10.1016/j.foodchem.2009.04.075
Chung, 2003, Resveratrol accumulation and resveratrol synthase gene expression in response to abiotic stresses and hormones in peanut plants, Plant Sci., 164, 103, 10.1016/S0168-9452(02)00341-2
Rudolf, 2005, Elicitation of resveratrol in peanut kernels by application of abiotic stresses, J. Agric. Food Chem., 53, 10186, 10.1021/jf0506737
Deng, 2016, Transcriptome characterization of Gnetum parvifolium reveals candidate genes involved in important secondary metabolic pathways of flavonoids and stilbenoids, Front. Plant Sci., 7, 174, 10.3389/fpls.2016.00174
Deng, 2017, High temperature and UV-C treatments affect stilbenoid accumulation and related gene expression levels in Gnetum parvifolium, Electron. J. Biotechnol., 25, 43, 10.1016/j.ejbt.2016.11.001
Pastore, 2017, Whole plant temperature manipulation affects flavonoid metabolism and the transcriptome of grapevine berries, Front. Plant Sci., 8, 929, 10.3389/fpls.2017.00929
Wang, 2019, Melatonin and phenolics biosynthesis-related genes in Vitis vinifera cell suspension cultures are regulated by temperature and copper stress, Plant Cell Tiss. Org. Cult., 138, 475, 10.1007/s11240-019-01643-1
Romero, 2007, Involvement of the phenylpropanoid pathway in the response of table grapes to low temperature and high CO2 levels, Postharvest Biol. Technol., 46, 29, 10.1016/j.postharvbio.2007.04.001
Alvarez, 2020, Effect of high CO2 levels and low temperature on stilbene biosynthesis pathway gene expression and stilbenes production in white, red and black table grape cultivars during postharvest storage, Plant Physiol. Biochem., 151, 334, 10.1016/j.plaphy.2020.03.049
Degu, 2016, Polyphenolic responses of grapevine berries to light, temperature, oxidative stress, abscisic acid and jasmonic acid show specific developmental-dependent degrees of metabolic resilience to perturbation, Food Chem., 212, 828, 10.1016/j.foodchem.2016.05.164
Tassoni, 2012, Combined elicitation of methyl-jasmonate and red light on stilbene and anthocyanin biosynthesis, J. Plant Physiol., 169, 775, 10.1016/j.jplph.2012.01.017
Ahn, 2015, Comparison of accumulation of stilbene compounds and stilbene related gene expression in two grape berries irradiated with different light sources, Hortic. Environ. Biotechnol., 56, 36, 10.1007/s13580-015-0045-x
Ahn, 2015, Inhibition of Botrytis cinerea and accumulation of stilbene compounds by light-emitting diodes of grapevine leaves and differential expression of defense-related genes, Eur. J. Plant Pathol., 143, 753, 10.1007/s10658-015-0725-5
Taurino, 2015, Jasmonates elicit different sets of stilbenes in Vitis vinifera cv. Negramaro cell cultures, SpringerPlus, 4, 49, 10.1186/s40064-015-0831-z
Andi, 2018, The effect of methyl jasmonate and light irradiation treatments on the stilbenoid biosynthetic pathway in Vitis vinifera cell suspension cultures, Nat. Prod. Res., 32, 909, 10.1080/14786419.2017.1367782
Zhu, 2020, Effects of white LED light and UV-C radiation on stilbene biosynthesis and phytochemicals accumulation identified by UHPLC–MS/MS during peanut (Arachis hypogaea L.) germination, J. Agric. Food Chem., 68, 5900, 10.1021/acs.jafc.0c01178
Besseau, 2015, Biosynthetic origin of E-resveratrol accumulation in grape canes during postharvest storage, J. Agric. Food Chem., 63, 1631, 10.1021/jf505316a
Vannozzi, 2018, Combinatorial regulation of stilbene synthase genes by WRKY and MYB transcription factors in grapevine (Vitis vinifera L.), Plant Cell Physiol., 59, 1043, 10.1093/pcp/pcy045
Santamaria, 2012, Enhancement of viniferin production in Vitis vinifera L. cv. Alphonse Lavallée cell suspensions by low-energy ultrasound alone and in combination with methyl jasmonate, J. Agric. Food Chem., 60, 11135, 10.1021/jf301936u
Yin, 2017, Expression patterns and promoter characteristics of the Vitis quinquangularis VqSTS36 gene involved in abiotic and biotic stress response, Protoplasma, 254, 2247, 10.1007/s00709-017-1116-x
Chiron, 2000, Gene induction of stilbene biosynthesis in Scots pine in response to ozone treatment, wounding, and fungal infection, Plant Physiol., 124, 865, 10.1104/pp.124.2.865
Lim, K. (2017). Scots Pine (Pinus sylvestris L.) Heartwood Formation and Wounding Stress: A View from the Transcriptome. [Ph.D. Thesis, University of Helsinki].
Johansson, 2004, Initial reactions in sapwood of Norway spruce and Scots pine after wounding and infection by Heterobasidion parviporum and H. annosum, For. Pathol., 34, 197, 10.1111/j.1439-0329.2004.00358.x
Billet, 2018, Mechanical stress rapidly induces E-resveratrol and E-piceatannol biosynthesis in grape canes stored as a freshly-pruned byproduct, Food Chem., 240, 1022, 10.1016/j.foodchem.2017.07.105
Arora, 1991, Phytoalexin accumulation in groundnuts in response to wounding, Plant Sci., 78, 157, 10.1016/0168-9452(91)90194-D
Righetti, 2007, Resveratrol production in Vitis vinifera cell suspensions treated with several elicitors, Caryologia, 60, 169, 10.1080/00087114.2007.10589568
Belhadj, 2008, Effect of methyl jasmonate in combination with carbohydrates on gene expression of PR proteins, stilbene and anthocyanin accumulation in grapevine cell cultures, Plant Physiol. Biochem., 46, 493, 10.1016/j.plaphy.2007.12.001
Lijavetzky, D., Almagro, L., Belchi-Navarro, S., Martínez-Zapater, J.M., Bru, R., and Pedreño, M.A. (2008). Synergistic effect of methyljasmonate and cyclodextrin on stilbene biosynthesis pathway gene expression and resveratrol production in Monastrell grapevine cell cultures. BMC Res. Notes, 1.
Ferri, 2009, Chitosan treatment induces changes of protein expression profile and stilbene distribution in Vitis vinifera cell suspensions, Proteomics, 9, 610, 10.1002/pmic.200800386
Santamaria, 2010, Stilbene production in cell cultures of Vitis vinifera L. cvs Red Globe and Michele Palieri elicited by methyl jasmonate, Nat. Prod. Res., 24, 1488, 10.1080/14786410903421446
Mihai, 2011, Biotic and abiotic elicitors induce biosynthesis and accumulation of resveratrol with antitumoral activity in the long-term Vitis vinifera L. callus cultures, Rom. Biotechnol. Lett., 16, 6683
Ferri, 2011, Chitosan elicits mono-glucosylated stilbene production and release in fed-batch bioreactor cultures of grape cells, Food Chem., 124, 1473, 10.1016/j.foodchem.2010.07.114
Santamaria, 2011, Effects of elicitors on the production of resveratrol and viniferins in cell cultures of Vitis vinifera L. cv Italia, J. Agric. Food Chem., 59, 9094, 10.1021/jf201181n
Almagro, 2012, Enhanced extracellular production of trans-resveratrol in Vitis vinifera suspension cultured cells by using cyclodextrins and methyljasmonate, Plant Cell Rep., 31, 81, 10.1007/s00299-011-1141-8
Caia, 2012, Enhanced anthocyanins and resveratrol production in Vitis vinifera cell suspension culture by indanoyl-isoleucine, N-linolenoyl-L-glutamine and insect saliva, Enzym. Microb. Technol., 50, 29, 10.1016/j.enzmictec.2011.09.001
Wang, 2013, Individual and combined effects of CaCl2 and UV-C on the biosynthesis of resveratrols in grape leaves and berry skins, J. Agric. Food Chem., 61, 7135, 10.1021/jf401220m
Vuong, 2014, Treatment strategies for high resveratrol induction in Vitis vinifera L. cell suspension culture, Biotechnol. Rep., 1–2, 15, 10.1016/j.btre.2014.04.002
Almagro, 2015, Enhanced extracellular production of trans-resveratrol in Vitis vinifera suspension cultured cells by using cyclodextrins and coronatine, Plant Physiol. Biochem., 97, 361, 10.1016/j.plaphy.2015.10.025
Portu, 2016, Improvement of grape and wine phenolic content by foliar application to grapevine of three different elicitors: Methyl jasmonate, chitosan, and yeast extract, Food Chem., 201, 213, 10.1016/j.foodchem.2016.01.086
Erte, E., Vural, N., Mehmetoğlu, Ü., and Güvenç, A. (2020). Optimization of an abiotic elicitor (ultrasound) treatment conditions on trans-resveratrol production from Kalecik Karası (Vitis vinifera L.) grape skin. J. Food Sci. Technol.
Yang, 2010, Investigation of microbial elicitation of trans-resveratrol and trans-piceatannol in peanut callus led to the application of chitin as a potential elicitor, J. Agric. Food Chem., 58, 9537, 10.1021/jf1022725
Yang, 2015, Enhanced production of resveratrol, piceatannol, arachidin-1, and arachidin-3 in hairy root cultures of peanut co-treated with methyl jasmonate and cyclodextrin, J. Agric. Food Chem., 63, 3942, 10.1021/jf5050266
Tang, 2010, Changes of resveratrol and antioxidant enzymes during UV-induced plant defense response in peanut seedlings, J. Plant Physiol., 167, 95, 10.1016/j.jplph.2009.07.011
Suzuki, 2015, Multiomics in grape berry skin revealed specific induction of the stilbene synthetic pathway by ultraviolet-C irradiation, Plant Physiol., 168, 47, 10.1104/pp.114.254375
Matus, 2016, Transcriptomic and metabolomic networks in the grape berry illustrate that it takes more than flavonoids to fight against ultraviolet radiation, Front. Plant Sci., 7, 1337, 10.3389/fpls.2016.01337
Li, H., Li, D., Yang, Z., Zeng, Q., Luo, Y., and He, N. (2020). Flavones produced by mulberry flavone synthase Type I constitute a defense line against the ultraviolet-B stress. Plants, 9.
Ma, 2019, Dynamic translocation of stilbene synthase VpSTS29 from a Chinese wild Vitis species upon UV irradiation, Phytochemistry, 159, 137, 10.1016/j.phytochem.2018.12.019
Leonelli, F., Valletta, A., Migneco, L.M., and Marini Bettolo, R. (2019). Stemarane diterpenes and diterpenoids. Int. J. Mol. Sci., 20.
Moon, 2018, A rich source of potential bioactive compounds with anticancer activities by Catharanthus roseus cambium meristematic stem cell cultures, J. Ethnopharmacol., 217, 107, 10.1016/j.jep.2018.02.021
Sharma, S., Chatterjee, S., Kataria, S., Joshi, J., Datta, S., Vairale, M.G., and Veer, V. (2017). A review on responses of plants to UV-B radiation related stress. UV-B Radiation: From Environmental Stressor to Regulator of Plant Growth, John Wiley & Sons.
2002, Effects of ultraviolet radiation on plant cells, Micron, 33, 179, 10.1016/S0968-4328(01)00011-7
Tyunin, 2016, Alternations in VaSTS gene cytosine methylation and t-resveratrol production in response to UV-C irradiation in Vitis amurensis Rupr. cells, Plant Cell Tiss. Org. Cult., 124, 33, 10.1007/s11240-015-0872-6
Wang, 2010, Distribution of resveratrol and stilbene synthase in young grape plants (Vitis vinifera L. cv. Cabernet Sauvignon) and the effect of UV-C on its accumulation, Plant Physiol. Biochem., 48, 142, 10.1016/j.plaphy.2009.12.002
Fritzemeier, 1983, Action of ultraviolet-C on stilbene formation in callus of Arachis hypogaea, Planta, 159, 25, 10.1007/BF00998810
Kiselev, 2019, The effect of ultraviolet-C and precursor feeding on stilbene biosynthesis in spruce Picea jezoensis, J. Plant Physiol., 234, 133, 10.1016/j.jplph.2019.02.002
Liu, Z., Xu, J., Wu, X., Wang, Y., Lin, Y., Wu, D., Zhang, H., and Qin, J. (2019). Molecular analysis of UV-C induced resveratrol accumulation in Polygonum cuspidatum Leaves. Int. J. Mol. Sci., 20.
Vannozzi, 2013, The R2R3-MYB transcription factors MYB14 and MYB15 regulate stilbene biosynthesis in Vitis vinifera, Plant Cell, 25, 4135, 10.1105/tpc.113.117127
Berli, 2008, Phenolic composition in grape (Vitis vinifera L. cv. Malbec) ripened with different solar UV-B radiation levels by capillary zone electrophoresis, J. Agric. Food Chem., 56, 2892, 10.1021/jf073421+
Carbonell-Bejerano, P., Diago, M.P., Martínez-Abaigar, J., Martínez-Zapater, J.M., Tardáguila, J., and Núñez-Olivera, E. (2014). Solar ultraviolet radiation is necessary to enhance grapevine fruit ripening transcriptional and phenolic responses. BMC Plant Biol., 14.
Li, 2008, Effects of salicylic acid (SA), ultraviolet radiation (UV-B and UV-C) on trans-resveratrol inducement in the skin of harvested grape berries, Front. Agric. China, 2, 77, 10.1007/s11703-008-0014-6
Zinser, 1998, Induction of stilbene synthase and cinnamyl alcohol dehydrogenase mRNAs in Scots pine (Pinus sylvestris L.) seedlings, Planta, 204, 169, 10.1007/s004250050243
Zinser, 2000, The effect of ozone in Scots pine (Pinus sylvestris L.): Gene expression, biochemical changes and interactions with UV-B radiation, Plant Cell Environ., 23, 975, 10.1046/j.1365-3040.2000.00613.x
Urban, 2016, Understanding the physiological effects of UV-C light and exploiting its agronomic potential before and after harvest, Plant Physiol. Biochem., 105, 1, 10.1016/j.plaphy.2016.04.004
Imaizumi, 2018, Responses of phytonutrients and tissue condition in persimmon and cucumber to postharvest UV-C irradiation, Postharvest Biol. Technol., 145, 33, 10.1016/j.postharvbio.2018.06.003
Zhang, 2019, UV treatment improved the quality of postharvest fruits and vegetables by inducing resistance, Trends Food Sci. Technol., 92, 71, 10.1016/j.tifs.2019.08.012
Close, 2007, Phenolic acclimation to ultraviolet-A irradiation in Eucalyptus nitens seedlings raised across a nutrient environment gradient, Photosynthetica, 45, 36, 10.1007/s11099-007-0006-4
Chan, 2015, Protective effects of resveratrol against UVA-induced damage in ARPE19 cells, Int. J. Mol. Sci., 16, 5789, 10.3390/ijms16035789
Kotilainen, 2008, Metabolite specific effects of solar UV-A and UV-B on alder and birch leaf phenolics, Glob. Chang. Biol., 14, 1294, 10.1111/j.1365-2486.2008.01569.x
Kim, 2020, Effect of ultraviolet irradiation on the stilbenoid content of blueberry leaves, J. Food Process Eng., 43, e13546, 10.1111/jfpe.13546
Akula, 2011, Influence of abiotic stress signals on secondary metabolites in plants, Plant Signal. Behav., 6, 1720, 10.4161/psb.6.11.17613
Yang, 2019, Systematic identification of long noncoding RNA s expressed during light-induced anthocyanin accumulation in apple fruit, Plant J., 100, 572, 10.1111/tpj.14470
Thoma, 2020, Effects of light on secondary metabolites in selected leafy greens: A review, Front. Plant Sci., 11, 497, 10.3389/fpls.2020.00497
Lefsrud, 2008, Irradiance from distinct wavelength light-emitting diodes affect secondary metabolites in kale, HortScience, 43, 2243, 10.21273/HORTSCI.43.7.2243
Mayhew, 2008, A long-term association between global temperature and biodiversity, origination and extinction in the fossil record, Proc. Royal Soc. B, 275, 47, 10.1098/rspb.2007.1302
Guo, 2020, Regulation of flavonoid metabolism in ginkgo leaves in response to different day-night temperature combinations, Plant Physiol. Biochem., 147, 133, 10.1016/j.plaphy.2019.12.009
Lecourieux, 2020, Proteomic and metabolomic profiling underlines the stage-and time-dependent effects of high temperature on grape berry metabolism, J. Integr. Plant Biol., 62, 1132, 10.1111/jipb.12894
Zandalinas, 2017, Activation of secondary metabolism in citrus plants is associated to sensitivity to combined drought and high temperatures, Front. Plant Sci., 7, 1954, 10.3389/fpls.2016.01954
Zenoni, 2016, Disclosing the molecular basis of the postharvest life of berry in different grapevine genotypes, Plant Physiol., 172, 1821, 10.1104/pp.16.00865
Rienth, 2014, Day and night heat stress trigger different transcriptomic responses in green and ripening grapevine (Vitis vinifera) fruit, BMC Plant Biol., 14, 1, 10.1186/1471-2229-14-108
Vastano, 2000, Isolation and identification of stilbenes in two varieties of Polygonum cuspidatum, J. Agric. Food Chem., 48, 253, 10.1021/jf9909196
Peng, 2013, Botany, phytochemistry, pharmacology, and potential application of Polygonum cuspidatum Sieb. et Zucc.: A review, J. Ethnopharmacol., 148, 729, 10.1016/j.jep.2013.05.007
Harju, 2012, Stilbenes as constitutive and induced protection compounds in Scots pine (Pinus sylvestris L.), Gen. Tech. Rep. PSW-GTR, 240, 20
Sullivan, 1992, Influence of the plant antifeedant, pinosylvin, on suppression of feeding by snowshoe hares, J. Chem. Ecol., 18, 1151, 10.1007/BF00980070
Gehlert, 1990, Stilbene synthase from seedlings of Pinus sylvestris: Purification and induction in response to fungal infection, Mol. Plant Microbe Interact., 3, 444, 10.1094/MPMI-3-444
Langcake, 1979, The relationship of resveratrol production to infection of grapevine leaves by Botrytis cinerea, Vitis, 18, 244
Jeandet, 1995, Production of the phytoalexin resveratrol by grapes as a response to Botrytis attack under natural conditions, J. Phytopathol., 143, 135, 10.1111/j.1439-0434.1995.tb00246.x
Bavaresco, 1997, Elicitation and accumulation of stilbene phytoalexins in grapevine berries infected by Botrytis cinerea, Vitis, 36, 77
Lambert, 2002, Study of defense-related gene expression in grapevine leaves and berries infected with Botrytis cinerea, Eur. J. Plant Pathol., 108, 111, 10.1023/A:1015061108045
Langcake, 1976, The production of resveratrol by Vitis vinifera and other members of the Vitaceae as a response to infection or injury, Physiol. Plant Pathol., 9, 77, 10.1016/0048-4059(76)90077-1
Fung, 2008, Powdery mildew induces defense-oriented reprogramming of the transcriptome in a susceptible but not in a resistant grapevine, Plant Physiol., 146, 236, 10.1104/pp.107.108712
Schnee, 2008, Role of stilbenes in the resistance of grapevine to powdery mildew, Physiol. Mol. Plant Pathol., 72, 128, 10.1016/j.pmpp.2008.07.002
Bavaresco, 2003, Effect of ochratoxin A-producing Aspergilli on stilbenic phytoalexin synthesis in grapes, J. Agric. Food Chem., 51, 6151, 10.1021/jf0301908
Vezzulli, 2007, Stilbene-synthase gene expression after Aspergillus carbonarius infection in grapes, Am. J. Enol. Vitic., 58, 132, 10.5344/ajev.2007.58.1.132
Martin, 2009, Phaeomoniella chlamydospora infection induces changes in phenolic compounds content in Vitis vinifera, Phytopathol. Mediterr., 48, 101
Paul, 1998, Biological control of Botrytis cinerea causing grey mould disease of grapevine and elicitation of stilbene phytoalexin (resveratrol) by a soil bacterium, FEMS Microbiol. Lett., 165, 65, 10.1111/j.1574-6968.1998.tb13128.x
Verhagen, 2011, Improved resistance against Botrytis cinerea by grapevine-associated bacteria that induce a prime oxidative burst and phytoalexin production, Phytopathology, 101, 768, 10.1094/PHYTO-09-10-0242
Gruau, 2015, Pseudomonas fluorescens PTA-CT2 triggers local and systemic immune response against Botrytis cinerea in grapevine, Mol. Plant Microbe Interact., 28, 1117, 10.1094/MPMI-04-15-0092-R
Hasan, 2013, Production of a major stilbene phytoalexin, resveratrol in peanut (Arachis hypogaea) and peanut products: A mini review, Rev. Environ. Sci. Biotechnol., 12, 209, 10.1007/s11157-012-9294-7
Sobolev, 2008, Localized production of phytoalexins by peanut (Arachis hypogaea) kernels in response to invasion by Aspergillus species, J. Agric. Food Chem., 56, 1949, 10.1021/jf703595w
Thakur, 2019, Improving production of plant secondary metabolites through biotic and abiotic elicitation, J. Appl. Res. Med. Aromat. Plants, 12, 1
Namdeo, 2007, Plant cell elicitation for production of secondary metabolites: A review, Pharmacogn. Rev., 1, 69
Tassoni, 2005, Jasmonates and Na-orthovanadate promote resveratrol production in Vitis vinifera cv. Barbera cell cultures, New Phytol., 166, 895, 10.1111/j.1469-8137.2005.01383.x
Jeong, 2020, Induced extracellular production of stilbenes in grapevine cell culture medium by elicitation with methyl jasmonate and stevioside, Bioresour. Bioprocess., 7, 1, 10.1186/s40643-020-00329-3
Delaunois, 2014, Elicitors as alternative strategy to pesticides in grapevine? Current knowledge on their mode of action from controlled conditions to vineyard, Environ. Sci. Pollut. Res., 21, 4837, 10.1007/s11356-013-1841-4
Iriti, 2004, Benzothiadiazole enhances resveratrol and anthocyanin biosynthesis in grapevine, meanwhile improving resistance to Botrytis cinerea, J. Agric. Food Chem., 52, 4406, 10.1021/jf049487b
2017, Elicitors used as a tool to increase stilbenes in grapes and wines, Food Res. Int., 98, 34, 10.1016/j.foodres.2016.11.035
Donnez, 2009, Bioproduction of resveratrol and stilbene derivatives by plant cells and microorganisms, Trends Biotechnol., 27, 706, 10.1016/j.tibtech.2009.09.005
Almagro, L., Carbonell-Bejerano, P., Belchí-Navarro, S., Bru, R., Martínez-Zapater, J.M., Lijavetzky, D., and Pedreño, M.A. (2014). Dissecting the transcriptional response to elicitors in Vitis vinifera cells. PLoS ONE, 9.
Silva, 2014, Strategies to improve the solubility and stability of stilbene antioxidants: A comparative study between cyclodextrins and bile acids, Food Chem., 145, 115, 10.1016/j.foodchem.2013.08.034
Bru, 2006, Modified cyclodextrins are chemically defined glucan inducers of defense responses in grapevine cell cultures, J. Agric. Food Chem., 54, 65, 10.1021/jf051485j
2009, Changes of defense proteins in the extracellular proteome of grapevine (Vitis vinifera cv. Gamay) cell cultures in response to elicitors, J. Proteom., 73, 331, 10.1016/j.jprot.2009.10.001
Palazon, 2016, Production of highly bioactive resveratrol analogues pterostilbene and piceatannol in metabolically engineered grapevine cell cultures, Plant Biotechnol. J., 14, 1813, 10.1111/pbi.12539
Lambert, C., Lemaire, J., Auger, H., Guilleret, A., Reynaud, R., Clément, C., Courot, E., and Taidi, B. (2019). Optimize, modulate, and scale-up resveratrol and resveratrol dimers bioproduction in Vitis labrusca L. cell suspension from flasks to 20 L bioreactor. Plants, 8.
Somboon, 2019, Methyl jasmonate and cyclodextrin-mediated defense mechanism and protective effect in response to paraquat-induced stress in peanut hairy root, Phytochemistry, 163, 11, 10.1016/j.phytochem.2019.03.017
Wongshaya, P., Chayjarung, P., Tothong, C., Pilaisangsuree, V., Somboon, T., Kongbangkerd, A., and Limmongkon, A. (2020). Effect of light and mechanical stress in combination with chemical elicitors on the production of stilbene compounds and defensive responses in peanut hairy root culture. Plant Physiol. Biochem.
Komaikul, 2019, Improvement of stilbenoid production by 2-hydroxypropyl-β-cyclodextrin in white mulberry (Morus alba L.) callus cultures, Nat. Prod. Res., 33, 2762, 10.1080/14786419.2018.1499643
Inyai, 2019, Alginate immobilization of Morus alba L. cell suspension cultures improved the accumulation and secretion of stilbenoids, Bioprocess Biosyst. Eng., 42, 131, 10.1007/s00449-018-2021-1
Inyai, C., Yusakul, G., Komaikul, J., Kitisripanya, T., Likhitwitayawuid, K., Sritularak, B., and Putalun, W. (2020). Improvement of stilbene production by mulberry Morus alba root culture via precursor feeding and co-elicitation. Bioprocess Biosyst. Eng.
Lanz, 1990, Differential regulation of genes for resveratrol synthase in cell cultures of Arachis hypogaea L., Planta, 181, 169, 10.1007/BF02411534
Condori, 2007, Production and secretion of resveratrol in hairy root cultures of peanut, Phytochemistry, 68, 1992, 10.1016/j.phytochem.2007.04.039
Guerrero, 2015, Optimising UV-C preharvest light for stilbene synthesis stimulation in table grape: Applications, Innov. Food Sci. Emerg. Technol., 29, 222, 10.1016/j.ifset.2015.02.010
Guerrero, 2016, Daily preharvest UV-C light maintains the high stilbenoid concentration in grapes, J. Agric. Food Chem., 64, 5139, 10.1021/acs.jafc.6b01276
Sady, 2019, The stilbene profile in edible berries, Phytochem. Rev., 18, 37, 10.1007/s11101-018-9580-2
Segade, 2019, Changes in stilbene composition during postharvest ozone treatment of ‘Moscato bianco’ winegrapes, Food Res. Int., 123, 251, 10.1016/j.foodres.2019.04.061
Hasan, M., Bashir, T., and Bae, H. (2017). Use of ultrasonication technology for the increased production of plant secondary metabolites. Molecules, 22.
Potrebko, 2009, Effect of ultraviolet doses in combined ultraviolet−ultrasound treatments on trans-resveratrol and trans-piceid contents in sliced peanut kernels, J. Agric. Food Chem., 57, 7750, 10.1021/jf900667d
Hasan, 2013, Induction of resveratrol biosynthesis in grape skins and leaves by ultrasonication treatment, Korean J. Hort. Sci. Technol., 31, 496
Yu, 2016, Preparation of resveratrol-enriched and poor allergic protein peanut sprout from ultrasound treated peanut seeds, Ultrason. Sonochem., 28, 334, 10.1016/j.ultsonch.2015.08.008
Herrera, 2017, Grape metabolic response to postveraison water deficit is affected by interseason weather variability, J. Agric. Food Chem., 65, 5868, 10.1021/acs.jafc.7b01466
Hochberg, 2015, Cultivar specific metabolic changes in grapevines berry skins in relation to deficit irrigation and hydraulic behavior, Plant Physiol. Biochem., 88, 42, 10.1016/j.plaphy.2015.01.006
Savoi, 2017, Multi-omics and integrated network analyses reveal new insights into the systems relationships between metabolites, structural genes, and transcriptional regulators in developing grape berries (Vitis vinifera L.) exposed to water deficit, Front. Plant Sci., 8, 1124, 10.3389/fpls.2017.01124
Corso, 2015, Comprehensive transcript profiling of two grapevine rootstock genotypes contrasting in drought susceptibility links the phenylpropanoid pathway to enhanced tolerance, J. Exp. Bot., 66, 5739, 10.1093/jxb/erv274
Pinasseau, 2017, Cultivar diversity of grape skin polyphenol composition and changes in response to drought investigated by LC-MS based metabolomics, Front. Plant Sci., 8, 1826, 10.3389/fpls.2017.01826
Rosemann, 1991, Biochemical plant responses to ozone: II. Induction of stilbene biosynthesis in Scots pine (Pinus sylvestris L.) seedlings, Plant Physiol., 97, 1280, 10.1104/pp.97.4.1280
Pearce, 1996, Effects of exposure to high ozone concentrations on stilbenes in Sitka spruce (Picea sitchensis (Bong.) Carr.) bark and on its lignification response to infection with Heterobasidion annosum (Fr.) Bref, Physiol. Mol. Plant Pathol., 48, 117, 10.1006/pmpp.1996.0011
Sgarbi, 2003, Phenol metabolism is differentially affected by ozone in two cell lines from grape (Vitis vinifera L.) leaf, Plant Sci., 165, 951, 10.1016/S0168-9452(03)00219-X
Schubert, 1997, An ozone-responsive region of the grapevine resveratrol synthase promoter differs from the basal pathogen-responsive sequence, Plant Mol. Biol., 34, 417, 10.1023/A:1005830714852
Ghimire, 2019, Combined effects of elevated ozone, temperature, and nitrogen on stem phenolic concentrations of Scots pine (Pinus sylvestris) seedlings, Can. J. For. Res., 49, 246, 10.1139/cjfr-2018-0201
Ismail, 2012, The jasmonate pathway mediates salt tolerance in grapevines, J. Exp. Bot., 63, 2127, 10.1093/jxb/err426
Kostopoulou, 2014, Resveratrol and its combination with α-tocopherol mediate salt adaptation in Citrus seedlings, Plant Physiol. Biochem., 78, 1, 10.1016/j.plaphy.2014.02.011