Resveratrol and other phenolic compounds from wild grape Vitis vinifera. ssp sylvestris

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Research Paper 01/10/2017
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Resveratrol and other phenolic compounds from wild grape Vitis vinifera. ssp sylvestris

Ruhollah. Dastoor1, Davood. Bakhshi, Alireza. Aliakbar
J. Bio. Env. Sci.11( 4), 121-130, October 2017.
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Resveratrol is a stilbene polyphenol which is widely considered for its several therapeutic effects. Grapes are the main resource of resveratrol. Wild grapes, as the proper source of phenolic compounds, have been grossly underestimated. Consequently, phenolic compounds and resveratrol of wild grape (Vitis vinifera. ssp sylvestris) in Guilan province were studied. The results revealed that wild grape contains high concentration of phenolic compounds, especially resveratrol. After identification of resveratrol, the separation and purification continued through four stages stepwise as reflux extraction, protein precipitation, remove of lipids and gel permeation chromatography on sepahdex column. Subsequently, the FT-IR, MASS spectra and melting point were recorded and monitored to ensure the identity of the purified material. The obtained amount of resveratrol after extraction was 0.014%. After purification process, the content of resveratrol in the dried product reached 0.1% which, as a result, indicates an efficient purification method. Moreover, wild grapes have the usage capacity for natural antioxidants production in pharmaceutical industry.


Al-Jumaily E, Shadiq Z, Al-Bayati R. 2013. Synthesis of New Derivatives of Resveratrol and to Explore its Potential Health Benefits. Chemical Science Transactions 2, 329-335.

Bakhshi D, Arakawa O. 2006. Induction of phenolic compounds biosynthesis with light irradiation in the Tesh of red and yellow apples. Journal of Applied Horticulture 8, 101-104.

Baur JA, Sinclair DA. 2006. Therapeutic potential of resveratrol: the in vivo evidence. Nature     reviews Drug discovery 5, 493-506.

Bezhuashvili M, Vepkhishvili N, Kobaidze T, Shubladze L, Okruashvili D. 2011. Content of the Biologically Active Trans-Resveratrol and ε-Viniferin in Color Vine Varieties Growing in Georgia. Bulletin of the Georgian National Academy of Sciences 5, 61-65.

Brand-Williams W, Cuvelier ME, Berset C. 1995. Use of a free radical method to evaluate antioxidant activity. Food Science and Technology 28, 25-30.

Camont L, Cottart CH, Rhayem Y, Nivet-Antoine V, Djelidi R, Collin F, Beaudeux JL, Bonnefont-Rousselot D. 2009. Simple spectrophotometric assessment of the trans-/cis-resveratrol ratio in aqueous solutions. Analytica Chimica Acta 634, 121-128.

Chi X, Xing Y, Xiao Y, Dong Q, Hu F. 2014. Separation and purification of three stilbenes from the radix of Polygonum cillinerve (Nakai) by macroporous resin column chromatography combined with high-speed counter-current chromatography. Química Nova 37, 1465-1468.

Chu X, Sun A, Liu R. 2005. Preparative isolation and purification of five compounds from the Chinese medicinal herb Polygonum cuspidatum Sieb. et Zucc by high-speed counter-current chromatography. Journal of Chromatography A 1097, 33-39.

Counet C, Callemien D, Collin S. 2006. Chocolate and cocoa: New sources of trans-resveratrol and trans-piceid. Food Chemistry 98, 649-657.

Derckel JP, Audran JC, Haye B, Lambert B, Legendre L. 1998. Characterization, induction by wounding and salicylic acid, and activity against Botrytis cinerea of chitinases and β‐1, 3‐glucanases of ripening grape berries. Physiologia Plantarum 104, 56-64.

Duan D, Halter D, Baltenweck R, Tisch C, Troster V, Kortekamp A, Hugueney P, Nick P. 2015. Genetic diversity of stilbene metabolism in Vitis sylvestris. Journal of Experimental Botany 66, 3243-3257.

Fan E, Lin S, Du D, Jia Y, Kang L, Zhang K. 2011. Current separative strategies used for resveratrol determination from natural sources. Analytical Methods 3, 2454-2462.

Fan P, Marston A, Hay AE, Hostettmann K. 2009. Rapid separation of three glucosylated resveratrol analogues from the invasive plant Polygonum cuspidatum by high‐speed countercurrent chromatography. Journal of Separation Science 32, 2979-2984.

Guder A, Korkmaz H, Gokce H, Alpaslan YB, Alpaslan G. 2014. Isolation, characterization, spectroscopic properties and quantum chemical computations of an important phytoalexin resveratrol as antioxidant component from Vitis labrusca L. and their chemical compositions. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 133, 378-395.

Guerrero J, Ciampi L, Castilla A, Medel F, Schalchli H, Hormazabal E, Bensch E, Alberdi M. 2011. Antioxidant capacity, anthocyanins, and total phenols of wild and cultivated berries in Chile. Chilean Journal of Agrcuitural Reserch 70, 537-544.

Hall D, De Luca V. 2007. Mesocarp localization of a bi‐functional resveratrol/hydroxycinnamic acid glucosyltransferase of Concord grape (Vitis labrusca). The Plant Journal 49, 579-591.

He Y, Wang B, Zhuang Y, Lu YP. 2012. Study on separation and purification of resveratrol in wine grape residue with aqueous two phase extraction method. Advanced Materials Research 553, 1743-1746.

Huang YL, Tsai WJ, Shen CC, Chen CC. 2005. Resveratrol Derivatives from the Roots of Vitis thunbergii. Journal of Natural Products 68, 217-220.

Jeandet P, Bessis R, Gautheron B. 1991. The production of resveratrol (3, 5, 4′-trihydroxystilbene) by grape berries in different developmental stages. American Journal of Enology and Viticulture 42, 41-46.

Jerkovic V, Brohan M, Monnart E, Nguyen F, Nizet S, Collin S. 2010. Stilbenic profile of cocoa liquors from different origins determined by RP-HPLC-APCI (+)-MS/MS. Detection of a new resveratrol hexoside. Journal of Agricultural and Food Chemistry 58, 7067-7074.

Kim HJ, Chang EJ, Cho SH, Chung SK, Park HD, Choi SW. 2002. Antioxidative activity of resveratrol and its derivatives isolated from seeds of Paeonia lactiflora. Bioscience, Biotechnology, and Biochemistry 66, 1990-1993.

Kim SJ, Lee YH, Han MD, Mar W, Kim WK, Nam KW. 2010. Resveratrol, purified from the stem of Vitis coignetiae Pulliat, inhibits food intake in C57BL/6J Mice. Archives of Pharmacal Research 33, 775-780.

Lister CE, Lancaster JE, Sutton KH, Walker JR. 1994. Developmental changes in the concentration and composition of flavonoids in skin of a red and a green apple cultivar. Journal of Science Food Agriculture 64, 155-161.

Mozaffarian V. 2005. Trees and shrubs of Iran. IR.Tehran, Farhang Moaser Publishing 234-253.

Nollet LM, Toldra F. 2012. Handbook of analysis of active compounds in functional foods: CRC Press 349-378.

Ocete R, Arroyo-Garcia R, Morales M, Cantos M, Gallardo A, Pérez M, Gomez I, Lopez M. 2011. Characterization of Vitis vinifera L. subspecies sylvestris (Gmelin) Hegi in the Ebro river Basin (Spain). Vitis 50, 11-16.

Park YS, Jung ST, Kang SG, Heo BG, Arancibia-Avila P, Toledo F, Drzewiecki J, Namiesnik J, Gorinstein S. 2008. Antioxidants and proteins in ethylene-treated kiwifruits. Food Chemistry 107, 640-648.

Poudel PR, Tamura H, Kataoka I, Mochioka R. 2008. Phenolic compounds and antioxidant activities of skins and seeds of five wild grapes and two hybrids native to Japan. Journal of Food Composition and Analysis 21, 622-625.

Pryce R, Langcake P. 1977. α-Viniferin: an antifungal resveratrol trimer from grapevines. Phytochemistry 16, 1452-1454.

Schoppner A, Kindl H. 1984. Purification and properties of a stilbene synthase from induced cell suspension cultures of peanut. Journal of Biological Chemistry 259, 6806-6811.

Seccia A, Santeramo FG, Nardone G. 2015. Trade competitiveness in table grapes: a global view. Outlook on Agriculture 44, 127-134.

Shiozaki S, Nakamura T, Ogata T. 2012. Resveratrol Productivity of Wild Grapes Native to Japan: Vitis ficifolia var. lobata and V. ficifolia var. ganebu. American Journal of Enology and Viticulture 64, 163-168.

Smoliga JM, Baur JA, Hausenblas HA. 2011. Resveratrol and health – a comprehensive review of human clinical trials. Natural Food Reserch 55,1129-1141.

Vincenzi S, Tomasi D, Gaiotti F, Lovat L, Giacosa S, Torchio F, Río Segade S, Rolle L. 2013. Comparative study of the resveratrol content of twenty-one Italian red grape varieties. South African Jornul Enology and Viticuiture 34, 30-36.

Wei Y, Li P, Ma L, Li J. 2014. Separation and purification of four stilbenes from Vitis vinifera L. cv. cabernet sauvignon roots through high-speed counter-current chromatography. South African Journal of Enology and Viticulture 35, 226-233.

Xiong Q, Zhang Q, Zhang D, Shi Y, Jiang C, Shi X. 2014. Preliminary separation and purification of resveratrol from extract of peanut (Arachis hypogaea) sprouts by macroporous adsorption resins. Food Chemistry 145, 1-7.

Zhang A, Fang Y, Li X, Meng J, Wang H, Li H, Zhang Z, Guo Z. 2011. Occurrence and Estimation of trans-Resveratrol in One-Year-Old Canes from Seven Major Chinese Grape Producing Regions. Molecules 16, 2846-2861.

Zhang D, Li X, Hao D, Li G, Xu B, Ma G, Su Z. 2009. Systematic purification of polydatin, resveratrol and anthraglycoside B from Polygonum cuspidatum Sieb. et Zucc. Separation and Purification Technology 66, 329-339.

Zhao Y, Shi M, Ye JH, Zheng XQ, Lu JL, Liang YR. 2015. Photo-induced chemical reaction of trans-resveratrol. Food Chemistry 171, 137-143.

Zheng X, Shi J, Yu Y, Shen Y, Tan B, Ye X, Li J, Feng J. 2017. Exploration of elite stilbene synthase alleles for resveratrol concentration in wild Chinese Vitis spp. and Vitis cultivars. Frontiers in Plant Science 8, 1-12.