A critical review of methods for characterisation of polyphenolic compounds in fruits and vegetables.

Phenolic compounds, ubiquitous in plants, are of considerable interest and have received more and more attention in recent years due to their bioactive functions. Polyphenols are amongst the most desirable phytochemicals due to their antioxidant activity. These components are known as secondary plant metabolites and possess also antimicrobial, antiviral and anti-inflammatory properties along with their high antioxidant capacity. Many efforts have been made to provide a highly sensitive and selective analytical method for the determination and characterisation of polyphenols. The aim of this paper is to provide information on the most recent developments in the chemical investigation of polyphenols emphasising the extraction, separation and analysis of these compounds by chromatographic and spectral techniques.

[1]  Nelson Durán,et al.  Phenolic compounds and total antioxidant potential of commercial wines , 2003 .

[2]  M. Palma,et al.  Extraction of polyphenolic compounds from grape seeds with near critical carbon dioxide. , 1999, Journal of chromatography. A.

[3]  Charanjit Kaur,et al.  Antioxidants in tomato (Lycopersium esculentum) as a function of genotype , 2004 .

[4]  M. Gordon Dietary antioxidants in disease prevention. , 1996, Natural product reports.

[5]  F. Saura-calixto,et al.  Antioxidant Dietary Fiber Product: A New Concept and a Potential Food Ingredient , 1998 .

[6]  José Manuel Cruz,et al.  Natural antioxidants from residual sources , 2001 .

[7]  George Boskou,et al.  Recovery of antioxidant phenolics from white vinification solid by-products employing water/ethanol mixtures. , 2007, Bioresource technology.

[8]  A. Yanagida,et al.  Analytical separation of tea catechins and food-related polyphenols by high-speed counter-current chromatography. , 2006, Journal of chromatography. A.

[9]  Y. Larondelle,et al.  Optimisation of the adsorption of polyphenols from Inga edulis leaves on macroporous resins using an experimental design methodology , 2007 .

[10]  F. Tomás-Barberán,et al.  Antioxidant phenolic metabolites from fruit and vegetables and changes during postharvest storage and processing , 2000 .

[11]  Yong Sup Lee,et al.  An update on bioactive plant lignans. , 2005, Natural product reports.

[12]  L Bravo,et al.  Polyphenols: chemistry, dietary sources, metabolism, and nutritional significance. , 2009, Nutrition reviews.

[13]  K Magoulas,et al.  Recovery of phenolic antioxidants from wine industry by-products. , 2004, Bioresource technology.

[14]  J. Espín,et al.  Increase of Antioxidant Activity of Tomato Juice Upon Functionalisation with Vegetable Byproduct Extracts , 2002 .

[15]  Samir Samman,et al.  Flavonoids—Chemistry, metabolism, cardioprotective effects, and dietary sources , 1996 .

[16]  Wei Zhang,et al.  Anthocyanins—More Than Nature's Colours , 2004, Journal of biomedicine & biotechnology.

[17]  S. Rochfort,et al.  Profiling and quantifying quercetin glucosides in onion (Allium cepa L.) varieties using capillary zone electrophoresis and high performance liquid chromatography , 2007 .

[18]  R. J. Robbins,et al.  Phenolic acids in foods: an overview of analytical methodology. , 2003, Journal of agricultural and food chemistry.

[19]  L. Nahar,et al.  Supercritical Fluid Extraction , 2006 .

[20]  M. Pinelo,et al.  Optimization of continuous phenol extraction from Vitis vinifera byproducts , 2005 .

[21]  M. Yin,et al.  Antioxidative characteristics of aqueous and ethanol extracts of glossy privet fruit , 2009 .

[22]  I. Volf,et al.  Lignin and polyphenols as allelochemicals , 2008 .

[23]  G. Friedman,et al.  Coffee, cirrhosis, and transaminase enzymes. , 2006, Archives of internal medicine.

[24]  Donghong Liu,et al.  Phenolic compounds and antioxidant capacities of bayberry juices , 2009 .

[25]  M. Vaher,et al.  Separation of polyphenolic compounds extracted from plant matrices using capillary electrophoresis. , 2003, Journal of chromatography. A.

[26]  C. K. Iversen Black Currant Nectar: Effect of Processing and Storage on Anthocyanin and Ascorbic Acid Content , 1999 .

[27]  Philip J. Barlow,et al.  Antioxidant activity and phenolic content of selected fruit seeds , 2004 .

[28]  P. Winterhalter,et al.  Preparative separation of polyphenols from tea by high-speed countercurrent chromatography. , 2000, Journal of agricultural and food chemistry.

[29]  C. Krueger,et al.  MALDI-TOF mass spectrometry of oligomeric food polyphenols. , 2005, Phytochemistry.

[30]  Danny R. Bedgood,et al.  Bioactivity and analysis of biophenols recovered from olive mill waste. , 2005, Journal of agricultural and food chemistry.

[31]  B. Ames,et al.  Oxidants, antioxidants, and the degenerative diseases of aging. , 1993, Proceedings of the National Academy of Sciences of the United States of America.

[32]  K. Skalicka‐Woźniak,et al.  Antioxidant activity of polyphenols from Lycopus lucidus Turcz. , 2009 .

[33]  María Cristina González,et al.  Analytical performance of commercially available and unavailable phenolic compounds using real samples by high-performance liquid chromatography–diode-array detection , 2002 .

[34]  S. Czaplicki,et al.  Phenolic acid profiles of mangosteen fruits (Garcinia mangostana) , 2009 .

[35]  R. Carle,et al.  Quantification of anthocyanins in black carrot extracts (Daucus carota ssp. sativus var. atrorubens Alef.) and evaluation of their color properties , 2004 .

[36]  M. A. Tung,et al.  A REVIEW: SEPARATION AND CHEMICAL PROPERTIES OF ANTHOCYANINS USED FOR THEIR QUALITATIVE AND QUANTITATIVE ANALYSIS , 1987 .

[37]  M. Cano,et al.  Effect of combined treatments of high-pressure and natural additives on carotenoid extractability and antioxidant activity of tomato puree (Lycopersicum esculentum Mill.) , 2004 .

[38]  R. Carle,et al.  Optimization of a process for enzyme-assisted pigment extraction from grape (Vitis vinifera L.) pomace , 2008 .

[39]  P. Pietta,et al.  Flavonoids as antioxidants. , 2000, Journal of natural products.

[40]  C. Berset,et al.  Antioxidant activity and phenolic composition of citrus peel and seed extracts , 1998 .

[41]  R. Wrolstad,et al.  Acylated anthocyanins from edible sources and their applications in food systems , 2003 .

[42]  P. Gardner,et al.  The relative contributions of vitamin C, carotenoids and phenolics to the antioxidant potential of fruit juices. , 2000 .

[43]  O. Sağdıç,et al.  Total phenolic contents and antibacterial activities of grape (Vitis vinifera L.) extracts , 2004 .

[44]  L. Longo,et al.  An innovative method for the purification of anthocyanins from grape skin extracts by using liquid and sub-critical carbon dioxide , 2008 .

[45]  Liliana Jiménez,et al.  Dietary Polyphenols and the Prevention of Diseases , 2005, Critical reviews in food science and nutrition.

[46]  C. Cimpoiu Analysis of Some Natural Antioxidants by Thin‐Layer Chromatography and High Performance Thin‐Layer Chromatography , 2006 .

[47]  M. D'Archivio,et al.  Polyphenols, dietary sources and bioavailability. , 2007, Annali dell'Istituto superiore di sanita.

[48]  María Teresa Tena,et al.  Analysis of aged red wine pigments by capillary zone electrophoresis. , 2004, Journal of chromatography. A.

[49]  P. Mattila,et al.  Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection. , 2002, Journal of agricultural and food chemistry.

[50]  Seon-Won Kim,et al.  Enzymatic release of ferulic acid fromIpomoea batatas L. (sweet potato) stem , 2006 .

[51]  Yuan Tian,et al.  Optimisation of ultrasound-assisted extraction of phenolic compounds from wheat bran , 2008 .

[52]  Alastair Robertson,et al.  Near-infrared reflectance prediction of quality, theaflavin content and moisture content of black tea , 1988 .

[53]  M. Biesaga,et al.  Solid-phase extraction procedure for determination of phenolic acids and some flavonols in honey. , 2008, Journal of chromatography. A.

[54]  S. Yao,et al.  Application of ultrasonic technique for extracting chlorogenic acid from Eucommia ulmodies Oliv. (E. ulmodies). , 2005, Ultrasonics sonochemistry.

[55]  M. Núñez,et al.  Extraction of polyphenols from white distilled grape pomace: optimization and modelling. , 2008, Bioresource technology.

[56]  P. Butz,et al.  Effects of High-pressure Processing on Carotenoid Extractability, Antioxidant Activity, Glucose Diffusion, and Water Binding of Tomato Puree (Lycopersicon esculentum Mill.) , 2001 .

[57]  W. Russell,et al.  Phenolic acid content of fruits commonly consumed and locally produced in Scotland , 2009 .

[58]  R. Flamini Mass spectrometry in grape and wine chemistry. Part I: polyphenols. , 2003, Mass spectrometry reviews.

[59]  D. Mencarelli,et al.  Detection of bound phenolic acids: prevention by ascorbic acid and ethylenediaminetetraacetic acid of degradation of phenolic acids during alkaline hydrolysis , 2002 .

[60]  Desire L. Massart,et al.  Feasibility study for the use of near infrared spectroscopy in the qualitative and quantitative analysis of green tea, Camellia sinensis (L.) , 2003 .

[61]  O. Bayraktar,et al.  Isolation of polyphenols from the extracts of olive leaves (Olea europaea L.) by adsorption on silk fibroin , 2008 .

[62]  F. Sharififar,et al.  Major flavonoids with antioxidant activity from Teucrium polium L. , 2009 .

[63]  L. Tommasi,et al.  Phenolic compounds and antioxidant activity from red grape marc extracts. , 2003, Bioresource technology.

[64]  Ping Li,et al.  Separation of tea polyphenol from Green Tea Leaves by a combined CATUFM-adsorption resin process , 2005 .

[65]  Jorge Welti-Chanes,et al.  Transport Phenomena in Food Processing , 2002 .

[66]  R. Tsao,et al.  Optimization of a new mobile phase to know the complex and real polyphenolic composition: towards a total phenolic index using high-performance liquid chromatography. , 2003, Journal of chromatography. A.

[67]  M. Grønbaek,et al.  Carbohydrate-deficient transferrin--a valid marker of alcoholism in population studies? Results from the Copenhagen City Heart Study. , 1995, Alcoholism, clinical and experimental research.

[68]  J. Simal-Gándara,et al.  Influence of major polyphenols on antioxidant activity in Mencía and Brancellao red wines , 2009 .

[69]  O. Sparkman Mass Spectrometry Desk Reference , 2006 .

[70]  S. Bureau,et al.  Change in anthocyanin concentrations in red apricot fruits during ripening. , 2009 .

[71]  Riccardo Flamini,et al.  Mass Spectrometry in Grape and Wine Chemistry , 2010 .

[72]  L. T. Taylor,et al.  Supercritical Fluid Chromatography of polyphenolic compounds in grape seed extract , 2002 .

[73]  H. Ashida,et al.  Simultaneous determination of all polyphenols in vegetables, fruits, and teas. , 2003, Journal of agricultural and food chemistry.

[74]  J. S. Gándara,et al.  Development of a rapid method based on solid-phase extraction and liquid chromatography with ultraviolet absorbance detection for the determination of polyphenols in alcohol-free beers. , 2004, Journal of chromatography. A.

[75]  J. Hernández-Borges,et al.  Determination of pesticides in wine using micellar electrokinetic chromatography with UV detection and sample stacking. , 2007, Journal of chromatography. A.

[76]  R. Frazier,et al.  Recent advances in the application of capillary electrophoresis for food analysis , 2003, Electrophoresis.

[77]  Gang Chen,et al.  Determination of rutin and quercetin in plants by capillary electrophoresis with electrochemical detection. , 2000 .

[78]  I. Laakso,et al.  Fractionation of polyphenols in hawthorn into polymeric procyanidins, phenolic acids and flavonoids prior to high-performance liquid chromatographic analysis. , 2006, Journal of chromatography. A.

[79]  G. Beecher,et al.  Measurement of food flavonoids by high-performance liquid chromatography: A review. , 2000, Journal of agricultural and food chemistry.

[80]  Jiewen Zhao,et al.  Simultaneous analysis of main catechins contents in green tea (Camellia sinensis (L.)) by Fourier transform near infrared reflectance (FT-NIR) spectroscopy , 2009 .

[81]  Concepción Sánchez-Moreno,et al.  Free radical scavenging capacity and inhibition of lipid oxidation of wines, grape juices and related polyphenolic constituents , 1999 .

[82]  Wen Huang,et al.  Optimised ultrasonic-assisted extraction of flavonoids from Folium eucommiae and evaluation of antioxidant activity in multi-test systems in vitro , 2009 .

[83]  M B Katan,et al.  Dietary flavonoids: intake, health effects and bioavailability. , 1999, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[84]  L. Bavaresco Role of viticultural factors on stilbene concentrations of grapes and wine. , 2003, Drugs under experimental and clinical research.

[85]  Devanand L. Luthria,et al.  Phenolic acids content of fifteen dry edible bean (Phaseolus vulgaris L.) varieties , 2006 .

[86]  A. G. Wondra,et al.  Comparison of extracts prepared from plant by-products using different solvents and extraction time , 2005 .

[87]  M. Núñez,et al.  Residuos agroindustriales como fuente de antioxidantes , 2003 .

[88]  Curtis L. Weller,et al.  Recent advances in extraction of nutraceuticals from plants , 2006 .

[89]  J. Rodríguez,et al.  Chemical studies of anthocyanins: A review , 2009 .

[90]  P. Butz,et al.  Extraction of anthocyanins from grape skins assisted by high hydrostatic pressure , 2009 .

[91]  Philip G. Crandall,et al.  Utilization of Citrus By-Products and Wastes as Beverage Clouding Agents , 1995 .

[92]  U. Engelhardt,et al.  Flavonoids and other polyphenols in consumer brews of tea and other caffeinated beverages. , 2000, Journal of agricultural and food chemistry.

[93]  P. Diouf,et al.  Study on chemical composition, antioxidant and anti-inflammatory activities of hot water extract from Picea mariana bark and its proanthocyanidin-rich fractions , 2009 .

[94]  T. Hatano,et al.  Application of Centrifugal Partition Chromatography to Tannins and Related Polyphenols , 1988 .

[95]  V. Popa,et al.  The influence of natural aromatic compounds on the development of Lycopersicon esculentum plantlets , 2007, BioResources.

[96]  Reinhold Carle,et al.  A new process for the combined recovery of pectin and phenolic compounds from apple pomace , 2003 .

[97]  Fereidoon Shahidi,et al.  Phenolics in cereals, fruits and vegetables: occurrence, extraction and analysis. , 2006, Journal of pharmaceutical and biomedical analysis.

[98]  R. Brouillard,et al.  Analysis and biological activities of anthocyanins. , 2003, Phytochemistry.

[99]  F. Shahidi,et al.  Comparison of volatiles, phenolics, sugars, antioxidant vitamins, and sensory quality of different colored carrot varieties. , 2001, Journal of agricultural and food chemistry.

[100]  Jeffrey C Moore,et al.  Antioxidant phenolic compounds from walnut kernels (Juglans regia L.) , 2009 .

[101]  W. Cai,et al.  Determination of seven polyphenols in water by high performance liquid chromatography combined with preconcentration , 2008 .

[102]  Kalyana Sundram,et al.  Phenolic compounds in plants and agri-industrial by-products: Antioxidant activity, occurrence, and potential uses , 2006 .

[103]  R. Cole,et al.  Direct mass spectrometry approaches to characterize polyphenol composition of complex samples. , 2008, Phytochemistry.

[104]  F. Lalaguna Purification of fresh cassava root polyphenols by solid-phase extraction with Amberlite XAD-8 resin , 1993 .

[105]  M. Grignon-Dubois,et al.  Rosmarinic acid from beach waste: Isolation and HPLC quantification in Zostera detritus from Arcachon lagoon , 2009 .

[106]  Á. Ríos,et al.  Bioguided extraction of polyphenols from grape marc by using an alternative supercritical-fluid extraction method based on a liquid solvent trap , 2004, Analytical and bioanalytical chemistry.

[107]  S. Arntfield,et al.  A comparative study on the phenolic acids identified and quantified in dry beans using HPLC as affected by different extraction and hydrolysis methods. , 2009 .

[108]  D. J. Wood,et al.  A study of the polyphenols in tea leaf by paper chromatography. , 1951, The Biochemical journal.

[109]  M. Hamdi,et al.  The effects of solvents and extraction method on the phenolic contents and biological activities in vitro of Tunisian Quercus coccifera L. and Juniperus phoenicea L. fruit extracts , 2007 .

[110]  A. S. Amr,et al.  Stability of the crude extracts of Ranunculus asiaticus anthocyanins and their use as food colourants , 2007 .

[111]  M. Pinelo,et al.  Extraction of antioxidant phenolics from almond hulls (Prunus amygdalus) and pine sawdust (Pinus pinaster). , 2004 .

[112]  Shouqin Zhang,et al.  High hydrostatic pressure extraction of flavonoids from propolis , 2005 .

[113]  Joseph M. Awika,et al.  ANTHOCYANINS FROM BLACK SORGHUM AND THEIR ANTIOXIDANT PROPERTIES , 2005 .

[114]  H. Schulz,et al.  Application of near-infrared reflectance spectroscopy to the simultaneous prediction of alkaloids and phenolic substances in green tea leaves. , 1999, Journal of agricultural and food chemistry.

[115]  B. Cassels,et al.  Inhibitory effect of boldine on fish oil oxidation , 1991 .

[116]  R. Rastall,et al.  Extraction of polyphenols from processed black currant (Ribes nigrum L.) residues. , 2006, Journal of agricultural and food chemistry.

[117]  Baoguo Sun,et al.  Separation and identification of polyphenols in apple pomace by high-speed counter-current chromatography and high-performance liquid chromatography coupled with mass spectrometry. , 2009, Journal of chromatography. A.

[118]  L. Foo,et al.  The polyphenol constituents of grape pomace , 1999 .

[119]  A. Ortuño,et al.  Antioxidant activity of phenolics extracted from Olea europaea L. leaves , 2000 .

[120]  Vesna Rastija,et al.  Kromatografske metode analize polifenola u vinima , 2009 .

[121]  D. Colin,et al.  Resveratrol as a chemopreventive agent: a promising molecule for fighting cancer. , 2006, Current drug targets.

[122]  J. Vacek,et al.  Rapid-resolution HPLC with spectrometric detection for the determination and identification of isoflavones in soy preparations and plant extracts , 2007, Analytical and bioanalytical chemistry.

[123]  E. Sikora,et al.  The sources of natural antioxidants , 2008 .

[124]  Rui Hai Liu,et al.  Apple peels as a value-added food ingredient. , 2003, Journal of agricultural and food chemistry.

[125]  M. Planinić,et al.  Study of solid–liquid extraction kinetics of total polyphenols from grape seeds , 2007 .

[126]  Shu‐Ping Wang,et al.  Determination of flavonoids by high-performance liquid chromatography and capillary electrophoresis. , 2004, Journal of chromatography. A.

[127]  S. Khokhar,et al.  Total phenol, catechin, and caffeine contents of teas commonly consumed in the United kingdom. , 2002, Journal of agricultural and food chemistry.

[128]  A. Berthod,et al.  Polyphenols in countercurrent chromatography. An example of large scale separation , 1999 .