Cyclodextrins and Antioxidants

REFERENCES

• Abidi , S. L. and Mounts , T. L. 1994 . Separations of tocopherols and methylated tocols on cyclodextrin-bonded silica . J. Chrom. A , 670 : 67 – 75 .
   Web of Science ®Google Scholar
• Abreu , M. , Beirao-da-Costa , S. , Gonzalves , E. M. , Beirao-da-Costa , M. L. and Moldao-Martins , M. 2003 . Use of mild heat pretreatments for quality retention of freshcut ‘Rocha’ pear . Postharvest Biol. Technol. , 30 : 153 – 160 .
   Web of Science ®Google Scholar
• Ajisaka , N. , Nazimuddin , M. , Koji , H. , Katsuhiko , M. , Kozo , H. , Hitoshi , H. , Takako , K. , Shuhei , K. and Hisao , I. 2002 . Effects of medium-chain fatty acid cyclodextrin complexes on ruminal methane production in vitro . J. Anim. Sci. , 73 : 479 – 484 .
   Google Scholar
• Andreu-Sevilla , A. J. , Carbonell-Barrachina , A. , López-Nicolás , J. M. and García-Carmona , F. 2011 . Sensory quality, volatile compounds and color of pear juice treated with β-cyclodextrin . J. Incl. Phenom. Macrocycl. Chem. , 70 : 453 – 460 .
   Web of Science ®Google Scholar
• Astray , G. , Gonzalez-Barreiro , C. , Mejuto , J. C. , Rial-Otero , R. and Simal-Gándara , J. 2009 . A review on the use of cyclodextrins in foods . Food Hydrocoll , 23 : 1631 – 1640 .
   Web of Science ®Google Scholar
• Azaroval-Bellanger , N. and Perly , B. 1994 . Investigation of the dynamics of cyclodextrins and their inclusion complexes in water by deuterium NMR . Magn. Reson. Chem. , 32 : 8 – 11 .
   Web of Science ®Google Scholar
• Bangalore , D. V. , Mcglynn , W. and Scott , D. D. 2005 . Effect of α-Cyclodextrin in improving the correlation between lycopene concentration and ORAC values . J. Agric. Food Chem , 53 : 1878 – 1883 .
   PubMed Web of Science ®Google Scholar
• Bertacche , V. , Lorenzi , N. , Nava , D. , Pini , E. and Sinico , C. 2006 . Host–Guest interaction study of resveratrol with natural and modified cyclodextrins . J. Incl. Phenom. Macrocycl. Chem. , 55 : 279 – 287 .
   Web of Science ®Google Scholar
• Berzas Nevado , J. J. , Murillo Pulgarín , J. A. and Gómez Laguna , M. A. 2000 . Spectrofluorimetric study of the β-cyclodextrin:Vitamin K3 complex and determination of vitamin K3 . Talanta , 53 : 951 – 959 .
   Web of Science ®Google Scholar
• Bhagavan , H. N. and Chopra , R. K. 2006 . Conezyme Q10: Absorption, tissue uptake, metabolism and pharmacokinetics . Free Radic. Res. , 40 : 445 – 453 .
   PubMed Web of Science ®Google Scholar
• Biesalski , H. K. , Grimm , P. and Nowitzki-Grimm , S. 2001 . Taschenatlas der Ernährung , Stuttgart : Thieme-Verlag .
   Google Scholar
• Blanch , G. P. , Ruiz del Castillo , M. L. , Caja , M. M. , Pérez-Méndez , M. and Sánchez-Cortés , S. 2007 . Stabilization of all-trans-lycopene from tomato by encapsulation using cyclodextrins . Food Chem , 105 : 1335 – 1341 .
   Web of Science ®Google Scholar
• Boussiba , S. , Fan , L. and Vonshak , A. 1992 . Enhancement and determination of astaxanthin accumulation in green alga Haematococcus pluvialis . Meth. Enzymol , 213 : 386 – 391 .
   Web of Science ®Google Scholar
• Cuomo , J. and Rabovsky , A. 2000 . Comparative Bioavailability of Coenzyme in Four Formulations . Usana Clin. Res. Bull. , 5 : 1 – 2 .
   Google Scholar
• Davidson , P. M. and Branen , A. L. 2005 . “ Food antimicrobials Äì an antroduction ” . In Antimicrobials in Food, , 3rd Edition , Edited by: Branen , A. L. , Davidson , P. M. , Salminen , S. and Thorngate , J. H. 543 New York : Marcel Dekker Inc. .
   Google Scholar
• Breuil , A. C. , Jeandet , P. , Adrian , M. , Chopin , F. , Pirio , N. , Meunier , P. and Bessis , R. 1999 . Characterization of a pterostilbene dehydrodimer produced by laccase of Botrytis cinerea . Phytopathol , 89 : 298 – 302 .
   PubMed Web of Science ®Google Scholar
• Bru , R. , López-Nicolás , J. M. and García-Carmona , F. 1995 . Aggregation of polyunsaturated fatty acids in the presence of cyclodextrins . Colloid Surface Physicochem. Eng Aspect. , 97 : 263 – 269 .
   Web of Science ®Google Scholar
• Bru , R. , Sellés , S. , Casado-Vela , J. , Belchí-Navarro , S. and Pedreño , M. A. 2006 . Modified cyclodextrins are chemically defined glucan inducers of defense responses in grapevine cell cultures . J. Agric. Food Chem. , 54 : 65 – 71 .
   PubMed Web of Science ®Google Scholar
• Carvotto , G. , Binello , A. , Baranelli , E. , Carraro , P. and Trotta , F. 2006 . Cyclodextrins as food additives and in food processing . Curr. Nutr. Food Sci. , 2 : 434 – 350 .
   Google Scholar
• Castenmiller , J. J. and West , C. E. 1998 . Bioavailability and bioconversion of carotenoids . Annu. Rev. Nutr. , 18 : 19 – 38 .
   PubMed Web of Science ®Google Scholar
• Çelik , S. E. , Özyürek , M. , GüÇlü , K. and Apak , R. 2007 . CUPRAC total antioxidant capacity assay of lipophilic antioxidants in combination with hydrophilic antioxidants using the macrocyclic oligosaccharide methyl β-cyclodextrin as the solubility enhancer . React. Funct. Polym. , 67 : 1548 – 1560 .
   Web of Science ®Google Scholar
• Chang , L. C. , Chang , H. T. and Sun , S. W. 2006 . Cyclodextrin-modified microemulsion electrokinetic chromatography for separation of alpha-, gamma-, delta-tocopherol and alpha-tocopherol acetate . J. Chromatogr A , 31 : 227 – 234 .
   Google Scholar
• Charoensiria , R. , Kongkachuichai , R. , Suknicom , S. and Sungpuag , P. 2009 . Beta-carotene, lycopene, and alpha-tocopherol contents of selected Thai fruits . Food Chem , 113 : 202 – 206 .
   Web of Science ®Google Scholar
• Chen , X. , Cheng , R. , Guo , Z. , Li , C. and Li , P. 2007 . The preparation and stability of the inclusion complex of astaxanthin with β-cyclodextrin . Food Chem , 101 : 1580 – 1584 .
   Web of Science ®Google Scholar
• Chong , J. , Poutaraud , A. and Hugueney , P. 2009 . Metabolism and roles of stilbenes in plants . Plant Sci. , 177 : 143 – 155 .
   Web of Science ®Google Scholar
• Comini , S. , Olivier , P. , Riottot , M. and Duhamel , D. 1994 . Interaction of P-cyclodextrin with bile acids their competition with vitamins A and D3 determined by ‘H-NMR spectrometry . Clin. Chim. Acta , 228 : 181 – 194 .
   PubMed Web of Science ®Google Scholar
• Cortes , C. , Esteve , M. J. , Frigola , A. and Torregrosa , F. J. 2004 . Identification and Quantification of Carotenoids Including Geometrical Isomers in Fruit and Vegetable Juices by Liquid Chromatography with Ultraviolet−Diode Array Detection . J. Agric. Food Chem , 52 : 2203 – 2212 .
   PubMed Web of Science ®Google Scholar
• Cuomo , J. and Rabovsky , A. 2000 . Comparative Bioavailability of Coenzyme Q10 in Four Formulations . Usana Clin. Res. Bull. , : n 5
   Google Scholar
• Dary , O. and Mora , J. O. 2002 . Food fortification to reduce vitamin A deficiency: International Vitamin A Consultative Group recommendations . J. Nutr. , 132 : 2927 – 2933 .
   PubMed Web of Science ®Google Scholar
• Das , S. , Lin , H. S. , Ho , P. C. and Yung , K. 2008 . The Impact of Aqueous Solubility and Dose on the Pharmacokinetic Profiles of Resveratrol . Pharm. Res. , 25 : 293 – 2600 .
   Google Scholar
• Di Mascio , P. , Katser , S. and Sies , H. 1989 . Lycopene as the most efficient biological carotenoid singlet oxygen quencher . Arch. Biochem. Biophys , 274 : 532 – 538 .
   PubMed Web of Science ®Google Scholar
• Duchêne , D. , Bochot , A. , Yu , S. C. , Pépin , C. and Seiller , M. 2003 . Cyclodextrins and emulsions . Int. J. Pharm. , 266 : 85 – 90 .
   PubMed Web of Science ®Google Scholar
• Endo , T. , Zheng , M. and Zimmermann , W. 2002 . Enzymatic synthesis and analysis of large- ring cyclodextrins . Aust. J. Chem. , 55 : 39 – 48 .
   Web of Science ®Google Scholar
• Fan , X. and Mattehis , J. P. 2001 . Inhibition of oxidative and antioxidative enzymes by trans-resveratrol . Food Chem. Toxicol. , 66 : 200 – 203 .
   Google Scholar
• Fernández-García , E. , Carvajal-Le Rida , I. , Rincón , F. , Ríos , J. J. and Pérez-Gálvez , A. 2010 . In vitro intestinal absorption of carotenoids delivered as molecular inclusion complexes with β-cyclodextrin is not inhibited by high-density lipoproteins . J. Agric. Food Chem. , 58 : 3213 – 3221 .
   PubMed Web of Science ®Google Scholar
• French , D. 1957 . The Schardinger dextrins . Adv. Carbohydr. Chem. , 12 : 189 – 260 .
   PubMed Web of Science ®Google Scholar
• Gelb , R. I. and Schwartz , L. M. 1989 . Complexation of carboxylic acids and anions by and cyclodextrins . J. Incl. Phenom. Mol. Recognit. Chem. , 7 : 465 – 476 .
   Web of Science ®Google Scholar
• Greenberg-Ofrath , N. , Terespolosky , Y. , Kahane , I. and Bar , R. 1993 . Cyclodextrins as carriers of cholesterol and fatty acids in cultivation of mycoplasmas . Appl. Env. Microbiol. , 59 : 547 – 551 .
   PubMed Web of Science ®Google Scholar
• Guo , Q. X. , Ren , T. , Fang , Y. P. and Liu , Y. C. 1995 . Binding of vitamin A by beta-cyclodextrin and heptakis(2,6-O-dimethyl)-beta-cyclodextrin . J. Incl. Phenom. Mol. Recognit. Chem. , 22 : 251 – 256 .
   Web of Science ®Google Scholar
• Hadaruga , N. G. , Hadaruga , D. I. , Paunescu , V. , Tatu , C. , Ordodi , V. L. , Geza Bandur , G. and Lupea , A. X. 2006 . Thermal stability of the linoleic acid/α- and β-cyclodextrin complexes . Food Chem , 99 : 500 – 508 .
   Web of Science ®Google Scholar
• Hatanaka , J. , Kimura , Y. , Lai-Fu , Z. , Onoue , S. and Yamada , S. 2008 . Physicochemical and pharmacokinetic characterization of water-soluble Coenzyme Q(10) formulations . Int. J. Pharm. , 3 : 112 – 117 .
   Web of Science ®Google Scholar
• Higashi , T. , Nishimura , K. , Yoshimatsu , A. , Ikeda , H. , Arima , K. , Motoyama , K. , Hirayama , F. , Uekama , K. and Arima , H. 2009 . Preparation of four types of coenzyme Q10/γ–cyclodextrin supramolecular complexes and comparison of their pharmaceutical properties . Chem. Pharm. Bull. , 57 : 965 – 970 .
   PubMed Web of Science ®Google Scholar
• Higuera-Ciapara , I. , Felix-Valenzuela , L. , Goycoolea , F. M. and Argüelles-Monal , W. 2004 . Microencapsulation of astaxanthin in a chitosan matrix . Carb. Polym , 56 : 41 – 45 .
   Web of Science ®Google Scholar
• Holick , M. F. 2005 . Vitamin D: Physiology, dietary sources and requirements . Encyc. Human Nutr. , 54 : 368 – 377 .
   Google Scholar
• Huang , D. , Ou , B. , Woodill , M. H. , Flanagan , J. A. and Deemer , E. K. 2002 . Development and validation of oxygen radical absorbance capacity assay for lipophilic antioxidants using randomly methylated β-cyclodextrin as the solubility enhancer . J. Agric. Food Chem. , 50 : 1815 – 1821 .
   PubMed Web of Science ®Google Scholar
• Iaconinoto , A. , Chicca , M. , Pinamonti , S. , Casolari , A. , Bianchi , A. and Scalia , S. 2004 . Influence of cyclodextrin complexation on the photodegradation and antioxidant activity of alpha-tocopherol . Pharmazie , 59 : 30 – 33 .
   PubMed Web of Science ®Google Scholar
• Jang , M. S. , Cai , E. N. , Udeani , G. O. , Sllowing , L. V. , Thomas , C. F. , Beecher , C. W. W. , Fong , H. S. , Farnsworth , N. R. , Kinghorn , A. D. , Metha , R. G. , Moon , R. C. and Pezzuto , J. M. 1997 . Cancer chemopreventive activity of resveratrol, a natural product derived from grapes . Sci , 275 : 218 – 220 .
   PubMed Web of Science ®Google Scholar
• Johnson , E. J. , Qin , J. , Krinsky , N. I. and Russell , R. M. 1997 . β-carotene isomers in human serum, breast milk and buccal mucosa cells after continuous oral doses of all-trans and 9-cis β-carotene . J. Nutr. , 127 : 1993 – 1999 .
   PubMed Web of Science ®Google Scholar
• Jyothirmayi , N. , Ramadoss , C. S. and Soundar Divakar , S. 1991 . Nuclear magnetic resonance studies of cyclodextrin complexes of linoleic acid and arachidonic acid . J. Agric. Food Chem. , 39 : 2123 – 2127 .
   Web of Science ®Google Scholar
• Kim , S. J. , Park , G. B. , Kang , C. B. , Park , S. D. , Jung , M. Y. , Kim , J. O. and Ha , Y. L. 2000 . Improvement of oxidative stability of conjugated linoleic acid (CLA) by microencapsulation in cyclodextrins . J. Agric. Food Chem. , 48 : 3922 – 3929 .
   PubMed Web of Science ®Google Scholar
• Koontz , J. L. , Marcy , J. E. , O’Keefe , S. F. and Duncan , S. E. 2009 . Cyclodextrin inclusion complex formation and solid-state characterization of the natural antioxidants δ-Tocopherol and quercetins . J. Agric. Food Chem. , 57 : 1162 – 1171 .
   PubMed Web of Science ®Google Scholar
• Lancrajan , I. , Diehl , H. A. , Socaciu , C. , Engelke , M. and Zorn-Kruppa , M. 2001 . Carotenoid incorporation into natural membranes from artificial carriers: Liposomes and β-cyclodextrins . Chem. Phys. Lipids , 112 : 1 – 10 .
   PubMed Web of Science ®Google Scholar
• Larroza Nunes , I. and Zerlotti Mercadante , A. 2007 . Encapsulation of lycopene using spray-drying and molecular inclusion processes . Braz. Arch. Biol. Tech. , 50 : 893 – 900 .
   Web of Science ®Google Scholar
• Latruffe , N. , Delmas , D. , Jannin , B. , Cherkaoui , M. , Passilly-Degrace , P. and Berlot , J. P. 2002 . Molecular analysis on the chemopreventive properties of resveratrol, a plant polyphenol microcomponent . Int. J. Mol. Med. , 10 : 755 – 760 .
   PubMed Web of Science ®Google Scholar
• Lee , S. K. , Lee , H. Y. , Mina , E. J. , Parka , K. M. , Lee , Y. H. , Ahn , Y. J. and Choc , J. H. 2005 . Antibacterial and antifungal activity of pinosylvin, a constituent of pine . Phytoter. , 76 : 258 – 260 .
   Google Scholar
• Lengyel , M. T. and Szejtli , J. 2005 . Menadione-γ-cyclodextrin inclusion complex . J. Incl. Phenom. Macrocycl. Chem. , 3 : 1 – 8 .
   Web of Science ®Google Scholar
• Li , H. , Xu , X. , Liu , M. , Sun , D. and Li , L. 2010 . Microcalorimetric and spectrographic studies on host–guest interactions of α-, β-, γ- and Mβ-cyclodextrin with resveratrol . Thermochim. Acta , 510 : 168 – 172 .
   Web of Science ®Google Scholar
• Li , Z. , Wang , M. , Wang , F. , Gu , Z. , Du , G. , Wu , J. and Chen , J. 2007 . γ-cyclodextrins: A review on enzymatic production and applications . Appl. Microbiol. Biotechnol. , 77 : 245 – 255 .
   PubMed Web of Science ®Google Scholar
• Lin , C. , Huan , C. and Shao , S. 2006 . Cyclodextrin-modified microemulsion electrokinetic chromatography for separation of α-, γ-, δ-tocopherol and δ-tocopherol acetate . J. Chrom. A , 1110 : 227 – 234 .
   PubMed Web of Science ®Google Scholar
• Lin , H. S. , Chean , C. S. , Ng , Y. Y. , Chan , S. Y. and Ho , P. C. 2000 . 2-Hydroxypropyl-β-cyclodextrin increases aqueous solubility and photostability of all-trans-retinoic acid . J. Clin. Pharm. Ther. , 25 : 265 – 269 .
   PubMed Web of Science ®Google Scholar
• Lin , H. S. , Yi-Leong , W. W. , Yang , J. A. , Lee , P. , Chan , S. Y. and Ho , P. C. 2007 . Biopharmaceutics of 13-cis-retinoic acid (isotretinoin) formulated with modified β-cyclodextrins . Int. J. Pharm. , 341 : 238 – 245 .
   PubMed Web of Science ®Google Scholar
• Liu , X. , Cao , Y. and Chen , Y. 2005 . Separation of conjugated linoleic acid isomers by cyclodextrin-modified micellar electrokinetic chromatography . J. Chrom. A , 1095 : 197 – 200 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M , Andreu-Sevilla , A. J , Carbonell-Barrachina , A. A and García-Carmona , F. 2009d . Effects of addition of alpha-cyclodextrin on the sensory quality, volatile compounds, and color parameters of fresh pear juice . J Agric Food Chem. , 57 : 9668 – 9675 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Bru , R. and García-Carmona , F. 1997 . Kinetic characteristics of the enzymatic conversion in presence of cyclodextrins: Study of the oxidation of polyunsaturated fatty acids by lipoxygenase . Biochim. Biophys. Acta , 134 : 140 – 150 .
   Google Scholar
• López-Nicolás , J. M. , Bru , R. , Sánchez-Ferrer , A. and García-Carmona , F. 1995 . Use a “soluble lipids” for biochemical precesses. Linoleic acid-cyclodextrin inclusion complexes in aqueous solutions . Biochem. J. , 308 : 151 – 154 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. and García-Carmona , F. 2007 . Use of cyclodextrins as secondary antioxidants to improve the color of fresh pear juice . J. Agric. Food Chem. , 55 : 6330 – 6338 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. and García-Carmona , F. 2008 . Rapid, simple and sensitive determination of the apparent formation constants of trans-resveratrol complexes with natural cyclodextrins in aqueous medium using HPLC . Food Chem , 109 : 868 – 875 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. and García-Carmona , F. 2010 . Effect of hydroxypropyl-b-cyclodextrin on the aggregation of (E)-resveratrol in different protonation states of the guest molecule . Food Chem , 118 : 648 – 655 .
   Web of Science ®Google Scholar
• López-Nicolás , J. M. , Nuñez-Delicado , E. , Pérez-López , A. J. , Carbonell-Borrachina , A. and Cuadra-Crespo , P. 2006 . Determination of stoichiometric coefficients and apparent formation constants for β-cyclodextrin complexes of trans-resveratrol using reversed-phase liquid chromatography . J. Chrom. A , 1135 : 158 – 165 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Nuñez-Delicado , E. , Sánchez-Ferrer , A. and García-Carmona , F. 2007a . Kinetic model of apple juice enzymatic browning in the presence of cyclodextrins: The use of maltosyl-b-cyclodextrin as secondary antioxidant . Food Chem , 101 : 1164 – 1171 .
   Web of Science ®Google Scholar
• López-Nicolás , J. M. , Pérez-Gilabert , M. and García-Carmona , F. 2009c . effect of protonation and aggregation state of (E)-resveratrol on its hydroperoxidation by lipoxygenase . J. Agric. Food Chem. , 57 : 4630 – 4635 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Pérez-López , A. J. , Carbonell-Borrachina , A. and García-Carmona , F. 2007b . Use of natural and modified cyclodextrins as inhibiting agents of peach juice enzymatic browning . J. Agric. Food Chem. , 55 : 5312 – 5319 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Pérez-López , A. J. , Carbonell-Barrachina , A. and García-Carmona , F. 2007c . Kinetic study of the activation of banana juice enzymatic browning by the addition of maltosyl-β-cyclodextrin . J. Agric. Food Chem. , 55 : 9655 – 9662 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Rodríguez-Bonilla , P. and García-Carmona , F. 2009b . Complexation of pinosylvin, an analogue of resveratrol with high antifungal and antimicrobial activity, by different types of cyclodextrins . J. Agric. Food Chem. , 57 : 10175 – 10180 .
   PubMed Web of Science ®Google Scholar
• López-Nicolás , J. M. , Rodríguez-Bonilla , P. , Méndez-Cazorla , L. and García-Carmona , F. 2009a . Physicochemical study of the complexation of pterostilbene by natural and modified cyclodextrins . J. Agric. Food Chem. , 57 : 5294 – 5300 .
   PubMed Web of Science ®Google Scholar
• Lorentz , P. , Roychowdhury , S. , Engelmann , M. , Wolf , G. and Horn , T. F. W. 2003 . Oxyresveratrol and resveratrol are potent antioxidants and free radical scavengers: Effect on nitrosative and oxidative stress derived from microglial cells . Nitric Oxide , 9 : 64 – 76 .
   PubMed Web of Science ®Google Scholar
• Loveday , S. M. and Singh , H. 2008 . Recent advances in technologies for vitamin A protection in foods . Trends Food Sci. Technol. , 19 : 657 – 668 .
   Web of Science ®Google Scholar
• Lu , Z. , Chen , R. , Liu , H. , Hu , Y. , Cheng , B. and Zou , G. 2006 . Study of the complexation of resveratrol with cyclodextrins by spectroscopy and molecular modeling . J. Incl. Phenom. Macrocycl. Chem. , 63 : 295 – 300 .
   Web of Science ®Google Scholar
• Lu , Z. , Cheng , B. , Hu , Y. , Zhang , Y. and Zou , G. 2009 . Complexation of resveratrol with cyclodextrins: Solubility and antioxidant activity . Food Chem. , 113 : 17 – 20 .
   Web of Science ®Google Scholar
• Lucas-Abellán , C. , Fortea , I. , Gabaldón , J. A. and Nuñez-Delicado , E. 2008b . Complexation of resveratrol by native and modified cyclodextrins: Determination of complexation constant by enzymatic, solubility and fluorimetric assays . Food Chem , 111 : 262 – 267 .
   Web of Science ®Google Scholar
• Lucas-Abellán , C. , Fortea , I. , López-Nicolás , J. M. and Nuñez-Delicado , E. 2007 . Cyclodextrins as resveratrol carrier system . Food. Chem. , 104 : 39 – 44 .
   Web of Science ®Google Scholar
• Lucas-Abellán , C. , Mercader-Ros , M. T. , Zafrilla , M. P. , Fortea , I , Gabaldón , J. A. and Nuñez-Delicado , E. 2008a . Orac-Fluorescein Assay to determine the oxygen radical absorbance capacity of resveratrol complexed in cyclodextrins . J. Agric. Food Chem. , 56 : 2254 – 2259 .
   PubMed Web of Science ®Google Scholar
• Martin del Valle , E. M. 2004 . Cyclodextrins and their uses: A review . Proc. Biochem. , 39 : 1033 – 1046 .
   Web of Science ®Google Scholar
• McCormack , B. and Gregoriadis , G. 1998 . Drugs-in-cyclodextrins-in-liposomes: An approach to controlling the fate ofwater insoluble drugs in vivo . Inter. J. Pharm. , 162 : 59 – 69 .
   Web of Science ®Google Scholar
• Mele , A. , Mendichi , R. , Selva , A. , Molnar , P. and Toth , G. 2002 . Non-covalent associations of cyclomaltooligosaccharides (cyclodextrins) with carotenoids in water. A study on the α- and β-cyclodextrin/Ψ, Ψ-carotene (lycopene) systems by light scattering, ionspray ionization and tandem mass spectrometry . Carbohydr. Res. , 337 : 1129 – 1136 .
   PubMed Web of Science ®Google Scholar
• Milivojevic , M. , Smidovnik , A. , Milivojevic , L. , Zmitek , J. and Prosek , M. 2009 . Studies of CoQ10 and cyclodextrin complexes: Solubility, thermo-and photo-stability . J. Incl. Phenom. Macrocycl. Chem. , 64 : 225 – 232 .
   Web of Science ®Google Scholar
• Miyamoto , S. , Kaway , A. , Higuchi , S. , Nishi , Y. , Tanimoto , T. , Uekaji , Y. , Nakata , D. , Fukumi , H. and Terao , K. 2009 . Structural studies of coenzyme Q10 inclusion complex with γ-cyclodextrin using chemical analyses and molecular modeling . Chem-Bio Informat. J. , 9 : 9 – 11 .
   Google Scholar
• Morales , M. , Bru , R. , García -Carmona , F , Ros Barceló , A. and Pedreño , M. A. 1998 . Effect of dimethyl-β-cyclodextrins on resveratrol metabolism in Gamay grapevine cell cultures before and after inoculation with Xylophilus ampelinus . Plant Cell , 53 : 179 – 187 .
   Web of Science ®Google Scholar
• Muñoz-Botella , S. , Martin , M. A. , Del Castillo , B. , Lerner , D. A. and Menendez , J. C. 2002 . Differentiating geometrical isomers of retinoids and controlling their photo-isomerization by complexation with cyclodextrins . Anal. Chim. Acta , 468 : 161 – 170 .
   Web of Science ®Google Scholar
• Nelson , J. L. , Bernstein , P. S. , Schmidt , M. C. , Von Tress , M. S. and Askew , E. W. 2003 . Dietary modification and moderate antioxidant supplementation differentially affect serum carotenoids, antioxidant levels and markers of oxidative stress in older humans . J. Nutr. , 133 : 3117 – 3123 .
   PubMed Web of Science ®Google Scholar
• Nishimura , K. , Higashi , T. , Yoshimatsu , A. , Hirayama , F. , Uekama , K. and Arima , H. 2008 . Pseudorotaxane-like supramolecular complex of coenzyme Q10 with γ-cyclodextrin formed by solubility method . Chem. Pharm. Bull. , 56 : 701 – 706 .
   PubMed Web of Science ®Google Scholar
• Nuñez-Delicado , E. , Sánchez-Ferrer , A. and García-Carmona , F. 1997 . Cyclodextrins as Secondary antioxidants: Synergism with ascorbic acid . J. Agric. Food Chem. , 45 : 2830 – 2835 .
   Web of Science ®Google Scholar
• Nuñez-Delicado , E. , Serrano-Megías , M. , Pérez-López , A. J. and López-Nicolás , J. M. 2005 . Polyphenol oxidase from Dominga table grape . J. Agric. Food Chem. , 53 : 6087 – 6093 .
   PubMed Web of Science ®Google Scholar
• Okada , Y. , Tachibana , M. and Koizumi , K. 1990 . Solubilization of lipid-soluble vitamins by complexation with glucosyl-β-cyclodextrin . Chem. Pharm. Bull. , 38 : 2047 – 2049 .
   Web of Science ®Google Scholar
• Özyürek , M. , Bektasoglu , B. , Güçlü , K. , Güngör , N. and Apak , R. 2008 . Simultaneous total antioxidant capacity assay of lipophilic and hydrophilic antioxidants in the same acetone–water solution containing 2% methyl-β-cyclodextrin using the cupric reducing antioxidant capacity (CUPRAC) method . Anal. Chim. Acta , 630 : 28 – 39 .
   PubMed Web of Science ®Google Scholar
• Palmieri , G. F. , Wehrlé , P. and Stamm , A. 1993 . Inclusion of vitamin D2 in β-cyclodextrin. Evaluation of different complexation methods . Drug Dev. Ind. Pharm. , 19 : 875 – 885 .
   Web of Science ®Google Scholar
• Parajó , J. C. , Santos , V. and Vazquez , M. 1996 . Producción biotecnológica de astaxantina por “Phaffia rodozyma” . Alimentación, Equipos y Tecnología , 15 : 153 – 159 .
   Google Scholar
• Park , C. W. , Kim , S. , Parck , S. J. , Kim , J. H. , Kim , J. K. , Park , G. B. , Kim , J. O. and Ha , Y. L. 2002 . Inclusion complex of conjugated linoleic acid (CLA) with cyclodextrins . J. Agric. Food Chem. , 50 : 2977 – 2983 .
   PubMed Web of Science ®Google Scholar
• Parker , K. M. and Stalcup , A. M. 2008 . Affinity capillary electrophoresis and isothermal titration calorimetry for the determination of fatty acid binding with beta-cyclodextrin . J. Chrom. A , 1204 : 171 – 182 .
   PubMed Web of Science ®Google Scholar
• Peng , X. H. , Zhang , L. , Huang , J. , Yang , G. I. , Zhang , P. and Wang , Y. 1999 . Studies on the Stability and Structure of β-cyclodextrin Vitamin D2 Inclusion Complex . Whuan Univ. J. Nat. Sci. , 45 : 423 – 426 .
   Google Scholar
• Pérez-Gilabert , M. and García-Carmona , F. 2005 . Enhanced production of hydroperoxides by immobilized lipoxygenase in the presence of cyclodextrins . Biotechnol. Prog. , 21 : 1742 – 1747 .
   PubMed Web of Science ®Google Scholar
• Pfitzner , I. , Francz , P. I. and Biesalski , H. K. 2000 . Carotenoid:methyl-β-cyclodextrin formulations: An improved method for supplementation of cultured cells . Biochim. Biophys. Acta , 1474 : 163 – 168 .
   PubMed Web of Science ®Google Scholar
• Pitha , J. 1981 . Enhanced water solubility of vitamins A, D, E, and K by substituted cycloamyloses . Life Sci , 29 : 37 – 311 .
   Web of Science ®Google Scholar
• Polyakov , N. , Leshina , T. V. , Konovalova , T. A. , H. , E. O. and Kispert , L. D. 2004 . Inclusion complexes of carotenoids with cyclodextrins: 1h nmr, epr, and optical studies . Free Radic. Biol. Med. , 36 : 872 – 880 .
   PubMed Web of Science ®Google Scholar
• Qi , Q. , Mokhtar , N. M. and Zimmermann , W. 2007 . Effect of ethanol on the synthesis of large-ring cyclodextrins by cyclodextrin glucanotransferases . J. Incl. Phenom. Macrocycl. Chem. , 57 : 95 – 99 .
   Web of Science ®Google Scholar
• Qi , Z. H. and Shieh , W. J. 2002 . Aqueous media for effective delivery of tretinoin . J. Incl. Phenom. Macrocycl. Chem. , 44 : 133 – 136 .
   Web of Science ®Google Scholar
• Quaglia , F. , Fusco , G. , De Rosa , G. , Ungaro , F. , Miro , A. and La Rotonda , M. I. 2007 . Compositions for health products obtained by treatment of tomato with beta-cyclodextrin . J. Incl. Phenom. Macrocycl. Chem. , 57 : 669 – 674 .
   Web of Science ®Google Scholar
• Regiert , M. 2005 . Light-stable vitamin E by inclusion in gamma cyclodextrin . SOEFW. Int. J. Appl. Sci. , 131 : 10 – 18 .
   Google Scholar
• Regiert , M. 2007 . Oxidation-stable linoleic acid by inclusion in α-cyclodextrin . J. Incl. Phenom. Macrocycl. Chem , 57 : 471 – 474 .
   Web of Science ®Google Scholar
• Reichenbach , W. A. and Min , D. B. 1997 . Oxidative stability and nuclear magnetic resonance analyses of linoleic acid encapsulated in cyclodextrins . J. Am. Oil Chem. Soc. , 74 : 1329 – 1333 .
   Web of Science ®Google Scholar
• Remsberg , C. M. , Yáñez , J. A. , Ohgami , Y. , Vega-Villa , K. R. , Rimando , A. M. and Davies , N. M. 2008 . Pharmacometrics of pterostilbene: Preclinical pharmacokinetics and metabolism, anticancer, antiinflammatory, antioxidant and analgesic Activity . Phytother. Res. , 22 : 169 – 179 .
   PubMed Web of Science ®Google Scholar
• Rodríguez-Bonilla , P. , López-Nicolás , J. M. and García-Carmona , F. 2010 . Use of reversed phase high pressure liquid cromatography for the physicochemical and thermodynamic characterization of oxyresveratrol/β-cyclodextrin complexes . J. Chrom. B , 878 : 1569 – 1575 .
   PubMed Web of Science ®Google Scholar
• Rodríguez-Bonilla , P. , López-Nicolás , J. M. , Méndez-Cazorla , L. and García-Carmona , F. 2011a . Development of a reversed phase high performance liquid chromatography method based on the use of cyclodextrins as mobile phase additives to determine pterostilbene in blueberries . J. Chromatogr. B , doi: 10.1016/j.jchromb.2011.03.025
   PubMed Web of Science ®Google Scholar
• Rodríguez-Bonilla , P. , Méndez-Cazorla , L. , López-Nicolás , J. M. and García-Carmona , F. 2011b . Kinetic mechanism and product characterization of the enzymatic peroxidation of pterostilbene as model of the detoxification process of stilbene-type phytoalexins . Phytochem , 72 : 100 – 108 .
   PubMed Web of Science ®Google Scholar
• Roupe , K. , Halls , S. and Davies , N. M. 2005 . Determination and assay validation of pinosylvin in rat serum: Application to drug metabolism and pharmacokinetics . J. Pharm. Biomed. Anal. , 38 : 148 – 154 .
   PubMed Web of Science ®Google Scholar
• Ruhmann , S. , Treutter , D. , Fritsche , S. , Briviba , K. and Szankowski , I. 2006 . Piceid (Resveratrol Glucoside) synthesis in stilbene synthase transgenic apple fruit . J. Agric. Food Chem. , 54 : 4633 – 4640 .
   PubMed Web of Science ®Google Scholar
• Sánchez-Ferrer , A. , Rodríguez-López , J. N. , García-Cánovas , F. and García-Carmona , F. 1995 . Tyrosinase: A comprehensive review of its mechanism . Biochim. Biophys. Acta , 22 : 1 – 11 .
   Google Scholar
• Sapers , G. M. 1993 . Browning of foods. Control by sulfites, antioxidants and other means . Food Technol , 47 : 75 – 84 .
   Web of Science ®Google Scholar
• Sapers , G. M. , Hicks , K. B. and Miller , R. L. 2001 . “ Antibrowning agents ” . In Food Additives, , 2nd ed , Edited by: Branen , A. L. , Davidson , P. M. , Salminen , S. and Thorngate , J. H. 543 – 561 . New York : Marcel Dekker, Inc. .
   Google Scholar
• Sapers , G. M. and Miller , R. L. 1988 . Browning inhibition in fresh-cut pears . J. Food Sci. , 63 : 342 – 346 .
   Google Scholar
• Sapino , S. , Carlotti , M. E. , Caron , G , Ugazio , E. and Cavalli , R. 2009 . In silico design, photostability and biological propertiesof the complex resveratrol/hydroxypropyl-β-cyclodextrin . J. Incl. Phenom. Macrocycl. Chem , 63 : 171 – 180 .
   Web of Science ®Google Scholar
• Schlenk , H. and Sand , D. M. 1961 . The association of and cyclodextrins with organic acids . J. Am. Chem. Soc. , 83 : 2312 – 2320 .
   Web of Science ®Google Scholar
• Scotter , M. J. , Castle , L. , Croucher , J. M. and Olivier , L. 2003 . Method development and analysis of retail foods and beverages for carotenoid food colouring materials E160 and E160 . Food Addit. Contam , 20 : 115 – 126 .
   PubMedGoogle Scholar
• Semenova , E. M. , Cooper , A. , Wilson , C. G. and Converse , C. A. 2002 . Stabilization of all-trans-retinol by cyclodextrins: A comparative study using HPLC and fluorescence spectroscopy . J. Incl. Phenom. Macrocycl. Chem. , 44 : 155 – 158 .
   Web of Science ®Google Scholar
• Shimada , K. , Kawano , K. , Ishii , J. and Nakamura , T. 1992 . Structure of inclusion complexes of cyclodextrins with triglyceride at vegetable oil/water interface . J. Food Sci. , 57 : 655 – 656 .
   Web of Science ®Google Scholar
• Shimidzu , N. , Goto , M. and Miki , W. 1996 . Carotenoids as singlet oxygen quenchers in marine organisms . Fish. Sci , 62 : 134 – 137 .
   Web of Science ®Google Scholar
• Singh , M. , Sharma , R. and Banerjee , U. C. 2002 . Biotechnological applications of cyclodextrins . Biotech. Adv , 20 : 341 – 359 .
   PubMed Web of Science ®Google Scholar
• Siró , I. , Fenyvesi , E. , Szente , L. , de Meulenaer , B. , Devlieghere , F. , Orgoványi , J. , Sényi , J. and Bartha , J. 2006 . Release of alpha-tocopherol from antioxidative low-density polyethylene film into fatty food stimulant: Influence of complexation in beta-cyclodextrin . Food Addit. Contam. , 23 : 845 – 853 .
   PubMed Web of Science ®Google Scholar
• Smith , A. T. 1998 . Carotenoids and cancer: Prevention and potential therapy . Br. J. Biomed. Sci. , 55 : 268 – 275 .
   PubMed Web of Science ®Google Scholar
• Sojo , M. M. , Nuñez-Delicado , E. , García-Carmona , F. and Sánchez-Ferrer , A. 1999 . Cyclodextrins as activator and inhibitor of latent banana pulp polyphenol oxidase . J. Agric. Food Chem. , 47 : 518 – 523 .
   PubMed Web of Science ®Google Scholar
• Spencer , B. J. and Purdi , W. C. 1997 . Comparison of the separation of fat-soluble vitamins using β-cyclodextrins in high-performance liquid chromatography and micellar electrokinetic chromatography . J. Chrom. A , 782 : 227 – 235 .
   Web of Science ®Google Scholar
• Szejtli , J. 1990 . The cyclodextrins and their applications in biotechnology . Carbohydr. Polym. , 12 : 375 – 392 .
   Web of Science ®Google Scholar
• Szejtli , J. 1998 . Introduction and general overview of cyclodextrin chemistry . Chem. Rev. , 98 : 1743 – 1753 .
   PubMed Web of Science ®Google Scholar
• Szente , L. , Mikuni , K. , Hashimoto , H. and Szejtli , J. 1998 . Stabilization and solubilization of lipophilic natural colorants with cyclodextrins . J. Incl. Phen. Mol. Recog. Chem. , 32 : 81 – 89 .
   Web of Science ®Google Scholar
• Szente , L. and Szejtli , J. 2004 . Cyclodextrins as food ingredients . Trends Food Sci. Tech. , 15 : 137 – 142 .
   Web of Science ®Google Scholar
• Szente , L. , Szejtli , J. , Szeman , J. and Kató , L. 1993 . Faty acid-cyclodextrin complexes: Properties and applications . J. Incl. Phenom. Macrocycl. Chem. , 16 : 339 – 354 .
   Web of Science ®Google Scholar
• Takeda , K. , Asou , T. , Matsuda , A. , Kimura , K. , Okamura , K. , Okamoto , R. , Sasaki , J. , Adachi , T. and Omura , S. 1994 . Application of cyclodextrin to microbial transformation of vitamin D3 to 25-hydroxyvitamin D3 and lα,25-dihydroxyvitamin D3 . J. Ferm. Bioeng. , 78 : 380 – 382 .
   Google Scholar
• Terao , K. , Nakata , D. , Fukumi , H. , Schmid , G. , Arima , H. , Hirayama , F. and Uekama , K. 2006 . Enhancement of oral bioavailability of coenzyme Q10 by complexation with γ-cyclodextrin in healthy adults . Nutr. Res. , 26 : 503 – 508 .
   Web of Science ®Google Scholar
• Tian , X. Q. and Holick , M. F. 1995 . Catalyzed thermal isomerization between previtamin D3 and vitamin D3 via β-cyclodextrin complexation . J. Biol. Chem , 270 : 8706 – 8711 .
   PubMed Web of Science ®Google Scholar
• Toor , R. K. and Savage , G. P. 2006 . Changes in major antioxidant components of tomatoes during post-harvest storage . Food Chem , 99 : 724 – 728 .
   Web of Science ®Google Scholar
• Uehara , H. , Suganuma , T. , Negishi , S , Uda , Y. , Furukawa , Y. , Ueno , S. and Sato , K. 2008 . Physical properties of two isomers of conjugated linoleic acid . J. Am. Oil Chem. Sco. , 85 : 29 – 36 .
   Web of Science ®Google Scholar
• Uekaji , Y. , Nakata , D. , Shiga , H. , Jo , A. , Tachi , I. , Fukumi , H. , Urano , A. and Terao , K. 2011 . Formation of CoQ10 reduced form by mixing CoQ10 oxidized form γ-CD complex and vitamin C in powder . J Incl. Phenom. Macrocycl. Chem. , 70 : 447 – 451 .
   Web of Science ®Google Scholar
• Van het Hof , K. H. , West , C. E. , Weststrate , J. A. and Hautvast , J. G. 2000 . Dietary factors that affect the bioavailability of carotenoids . J. Nutr , 130 : 503 – 506 .
   PubMed Web of Science ®Google Scholar
• Vertzoni , M. , Kartezini , T. , Reppas , C. , Archontaki , H. and Valsam , G. 2006 . Solubilization and quantification of lycopene in aqueous media in the form of cyclodextrin binary systems . Int. J. Pharm. , 309 : 115 – 122 .
   PubMed Web of Science ®Google Scholar
• Vervoort , L. , Ronden , Henk , J. E. and Thijssen , H. W. 1997 . The potent antioxidant activity of the vitamin K cycle in microsomal lipid peroxidation . Biochem. Pharmacol. , 54 : 871 – 876 .
   PubMed Web of Science ®Google Scholar
• Villamor , E. and Fawzi , W. W. 2005 . Effects of Vitamin A supplementation on immune responses and correlation with clinical outcomes . Clin. Microbiol. Rev. , 18 : 446 – 464 .
   PubMed Web of Science ®Google Scholar
• Walker , J. R. L. 1977 . Enzymatic browning in foods. Its chemistry and control . Food Technol , 12 : 19 – 25 .
   Google Scholar
• Walle , T. , Hsieh , F. , Delegge , M. H. , Oatis , J. E. and Walle , U. K. 2004 . High absorption but very low bioavailability of oral resveratrol in humans . Drug Metab. Dispos. , 32 : 1377 – 1382 .
   PubMed Web of Science ®Google Scholar
• Wallin , R. , Schurgers , L. and Wajih , N. 2008 . Effects of the blood coagulation vitamin K as an inhibitor of arterial calcification . Thromb. Res. , 122 : 411 – 417 .
   PubMed Web of Science ®Google Scholar
• Wei , D. and Yan , X. J. 2001 . Super-antioxidant activity of natural astaxanthin and its application . Chin. J. Mar. Drugs , 4 : 45 – 51 .
   Google Scholar
• Weiser , H. and Somorjai , G. 1992 . Bioactivity of cis and dicis isomers of vitamin A esters . Int. J. Vitam. Nutr. Res. , 62 : 201 – 208 .
   PubMed Web of Science ®Google Scholar
• Weisse , S. , Kalimouttou , S. , Lahiani-Skiba , M. , Djedaini-Pilard , F. , Perly , B. and Skiba , M. 2009 . Investigations on Topically Applied Vitamin A Loaded Amphiphilic Cyclodextrin Nanocapsules. J. Nanosci. Nanot . 9 : 640 – 645 .
   Google Scholar
• Yamauchi , M. , Yamaguchi , T. , Kiyoko , N. , Takaoka , S. and Sugimoto , T. 2010 . Relationships between undercarboxylated osteocalcin and vitamin K intakes, bone turnover, and bone mineral density in healthy women . Clin. Nutr. , 29 : 761 – 765 .
   PubMed Web of Science ®Google Scholar
• Yang , Y. , Gu , Z. , Xu , H. , Li , F. and Zhang , G. 2010 . Interaction between amylose and β-cyclodextrin investigated by complexing with conjugated linoleic Acid . J. Agric. Food Chem. , 58 : 5620 – 5624 .
   PubMed Web of Science ®Google Scholar
• Yang , Y. , Gu , Z. and Zhang , G. 2009 . Delivery of bioactive conjugated linoleic acid with self-assembled amylose-CLA complex . J. Agric. Food Chem. , 57 : 7125 – 7130 .
   PubMed Web of Science ®Google Scholar
• Yang , H. Y. and Song , J. F. 2006 . High-sensitive determination of coenzyme Q10 in iodinate–β-cyclodextrin medium by inclusion reaction and catalytic polarography . Anal. Biochem , 348 : 69 – 74 .
   PubMed Web of Science ®Google Scholar
• Yap , K. L. , Liu , X. , Thenmozhiyal , J. C. and Ho , P. C. 2005 . Characterization of the 13-cis-retinoic acid/cyclodextrin inclusion complexes by phase solubility, photostability, physicochemical and computational analysis . Eur. J. Pharm. Sci. , 25 : 49 – 56 .
   PubMed Web of Science ®Google Scholar
• Yuan , C. , Jin , Z. , Xu , X. , Zhuang , H. and Shen , W. 2008 . Preparation and stability of the inclusion complex of astaxanthin with hydroxypropyl-β-cyclodextrin . Food Chem , 109 : 264 – 268 .
   PubMed Web of Science ®Google Scholar
• Zheng , M. , Endo , T. and Zimmermann , W. 2002 . Synthesis of large-ring cyclodextrins by cyclodextrin glucanotransferases from bacterial isolates . J. Incl. Phen. Macroc. Chem. , 44 : 387 – 390 .
   Web of Science ®Google Scholar
• Zhenming , D. , Xiuping , L. , Guomei , Z. , Shuang Shaomin , S. and Jinghao , P. 2003 . Study on vitamin K3-cyclodextrin inclusion complex and analytical application . Spectrochim. Acta Part A , 59 : 2073 – 2079 .
   PubMed Web of Science ®Google Scholar