Development of an antioxidant biomaterial by promoting the deglycosylation of rutin to isoquercetin and quercetin

被引:45
作者
Cruz-Zuniga, Johana M. [1 ]
Soto-Valdez, Herlinda [2 ]
Peralta, Elizabeth [2 ]
Maria Mendoza-Wilson, Ana [2 ]
Refugio Robles-Burgueno, M. [2 ]
Auras, Rafael [3 ]
Gamez-Meza, Nohemi [4 ]
机构
[1] Univ Autonoma Sinaloa, Gral Angel Flores S-N,Apdo Postal 80000, Culiacan, Sinaloa, Mexico
[2] Ctr Invest Alimentac & Desarrollo AC, CTAOV, Apdo Postal 1735, Hermosillo 83304, Sonora, Mexico
[3] Michigan State Univ, Sch Packaging, E Lansing, MI 48824 USA
[4] Univ Sonora, Blvd Luis Encinas & Rosales S-N,Apdo Postal 1658, Hermosillo 83000, Sonora, Mexico
关键词
Rutin; Quercetin; Isoquercetin; Deglycosylation; Poly(L-lactic acid); Antioxidant; CYCLODEXTRIN; POLYETHYLENE; FLAVONOIDS; RELEASE; FOOD;
D O I
10.1016/j.foodchem.2016.02.130
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Quercetin-3-O-rutinoside (rutin), quercetin-3-O-glucoside (isoquercetin) and quercetin have shown antioxidant, cytoprotective, vasoprotective, antiproliferative and antiinflammatory properties. The aim of this work was to determine the conversion of rutin to isoquercetin and quercetin during the production of poly(L-lactic acid) films with potential to deliver these flavonoids toward tissues, pharmaceuticals or food matrices. Three poly(L-lactic acid) formulations with 17.7, 39.6 and 39.1 mg/g of rutin were prepared by the extrusion process. Processing temperatures (130-165 degrees C) promoted the deglycosylation of rutin to produce isoquercetin and subsequently quercetin, identified by high performance liquid chromatography coupled to mass spectrometry. The effect of the process on the antioxidant activity of the films was determined by measuring the capacity to scavenge 2,2 diphenyl-1-picrylhydrazyl radicals. The material with the highest proportion of quercetin showed the highest antioxidant activity which could be used to produce delivering devices of the flavonoids to tissues, pharmaceuticals or food matrices. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:420 / 426
页数:7
相关论文
共 23 条
[1]   Influence of the solvent system on the composition of phenolic substances and antioxidant capacity of extracts of grape (Vitis viniferaL.) marc [J].
Agustin-Salazar, S. ;
Medina-Juarez, L. A. ;
Soto-Valdez, H. ;
Manzanares-Lopez, F. ;
Gamez-Meza, N. .
AUSTRALIAN JOURNAL OF GRAPE AND WINE RESEARCH, 2014, 20 (02) :208-213
[2]   An overview of polylactides as packaging materials [J].
Auras, R ;
Harte, B ;
Selke, S .
MACROMOLECULAR BIOSCIENCE, 2004, 4 (09) :835-864
[3]   Effect of thermal processing on the flavonols rutin and quercetin [J].
Buchner, Nadja ;
Krumbein, Angelika ;
Rohn, Sascha ;
Kroh, Lothar W. .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2006, 20 (21) :3229-3235
[4]   The Effect of Masterbatch Addition on the Mechanical, Thermal, Optical and Surface Properties of Poly(lactic acid) [J].
Byrne, F. ;
Ward, P. G. ;
Kennedy, J. ;
Imaz, N. ;
Hughes, D. ;
Dowling, D. P. .
JOURNAL OF POLYMERS AND THE ENVIRONMENT, 2009, 17 (01) :28-33
[5]   Fabrication of quercetin and curcumin bionanovesicles for the prevention and rapid regeneration of full-thickness skin defects on mice [J].
Castangia, Ines ;
Nacher, Amparo ;
Caddeo, Carla ;
Valenti, Donatella ;
Fadda, Anna Maria ;
Diez-Sales, Octavio ;
Ruiz-Sauri, Amparo ;
Manconi, Maria .
ACTA BIOMATERIALIA, 2014, 10 (03) :1292-1300
[6]   The inactivation of lipid peroxide radical by quercetin. A theoretical insight [J].
Chiodo, Sandro G. ;
Leopoldini, Monica ;
Russo, Nino ;
Toscano, Marirosa .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2010, 12 (27) :7662-7670
[7]   Synthesis and spectral investigation of Al(III) catechin/β-cyclodextrin and Al(III) quercetin/β-cyclodextrin inclusion compounds [J].
Dias, Karina ;
Nikolaou, Sofia ;
De Giovani, Wagner F. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2008, 70 (01) :154-161
[8]   Characterization of antimicrobial polylactic acid based films [J].
Erdohan, Zekiye Ozge ;
Cam, Belgizar ;
Turhan, Kamile Nazan .
JOURNAL OF FOOD ENGINEERING, 2013, 119 (02) :308-315
[9]   Antioxidant Activity and Diffusion of Catechin and Epicatechin from Antioxidant Active Films Made of Poly(L-lactic acid) [J].
Iniguez-Franco, Fabiola ;
Soto-Valdez, Herlinda ;
Peralta, Elizabeth ;
Fernando Ayala-Zavala, J. ;
Auras, Rafael ;
Gamez-Meza, Nohemi .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2012, 60 (26) :6515-6523
[10]   Controlled release of -tocopherol, quercetin, and their cyclodextrin inclusion complexes from linear low-density polyethylene (LLDPE) films into a coconut oil model food system [J].
Koontz, J. L. ;
Moffitt, R. D. ;
Marcy, J. E. ;
O'Keefe, S. F. ;
Duncan, S. E. ;
Long, T. E. .
FOOD ADDITIVES AND CONTAMINANTS PART A-CHEMISTRY ANALYSIS CONTROL EXPOSURE & RISK ASSESSMENT, 2010, 27 (11) :1598-1607