Novel oxidation products of cyanidin 3-O-glucoside with 2,2′-azobis-(2,4-dimethyl)valeronitrile and evaluation of anthocyanin content and its oxidation in black rice

Food Chemistry

Volumn 155, Issue , 2014, Pages 221-226

  Kamiya, Haruna ^a   Yanase, Emiko ^a   Nakatsuka, Shin Ichi ^a  

^a GIFU UNIVERSITY   (Japan)

Author keywords

2,2 Azobis (2, 4 dimethyl)valeronitrile (AMVN); Anthocyanin; Black rice; Cyanidin 3 O glucoside; Radical oxidation

Indexed keywords

CARBOHYDRATES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; REACTION KINETICS;

ANTHOCYANIN CONTENT; BLACK RICE; CYANIDIN; DERIVATISATION; OXIDATION PRODUCTS; RADICAL INITIATORS; RADICAL OXIDATION; RADICAL REACTIONS;

ANTHOCYANINS;

2,2' AZOBIS(2,4 DIMETHYL)VALERONITRILE; ALCOHOL; ANTHOCYANIN; CYANIDIN 3 GLUCOSIDE; GLUCOSIDE; UNCLASSIFIED DRUG; VALERONITRILE;

ARTICLE; BLACK RICE; DERIVATIZATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION PROCEDURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; RADICAL REACTION; RICE; STORAGE;

2,2′-AZOBIS-(2,4-DIMETHYL)VALERONITRILE (AMVN); ANTHOCYANIN; BLACK RICE; CYANIDIN 3-O-GLUCOSIDE; RADICAL OXIDATION;

ANTHOCYANINS; ANTIOXIDANTS; GLUCOSIDES; MAGNETIC RESONANCE SPECTROSCOPY; ORYZA SATIVA; OXIDATION-REDUCTION; PLANT EXTRACTS; QUALITY CONTROL;

EID: 84894112873     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2014.01.077     Document Type: Article

References (24)

1. E.S.M. Abdel-Aal, J.C. Young, and I. Rabalski Anthocyanin composition in black blue, pink, purple, and red cereal grains Journal of Agricultural and Food Chemistry 54 2006 4696 4704 (Pubitemid 44137191)
2. A. Castañeda-Ovando, M.L. Pacheco-Hernández, M.E. Páez-Hernández, J.A. Rodríguez, and C.A. Galán-Vidal Chemical studies of anthocyanins: A review Food Chemistry 113 2009 859 871
3. N.E. Es-Safi, E. Meudec, C. Bouchut, H. Fulcrand, P.H. Ducrot, and G. Herbette et al. New compounds obtained by evolution and oxidation of malvidin 3-O-glucoside in ethanolic medium Journal of Agricultural and Food Chemistry 56 2008 4584 4591 (Pubitemid 352002671)
4. S.J. Han, S.N. Ryu, and S.S. Kang A new 2-arylbenzofuran with antioxidant activity from the black colored rice (Oryza satuca L.) bran Chemical and Pharmaceutical Bulletin 52 2004 1365 1366 (Pubitemid 41364462)
5. Harborne, J. B. (1994). The flavonoids: Advances in research since 1986. Chapman & Hall.
6. J.B. Harborne, and C.A. Williams Anthocyanins and other flavonoids Natural Product Reports 1995 639 657 (Pubitemid 3009322)
7. M. Hillenbrand, J. Zapp, and H. Becker Depsides from the petals of Papaver rhoeas Planta Medica 70 2004 378 380
8. D.-X. Hou Potential mechanisms of cancer chemoprevention by anthocyanins Current Molecular Medicine 3 2003 149 159 (Pubitemid 36285103)
9. Y.P. Jang, J. Zhou, K. Nakanishi, and J.R. Sparrow Anthocyanins protect against A2E photooxidation and membrane permeabilization in retinal pigment epithelial cells Photochemistry and Photobiology 81 2005 529 536 (Pubitemid 40901324)
10. L. Jurd Anthocyanins and related compounds. III. Oxidation of substituted flavylium salts to 2-phenylbenzofurans Journal of Organic Chemistry 29 1964 2602 2605
11. L. Jurd Recent progress in the chemistry of flavylium salts Recent Advances in Phytochemistry 5 1972 135 164
12. P. Karrer, and R. Widmer Plant coloring matters. V. Colors of primrose Helvetica Chimica Acta 10 1927 758 763
13. P. Karrer, R. Widmer, A. Helfenstein, W. Hurliman, O. Nievergelt, and P. Monsasrrate-Thomas Plant coloring matters. IV. Anthocyans and anthocyanidins Helvetica Chimica Acta 10 1927 729 757
14. N. Katsube, K. Iwashita, T. Tsushida, K. Yamaki, and M. Kobori Induction of apoptosis in cancer cells by bilberry (Vaccinium myrtillus) and the anthocyanins Journal of Agricultural and Food Chemistry 51 2003 68 75
15. M.K. Kim, H. Kim, K. Koh, H.S. Kim, Y.S. Lee, and Y.H. Kim Identification and quantification of anthocyanin pigments in colored rice Nutrition Research and Practice 2 2008 46 49
16. J.H. Lee, N.S. Kang, S.O. Shin, S.H. Shin, S.G. Lim, and D.Y. Suh et al. Chemical studies of anthocyanins: A review Food Chemistry 112 2009 226 231
17. S.U. Lule, and W. Xia Food phenolics, pros and cons: A review Food Reviews International 21 2005 367 388 (Pubitemid 41634368)
18. H. Matsumoto, and H. Iida The improvement of refractive function by oral intake of blackcurrant anthocyanins and its action mechanism Japanese Pharmacology & Therapeutics 35 2007 447 455 (Pubitemid 47014027)
19. S.N. Nichenametla, T.G. Taruscio, D.L. Barney, and J.H. Exon A review of the effects and mechanisms of polyphenolics in cancer Critical Reviews in Food Science and Nutrition 46 2006 161 183
20. K.A. Reynertson, A.M. Wallace, S. Adachi, R.R. Gil, H. Yang, and M.J. Basil et al. Bioactive depsides and anthocyanins from jaboticaba (Myrciaria cauliflora) Journal of Natural Products 69 2006 1228 1230 (Pubitemid 44409803)
21. S.N. Ryu, S.Z. Park, and C.T. Ho High performance liquid chromatographic determination of anthocyanin pigments in some varieties of black rice Journal of Food and Drug Analysis 6 1998 729 736 (Pubitemid 129637764)
22. T. Tsuda, K. Ohshima, S. Kawakishi, and T. Osawa Oxidation products of cyanicin 3-O-β-d-glucoside with a free radical initiator Lipids 31 1996 1259 1263
23. T. Tsuda, M. Watanabe, K. Ohshima, S. Norinobu, S.W. Choi, and S. Kawakishi et al. Antioxidative activity of the anthocyanin pigments cyanidin 3-O-β-d-glucoside and cyanidin Journal of Agricultural and Food Chemistry 42 1994 2407 2410
24. J. Valls, S. Millán, M.P. Martí, E. Borràs, and L. Arola Advanced separation methods of food anthocyanins, isoflavones and flavanols Journal of Chromatography A 1216 2009 7143 7172