Structure characterization of proanthocyanidins from Caryota ochlandra Hance and their bioactivities

Food Chemistry

Volumn 155, Issue , 2014, Pages 1-8

  Chen, Xiao Xin ^a   Feng, Hui Ling ^a   Ding, Yu Mei ^a   Chai, Wei Ming ^a   Xiang, Zhi Hao ^a   Shi, Yan ^a   Chen, Qing Xi ^a  

^a XIAMEN UNIVERSITY   (China)

Author keywords

Antioxidant activity; Caryota ochlandra Hance; Mushroom tyrosinase; Proanthocyanidins; Structure characterization

Indexed keywords

BIOACTIVITY; FLAVONOIDS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

ANTI-OXIDANT ACTIVITIES; MUSHROOM TYROSINASE; OCHLANDRA; PROANTHOCYANIDINS; STRUCTURE CHARACTERIZATION;

FRUITS;

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 2,2' AZINOBIS(3 ETHYLBENZOTHIAZOLINE 6 SULFONIC ACID); ASCORBIC ACID; CARBON 13; CATECHIN; MONOPHENOL MONOOXYGENASE; PHENOL DERIVATIVE; PLANT MEDICINAL PRODUCT; POLYMER; PROANTHOCYANIDIN DERIVATIVE; PROCYANIDIN DERIVATIVE; PRODELPHINIDIN DERIVATIVE; UNCLASSIFIED DRUG;

ABTS RADICAL SCAVENGING ASSAY; ANTIOXIDANT ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CARBON NUCLEAR MAGNETIC RESONANCE; CARYOTA OCHLANDRA; CONTROLLED STUDY; DRUG DETERMINATION; DRUG MIXTURE; DRY WEIGHT; ELECTROSPRAY MASS SPECTROMETRY; ENZYME ACTIVITY; FLUORESCENCE RECOVERY AFTER PHOTOBLEACHING; FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IC 50; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MEDICINAL PLANT; MOLECULAR DOCKING; NONHUMAN; OXIDATION; PERICARP; PHYTOCHEMISTRY; POLYMERIZATION; STRUCTURE ACTIVITY RELATION;

ANTIOXIDANT ACTIVITY; CARYOTA OCHLANDRA HANCE; MUSHROOM TYROSINASE; PROANTHOCYANIDINS; STRUCTURE CHARACTERIZATION;

ANTIOXIDANTS; ARECACEAE; ENZYME INHIBITORS; FRUIT; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MONOPHENOL MONOOXYGENASE; PLANT EXTRACTS; PROANTHOCYANIDINS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 84893819462     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2014.01.011     Document Type: Article

References (45)

1. H.A. Bawadi, R.R. Bansode, A. Trappey, R.E. Truax, and J.N. Losso Inhibition of Caco-2 colon, MCF-7 and Hs578T breast, and DU 145 prostatic cancer cell proliferation by water-soluble black bean condensed tannins Cancer Letters 218 2 2005 153 162 (Pubitemid 40164716)
2. A. Behrens, N. Maie, H. Knicker, and I. Kögel-Knabner MALDI-TOF mass spectrometry and PSD fragmentation as means for the analysis of condensed tannins in plant leaves and needles Phytochemistry 62 7 2003 1159 1170 (Pubitemid 36323490)
3. Y.Z. Cai, S. Mei, X. Jie, Q. Luo, and H. Corke Structure-radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants Life Sciences 78 25 2006 2872 2888
4. W.M. Chai, Y. Shi, H.L. Feng, L. Qiu, H.C. Zhou, and Z.W. Deng et al. NMR, HPLC-ESI-MS, and MALDI-TOF MS analysis of condensed tannins from Delonix regia (Bojer ex Hook.) Raf. and their bioactivities Journal of Agricultural and Food Chemistry 60 19 2012 5013 5022
5. X.X. Chen, X.B. Wu, W.M. Chai, H.L. Feng, Y. Shi, and H.T. Zhou et al. Optimization of extraction of phenolics from leaves of Ficus virens Journal of Zhejiang University-Science B Biomedicine and Biotechnology 14 10 2013 903 915
6. X.X. Chen, J. Zhang, W.M. Chai, H.L. Feng, Z.H. Xiang, and D.Y. Shen et al. Reversible and competitive inhibitory kinetics of amoxicillin on mushroom tyrosinase International Journal of Biological Macromolecules 62 2013 726 733
7. M.E. Chiari, D.M.A. Vera, S.M. Palacios, and M.C. Carpinella Tyrosinase inhibitory activity of a 6-isoprenoid-substituted flavanone isolated from Dalea elegans Bioorganic & Medicinal Chemistry 19 11 2011 3474 3482
8. J. Dransfield, A.S. Barfod, and R. Pongsattayapipat A preliminary checklist to Thai palms Thai Forest Bulletin (Botany) 32 2004 32 72
9. 13C NMR spectroscopy and determination of antifungal activities Journal of Agricultural and Food Chemistry 42 8 1994 1704 1708
10. C. Fu, A.E.K. Loo, F.P.P. Chia, and D. Huang Oligomeric proanthocyanidins from mangosteen pericarps Journal of Agricultural and Food Chemistry 55 19 2007 7689 7694 (Pubitemid 47522173)
11. M. Friedman Food browning and its prevention: An overview Journal of Agricultural and Food Chemistry 44 3 1996 631 653
12. L. Gu, M. Kelm, J.F. Hammerstone, G. Beecher, D. Cunningham, and S. Vannozzi et al. Fractionation of polymeric procyanidins from lowbush blueberry and quantification of procyanidins in selected foods with an optimized normal-phase HPLC-MS fluorescent detection method Journal of Agricultural and Food Chemistry 50 17 2002 4852 4860 (Pubitemid 34856155)
13. S. Guyot, N. Marnet, and J.F. Drilleau Thiolysis-HPLC characterization of apple procyanidins covering a large range of polymerization states Journal of Agricultural and Food Chemistry 49 1 2001 14 20 (Pubitemid 32104481)
14. S.D. Hanton Mass spectrometry of polymers and polymer surfaces Chemical Reviews 101 2 2001 527 570
15. W. Hümmer, and P. Schreier Analysis of proanthocyanidins Molecular Nutrition and Food Research 52 12 2008 1381 1398
16. D. Huang, B. Ou, and R.L. Prior The chemistry behind antioxidant capacity assays Journal of Agricultural and Food Chemistry 53 6 2005 1841 1856 (Pubitemid 40403051)
17. M. Jiménez-Atiénzar, J. Cabanes, F. Gandia-Herrero, and F. Garcia-Carmona Kinetic analysis of catechin oxidation by polyphenol oxidase at neutral pH Biochemical and Biophysical Research Communications 319 3 2004 902 910 (Pubitemid 38739406)
18. M. Jiménez, S. Chazarra, J. Escribano, J. Cabanes, and F. Garcia-Carmona Competitive inhibition of mushroom tyrosinase by 4-substituted benzaldehydes Journal of Agricultural and Food Chemistry 49 8 2001 4060 4063 (Pubitemid 32822737)
19. J. Manithottam, and M. Francis Arenga wightii Griff. A unique source of starch and beverage for Muthuvan tribe of Idukki district, Kerala Indian Journal of Traditional Knowledge 6 1 2007 195 198
20. J.A. Kennedy, and G.P. Jones Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol Journal of Agricultural and Food Chemistry 49 4 2001 1740 1746 (Pubitemid 32816813)
21. S. Kermasha, H. Bao, and B. Bisakowski Biocatalysis of tyrosinase using catechin as substrate in selected organic solvent media Journal of Molecular Catalysis B: Enzymatic 11 4-6 2001 929 938 (Pubitemid 32114280)
22. C.G. Krueger, M.M. Vestling, and J.D. Reed Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of heteropolyflavan-3-ols and glucosylated heteropolyflavans in Sorghum [Sorghum bicolor (L.) Moench] Journal of Agricultural and Food Chemistry 51 2003 538 543
23. C. Li, R. Leverence, J.D. Trombley, S. Xu, J. Yang, and Y. Tian et al. High molecular weight persimmon (Diospyros kaki L.) proanthocyanidin: A highly galloylated, A-linked tannin with an unusual flavonol terminal unit, myricetin Journal of Agricultural and Food Chemistry 58 16 2010 9033 9042
24. Y.Y. Lim, and J. Murtijaya Antioxidant properties of Phyllanthus amarus extracts as affected by different drying methods LWT - Food Science and Technology 40 9 2007 1664 1669 (Pubitemid 46976976)
25. M. Lin, L.N. Ke, P. Han, L. Qiu, Q.X. Chen, and H.T. Lin et al. Inhibitory effects of p-alkylbenzoic acids on the activity of polyphenol oxidase from potato (Solanum tuberosum) Food Chemistry 119 2 2010 660 663
26. C.C. Neto, C.G. Krueger, T.L. Lamoureaux, M. Kondo, A.J. Vaisberg, and R.A. Hurta et al. MALDI-TOF MS characterization of proanthocyanidins from cranberry fruit (Vaccinium macrocarpon) that inhibit tumor cell growth and matrix metalloproteinase expression in vitro Journal of the Science of Food and Agriculture 86 14 2006 18 25 (Pubitemid 41820202)
27. Y. Matoba Crystallographic evidence that the dinuclear copper center of tyrosinase is flexible during catalysis Journal of Biological Chemistry 281 13 2006 8981 8990 (Pubitemid 43848005)
28. S. Matthews, I. Mila, A. Scalbert, B. Pollet, C. Lapierre, and C.L. Hervé du Penhoat et al. Method for estimation of proanthocyanidins based on their acid depolymerization in the presence of nucleophiles Journal of Agricultural and Food Chemistry 45 4 1997 1195 1201 (Pubitemid 127476891)
29. O.M. Mosquera, Y.M. Correa, D.C. Buitrago, and J. Niño Antioxidant activity of twenty five plants from Colombian biodiversity Memorias do Instituto Oswaldo Cruz 102 5 2007 631 634 (Pubitemid 47367444)
30. C.W. Oo, A. Pizzi, H. Pasch, and M.J. Kassim Study on the structure of mangrove polyflavonoid tannins with MALDI-TOF mass spectrometry Journal of Applied Polymer Science 109 2 2008 963 967
31. C. Queiroz, A.J.R. da Silva, M.L.M. Lopes, E. Fialho, and V.L. Valente-Mesquita Polyphenol oxidase activity, phenolic acid composition and browning in cashew apple (Anacardium occidentale, L.) after processing Food Chemistry 125 1 2011 128 132
32. 2+-induced oxidation Journal of the Science of Food and Agriculture 81 14 2001 1306 1313 (Pubitemid 33001732)
33. J.D. Reed, C.G. Krueger, and M.M. Vestling MALDI-TOF mass spectrometry of oligomeric food polyphenols Phytochemistry 66 18 2005 2248 2263 (Pubitemid 41254099)
34. R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, and C. Rice-Evans Antioxidant activity applying an improved ABTS radical cation decolorization assay Free Radical Biology & Medicine 26 9-10 1999 1231 1237 (Pubitemid 29262709)
35. C. Santos-Buelga, and A. Scalbert Proanthocyanidins and tannin-like compounds-nature, occurrence, dietary intake and effects on nutrition and health Journal of the Science of Food and Agriculture 80 7 2000 1094 1117 (Pubitemid 30319402)
36. Y.F. Sasaki, S. Kawaguchi, A. Kamayaa, M. Ohshita, K. Kabasawa, and K. Iwama et al. The comet assay with 8 mouse organs results with 39 currently used food additives Mutation Research 519 1-2 2002 103 119 (Pubitemid 34874991)
37. M. Sisti, M. De Santi, D. Fraternale, P. Ninfali, V. Scoccianti, and G. Brandi Antifungal activity of Rubus ulmifolius Schott standardized in vitro culture LWT - Food Science and Technology 41 5 2008 946 950 (Pubitemid 351179818)
38. T.A. Siswoyo, E. Mardiana, K.O. Lee, and K. Hoshokawa Isolation and characterization of antioxidant protein fractions from melinjo (Gnetum gnemon) seeds Journal of Agricultural and Food Chemistry 59 10 2011 5648 5656
39. S. Takahashi, T. Kamiya, K. Saeki, T. Nezu, S.I. Takeuchi, and R. Takasawa et al. Structural insights into the hot spot amino acid residues of mushroom tyrosinase for the bindings of thujaplicins Bioorganic & Medicinal Chemistry 18 22 2010 8112 8118
40. D. Villaño, M.S. Fernández-Pachón, A.M. Troncoso, and M.C. García-Parrilla Comparison of antioxidant activity of wine phenolic compounds and metabolites in vitro Analytica Chimica Acta 538 1-2 2005 391 398 (Pubitemid 40591903)
41. C.C. Wong, H.B. Li, K.W. Cheng, and F. Chen A systematic survey of antioxidant activity of 30 Chinese medicinal plants using the ferric reducing antioxidant power assay Food Chemistry 97 4 2006 705 711 (Pubitemid 43181668)
42. P. Xiang, Y. Lin, P. Lin, and C. Xiang Effects of adduct ions on matrix-assisted laser desorption/ionization time of flight mass spectrometry of condensed tannins: A prerequisite knowledge Chinese Journal of Analytical Chemistry 34 7 2006 1019 1022 (Pubitemid 44693510)
43. T. Yokozawa, C.P. Chen, E. Dong, T. Tanaka, G.I. Nonaka, and I. Nishioka Study on the inhibitory effect of tannins and flavonoids against the 1,1-diphenyl-2-picrylhydrazyl radical Biochemical Pharmacology 56 2 1998 213 222 (Pubitemid 28479829)
44. H.C. Zhou, Y.M. Lin, S.D. Wei, and N.F.Y. Tam Structural diversity and antioxidant activity of condensed tannins fractionated from mangosteen pericarp Food Chemistry 129 4 2011 1710 1720
45. H.C. Zhou, Y.M. Lin, Y.Y. Li, M. Li, S.D. Wei, and W.M. Chai et al. Antioxidant properties of polymeric proanthocyanidins from fruit stones and pericarps of Litchi chinensis Sonn. Food Research International 44 2 2011 613 620