Structural identification of isomallotusinin and other phenolics in Phyllanthus emblica L. fruit hull

Food Chemistry

Volumn 132, Issue 3, 2012, Pages 1527-1533

  Luo, Wei ^a   Wen, Lingrong ^a   Zhao, Mouming ^a   Yang, Bao ^b   Ren, Jiaoyan ^a   Shen, Guanglin ^c   Rao, Guohua ^c  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b SOUTH CHINA INSTITUTE OF BOTANY   (China)

^c Technology Center   (China)

Author keywords

Antioxidant; Hydrolysable tannins; NMR; Phyllenthus emblica L.

Indexed keywords

ANTIOXIDANT; ANTIOXIDANT ACTIVITIES; DIETHYL ETHERS; DRIED FRUITS; ETHYL ACETATES; HYDROLYSABLE TANNINS; MUCIC ACIDS; PHENOLICS; PHYLLANTHUS; PHYLLENTHUS EMBLICA L.; RADICAL SCAVENGING; RADICAL SCAVENGING ACTIVITY; SEPARATION AND PURIFICATION; SEPHADEX; STRUCTURAL IDENTIFICATION;

COLUMN CHROMATOGRAPHY; ETHANOL; ETHERS; FRUITS; ION EXCHANGE; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PURIFICATION; SILICA; SILICA GEL;

PHENOLS;

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 1,4 LACTONE 3 GALLATE; 2,2' AZINOBIS(3 ETHYLBENZOTHIAZOLINE 6 SULFONIC ACID); ACETIC ACID ETHYL ESTER; ALCOHOL; ANTIOXIDANT; CHEBULAGIC ACID; CHEBULANIN; EMBLICA OFFICINALIS EXTRACT; ETHER; ISOCORILAGIN; ISOMALLOTUSININ; MUCIC ACID; SEPHADEX; SILICA GEL; TANNIN DERIVATIVE; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ARTICLE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; EMBLICA OFFICINALIS; EXTRACTION; FRUIT (STRUCTURE); FRUIT HULL; MASS SPECTROMETRY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHASE PARTITIONING; PURIFICATION;

EMBLICA; PHYLLANTHUS EMBLICA;

EID: 84856226456     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2011.11.146     Document Type: Article

References (33)

1. L.S. Adams, N.P. Seeram, B.B. Aggarwal, Y. Takada, D. Sand, and D. Heber Pomegranate juice, total pomegranate ellagitannins, and punicalagin suppress inflammatory cell signaling in colon cancer cells Journal of Agriculture and Food Chemistry 54 2006 980 985
2. R.D. Bharat, T.C.M. Reddy, G. Jyotsna, S. Sharan, N. Priya, and V. Lakshmipathi Chebulagic acid, a COX-LOX dual inhibitor isolated from the fruits of Terminalia chebula Retz., induces apoptosis in COLO-205 cell line Journal of Ethnopharmacology 124 2009 506 512
3. N. Bouchet, B. Laurence, and B. Fauconneau Radical scavenging activity and antioxidant properties of tannins from Guiera senegalensis Phytotherapy Research 12 1998 159 162
4. P. Buzzini, P. Arapitsas, M. Goretti, E. Branda, B. Turchetti, and P. Pinelli Antimicrobial and antiviral activity of hydrolysable tannins Mini-Reviews in Medicinal Chemistry 8 2008 1179 1187
5. Y. Cai, Q. Luo, M. Sun, and H. Corke Antioxidant activity and phenolic compounds of 112 traditional Chinese medicinal plants associated with anticancer Life Sciences 74 2004 2157 2184
6. Y.Z. Cai, M. Sun, J. Xing, Q. Luo, and H. Corke Structure-radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants Life Science 78 2006 2872 2888
7. H. Gao, Y.N. Huang, P.Y. Xu, and J. Kawabata Inhibitory effect on α-glucosidase by the fruits of Terminalia chebula Retz Food Chemistry 105 2007 628 634
8. G.X. Jiang, B. Yang, Y.M. Jiang, R. Tsao, H.Y. Zhang, and F. Chen Structural characteristics and antioxidant activities of oligosaccharides from longan fruit pericarp Journal of Agricultural and Food Chemistry 57 2009 9293 9298
9. K. Khanbabaee, and T. Van Tee Tannins: Classification and definition Natural Product Report 18 2001 641 649
10. V. Koleckar, K. Kubikova, Z. Rehakova, K. Kuca, D. Jun, and L. Jahodar Condensed and hydrolysable tannins as antioxidants influencing the health Mini-Reviews in Medicinal Chemistry 8 2008 436 447
11. A. Kumaran, and R. Karunakaran In Vitro antioxidant activities of methanol exacts of five Phyllanthus species from India LWT-Food Science and Technology 40 2007 344 352
12. X.L. Liu, C. Cui, M.M. Zhao, J.S. Wang, W. Luo, and B. Yang Identification of phenolics in the fruit of emblica (Phyllanthus emblica L.) and their antioxidant activities Food Chemistry 109 2008 909 915
13. W. Luo, M.M. Zhao, B. Yang, G. Shen, and G.H. Rao Identification of bioactive compounds in Phyllenthus emblica L. fruit and their free radical scavenging activities Food Chemistry 114 2009 499 504
14. T.B. Machado, A.V. Pinto, M.C.F.R. Pinto, I.C.R. Leal, M.G. Silva, and A.C.F. Amaral In vitro activity of Brazilian medicinal plants, naturally occurring naphthoquinones and their analogues, against methicillin-resistant Staphylococcus aureus International Journal of Antimicrobial Agents 21 2003 279 284
15. L. Manjuan, R.K. David, I.G. Alexander, and S. Véronique Phytochemical and antifungal studies on Terminalia mollis and Terminalia brachystemma Fitoterapia 80 2009 369 373
16. A.S. Meyer, E.N. Frankel, and P. Lester Antioxidant activity of hydroxycinnamic acids on human low-density lipoprotein oxidation Methods in Enzymology 335 2001 256 265
17. J.F. Morton The Emblica (Phyllanthus emblica L.) Economic Botany 14 1960 119 128
18. L.W. Morton, K.D. Croft, and I.B. Puddey Phenolic acids protect low-density lipoproteins from peroxynitrite-mediated modification in Vitro Redox Report 5 2000 124 125
19. M.A.M. Nawwar, S.A.M. Hussein, and I. Merfort NMR spectral analysis of polyphenols from Punica granatum Phytochemistry 36 1994 793 798
20. W. Peschel, F. Sanchez-Rabaneda, W. Diekmann, A. Plescher, I. Gartzia, and D. Jimenez An industrial approach in the search of natural antioxidants from vegetable and fruit wastes Food Chemistry 97 2006 137 150
21. S. Quideau, T. Varadinova, D. Karagiozova, M. Jourdes, P. Pardon, and C. Baudry Main structural and stereochemical aspects of the antiherpetic activity of nonahydroxyterphenoyl-containing C-glycosidic ellagitannins Chemistry and Biodiversity 1 2004 247 258
22. P. Rani, and N. Khullar Antimicrobial evaluation of some medicinal plants for their anti-enteric potential against multi-drug resistant Salmonella typhi Journal of Phytotherapy Research 18 2004 670 673
23. 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 and Medicine 26 1999 1231 1237
24. R. Saijo, G. Nonaka, and I. Nishioka Tannins and related compounds. LXXXIV. Isolation and characterization of five new hydrolysable tannins from the bark of Mallotus japonicus Chemical and Pharmaceutical Bulletin 37 1989 2063 2078
25. M.K. Seikel, and W.E. Hillis Hydrolysable tannins of Eucalyptus delegatensis wood Phytochemistry 9 1970 1115 1128
26. P. Storz Reactive oxygen species in tumor progression Frontiers in Bioscience 10 2005 1881 1886
27. H.S. Wang, M.J. Andrew, C.Y.J. Lee, G.H. Shui, S.Y. Tang, and W. Matthew The identification of antioxidants in dark soy sauce Free Radical Research 41 2007 479 488
28. B. Yang, F. Chen, Y.L. Hua, S.S. Huang, S. Lin, and L.R. Wen Prooxidant activities of quercetin, p-courmaric acid and their derivatives analysed by quantitative structure-activity relationship Food Chemistry 131 2012 508 512
29. B. Yang, M.M. Zhao, J. Shi, N. Yang, and Y.M. Jiang Effect of ultrasonic treatment on the recovery and DPPH radical scavenging activity of polysaccharides from longan fruit pericarp Food Chemistry 106 2008 685 690
30. T. Yokozawa, C.P. Chen, E. Dong, T. Tanaka, G.-I. Nonaka, and I. Nishioko Study on the inhibitory effect of tannins and flavonoids against the 1,1-diphenyl-2-picrylhydrazyl radical Biochemical Pharmacology 56 1998 213 222
31. Y.J. Zhang, T. Abe, T. Tanaka, C.R. Yang, and I. Kouno Phyllanemblinins A-F, new ellagitannins from Phyllanthus emblica Journal of Natural Products 64 2001 1527 1532
32. Y.J. Zhang, D.L. DeWitt, S. Murugesan, and M.G. Nair Novel lipid-peroxidation- and cyclooxygenase-inhibitory tannins from Picrorhiza kurroa seeds Chemistry and Biodiversity 1 2004 426 441
33. Y.J. Zhang, T. Tanaka, C.R. Yang, and I. Kouno New phenolic constituents from the fruit juice of Phyllanthus emblica Chemical and Pharmaceutical Bulletin 49 2001 537 540