Phenolic compounds from Trifolium echinatum Bieb. and investigation of their tyrosinase inhibitory and antioxidant activities

Phytochemistry

Volumn 96, Issue , 2013, Pages 305-311

  Sabudak, Temine ^a   Demirkiran, Ozlem ^b   Ozturk, Mehmet ^c   Topcu, Gulacti ^d  

^a NAMIK KEMAL UNIVERSITY   (Turkey)

^b TRAKYA UNIVERSITY   (Turkey)

^c MUGLA SITKI KOCMAN UNIVERSITY   (Turkey)

^d BEZMIALEM VAKIF UNIVERSITY   (Turkey)

Author keywords

Antioxidant activity; Biflavonoid; Bischromone; Fabaceae; Trifolium echinatum; Tyrosinase inhibition

Indexed keywords

FABACEAE; TRIFOLIUM; TRIFOLIUM ECHINATUM;

3,3' DIHYDROXY 2,2' OXYCHROMONE; 3,3' DIMETHOXY 2' OXYCHROMONE; 3,3'-DIHYDROXY-2,2'-OXYCHROMONE; 3,3'-DIMETHOXY-2'-OXYCHROMONE; 5,7,4',5″,3'',4'' HEXAHYDROXY 3' O BETA GLUCOSYL 3',7' O BIFLAVONE; 5,7,4',5″,3'',4''-HEXAHYDROXY-3'-O-BETA-GLUCOSYL-3',7'-O-BIFLAVONE; ANTIOXIDANT; BETA CAROTENE; BIFLAVONOID; CHROMONE DERIVATIVE; KOJIC ACID; MONOPHENOL MONOOXYGENASE; PHENOL DERIVATIVE; PYRONE DERIVATIVE;

ANTIOXIDANT ACTIVITY; ARTICLE; BISCHROMONE; CHEMICAL STRUCTURE; CHEMISTRY; CLOVER; DRUG ANTAGONISM; FABACEAE; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE; TRIFOLIUM ECHINATUM; TURKEY (REPUBLIC); TYROSINASE INHIBITION;

ANTIOXIDANT ACTIVITY; BIFLAVONOID; BISCHROMONE; FABACEAE; TRIFOLIUM ECHINATUM; TYROSINASE INHIBITION;

ANTIOXIDANTS; BETA CAROTENE; BIFLAVONOIDS; CHROMONES; MOLECULAR STRUCTURE; MONOPHENOL MONOOXYGENASE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PHENOLS; PYRONES; TRIFOLIUM; TURKEY;

EID: 84888341067     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2013.08.014     Document Type: Article

References (29)

1. P.K. Agrawal NMR spectroscopy in the structural elucidation of oligosaccharides and glycosides Phytochemistry 31 1992 3307 3330
2. R. Apak, K. Guclu, M. Ozyurek, and S.E. Karademir Novel total antioxidant capacity index for dietary polyphenols and vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC Method J. Agric. Food Chem. 52 2004 7970 7981 (Pubitemid 40053683)
3. Baytop, T., 1984. Theraphy with medicinal plants in Turkey. Istanbul, 409 (in press).
4. M.S. Blois Antioxidant determinations by the use of a stable free radical Nature 181 1958 1199 1200
5. M. Friedman Food browning and its prevent: an Overview J. Agric. Food Chem. 44 1996 631 653
6. P. Geissberger, and U. Sequin Constituents of Bidens pilosa L.: do the components found so far explain the use of this plant in traditional medicine Acta Trop. 48 1991 251 261
7. V.J. Hearing Methods in Enzymology Vol. 142 1987 Academic Press New York 154-165
8. M. Kajjout, and C. Rolando Regiospesific synthesis of quercetin-O-β-glucosylated and O-β-glucuronidated isomers Tetrahedron 67 2011 4731 4741
9. S. Khatib, O. Nerya, R. Musa, M. Shumel, S. Tamir, and J. Vaya Chalcones as potent tyrosinase inhibitors: the importance of 2,4-disubstituted resorcinol moiety Bioorg. Med. Chem. 13 13 2005 433 441 (Pubitemid 39642925)
10. X. Li, Z. Liu, X. Zhang, L. Wang, Y. Zheng, C. yuan, and G. Sun Isolation and characterization of phenolic compounds from the leaves of Salix matsudana Molecules 13 2008 1530 1537
11. K.R. Markham Carbon-13 NMR studies of flavonoid-III: Naturally occurring flavonoid glycosides and their acylated derivatives Tetrahedron 34 1978 1397 1399
12. K. Maeda, and M. Fukuda In vitro effectiveness of several whitening cosmetic components in human melanocytes J. Soc. Cosmet. Chem. 42 1991 361 368
13. H.M. Miller Simplified method for the evaluation of antioxidants J. Am. Oil Chem. Soc. 45 1971 91
14. D.B. Mosher, M.A. Pathak, and T.B. Fitzpatrick Update: Dermatology in General Medicine 1983 McGraw-Hill New York pp. 205-225
15. J. Polasek, E.F. Queiroz, and K. Hostettmann On-line identification of phenolic compounds of Trifolium species using HPLC-UV-MS and post column UV derivatisation Phytochem. Anal. 18 2007 13 23 (Pubitemid 46138673)
16. D.E. Pratt Role of flavones and related compounds in retarding lipid-oxidative flavour changes in foods Sulfur. Phenolic, Nitrogen. Compounds, Charalambous 1 Ira Katz, Phenolic, Sulfur, and Nitrogen Compounds in Food Flavors, vol. 26(1) 1976 Am. Chem. Soc. Press Washington, DC 1 13
17. G.C. Priestley Molecular aspects of dermatology 1993 John Wiley & Sons Chichester pp 226
18. 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 Biol. Med. 26 1999 1231 1237 (Pubitemid 29262709)
19. T. Sabudak, and N. Guler Trifolium L. - A review on its phytochemical Phytother. Res. 23 2009 439 446
20. M. Seiberg, C. Paine, E. Sharlow, P. Andrade-Gordun, M. Costanzo, M. Eisinger, and S.S. Shapiro Inhibition of melanosome transfer results in skin lightening J. Invest. Dermatol. 115 2000 162 167 (Pubitemid 30637183)
21. F. Shahidi, and P.K.J.P.D. Wanasundara Phenolic antioxidants Crit. Rev. Food Sci. Nutr. 32 1992 67 103
22. K.G. Shalashvili Flavonoids of Trifolium echinatum and Trifolium diffusum Khim. Prir. Soed. 3 1993 468 469
23. P. Shoukat, K. Moonkyu, C. Hwan-Suck, and B. Hyunsu Naturally occurring tyrosinase inhibitors: mechanism and applications in skin health, cosmetics and agriculture industries Phytoher. Res. 21 2007 805 816
24. S.M. Son, K.D. Moon, and C.Y. Lee Rhubarb juice as a natural antibrowing agent J. Food Sci. 65 2000 1288 1289 (Pubitemid 32102933)
25. C.E. Tatsis, S. Boeren, V. Exarchou, A.N. Troganis, J. Vervoort, and P.I. Gerothanassis Identification of the major constituents of Hypericum perforatum by LC/SPE/NMR and/or LC/MS Phytochemistry 68 2007 383 393 (Pubitemid 46108047)
26. J. Wang, Y. Ma, X. Wu, L. Yu, R. Xia, G. Sun, and F. Wu Selective hydrolysis by commercially available hesperidinase for isoquercitrin production J. Mol. Catal. B: Enzym. 81 2012 37 42
27. 1H NMR, RRLC-MS parallel dynamic spectroscopy Int. J. Mol. Sci. 12 2011 2556 2571
28. M. Zohary, and D. Heller Genus Trifolium 1984 Ahva Printing Press Jerusalem
29. M. Zohary Trifolium species P.H. Davis, Flora of Turkey vol. 3 1970 University Press Edinburgh 384 448