Isolation of resveratrol from vitis viniferae caulis and its potent inhibition of human tyrosinase

Evidence-based Complementary and Alternative Medicine

Volumn 2013, Issue , 2013, Pages

  Park, Jiaa ^a   Boo, Yong Chool ^a  

^a Kyungpook National University School of Medicine   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

ARBUTIN; COUMARIC ACID; DEPIGMENTING AGENT; MELANIN; MONOPHENOL MONOOXYGENASE; PLANT EXTRACT; RESVERATROL; UNCLASSIFIED DRUG; VITIS VINIFERA CAULIS EXTRACT;

ARTICLE; CELL STRAIN HEK293; CONTROLLED STUDY; DRUG ISOLATION; DRUG POTENCY; DRUG SCREENING; ENZYME INHIBITION; FRACTIONATION; HUMAN; HUMAN CELL; IC 50; LIQUID CHROMATOGRAPHY; MELANOCYTE; MELANOGENESIS; PLANT STEM; PRIORITY JOURNAL; PROTEIN EXPRESSION; VITIS; VITIS VINIFERA CAULIS;

EID: 84874892471     PISSN: 1741427X     EISSN: 17414288     Source Type: Journal    
DOI: 10.1155/2013/645257     Document Type: Article

References (36)

1. Costin G. E., Hearing V. J., Human skin pigmentation: melanocytes modulate skin color in response to stress. The FASEB Journal 2007 21 4 976 994 2-s2.0-33947616725 10.1096/fj.06-6649rev (Pubitemid 46495689)
2. Epstein J. H., Photocarcinogenesis, skin cancer, and aging. Journal of the American Academy of Dermatology 1983 9 4 487 502 2-s2.0-0020565091 (Pubitemid 13007744)
3. D'Orazio J. A., Nobuhisa T., Cui R., Arya M., Spry M., Wakamatsu K., Igras V., Kunisada T., Granter S. R., Nishimura E. K., Ito S., Fisher D. E., Topical drug rescue strategy and skin protection based on the role of Mc1r in UV-induced tanning. Nature 2006 443 7109 340 344 (Pubitemid 44435153)
4. Yamaguchi Y., Beer J. Z., Hearing V. J., Melanin mediated apoptosis of epidermal cells damaged by ultraviolet radiation: factors influencing the incidence of skin cancer. Archives of Dermatological Research 2008 300 supplement 1 S43 S50 2-s2.0-43349095132 10.1007/s00403-007-0807-0
5. Cabanes J., Chazarra S., Garcia-Carmona F., Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase. Journal of Pharmacy and Pharmacology 1994 46 12 982 985 2-s2.0-0028597093
6. Maeda K., Fukuda M., Arbutin: mechanism of its depigmenting action in human melanocyte culture. Journal of Pharmacology and Experimental Therapeutics 1996 276 2 765 769 2-s2.0-0030076508 (Pubitemid 126660519)
7. Schiaffino M. V., Signaling pathways in melanosome biogenesis and pathology. International Journal of Biochemistry and Cell Biology 2010 42 7 1094 1104 2-s2.0-77953542075 10.1016/j.biocel.2010.03.023
8. Olivares C., Solano F., New insights into the active site structure and catalytic mechanism of tyrosinase and its related proteins. Pigment Cell and Melanoma Research 2009 22 6 750 760 2-s2.0-70350102888 10.1111/j.1755-148X.2009. 00636.x
9. Cardinali G., Ceccarelli S., Kovacs D., Aspite N., Lotti L. V., Torrisi M. R., Picardo M., Keratinocyte growth factor promotes melanosome transfer to keratinocytes. Journal of Investigative Dermatology 2005 125 6 1190 1199 2-s2.0-33644816584 10.1111/j.0022-202X.2005.23929.x
10. Solano F., Briganti S., Picardo M., Ghanem G., Hypopigmenting agents: an updated review on biological, chemical and clinical aspects. Pigment Cell Research 2006 19 6 550 571 2-s2.0-33750538670 10.1111/j.1600-0749.2006.00334.x (Pubitemid 44674109)
11. Anu S. M., Kim H. J., Kim J. E., Boo Y. C., Flavonoids, taxifolin and luteolin attenuate cellular melanogenesis despite increasing tyrosinase protein levels. Phytotherapy Research 2008 22 9 1200 1207 2-s2.0-52649114815 10.1002/ptr.2435
12. Hyo J. K., Sang M. A., Yong C. B., A dual mechanism of 4-hydroxy-5-methyl-3[2H]-furanone inhibiting cellular melanogenesis. Journal of Cosmetic Science 2008 59 2 117 125 2-s2.0-43749110879
13. Kim Y. J., Uyama H., Tyrosinase inhibitors from natural and synthetic sources: structure, inhibition mechanism and perspective for the future. Cellular and Molecular Life Sciences 2005 62 15 1707 1723 2-s2.0-23844545621 10.1007/s00018-005-5054-y (Pubitemid 41176052)
14. Chang T. S., An updated review of tyrosinase inhibitors. International Journal of Molecular Sciences 2009 10 6 2440 2475 2-s2.0-67649668609 10.3390/ijms10062440
15. Kwon B. S., Haq A. K., Pomerantz S. H., Halaban R., Isolation and sequence of a cDNA clone for human tyrosinase that maps at the mouse c-albino locus. Proceedings of the National Academy of Sciences of the United States of America 1987 84 21 7473 7477 2-s2.0-0013587129 (Pubitemid 18035714)
16. Wichers H. J., Recourt K., Hendriks M., Ebbelaar C. E. M., Biancone G., Hoeberichts F. A., Mooibroek H., Soler-Rivas C., Cloning, expression and characterisation of two tyrosinase cDNAs from Agaricus bisporus. Applied Microbiology and Biotechnology 2003 61 4 336 341 2-s2.0-0037844652 (Pubitemid 36683529)
17. Takara K., Iwasaki H., Ujihara K., Wada K., Human tyrosinase inhibitor in rum distillate wastewater. Journal of Oleo Science 2008 57 3 191 196 2-s2.0-41949130527
18. An S. M., Koh J. S., Boo Y. C., p -coumaric acid not only inhibits human tyrosinase activity in vitro but also melanogenesis in cells exposed to UVB. Phytotherapy Research 2010 24 8 1175 1180 2-s2.0-77955624111 10.1002/ptr.3095
19. Kim M., An S. M., Koh J. S., Jang D. I., Boo Y. C., Use of non-melanocytic HEK293 cells stably expressing human tyrosinase for the screening of anti-melanogenic agents. Journal of Cosmetic Science 2011 62 5 515 523
20. Kim M., Park J., Song K., Kim H. G., Koh J. S., Boo Y. C., Screening of plant extracts for human tyrosinase inhibiting effects. International Journal of Cosmetic Science 2012 34 2 202 208 10.1111/j.1468-2494.2012.00704.x
21. An S. M., Koh J. S., Boo Y. C., Inhibition of melanogenesis by tyrosinase siRNA in human melanocytes. BMB Reports 2009 42 3 178 183 2-s2.0-67449106608
22. Lee H. S., Lee B. W., Kim M. R., Jun J. G., Syntheses of resveratrol and its hydroxylated derivatives as radical scavenger and tyrosinase inhibitor. Bulletin of the Korean Chemical Society 2010 31 4 971 975 2-s2.0-77951940745 10.5012/bkcs.2010.31.04.971
23. An S. M., Lee S. I., Choi S. W., Moon S. W., Boo Y. C., p -Coumaric acid, a constituent of Sasa quelpaertensis Nakai, inhibits cellular melanogenesis stimulated by α -melanocyte stimulating hormone. British Journal of Dermatology 2008 159 2 292 299 2-s2.0-47549098477 10.1111/j.1365-2133.2008. 08653.x (Pubitemid 352009845)
24. Park H. Y., Kosmadaki M., Yaar M., Gilchrest B. A., Cellular mechanisms regulating human melanogenesis. Cellular and Molecular Life Sciences 2009 66 9 1493 1506 2-s2.0-67649509828 10.1007/s00018-009-8703-8
25. Branza-Nichita N., Negroiu G., Petrescu A. J., Garman E. F., Platt F. M., Wormald M. R., Dwek R. A., Petrescu S. M., Mutations at critical N-glycosylation sites reduce tyrosinase activity by altering folding and quality control. Journal of Biological Chemistry 2000 275 11 8169 8175 2-s2.0-0034677754 10.1074/jbc.275.11.8169 (Pubitemid 30159732)
26. Bernard P., Berthon J. Y., Resveratrol: an original mechanism on tyrosinase inhibition. International Journal of Cosmetic Science 2000 22 3 219 226 2-s2.0-0034043215 10.1046/j.1467-2494.2000.00019.x (Pubitemid 30389328)
27. Gonzalvez A. G., Gonzalez Urena A., Lewis R. J., van der Zwan G., Spectroscopy and kinetics of tyrosinase catalyzed trans-resveratrol oxidation. The Journal of Physical Chemistry B 2012 116 8 2553 2560 10.1021/jp209753q
28. Satooka H., Kubo I., Resveratrol as a kcat type inhibitor for tyrosinase: potentiated melanogenesis inhibitor. Bioorganic & Medicinal Chemistry 2012 20 2 1090 1099 10.1016/j.bmc.2011.11.030
29. Kim Y. M., Yun J., Lee C. K., Lee H., Min K. R., Kim Y., Oxyresveratrol and hydroxystilbene compounds. Inhibitory effect on tyrosinase and mechanism of action. Journal of Biological Chemistry 2002 277 18 16340 16344 2-s2.0-0037013315 10.1074/jbc.M200678200 (Pubitemid 34967923)
30. Yanagihara M., Yoshimatsu M., Inoue A., Kanno T., Tatefuji T., Hashimoto K., Inhibitory effect of gnetin C, a resveratrol dimer from melinjo (Gnetum gnemon), on tyrosinase activity and melanin biosynthesis. Biological and Pharmaceutical Bulletin 2012 35 6 993 996 10.1248/bpb.35.993
31. Newton R. A., Cook A. L., Roberts D. W., Leonard J. H., Sturm R. A., Post-transcriptional regulation of melanin biosynthetic enzymes by cAMP and resveratrol in human melanocytes. Journal of Investigative Dermatology 2007 127 9 2216 2227 2-s2.0-34547919591 10.1038/sj.jid.5700840 (Pubitemid 47258483)
32. Kim S. Y., Park K. C., Kwon S. B., Kim D. S., Hypopigmentary effects of 4-n-butylresorcinol and resveratrol in combination. Pharmazie 2012 67 6 542 546
33. Yang N. C., Lee C. H., Song T. Y., Evaluation of resveratrol oxidation in vitro and the crucial role of bicarbonate ions. Bioscience, Biotechnology and Biochemistry 2010 74 1 63 68 2-s2.0-75649105767 10.1271/bbb.90549
34. Nassiri-Asl M., Hosseinzadeh H., Review of the pharmacological effects of Vitis vinifera (grape) and its bioactive compounds. Phytotherapy Research 2009 23 9 1197 1204 2-s2.0-69449092522 10.1002/ptr.2761
35. Lee K. T., Lee K. S., Jeong J. H., Jo B. K., Heo M. Y., Kim H. P., Inhibitory effects of Ramulus mori extracts on melanogenesis. Journal of Cosmetic Science 2003 54 2 133 142 2-s2.0-0038074154
36. Park K. T., Kim J. K., Hwang D., Yoo Y., Lim Y. H., Inhibitory effect of mulberroside A and its derivatives on melanogenesis induced by ultraviolet B irradiation. Food and Chemical Toxicology 2011 49 12 3038 3045 10.1016/j.fct.2011.09.008