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Flaniostatin, a new isoflavonoid glycoside isolated from the leaves of Cudrania tricuspidata as a tyrosinase inhibitor

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Abstract

In the course of screening program for skin whitening compounds, flaniostatin (FST) was isolated from the leaves of Cudrania tricuspidata as a novel inhibitor of tyrosinase. The structure of FST was determined by ESI-MS and NMR spectroscopic analyses as a new isoflavone glycoside. The FST was exhibited a tyrosinase inhibitory effect in a dose-dependent manner. This effect was higher than that of arbutin at the same concentrations. These results indicated that FST isolated from C. tricuspidata may be a positive tool for skin-whitening agent research.

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References

  1. Virador VM, Kobayashi N, Matsunaga J, Hearing VJ. A standardized protocol for assessing regulators of pigmentation. Anal. Biochem. 270: 207–219 (1999)

    Article  CAS  Google Scholar 

  2. Yamaguchi Y, Brenner M, Hearing VJ. The regulation of skin pigmentation. J. Biol. Chem. 282: 27557–27561 (2007)

    Article  CAS  Google Scholar 

  3. Eller MS, Ostrom K, Glichrest BA. DNA damage enhances melanogenesis. P. Natl. Acad. Sci. USA 93: 1087–1092 (1996)

    Article  CAS  Google Scholar 

  4. Ortonne JP. Photoprotective properties of skin melanin. Brit. J. Dermato. 146: 7–10 (2002)

    Article  CAS  Google Scholar 

  5. Kim YJ, No JK, Lee JH, Chung HY. 4,4′-Dihydroxybiphenyl as a new potent tyrosinase inhibitor. Biol. Pharm. Bull. 28: 323–327 (2005)

    Article  CAS  Google Scholar 

  6. Haugarvoll E, Thorsen J, Laane M, Huang Q, Koppang EO. Melanogenesis and evidence for melanosome transport to the plasma membrane in a CD83 teleost leukocyte cell line. Pigment Cell Res. 19: 214–225 (2006)

    Article  CAS  Google Scholar 

  7. Hearing VJ, Tsukamoto K. Enzymatic control of pigmentation in mammals. FASEB J. 5: 2902–2909 (1991)

    CAS  Google Scholar 

  8. Lim YJ, Lee EH, Kang TH, Ha SK, Oh MS, Kim SM, Yoon TJ, Kang C, Park JH, Kim SY. Inhibitory effects of arbutin on melanin biosynthesis of alpha-melanocyte stimulating hormone-induced hyperpigmentation in cultured brownish guinea pig skin tissues. Arch. Pharm. Res. 32: 367–373 (2009)

    Article  CAS  Google Scholar 

  9. Cabanes J, Chazarra S, Garcia-Carmona F. Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase. J. Pharm. Pharmacol. 46: 982–985 (1994)

    Article  CAS  Google Scholar 

  10. Briganti S, Camera E, Picardo M. Chemical and instrumental approaches to treat hyperpigmentation. Pigment Cell Res. 16: 101–110 (2003)

    Article  Google Scholar 

  11. Kim KS, Kim JA, Eom S. Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression. Pigment Cell Res. 19: 90–98 (1996)

    Article  Google Scholar 

  12. Lee IK, Kim CJ, Song KS, Kim HM, Koshino H, Uramoto M, Yoo ID. Cytotoxic benzyl dihydroflavonols from Cudrania tricuspidata. Phytochemistry 41: 213–216 (1996)

    Article  CAS  Google Scholar 

  13. Hwang JH, Hong SS, Han XH, Hwang JS, Lee D, Lee H, Yun YP, Kim Y, Ro JS, Hwang BY. Prenylated xanthones from the root bark of Cudrania tricuspidata. J. Nat. Prod. 70: 1207–1209 (2007)

    Article  CAS  Google Scholar 

  14. Wang BS, Juang LJ, Yang JJ, Chen LY, Tai HM, Huang MH. Antioxidant and antityrosinase activity of Flemingia macrophylla and Glycine tomentella roots. Evid-Based Compl. Alt. 2012: 1–7 (2012)

    Google Scholar 

  15. Chang TS. Two potent suicide substrates of mushroom tyrosinase: 7,8,4′-Trihydroxyisoflavone and 5,7,8,4′-tetrahydroxyisoflavone. J. Agr. Food Chem. 55: 2010–2015 (2007)

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Food Science and Biotechnology, Kyungnam University, Gyeongnam, 631-701, Korea

    Youngkyoung Kang, Jeong-Un Choi, Eun-Ah Lee & Hae-Ryong Park

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  1. Youngkyoung Kang
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  2. Jeong-Un Choi
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  3. Eun-Ah Lee
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  4. Hae-Ryong Park
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Correspondence to Hae-Ryong Park.

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Kang, Y., Choi, JU., Lee, EA. et al. Flaniostatin, a new isoflavonoid glycoside isolated from the leaves of Cudrania tricuspidata as a tyrosinase inhibitor. Food Sci Biotechnol 22, 1–4 (2013). https://doi.org/10.1007/s10068-013-0236-0

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  • DOI: https://doi.org/10.1007/s10068-013-0236-0

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