메뉴 건너뛰기




Volumn 82, Issue 2, 2016, Pages 115-122

Action of ellagic acid on the melanin biosynthesis pathway

Author keywords

Ellagic acid; Inhibition; Kinetic characterization; Melanogenesis; Tyrosinase

Indexed keywords

ELLAGIC ACID; MONOPHENOL MONOOXYGENASE; QUINONE DERIVATIVE; ANTIOXIDANT; BENZOQUINONE DERIVATIVE; DEPIGMENTING AGENT; DOPA; DOPAQUINONE; MELANIN; PHENOL DERIVATIVE;

EID: 84958581699     PISSN: 09231811     EISSN: 1873569X     Source Type: Journal    
DOI: 10.1016/j.jdermsci.2016.02.004     Document Type: Article
Times cited : (41)

References (51)
  • 3
    • 84889625604 scopus 로고    scopus 로고
    • Chemistry of melanins
    • Blackwell Publishing, Oxford, J.J. Nordlund, R.E. Boissy, V.J. Hearing, R.A. King, W.S. Oetting, J.P. Ortonne (Eds.)
    • Ito S., Wakamatsu K. Chemistry of melanins. The Pigmentary System. Physiology and Patophysiology 2006, 282-310. Blackwell Publishing, Oxford. Second ed. J.J. Nordlund, R.E. Boissy, V.J. Hearing, R.A. King, W.S. Oetting, J.P. Ortonne (Eds.).
    • (2006) The Pigmentary System. Physiology and Patophysiology , pp. 282-310
    • Ito, S.1    Wakamatsu, K.2
  • 4
    • 0009797275 scopus 로고    scopus 로고
    • Mixed epidermal and dermal hypermelanoses
    • Oxford University Press, New York, J.J. Nordlund, R.E. Boissy, V.J. Hearing, R.A. King, J.P. Ortonne (Eds.)
    • Urabe K., Nakayam J., Hori Y. Mixed epidermal and dermal hypermelanoses. The Pigmentary System. Physiology and Pathophysiology 1998, 909-911. Oxford University Press, New York. J.J. Nordlund, R.E. Boissy, V.J. Hearing, R.A. King, J.P. Ortonne (Eds.).
    • (1998) The Pigmentary System. Physiology and Pathophysiology , pp. 909-911
    • Urabe, K.1    Nakayam, J.2    Hori, Y.3
  • 5
    • 84903761747 scopus 로고    scopus 로고
    • Clinical efficacy and safety of 4-hexyl-1,3-phenylenediol for improving skin hyperpigmentation
    • Won Y.K., Loy C.J., Randhawa M., Southall M.D. Clinical efficacy and safety of 4-hexyl-1,3-phenylenediol for improving skin hyperpigmentation. Arch. Dermatol. Res. 2014, 306:455-465.
    • (2014) Arch. Dermatol. Res. , vol.306 , pp. 455-465
    • Won, Y.K.1    Loy, C.J.2    Randhawa, M.3    Southall, M.D.4
  • 6
    • 0019741905 scopus 로고
    • Polyphenol oxidase and peroxidase in fruits and vegetables
    • Vámos-Vigyázó L. Polyphenol oxidase and peroxidase in fruits and vegetables. Crit. Rev. Food Sci. Nutr. 1981, 15:49-127.
    • (1981) Crit. Rev. Food Sci. Nutr. , vol.15 , pp. 49-127
    • Vámos-Vigyázó, L.1
  • 8
    • 0032859885 scopus 로고    scopus 로고
    • Influence of pH benzoic acid, glutathione. EDTA. 4-hexylresorcinol, and sodium chloride on the pressure inactivation kinetics of mushroom polyphenol oxidase
    • Weemaes C.A., Ludikhuyze L.R., Van den Broeck I., Hendrickx M.E. Influence of pH benzoic acid, glutathione. EDTA. 4-hexylresorcinol, and sodium chloride on the pressure inactivation kinetics of mushroom polyphenol oxidase. J. Agric. Food Chem. 1999, 47:3526-3530.
    • (1999) J. Agric. Food Chem. , vol.47 , pp. 3526-3530
    • Weemaes, C.A.1    Ludikhuyze, L.R.2    Van den Broeck, I.3    Hendrickx, M.E.4
  • 9
    • 33645999366 scopus 로고    scopus 로고
    • Melanosis inhibition and 4-hexylresorcinol residual levels in deepwater pink shrimp (Parapenaeus longirostris) following various treatments
    • Montero P., Martínez-Álvarez O., Zamorano J.P., Alique R., Gómez-Guillén M.C. Melanosis inhibition and 4-hexylresorcinol residual levels in deepwater pink shrimp (Parapenaeus longirostris) following various treatments. Eur. Food Res. Technol. 2006, 223:16-21.
    • (2006) Eur. Food Res. Technol. , vol.223 , pp. 16-21
    • Montero, P.1    Martínez-Álvarez, O.2    Zamorano, J.P.3    Alique, R.4    Gómez-Guillén, M.C.5
  • 10
    • 84916879347 scopus 로고    scopus 로고
    • Rationale of using hypopigmenting drugs and their clinical application in melasma
    • Sardana K., Ghunawat S. Rationale of using hypopigmenting drugs and their clinical application in melasma. Expert. Rev. Pharmacol. 2015, 8:123-134.
    • (2015) Expert. Rev. Pharmacol. , vol.8 , pp. 123-134
    • Sardana, K.1    Ghunawat, S.2
  • 11
    • 77957960396 scopus 로고    scopus 로고
    • Ligand-based computer-aided discovery of tyrosinase inhibitors. Applications of the TOMOCOMD-CARDD method to the elucidation of new compounds
    • Marrero-Ponce Y., Casañola-Martín G.M., Khan M.T., Torrens F., Rescigno A., Abad C. Ligand-based computer-aided discovery of tyrosinase inhibitors. Applications of the TOMOCOMD-CARDD method to the elucidation of new compounds. Curr. Pharm. Res. 2010, 16:2601-2624.
    • (2010) Curr. Pharm. Res. , vol.16 , pp. 2601-2624
    • Marrero-Ponce, Y.1    Casañola-Martín, G.M.2    Khan, M.T.3    Torrens, F.4    Rescigno, A.5    Abad, C.6
  • 12
    • 84904016156 scopus 로고    scopus 로고
    • A rational workflow for sequential virtual screening of chemical libraries on searching for new tyrosinase inhibitors
    • Le-Thi-Thu H., Casanola-Martín G.M., Marrero-Ponce Y., Rescigno A., Abad C., Khan M.T. A rational workflow for sequential virtual screening of chemical libraries on searching for new tyrosinase inhibitors. Curr. Top. Med. Chem. 2014, 14:1473-1485.
    • (2014) Curr. Top. Med. Chem. , vol.14 , pp. 1473-1485
    • Le-Thi-Thu, H.1    Casanola-Martín, G.M.2    Marrero-Ponce, Y.3    Rescigno, A.4    Abad, C.5    Khan, M.T.6
  • 15
    • 84908012884 scopus 로고    scopus 로고
    • Tyrosinase-catalyzed oxidation of rhododendrol produces 2-methylchromane-6,7-dione, the putative ultimate toxic metabolite: implications for melanocytes toxicity
    • Ito S., Ojika M., Yamashita T., Wakamatsu K. Tyrosinase-catalyzed oxidation of rhododendrol produces 2-methylchromane-6,7-dione, the putative ultimate toxic metabolite: implications for melanocytes toxicity. Pigm. Cell Melanoma Res. 2014, 27:744-753.
    • (2014) Pigm. Cell Melanoma Res. , vol.27 , pp. 744-753
    • Ito, S.1    Ojika, M.2    Yamashita, T.3    Wakamatsu, K.4
  • 18
    • 84926628095 scopus 로고    scopus 로고
    • Tyrosinase-catalyzed metabolism of rhododendrol (RD) in B16 melanoma cells: production of RD-pheomelanin and covalent binding with thiol proteins
    • Ito S., Okura M., Nakanishi Y., Ojika M., Wakamatsu K., Yamashita T. Tyrosinase-catalyzed metabolism of rhododendrol (RD) in B16 melanoma cells: production of RD-pheomelanin and covalent binding with thiol proteins. Pigment Cell Melanoma Res. 2015, 28:295-306.
    • (2015) Pigment Cell Melanoma Res. , vol.28 , pp. 295-306
    • Ito, S.1    Okura, M.2    Nakanishi, Y.3    Ojika, M.4    Wakamatsu, K.5    Yamashita, T.6
  • 19
    • 84937859832 scopus 로고    scopus 로고
    • A convenient screening method to differentiate phenolic skin whitening tyrosinase inhibitors from leukoderma-inducing phenols
    • Ito S., Wakamatsu K. A convenient screening method to differentiate phenolic skin whitening tyrosinase inhibitors from leukoderma-inducing phenols. J. Dematol. Sci. 2015, 80:18-24.
    • (2015) J. Dematol. Sci. , vol.80 , pp. 18-24
    • Ito, S.1    Wakamatsu, K.2
  • 20
    • 84938709693 scopus 로고    scopus 로고
    • Tyrosinase-catalyzed hydroxylation of 4-hexylresorcinol, an antibrowning and depigmenting agent: a kinetic study
    • Ortiz-Ruiz C.V., Berna J., Rodriguez-Lopez J.N., Tomas V., Garcia-Canovas F. Tyrosinase-catalyzed hydroxylation of 4-hexylresorcinol, an antibrowning and depigmenting agent: a kinetic study. J. Agric. Food Chem. 2015, 63:7032-7040.
    • (2015) J. Agric. Food Chem. , vol.63 , pp. 7032-7040
    • Ortiz-Ruiz, C.V.1    Berna, J.2    Rodriguez-Lopez, J.N.3    Tomas, V.4    Garcia-Canovas, F.5
  • 21
    • 0038680412 scopus 로고    scopus 로고
    • Identification of oxidation product of arbutin in mushroom tyrosinase assay system
    • Nihei K., Kubo I. Identification of oxidation product of arbutin in mushroom tyrosinase assay system. Bioorg. Med. Chem. Lett. 2003, 13:2409-2412.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 2409-2412
    • Nihei, K.1    Kubo, I.2
  • 22
    • 79955046974 scopus 로고    scopus 로고
    • Brain size and the expression of pheomelanin-based colour in birds
    • Galván I., Moller A.P. Brain size and the expression of pheomelanin-based colour in birds. J. Evol. Biol. 2011, 24:999-1006.
    • (2011) J. Evol. Biol. , vol.24 , pp. 999-1006
    • Galván, I.1    Moller, A.P.2
  • 23
    • 84863769158 scopus 로고    scopus 로고
    • Relationships between hair melanization glutathione levels, and senescence in wild boars
    • Galván I., Alonso-Alvarez C., Negro J.J. Relationships between hair melanization glutathione levels, and senescence in wild boars. Physiol. Biochem. Zool. 2012, 85:332-347.
    • (2012) Physiol. Biochem. Zool. , vol.85 , pp. 332-347
    • Galván, I.1    Alonso-Alvarez, C.2    Negro, J.J.3
  • 24
    • 84880329037 scopus 로고    scopus 로고
    • How does pheomelanin synthesis contribute to melanomagenesis: two distinct mechanisms could explain the carcinogenicity of pheomelanin synthesis
    • Morgan A.M., Lo J., Fisher D.E. How does pheomelanin synthesis contribute to melanomagenesis: two distinct mechanisms could explain the carcinogenicity of pheomelanin synthesis. Bioessays 2013, 35:672-676.
    • (2013) Bioessays , vol.35 , pp. 672-676
    • Morgan, A.M.1    Lo, J.2    Fisher, D.E.3
  • 25
    • 0022574197 scopus 로고
    • Inhibition of 3-methylcholanthrene-induced skin tumorigenicity in BALB/c mice by chronic oral feeding of trace amounts of ellagic acid in drinking water
    • Mukhtar H., Das M., Bickers D.R. Inhibition of 3-methylcholanthrene-induced skin tumorigenicity in BALB/c mice by chronic oral feeding of trace amounts of ellagic acid in drinking water. Cancer Res. 1986, 46:2262-2265.
    • (1986) Cancer Res. , vol.46 , pp. 2262-2265
    • Mukhtar, H.1    Das, M.2    Bickers, D.R.3
  • 26
    • 0002745890 scopus 로고
    • Ellagic acid, an anticarcinogen in fruits, especially in strawberries: a review
    • Maas J.L., Galletta G.J. Ellagic acid, an anticarcinogen in fruits, especially in strawberries: a review. HortScience 1991, 26:10-14.
    • (1991) HortScience , vol.26 , pp. 10-14
    • Maas, J.L.1    Galletta, G.J.2
  • 29
  • 31
    • 0033879577 scopus 로고    scopus 로고
    • In vitro and in vivo evaluation of ellagic acid on melanogenesis inhibition
    • Shimogaki H., Tanaka Y., Tamai H., Masuda M. In vitro and in vivo evaluation of ellagic acid on melanogenesis inhibition. Int. J. Cosmet. Sci. 2000, 22:291-303.
    • (2000) Int. J. Cosmet. Sci. , vol.22 , pp. 291-303
    • Shimogaki, H.1    Tanaka, Y.2    Tamai, H.3    Masuda, M.4
  • 32
    • 29344460420 scopus 로고    scopus 로고
    • Inhibitory effect of an ellagic acid-rich pomegranate extract on tyrosinase activity and ultraviolet-induced pigmentation
    • Yoshimura M., Watanabe Y., Kasai K., Yamakoshi J., Koga T. Inhibitory effect of an ellagic acid-rich pomegranate extract on tyrosinase activity and ultraviolet-induced pigmentation. Biosci. Biotechnol. Biochem. 2005, 69:2368-2373.
    • (2005) Biosci. Biotechnol. Biochem. , vol.69 , pp. 2368-2373
    • Yoshimura, M.1    Watanabe, Y.2    Kasai, K.3    Yamakoshi, J.4    Koga, T.5
  • 33
    • 84855287565 scopus 로고    scopus 로고
    • Inhibitory effects of whisky polyphenols on melanogenesis in mouse B16 melanoma cells
    • Yoshioka S., Terashita T., Yoshizumi H., Shirasaka N. Inhibitory effects of whisky polyphenols on melanogenesis in mouse B16 melanoma cells. Biosci. Biotechnol. Biochem. 2011, 75:2278-2282.
    • (2011) Biosci. Biotechnol. Biochem. , vol.75 , pp. 2278-2282
    • Yoshioka, S.1    Terashita, T.2    Yoshizumi, H.3    Shirasaka, N.4
  • 35
    • 84922530673 scopus 로고    scopus 로고
    • In vitro bioactivities and phytochemical profile of various parts of the strawberry (Fragaria × ananassa var. Amaou)
    • Zhu Q., Nakagawa T., Kishikawa A., Ohnuki K., Shimizu K. In vitro bioactivities and phytochemical profile of various parts of the strawberry (Fragaria × ananassa var. Amaou). J. Funct. Foods 2015, 13:38-49.
    • (2015) J. Funct. Foods , vol.13 , pp. 38-49
    • Zhu, Q.1    Nakagawa, T.2    Kishikawa, A.3    Ohnuki, K.4    Shimizu, K.5
  • 36
    • 84962937143 scopus 로고    scopus 로고
    • Cosmetic composition comprising N-ethoxycarbonyl-4-aminophenol and arbutin or its derivatives and/or ellagic acid or its derivatives
    • EP patent EP1110537 A2, Jun 27.
    • V. Chevalier, D.M. Pham, L'OREAL SA, Cosmetic composition comprising N-ethoxycarbonyl-4-aminophenol and arbutin or its derivatives and/or ellagic acid or its derivatives, EP patent EP1110537 A2, 2001 Jun 27.
    • (2001)
    • Chevalier, V.1    Pham, D.M.2    L'oreal, S.A.3
  • 37
    • 84962938056 scopus 로고
    • Lion Corp, Japan, Topical preparations containing unsaturated fatty acids and polyphenols
    • JP patent JP 05271046, A.
    • M. Egawa, H. Fukuda, M. Mitsui, Lion Corp, Japan, Topical preparations containing unsaturated fatty acids and polyphenols, JP patent JP 05271046, A, (1993).
    • (1993)
    • Egawa, M.1    Fukuda, H.2    Mitsui, M.3
  • 40
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 1976, 72:248-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 44
    • 84962977119 scopus 로고    scopus 로고
    • Jandel Scientific
    • Sigma Plot 9.0 for WindowsTM, Core Madera.
    • Jandel Scientific, Sigma Plot 9.0 for WindowsTM, Core Madera. (2006).
    • (2006)
  • 45
    • 33947481402 scopus 로고
    • The mechanism of the periodate oxidation of aromatic systems. I. A kinetic study of the periodate oxidation of hydroquinone and p-methoxyphenol in acidic solution
    • Kaiser E.T., Weidman S.W. The mechanism of the periodate oxidation of aromatic systems. I. A kinetic study of the periodate oxidation of hydroquinone and p-methoxyphenol in acidic solution. J. Am. Chem. Soc. 1964, 86:4354-4358.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 4354-4358
    • Kaiser, E.T.1    Weidman, S.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.