Inhibitory effect of panduratin A isolated from Kaempferia panduarata Roxb. on melanin biosynthesis

Phytotherapy Research

Volumn 24, Issue 11, 2010, Pages 1600-1604

  Lee, Chan Woo ^a   Kim, Han Sung ^a   Kim, Han Kon ^a   Kim, Jin Woong ^a   Yoon, Ji Hoon ^b   Cho, Yumi ^b   Hwang, Jae Kwan ^b  

^a AmorePacific Corporation   (South Korea)

^b Yonsei University   (South Korea)

Author keywords

Kaempferia pandurata Roxb.; Melanin; Panduratin A; Skin whitening; TRP 1 2; Tyrosinase

Indexed keywords

ARBUTIN; DERMATOLOGICAL AGENT; KOJIC ACID; MELANIN; MONOPHENOL MONOOXYGENASE; PANDURATIN A; TYROSINASE RELATED PROTEIN 1; TYROSINASE RELATED PROTEIN 2; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BIOSYNTHESIS; CONTROLLED STUDY; DRUG ACTIVITY; DRUG STRUCTURE; HYPERPIGMENTATION; KAEMPFERIA PANDUARATA; MEDICINAL PLANT; MELANOCYTE; MELANOGENESIS; MOUSE; NONHUMAN;

ANIMALS; CELL LINE; CHALCONES; INTRAMOLECULAR OXIDOREDUCTASES; MELANINS; MELANOCYTES; MICE; MONOPHENOL MONOOXYGENASE; OXIDOREDUCTASES; ZINGIBERACEAE;

BOESENBERGIA ROTUNDA; KAEMPFERIA; MURINAE;

EID: 78049420989     PISSN: 0951418X     EISSN: 10991573     Source Type: Journal    
DOI: 10.1002/ptr.3163     Document Type: Article

References (35)

1. An BJ, Kwak JH, Park JM et al. 2005. Inhibition of enzyme activities and the antiwrinkle effect of polyphenol isolated from the persimmon leaf (Diospyros kaki folium) on human skin. Dermatol Surg 31: 848-854.
2. Arung ET, Shimizu K, Kondo R. 2006. Inhibitory effect of artocarpanone from Artocarpus heterophyllus on melanin biosynthesis. Biol Pharm Bull 29: 1966-1999.
3. Camacho-Hubner A, Beermann F. 2000. Cellular and molecular features of mammalian pigmentation-tyrosinase and TRP. Pathol Biol (Paris) 48: 577-583.
4. Chakraborty AK, Funasaka Y, Komoto M, Ichihashi M. 1998. Effect of arbutin on melanogenic proteins in human melanocytes. Pigment Cell Res 11: 206-212.
5. Cheenpracha S, Karalai C, Ponglimanont C, Subhadhirasakul S, Tewtrakul S. 2006. Anti-HIV-1 protease activity of compounds from Boesenbergia pandurata. Bioorg Med Chem 14: 1710-1714.
6. del Marmol V, Beermann F. 1996. Tyrosinase and related proteins in mammalian pigmentation. FEBS Lett 381: 165-168.
7. Dooley TP, Gadwood RC, Kilgore K, Thomasco LM. 1994. Development of an in vitro primary screen for skin depigmentation and antimelanoma agents. Skin Pharmacol 7: 188-200.
8. Enos TA, Kuniyoshi S, Ryuichiro K. 2006. Inhibitory effect of artocarpanone from Artocarpus heterophyllus on melanin biosynthesis. Biol Pharm Bull 29: 1966-1969.
9. Griffiths CE, Finkel LJ, Ditre CM, Hamilton TA, Ellis CN, Voorhees JJ. 1993. Topical tretinoin (retinoic acid) improves melasma. Br J Dermatol 129: 415-421.
10. Hakozaki T, Minwalla L, Zhuang J et al. 2002. The effect of niacinamide on reducing cutaneous pigmentation and suppression of melanosome transfer. Br J Dermatol 147: 20-31.
11. Hearing VJ, Jimenez M. 1987. Mammalian tyrosinase - the critical regulatory control point in melanocyte pigmentation. Int J Biochem 19: 1141-1147.
12. Hosoi J, Abe E, Suda T, Kuroki T. 1985. Regulation of melanin synthesis of B16 mouse melanoma cells by 1 alpha, 2, 5-dihydroxyvitamin D3 and retinoic acid. Cancer Res 45: 1474-1478.
13. Kameyama K, Sakai C, Kondoh S et al. 1996. Inhibitory effect of magnesium L-ascorbyl-2-phosphate (VC-PMG) on melanogenesis in vitro and in vivo. J Am Acad Dermatol 34: 29-33.
14. Kiat TS, Pippen R, Yusof H, Ibrahim H, Khalid N, Rahman NA. 2006. Inhibitory activity of cyclohexenyl chalcone derivatives and flavonoids of fingerroot, Boesenbergia rotunda (L.), toward dengue-2 virus NS3 protease. Bioorg Med Chem Lett 12: 3337-3340.
15. Kobayashi T, Urabe K, Winder A et al. 1994. Tyrosinase related protein 1 (TRP-1) functions as a DHICA oxidase in melanin biosynthesis. EMBO J 13: 5818-5825.
16. Maeda K, Fukuda M. 1995. Arbutin: Mechanism of its depigmentation actions in human melanocyte culture. J Pharmacol Exp Ther 267: 765-769.
17. Miranda CL, Stevens JF, Ivanov V et al. 2000. Antioxidant and prooxidant actions of prenylated and nonprenylated chalcones and flavanones in vitro. J Agric Food Chem 48: 3876-3884.
18. Nerya O, Musa R, Khatib S, Khatib S, Tamir S, Vaya J. 2004. Chalcones as potent tyrosinase inhibitors: the effect of hydroxyl positions and numbers. Phytochemistry 65: 1389-1395.
19. Nerya O, Vaya J, Musa R, Izrael S. 2003. Glabene and isoliquiritigenin as tyrosinase inhibitors from licorice roots. J Agric Food Chem 51: 1201-1207.
20. Oetting WS. 2000. The tyrosinase gene and oculocutaneous albinism type 1 (OCA1): a model for understanding the molecular biology of melanin formation. Pigment Cell Res 13: 320-325.
21. Ohguchi K, Tanaka T, Ito T et al. 2003. Inhibitory effects of resveratrol derivatives from dipterocarpaceae plants on tyrosinase activity. Biosci Biotechnol Biochem 67: 1587-1589.
22. Park KM, Choo JH, Sohn JH, Lee SH, Hwang JK. 2005. Antibacterial activity panduratin A isolated from Kaempferia pandurata against Porphyromonas gingivalis. Food Sci Biotechnol 14: 286-289.
23. Pomerantz HS. 1964. Tyrosine hydroxylation catalyzed by mammalian tyrosinase: an improved method of assay. Biochem Biophys Res Commun 16: 188-194.
24. Reley P. 2003. Melanogenesis and melanoma. Pigment Cell Res 16: 548-552.
25. Serra-Baldrich E, Tribo MJ, Camarasa JG. 1998 Allergic contact dermatitis from kojic acid. Contact Dermatitis 39: 86-87.
26. Shindo K, Kato M, Kinoshita A, Kobayashi A, Koike Y. 2006. Analysis of antioxidant activities contained in the Boesenbergia pandurata Schult. rhizome. Biosci Biotechnol Biochem 70: 2281-2284.
27. Sohn JH, Han KL, Lee SH, Hwang JK. 2005. Protective effects of panduratin A against oxidative damage of tert-butylhydroperoxide in human HepG2 cells. Biol Pharm Bull 28: 1083-1086.
28. Trakoontivakorn G, Nakahara K, Shinmoto H et al. 2001. Structural analysis of a novel antimutagenic compound, 4-hydroxypanduratin A, and the antimutagenic activity of flavonoids in a Thai spice, fingerroot (Boesenbergia pandurata Schult.) against mutagenic heterocyclic amines. J Agric Food Chem 49: 3046-3050.
29. Tsuji-Naito K, Hatani T, Okada T, Tehera T. 2006. Evidence for covalent lipoyl adduction with dopaquinone following tyrosinase-catalyzed oxidation. Biochem Biophys Res Commun 343: 15-20.
30. Tuchinda P, Reutrakul V, Claeson P et al. 2002. Anti-inflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata. Phytochemistry 59: 169-173.
31. Vachtenheim J, Duchon J. 1996. Melanogenic factors: regulation of gene expression. Sb Lek 97: 41-47.
32. Wright S. 1989. Dietary supplementation with n-6 essential fatty acids in atopic eczema. J Dermatol Treat 1: 47-49.
33. Yokoyama K, Yasumoto K, Suzuki H, Shibahara S. 1994. Cloning of the human DOPAchrome tautomerase/tyrosinase-related protein 2 gene and identification of two regulatory regions required for its pigment cell-specific expression. J Biol Chem 269: 27080-27087.
34. Yun JM, Kwon HJ, Hwang JK. 2003. In vitro anti-inflammatory activity of panduratin A isolated from Kaempferia pandurata in RAW264.7 cells. Planta Med 69: 1102-1108.
35. Yun JM, Kweon MH, Kwon H, Hwang JK, Mukhtar H. 2006. Induction of apoptosis and cell cycle arrest by a chalcone panduratin A isolated from Kaempferia pandurata in androgen-independent human prostate cancer cells PC3 and DU145. Carcinogenesis 27: 1454-1464.