Abstract
As part of efforts to discover phytochemicals that inhibit melanin biosynthesis, we screened (E)-2,3,5,4′-tetrahydroxystilbene-2-O-β-D-glucoside (THSG) isolated from Polygonum multiflorum. THSG dose-dependently inhibited tyrosinase activity, with an ID50 value of 100 μg/mL. THSG also potently inhibited melanin production in B16 melanoma cells induced by forskolin, an inducer of melanogenesis, with ID50 of 1–10 μg/mL. THSG may therefore reduce melanogenesis.
Similar content being viewed by others
Abbreviations
- HMBC:
-
heteronuclear multiple bond correlation
- THSG:
-
(E)-2,3,5,4′-tetrahydroxystilbene-2-O-β-D-glucoside
References
Alena F, Jimbow K, and Ito S (1990). Melanocytotoxicity and antimelanoma effects of phenolic amine compounds in mice in vivo. Cancer Res 50, 3743–3747.
Cabanes J, Chazarra S, and Garcia-Carmona F (1994) Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase. J Pharm Pharmacol 46, 982–985.
Chang CW, Huang HC, Chiu TH, and Chao PDL (1990) Vasorelaxant anthraquinones from Polygonum multiflorum Thunb. J Chin Med 1, 94–101
Fujimoto N, Watanabe H, Nakatani T, Roy G, and Ito A (1998) Induction of thyroid tumours in (C57BL/6N × C3H/N) F1 mice by oral administration of kojic acid. Food Chem Toxicol 36, 697–703.
Hearing VJ and Tsukamoto K (1991) Enzymatic control of pigmentation in mammals. FASEB J 5, 2902–2909.
Körner A and Pawelek J (1982) Mammalian tyrosinase catalyzes three reactions in the biosynthesis of melanin. Science 217, 1163–1165.
Lin LC, Nalawade SM, Mulabagal V, Yeh MS, and Tsay HS (2003) Micropropagation of Polygonum multiflorum Thunb and quantitative analysis of the anthraquinones emodin and physcion formed in in vitro propagated shoots and plants. Biol Pharm Bull 26, 1467–1471.
Masamoto Y, Ando H, Murata Y, Shimoishi Y, Tada M, and Takahata K (2003) Mushroom tyrosinase inhibitory activity of esculetin isolated from seeds of Euphorbia lathyris L. Biosci Biotechnol Biochem 67, 631–634.
Ryu G, Ju JH, Park YJ, Ryu SY, Choi BW, and Lee BH (2002) The radical scavenging effects of stilbene glucosides from Polygonum multiflorum. Arch Pharm Res 25, 636–639.
Taylor SC (2002) Skin of color: biology, structure, function, and implications for dermatologic disease. J Am Acad Dermatol 46, S41–62.
Tsuboi T, Kondoh H, Hiratsuka J, and Mishima Y (1998) Enhanced melanogenesis induced by tyrosinase genetransfer increases boron-uptake and killing effect of boron neutron capture therapy for amelanotic melanoma. Pigment Cell Res 11, 275–282.
Xu ML, Zheng MS, Lee YK, Moon DC, Lee CS, Woo MH, Jeong BS, Lee ES, Jahng Y, Chang HW, Lee SH, and Son JK (2006) A new stilbene glucoside from the roots of Polygonum multiflorum Thunb. Arch Pharm Res 29, 946–951.
Zhang Z, Zhuang QQ, and Mei MZ (1983) Effects of some drugs on plasma and liver lipoprotein lipase activities and plasma cholesterol levels in rats. Acta Pharmacol Sinica 18, 468–471.
Author information
Authors and Affiliations
Corresponding authors
Additional information
These authors contributed equally.
Rights and permissions
About this article
Cite this article
Kim, J., Kima, JH., Jeung, ES. et al. Inhibitory effects of stilbene glucoside isolated from the root of Polygonum multiflorum on tyrosinase activity and melanin biosynthesis. J. Korean Soc. Appl. Biol. Chem. 52, 342–345 (2009). https://doi.org/10.3839/jksabc.2009.061
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.3839/jksabc.2009.061