Demethyleugenol β-Glucopyranoside Isolated from Agastache rugosa Decreases Melanin Synthesis via Down-regulation of MITF and SOX9

  • J Agric Food Chem. 2016 Oct 19;64(41):7733-7742. doi: 10.1021/acs.jafc.6b03256.
Taek Hwan Lee  1 ,  SeonJu Park  1 ,  Guijae Yoo  1 ,  Cheongyun Jang  2 ,  Mi-Hyun Kim  2  3 ,  Seung Hyun Kim  1 ,  Sun Yeou Kim  2  4  3
Affiliations
  • 1. College of Pharmacy, Yonsei University , 85 Songdogwahak-ro, Yeonsu-gu, Incheon 21983, Republic of Korea.
  • 2. Laboratory of Pharmacognosy, College of Pharmacy, Gachon University , 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
  • 3. Gachon Institute of Pharmaceutical Science, Gachon University , 191 Hambakmoero, Yeonsu-gu, Incheon 21936, Republic of Korea.
  • 4. Gachon Medical Research Institute, Gil Medical Center , Incheon 21565, Republic of Korea.
PMID: 27673705 DOI: 10.1021/acs.jafc.6b03256
Abstract

Agastache rugosa (Fisch. & C. A. Mey.) Kuntze has been well-known for its antioxidative properties. This study investigated the anti-melanogenesis effect of demethyleugenol β-d-glucopyranoside (1) from A. rugosa by studying molecular regulation of melanogenesis in melan-a mouse melanocytes and normal human epidermal melanocytes (NHEMs) and in in vivo models. The SRY (sex-determining region on the Y chromosome)-related high-mobility group (HMG) box 9 (SOX9), one of the critical factors that affect skin pigmentation, is up-regulated. Interestingly, 1 down-regulated the expression of SOX9 and microphthalmia-associated transcription factor (MITF). Reduction of these two transcription factors resulted in a decrease in melanogenic Enzymes such as Tyrosinase, tyrosinase-related protein 1, and dopachrome tautomerase. As a result, 1 significantly inhibited melanin synthesis in melan-a mouse melanocytes and NHEMs. In addition, the anti-melanogenic effect of 1 was confirmed in zebrafish and reconstructed skin tissue models. In conclusion, 1, as a potent SOX9 regulator, ameliorates skin pigmentation.

Keywords
NHEM; SOX9; demethyleugenol β-glucopyranoside; melanogenesis; reconstructed skin.
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