New whitening constituents from taiwan-native Pyracantha koidzumii: Structures and tyrosinase inhibitory analysis in human epidermalmelanocytes

Rong Dih Lin, Mei Chuan Chen, Yan Ling Liu, Yi Tzu Lin, Mei Kuang Lu, Feng-Lin Hsu, Mei Hsien Lee

研究成果: 雜誌貢獻文章同行評審

13 引文 斯高帕斯(Scopus)

摘要

Nontoxic natural products useful in skin care cosmetics are of considerable interest. Tyrosinase is a rate-limiting enzyme for which its inhibitor is useful in developing whitening cosmetics. Pyracantha koidzumii (Hayata) Rehder is an endemic species in Taiwan that exhibits tyrosinase-inhibitory activity. To find new active natural compounds from P. koidzumii, we performed bioguided isolation and studied the related activity in human epidermal melanocytes. In total, 13 compounds were identified from P. koidzumii in the present study, including two new compounds, 3,6-dihydroxy-2,4-dimethoxy-dibenzofuran (9) and 3,4-dihydroxy-5-methoxybiphenyl-2′-O-β-D-glucopyranoside (13), as well as 11 known compounds. The new compound 13 exhibited maximum potency in inhibiting cellular tyrosinase activity, the protein expression of cellular tyrosinase and tyrosinase-related protein-2, as well as the mRNA expression of Paired box 3 and microphthalmia-associated transcription factor in a concentration-dependent manner. In the enzyme kinetic assay, the new compound 13 acted as an uncompetitive mixed-type inhibitor against the substrate L-3,4-dihydroxyphenylalanine and had a Km value against this substrate of 0.262 mM, as calculated using the Lineweaver–Burk plots. Taken together, our findings show compound 13 exhibits tyrosinase inhibition in human melanocytes and compound 13 may be a potential candidate for use in cosmetics.

原文英語
頁(從 - 到)28598-28613
頁數16
期刊International Journal of Molecular Sciences
16
發行號12
DOIs
出版狀態已發佈 - 十二月 2 2015

ASJC Scopus subject areas

  • 物理與理論化學
  • 有機化學
  • 光譜
  • 無機化學
  • 催化
  • 分子生物學
  • 電腦科學應用

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