Bulletin of the Korean Chemical Society

  • 제34권10호
  • /
  • Pages.3017-3021
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  • 2013
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Synthesis and Evaluation of Coumaroyl Dipeptide Amide as Potential Whitening Agents

  • Lee, Hye-Suk (Central Research Laboratories, Aekyung Co., Ltd.) ;
  • Shin, Kyong-Hoon (Central Research Laboratories, Aekyung Co., Ltd.) ;
  • Ryu, Geun-Seog (Central Research Laboratories, Aekyung Co., Ltd.) ;
  • Cho, In-Shik (Central Research Laboratories, Aekyung Co., Ltd.) ;
  • Kim, Jae-Il (Department of Life Science, Gwangju Institute of Science and Technology (GIST)) ;
  • Lee, Jae-Ho (Department of Life Science, Gwangju Institute of Science and Technology (GIST)) ;
  • Kim, Han-Young (Central Research Laboratories, Aekyung Co., Ltd.)
  • 투고 : 2013.06.25
  • 심사 : 2013.07.22
  • 발행 : 2013.10.20
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초록

Coumaroyl dipeptide amide, Coumaric acid-LG-$NH_2$, was prepared successfully using the solid-phase method, and its efficacy as a skin whitening agent was studied. Coumaric acid-LG-$NH_2$ was prepared with Rink-amide resin, and 96.354% of purity was obtained. Using MTT assay and LDH release assay, we found that it exhibited very low cytotoxicity. And, we found that Coumaric acid-LG-$NH_2$ inhibited tyrosinase activity dose-dependently and showed superior tyrosinase inhibitory activity to well-known whitening agent, arbutin. $IC_{50}$ value of Coumaric acid-LG-$NH_2$ was 182.4 ${\mu}M$, and $IC_{50}$ value of arbutin was 384.6 ${\mu}M$. Also, in measurement of melanin contents using B16F1 melanoma cell lines, Coumaric acid-LG-$NH_2$ reduced melanin production induced by ${\alpha}$-MSH statistically significant, and showed superior melanin inhibitory activity to p-coumaric acid or arbutin. In addition, Coumaric acid-LG-$NH_2$ reduced MC1R mRNA expression level. Thus, we concluded that MC1R pathway is the significant pathway of Coumaric acid-LG-$NH_2$, and Coumaric acid-LG-$NH_2$ has great potential to be used as novel whitening agents.

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참고문헌

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피인용 문헌

  1. Synthesis and Biological Evaluation of the Anti-Melanogenesis Effect of Coumaric and Caffeic Acid-Conjugated Peptides in Human Melanocytes vol.11, pp.None, 2013, https://doi.org/10.3389/fphar.2020.00922