Synthesis and Evaluation of Coumaroyl Dipeptide Amide as Potential Whitening Agents

Coumaroyl dipeptide amide, Coumaric acid-LG-NH2, was prepared successfully using the solid-phase method, and its efficacy as a skin whitening agent was studied. Coumaric acid-LG-NH2 was prepared with Rink-amide resin, and 96.354% of purity was obtained. Using MTT assay and LDH release assay, we foun...

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Bibliographic Details
Published in:Bulletin of the Korean Chemical Society 2013, 34(10), , pp.3017-3021
Main Authors: Lee, Hye-Suk, Shin, Kyong-Hoon, Ryu, Geun-Seog, Cho, In-Shik, Kim, Jae-Il, Lee, Jae-Ho, Kim, Han-Young
Format: Article
Language:English
Subjects:
화학
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Summary:Coumaroyl dipeptide amide, Coumaric acid-LG-NH2, was prepared successfully using the solid-phase method, and its efficacy as a skin whitening agent was studied. Coumaric acid-LG-NH2 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-NH2 inhibited tyrosinase activity dose-dependently and showed superior tyrosinase inhibitory activity to well-known whitening agent, arbutin. IC50 value of Coumaric acid-LG-NH2 was 182.4 μM, and IC50 value of arbutin was 384.6 μM. Also, in measurement of melanin contents using B16F1 melanoma cell lines, Coumaric acid-LG-NH2 reduced melanin production induced by α-MSH statistically significant, and showed superior melanin inhibitory activity to p-coumaric acid or arbutin. In addition, Coumaric acid-LG-NH2 reduced MC1R mRNA expression level. Thus, we concluded that MC1R pathway is the significant pathway of Coumaric acid-LG-NH2, and Coumaric acid-LG-NH2 has great potential to be used as novel whitening agents. KCI Citation Count: 1
ISSN:0253-2964
1229-5949
DOI:10.5012/bkcs.2013.34.10.3017