4-Hydroxy-2'-nitrodiphenyl ether analogues as novel tyrosinase inhibitors

Kiran Sapkota, Eunyoung Lee, Jae Ho Yang, Youngjoo Kwon, Jongwon Choi, Younghwa Na

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Tyrosinase ubiquitously existing from microorganisms to animals and plants is known to be the most critical and rate limiting enzyme during melanin biosynthesis. In order to develop new tyrosinase inhibitor we have synthesized 14 diphenyl ether compounds possessing hydroxyl, bromo, and nitro groups in the structure. Among the compounds prepared, 18 and 19 have shown much stronger inhibition of tyrosinase monophenolase function than arbutin used as a positive control. Both compounds 18 and 19 possess para-hydroxyphenyl moiety in their structure, which might reinforce the importance of p-hydroxyphenyl group in the tyrosinase inhibitory process. In the DPPH radical scavenging activity test, none of the compounds even 18 and 19 showed significant antioxidant activity. The results suggest that elaborate adjustment of diphenyl ether analogues with proper substituents have potential to be developed as new skin whitening agents working on the tyrosinase function.

Original languageEnglish
Pages (from-to)1319-1325
Number of pages7
JournalBulletin of the Korean Chemical Society
Volume31
Issue number5
DOIs
StatePublished - 20 May 2010

Keywords

  • DPPH
  • Hydroxynitrodiphenyl ether
  • Melanogenesis
  • Skin whitening
  • Tyrosinase inhibitor

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