4-Hydroxy-2'-Nitrodiphenyl Ether Analogues as Novel Tyrosinase Inhibitors

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...

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Bibliographic Details
Published inBulletin of the Korean Chemical Society Vol. 31; no. 5; pp. 1319 - 1325
Main Authors Sapkota, Kiran, Lee, Eun-Young, Yang, Jae-Ho, Kwon, Young-Joo, Choi, Jong-Won, Na, Young-Hwa
Format Journal Article
LanguageKorean
Published 2010
Subjects
Skin whitening
DPPH
Hydroxynitrodiphenyl ether
Tyrosinase inhibitor
Melanogenesis
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Summary: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.
Bibliography:KISTI1.1003/JNL.JAKO201014752579269
ISSN:0253-2964
1229-5949