Synthesis and anti-melanogenic activity of hydroxyphenyl benzyl ether analogues

Title
Synthesis and anti-melanogenic activity of hydroxyphenyl benzyl ether analogues
Author(s)
Kiran Sapkota[Kiran Sapkota]노은미리[노은미리]이은영[이은영]하은미[하은미]양재호[양재호]이응석권영주[권영주]김영수[김영수]나영화[나영화]
Keywords
TYROSINASE INHIBITORS; MELANIN SYNTHESIS; MECHANISM; ACID; HYDROQUINONE; ARBUTIN; CELLS
Issue Date
201104
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
BIOORGANIC & MEDICINAL CHEMISTRY, v.19, no.7, pp.2168 - 2175
Abstract
In order to develop potent skin whitening agents, we have synthesized 17 hydroxyphenyl benzyl ether compounds and tested their melanin synthesis inhibitory activity, DPPH free radical scavenging activity and tyrosinase inhibitory activity. Compounds 32, 35 and 36 possessing 4-hydroxyphenyl benzyl ether structure showed excellent inhibitory capacity with almost 50-fold than arbutin used as a reference in the inhibition test of alpha-MSH stimulated melanin synthesis in B-16 cells. 4-Hydroxyphenyl benzyl ether compounds also showed good antioxidant activity in the DPPH free radical scavenging test. The tyrosinase function was effectively inhibited by 3,5-dihydroxyphenyl benzyl ether analogues, especially compounds 18, 22, and 24. (C) 2011 Elsevier Ltd. All rights reserved.
URI
http://hdl.handle.net/YU.REPOSITORY/25356http://dx.doi.org/10.1016/j.bmc.2011.02.044
ISSN
0968-0896
Appears in Collections:
약학대학 > 약학부 > Articles
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