TY - JOUR
T1 - Synthesis and anti-melanogenic activity of hydroxyphenyl benzyl ether analogues
AU - Sapkota, Kiran
AU - Roh, Eunmiri
AU - Lee, Eunyoung
AU - Ha, Eun Mi
AU - Yang, Jae Ho
AU - Lee, Eung Seok
AU - Kwon, Youngjoo
AU - Kim, Youngsoo
AU - Na, Younghwa
N1 - Funding Information:
This work was supported by the RIC program of MKE (Ministry of Knowledge Economy), Korea.
PY - 2011/4/1
Y1 - 2011/4/1
N2 - 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 α-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.
AB - 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 α-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.
KW - α-MSH induced melanin synthesis
KW - 3,5-Dihydroxyphenyl benzyl ether
KW - 4-Hydroxyphenyl benzyl ether
KW - DPPH free radical scavenging
KW - Tyrosinase
UR - http://www.scopus.com/inward/record.url?scp=79953197167&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2011.02.044
DO - 10.1016/j.bmc.2011.02.044
M3 - Article
C2 - 21429753
AN - SCOPUS:79953197167
SN - 0968-0896
VL - 19
SP - 2168
EP - 2175
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
IS - 7
ER -