title: Synthesis and anti-melanogenic activity of hydroxyphenyl benzyl ether analogues.
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 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.
authors.affiliation: College of Pharmacy, Catholic University of Daegu, Gyeongsan, Gyeongbuk, Republic of Korea.
authors.forename: Kiran
authors.initials: K
authors.lastname: Sapkota
authors.forename: Eunmiri
authors.initials: E
authors.lastname: Roh
authors.forename: Eunyoung
authors.initials: E
authors.lastname: Lee
authors.forename: Eun-Mi
authors.initials: EM
authors.lastname: Ha
authors.forename: Jae-Ho
authors.initials: JH
authors.lastname: Yang
authors.forename: Eung-Seok
authors.initials: ES
authors.lastname: Lee
authors.forename: Youngjoo
authors.initials: Y
authors.lastname: Kwon
authors.forename: Youngsoo
authors.initials: Y
authors.lastname: Kim
authors.forename: Younghwa
authors.initials: Y
authors.lastname: Na
mesh_terms: D000975:Antioxidants / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001593:Benzyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry; D057886:Bleaching Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D016166:Free Radical Scavengers / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005609:Free Radicals / Q000737:chemistry; D006801:Humans; D008543:Melanins / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D008546:Melanoma, Experimental / Q000188:drug therapy / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry; D012880:Skin Pigmentation / Q000187:drug effects; D000521:alpha-MSH / Q000494:pharmacology
chemical_list: D000975:Antioxidants; D001593:Benzyl Compounds; D001713:Biphenyl Compounds; D057886:Bleaching Agents; D004987:Ethers; D016166:Free Radical Scavengers; D005609:Free Radicals; D008543:Melanins; D010636:Phenols; D010851:Picrates; D000521:alpha-MSH; C004931:1,1-diphenyl-2-picrylhydrazyl; D014442:Monophenol Monooxygenase