title: Depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities.
abstract: We synthesized benzoate ester derivatives of kojic acid with and without adamantane moiety. Benzoate derivatives 2a-e that did not contain an adamantane moiety showed potent tyrosinase inhibitory activities. However, depigmenting activity was not noted in a cell-based assay. Contrasting results were obtained for benzoate derivatives (3a-e) containing an adamantane moiety. Compounds 3a-e showed potent depigmenting activities without tyrosinase inhibitory activities. To the best of our knowledge, this is the first study showing the depigmenting activities of kojic acid derivatives without tyrosinase inhibitory activities.
authors.affiliation: Division of Chemical Engineering, College of Engineering, Hanyang University, Seoul 133-791, Republic of Korea.
authors.forename: Jun-Cheol
authors.initials: JC
authors.lastname: Cho
authors.forename: Ho Sik
authors.initials: HS
authors.lastname: Rho
authors.forename: Yung Hyup
authors.initials: YH
authors.lastname: Joo
authors.forename: Chang Seok
authors.initials: CS
authors.lastname: Lee
authors.forename: Jaekyoung
authors.initials: J
authors.lastname: Lee
authors.forename: Soo Mi
authors.initials: SM
authors.lastname: Ahn
authors.forename: Jung Eun
authors.initials: JE
authors.lastname: Kim
authors.forename: Song Seok
authors.initials: SS
authors.lastname: Shin
authors.forename: Young-Ho
authors.initials: YH
authors.lastname: Park
authors.forename: Kyung-Do
authors.initials: KD
authors.lastname: Suh
authors.forename: Soo Nam
authors.initials: SN
authors.lastname: Park
mesh_terms: D000218:Adamantane / Q000737:chemistry*; D000363:Agaricales / Q000201:enzymology; D000818:Animals; D001681:Biological Assay; D002470:Cell Survival / Q000187:drug effects; D004952:Esters; D008543:Melanins / Q000037:antagonists & inhibitors* / Q000096:biosynthesis; D008544:Melanocytes / Q000166:cytology / Q000187:drug effects* / Q000378:metabolism; D051379:Mice; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors / Q000378:metabolism; D010858:Pigmentation / Q000187:drug effects*; D011753:Pyrones / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014443:Tyrosine / Q000378:metabolism
chemical_list: D004952:Esters; D008543:Melanins; D011753:Pyrones; D014443:Tyrosine; C011890:kojic acid; D014442:Monophenol Monooxygenase; D000218:Adamantane