title: Kojic acid-amino acid amide metal complexes and their melanogenesis inhibitory activities.
abstract: Tyrosinase plays a critical role in the early stages of the melanin synthetic pathway by catalyzing the oxidation of the substrate. Therefore, tyrosinase inhibitors have been intensively studied in both cosmetic and food industries to develop hypopigmentary agents and prevent enzymatic browning in food. Previously, we reported that kojic acid-amino acid amide (KA-AA-NH(2)) showed enhanced tyrosinase inhibitory activity compared with kojic acid alone, but this was not observed in a cell test because of poor cell permeability. To enhance cell permeability, we prepared copper and zinc complexes of KA-AA-NH(2) and characterized them using FT-IR spectroscopy, ESI-MS spectrometry, and inductively coupled plasma analysis. We then showed that KA-AA-NH(2) copper complexes exhibited melanogenesis inhibitory activity in Mel-Ab cells.
authors.affiliation: School of Chemical and Biological Engineering, Seoul National University, Seoul, 151-744, Korea.
authors.forename: Seon-Yeong
authors.initials: SY
authors.lastname: Kwak
authors.forename: Hye-Ryung
authors.initials: HR
authors.lastname: Choi
authors.forename: Kyoung-Chan
authors.initials: KC
authors.lastname: Park
authors.forename: Yoon-Sik
authors.initials: YS
authors.lastname: Lee
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D002460:Cell Line; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000494:pharmacology; D003300:Copper / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D008543:Melanins / Q000096:biosynthesis; D008544:Melanocytes / Q000187:drug effects / Q000378:metabolism; D051379:Mice; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D011753:Pyrones / Q000138:chemical synthesis* / Q000494:pharmacology; D015032:Zinc / Q000737:chemistry
chemical_list: D000596:Amino Acids; D056831:Coordination Complexes; D004791:Enzyme Inhibitors; D008543:Melanins; D011753:Pyrones; C011890:kojic acid; D003300:Copper; D014442:Monophenol Monooxygenase; D015032:Zinc