title: One-pot green synthesis of 1,3,5-triarylpentane-1,5-dione and triarylmethane derivatives as a new class of tyrosinase inhibitors.
abstract: A new method was developed for one-pot green synthesis 1,3,5-triarylpentane-1,5-dione, triarylmethane, and flavonoid derivatives from the reaction between 2,4-dihydroxybenzaldehyde and hydroxyacetophenones via Aldol, Michael, and Friedel-Crafts additions using boric acid as catalyst in polyethylene glycol 400. The synthetic compounds demonstrated significant tyrosinase inhibitory activities much stronger than that of kojic acid. More important, 1,3,5-triarylpentane-1,5-dione and triarylmethane derivatives were found to be a new class of tyrosinase inhibitors.
authors.affiliation: State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, People's Republic of China. Electronic address: zzpsea@jiangnan.edu.cn.
authors.forename: Zong-Ping
authors.initials: ZP
authors.lastname: Zheng
authors.affiliation: College of Pharmacy, University of Kentucky, Lexington, KY 40536, United States.
authors.forename: Yi-Nan
authors.initials: YN
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, People's Republic of China.
authors.forename: Shuang
authors.initials: S
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Food Science and Technology, Jiangnan University, Wuxi, Jiangsu 214122, People's Republic of China; Synergetic Innovation Center of Food Safety and Nutrition, Jiangnan University, Wuxi, Jiangsu 214122, People's Republic of China.
authors.forename: Jie
authors.initials: J
authors.lastname: Chen
mesh_terms: D001888:Boric Acids / Q000737:chemistry; D002384:Catalysis; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D055772:Green Chemistry Technology; D020128:Inhibitory Concentration 50; D008697:Methane / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010420:Pentanes / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000737:chemistry; D013379:Substrate Specificity
chemical_list: D001888:Boric Acids; D004791:Enzyme Inhibitors; D010420:Pentanes; D011092:Polyethylene Glycols; C000595213:polyethylene glycol 400; D014442:Monophenol Monooxygenase; D008697:Methane; C032688:boric acid
keywords: 1,5-Dione derivative; Boric acid; One-pot green synthesis; Triarylmethane derivative; Tyrosinase inhibitors