厦门大学学报（自然科学版）2018，Vol.57Issue(1)：50-57,8.DOI:10.6043/j.issn.0438-0479.201703020
2种咖啡酸吗啉胺的合成及其对酪氨酸酶的激活和对黑色素合成的调控
Synthesis of Two Caffeic Acid Morpholine Amines and Their Effects on the Activation of Tyrosinase and Regulation of Melanin Synthesis
摘要
Abstract
Two new caffeic acid derivatives,caffeic acid-2-aminoethyl morpholine amine (C-1 )and caffeic acid-N-propyl ammonia morpholine amine (C-2)were synthesized and their structures were characterized by LC-MS,1H-NMR and IR.The activation effects of these compounds on tyrosinase activities were evaluated.Compounds C-1 and C-2 showed potent activation effects,and the EC50 values were 0.06 mmol/L and 0.12 mmol/L on the tyrosinase activities respectively.Moreover,the activatory mechanisms were de-termined to be mixed activating type,and the activation effects were then verified using ultraviolet and visible spectrometry.Interac-tions of the compounds with tyrosinase were further analyzed using fluorescence quenching and molecular simulation assays.The re-sults indicated that their effects on the tyrosinase activity maybe related to the length of carbon chain of the compounds.In addition, the compounds showed no cytotoxicity on human hepatic LO2 cells,and treatment of the human M14 melanoma cells with two com-pounds increased intracellular tyrosinase activity.The expression levels of TYR,TRP-1 ,TRP-2 and α-MSH protein were up-regulated in a dose-dependent manner by compounds treatment.These results suggested that compounds C-1 and C-2 might represent a novel approach for an effective therapy for tyrosinase failure diseases.关键词
咖啡酸吗啉胺/酪氨酸酶/激活/黑色素合成Key words
caffeic acid morpholine amine/tyrosinase/activation/melanin synthesis分类
生物科学引用本文复制引用
柯莉娜,郑静,张瑞娟,王勤,石艳..2种咖啡酸吗啉胺的合成及其对酪氨酸酶的激活和对黑色素合成的调控[J].厦门大学学报（自然科学版）,2018,57(1):50-57,8.基金项目
国家自然科学基金(31571896) （31571896）
