期刊文献+

十一碳烯酰基苯丙氨酸的合成及其抑制酪氨酸酶二酚酶活性的研究 被引量:7

Synthesis and inhibitory effect on tyrosinase diphenolase activity of N-undecenoyi-L-phenylalanine
下载PDF
导出
摘要 以十一烯酸和苯丙氨酸为原料,使用氯化亚砜将十一烯酸酰氯化,采用肖顿-鲍曼法(Schotten—Baumann)缩合反应合成了十一碳烯酰基苯丙氨酸钠,再经酸化分离后得到了十一碳烯酰基苯丙氨酸。利用IR,MS和1HNMR对合成产物的结构进行了表征,同时考察了十一碳烯酰基苯丙氨酸对酪氨酸酶二酚酶活性抑制的机制。结果表明,十一碳烯酰基苯丙氨酸对酪氨酸酶二酚酶活性的抑制作用为竞争性可逆抑制,其半抑制浓度为3.711g/L,抑制常数(Ki)为3.651g/L。 Undecylenic acid and L - phenylalanine were used as main materials to prepare N - undecenoyl - L - phenylalanine. The undecylenic acid was acyl - chlorinated with thionyl chloride via Schotten - Baumann reaction, followed by acidification ; then the target product, N - undecenoyl - L - phenylalanine was obtained. The product was characterized by IR, MS and 1H NMR. Meanwhile, the mechanism for inhibitory effect on tyrosinase diphenolase activity of N - undecenoyl - L - phenylalanine was investigated. Results showed that the inhibitory effect on tyrosinase diphenolase activity of N - undecenoyl - L - phenylalanine is competitive and reversible inhibition. Its 50% effective inhibitory concentration is 3. 711 g/L,and its inhibition constant (Ki ) is 3.651 g/L.
作者 徐凯 许虎君
出处 《日用化学工业》 CAS CSCD 北大核心 2016年第10期591-595,共5页 China Surfactant Detergent & Cosmetics
关键词 美白化妆品添加剂 十一碳烯酰基苯丙氨酸 酪氨酸酶抑制剂 竞争性可逆抑制 additives of whitening cosmetics N - undecenoyl - L - phenylalanine tyrosinase inhibitor competitive and reversible inhibition
  • 相关文献

参考文献13

  • 1SLOMINSKI, TOBIN D J, SHIBAHARA S. Melanin pigmentation in mammalian skin and its hormonal regulation [J]. Physiological Reviews,2004,84 : 1155 - 1228. 被引量:1
  • 2GODING C R. Melanocytes : the new Black [ J ]. The International Journal of Biochemistry & Cell Biology,2007,39:275 -279. 被引量:1
  • 3CHEN Q X, KUBO I. Kinetics of mushroom tyrosinase inhibition by quercetin [ J]. Journal of Agricultural and Food Chemistry, 2002,50 : 4108 -4112. 被引量:1
  • 4MAEDA K, FUKUDA M. Arbutin: mechanism of its depigmenting action in humanmelanocyte culture [J]. Journal of Pharmacology and Experimental Therapeutics, 1996,276:765 - 769. 被引量:1
  • 5NIHEI K, KUBO I. Identification of oxidation product of arbutin in rnushroomtyrosinase assay system [J]. Bioorganic & Medicinal Chemi- stry Letters ,2003,13:2409 - 2412. 被引量:1
  • 6MAEDA L, YOSHIZAKI K. Intestinal term pregnancy without rupture[J]. Nippon SankaFujinka Gakkai Zasshi, 1991,43 : 361 - 363. 被引量:1
  • 7SEO S Y, SHARMA V K, SHARMA N. Mushroom tyrosinase: recent prospects [ J ]. Journal of Agricultural and Food Chemistry, 2003,51 : 2837 - 2853. 被引量:1
  • 8CORINNE S, CHRISTINE G. Use of a compound inactivating the kinase a protein in a composition containg a cosmetically acceptable medium in order to lighten the skin: US2005118119 (A1)[P]. 2005 - 06 - 02. 被引量:1
  • 9JUNGERMANN E, KREMS I J. The preparation of long chain N - acyl- amino acids [J].Journal of the American Chemical Society, 1956,78 (3) :172 -174. 被引量:1
  • 10SINIAWSKI M T, SANIEI N, ADHIKARI B, et al. Influence of fatty acid composition on the tribological performance of two vegetable - based lubricants [J]. Journal of Synthetic Lubrication, 2007,24 ( 2 ) : 101 -110. 被引量:1

同被引文献43

引证文献7

二级引证文献22

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部