期刊
PHARMACEUTICALS
卷 14, 期 11, 页码 -出版社
MDPI
DOI: 10.3390/ph14111176
关键词
chlorogenic acid; alpha-MSH-stimulatedmelanogenesis; pyridine; pyrimidine; B16melanoma cells
资金
- National Research Foundation of Korea - Korea Government (MSIT) [MRC 2017R1A5A2015541, 2020R1A2C1007346]
- National Research Foundation of Korea [2020R1A2C1007346] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
The study evaluated a new series of chlorogenic acid analogues with pyridine and diacyl derivatives for inhibiting α-MSH activities, showing that the pyridine analogue and diacyl derivative exhibited superior inhibition profiles. The research also indicated that -CF3 and -Cl groups performed better at the meta position on benzylamine, and that steric bulkiness of acyl substituents was a key factor in the stability of diacyl analogues of CGA.
In continuation of studies for alpha-MSH stimulated melanogenesis inhibitors, we have evaluated the design, synthesis, and activity of a new series of chlorogenic acid (CGA) analogues comprising pyridine, pyrimidine, and diacyl derivatives. Among nineteen synthesized compounds, most of them (fifteen) exhibited better inhibitions of melanin formation in B16 melanoma cells. The results illustrated that a pyridine analogue 6f and a diacyl derivative 13a of CGA showed superior inhibition profiles (IC50: 2.5 +/- 0.7 mu M and 1.1 +/- 0.1 mu M, respectively) of alpha-MSH activities than positive controls, kojic acid and arbutin (IC50: 54 +/- 1.5 mu M and 380 +/- 9.5 mu M, respectively). The SAR studies showed that both -CF3 and -Cl groups exhibited better inhibition at the meta position on benzylamine than their ortho and para positions. In addition, the stability of diacyl analogues of CGA in methanol monitored by HPLC for 28 days indicated the steric bulkiness of acyl substituents as a key factor in their stability.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据