天然产物研究与开发 ›› 2017, Vol. 29 ›› Issue (10): 1736-1744.doi: 10.16333/j.1001-6880.2017.10.018

• 开发研究 • 上一篇    下一篇

基于木犀草素结构的氨基醌合成和抗氧化性研究

王建1* ,姚东瑞2,王芙蓉3,丁顺权3,缪欣彤3,刘玮炜4*,陶传洲1   

  1. 1淮海工学院化工学院,连云港 222005;2江苏省中国科学院植物研究所,南京210014;3淮海工学院药学院;4淮海工学院研究生处,连云港 222005
  • 出版日期:2017-10-27 发布日期:2017-10-27
  • 基金资助:

    江苏省优势学科建设工程资助(BK20130404);海洋公益性行业科研专项经费(201505023);连云港市科技攻关计划-农业攻关(CN1401)

Synthesis and Antioxidant Activity of Aminoquinones Based on Luteolin Structure

WANG Jian1*, YAO Dong-rui2, WANG Fu-rong3, DING Shun-quan3, MIAO Xin-tong3, LIU Wei-wei4*, TAO Chuan-zhou1     

  1. 1School of Chemical Engineering,Huaihai Institute of Technology, Lianyungang 222005,China; 2Institute of Botany, Jiangsu Province and Chinese Academy of Sciences, Nanjing 210014, China; 3School of Pharmacology, Huaihai Institute of Technology; 4Graduate Office, Huaihai Institute of Technology, Lianyungang
  • Online:2017-10-27 Published:2017-10-27

摘要: 将具有氨基的活性基团引入到木犀草素分子结构中6′位。一是起到增强药效的作用,二是可以对整个分子的脂/水分布系数作一个调整,影响先导化合物的药代动力学参数,以便进行药理试验其抗炎活性。以木犀草素为原料,分别与脂肪胺、醇胺、苄胺等反应,在特定酸度下,经空气氧化及迈克尔加成反应合成较稳定的基于木犀草素结构的氨基醌类化合物。合成步骤较少,反应条件温和,环境污染小。对目标化合物用红外、紫外、核磁共振和质谱等进行结构表征。对产物的抗氧化性及水溶性进行初步研究。

关键词: 木犀草素, 氨基, 醌, 合成, 抗氧化性, 水溶性

Abstract: In order to enhance the pharmacologically activity of luteolin,the active group with amino is introduced into the 6' position of molecular structure of luteolin.Firstly,it will play a role in enhancing efficacy.Secondly,the entire molecule can be adjusted for the lipid/water distribution coefficient.Hence the pharmacokinetic parameters of the lead compound are affected.Therefore the pharmacological testing of anti-inflammatory activity can be conducted.Luteolin as the raw material,reacted with fatty amine,alcohol amine,benzylamine by continuous reaction of air oxidation and Michael addition at a specific acidity.Relatively stable aminoquinone compounds based on luteolin structure were synthesized.This method had the characteristics of fewer steps,mild reaction conditions and environmentally friendly.The targeted compounds were structurally characterized by IR,UV,NMR and MS.The antioxidant properties and water solubility of the products were studied preliminarily.

Key words: luteolin, amino; quinone, synthesis, antioxidant properties, water solubility

中图分类号: 

O629.9 O622.4 O622.6