橙皮素席夫碱类衍生物的合成及抗氧化作用

应用化学, 2014, 31(5): 513-519. doi: 10.3724/SP.J.1095.2014.30345

橙皮素席夫碱类衍生物的合成及抗氧化作用

1.肇庆学院生命科学学院,生物医药工程中心肇庆,526061

2.肇庆学院生命科学学院,生物医药工程中心肇庆,526061

3.肇庆学院生命科学学院,生物医药工程中心肇庆,526061

4.肇庆学院生命科学学院,生物医药工程中心肇庆,526061

基金项目: the Guangdong Science and Technology Support Program Project(2011101) Zhaoqing Science and Technology Project(2012G25) 肇庆市科技创新计划项目(2012G25) 广东省科学技术厅基金项目(2011101)

关键词：橙皮苷 , 橙皮素 , 席夫碱 , 合成 , 抗氧化

Synthesis and Antioxidant Activities of Hesperitin Schiff Base Derivatives

Keywords： hesperidin , hesperitin , Schiff bases , synthesis , antioxidation

从中药陈皮中提取橙皮苷,通过酸水解制备橙皮素,再分别与苯肼类、苯甲酰肼类、苯氨基脲类、苯氨基硫脲类、苯乙酰肼类、苯氧乙酰肼类和苯氨基乙酰肼类化合物缩合得到相应的橙皮素席夫碱类化合物.用紫外、红外、核磁共振氢谱、质谱及元素分析等技术手段对化合物的结构进行了表征.测定并比较了橙皮苷、橙皮素及其席夫碱新化合物清除超氧自由基(O2-)、羟自由基(·OH)和2,2-二苯基-1-苦味酰基自由基(DPPH·)的活性及总还原能力.结果表明,在1.0 g/L时,这些化合物均具有抗氧化活性,其中部分橙皮素席夫碱化合作用强于橙皮苷和橙皮素.

参考文献

[1]	Choi E M,Kim Y H.Hesperetin Attenuates the Highly Reducing Sugar-triggered Inhibition of Osteoblast Differentiation[J].Cell Biol Toxicol,2008,24(3):225-231.
[2]	Orallo F,Alvarez E,Basaram H,et al.Comparative Study of the Vasorelaxant Activity,Superoxide-scavenging Ability and Cyclic Nucleotide Phosphodiesterase-inhibitory Effects of Hesperetin and Hesperidin[J].Naunyn Schmiedebergs Arch Pharmacol,2004,370 (6):452-463.
[3]	Kumar P,Kumar A.Protective Effect of Hesperidin and Naringin Against 3-Nitropropionic Acid Induced Huntington's Like Symptoms in Rats:Possible Role of Nitric Oxide[J].Behav Brain Res,2010,206(1):38-46.
[4]	Fujita T,Shiura T,Masuda M,et al.Anti-allergic Effect of a Combination of Citrus Unshiu unripe Fruits Extract and Prednisolone on Picryl Chloride-induced Contact Dermatitis in Mice[J].J Nat Med,2008,62(2):202-206.
[5]	Aranganathan S,Selvam J P,Sangeetha N,et al.Modulatory Efficacy of Hesperitin (Citrus Flavanone) on Xenobioticmetabolizing Enzymes During 1,2-Dimethylhydrazine-induced Colon Carcinogenesis[J].Chem-Biol Interact,2009,180(2):254-261.
[6]	Mazymdar A K.Synthesis of Thiazole Schiff Bases[J].J Am Chem Soc,1979,56:999.
[7]	Nyarku S K,Mavso.Preparation,Charaterisation and Biological Evaluation of a Chromium(Ⅱ) Schiff Bases[J].Orient J Chem,2000,16(3):533-556.
[8]	ZHU Yuchang,ZHOU Dazhai,WANG Cheng.Extraction of Hesperidin from Sweet Orange Peels[J].Food Sci,2010,31(22):264-267(in Chinese).朱玉昌,周大寨,王成.甜橙皮中橙皮苷提取工艺[J].食品科学,2010,31(22):264-267.
[9]	SHAN Yang,LI Gaoyang,WANG Qiuan,et al.Semisynthesis of Five Bioactive Flavonoids from Hesperidin[J].Chinese J Org Chem,2008,28(6):1024-1028(in Chinese).单杨,李高阳,汪秋安,等.橙皮苷半合成5种生物活性黄酮类化合物[J].有机化学,2008,28(6):1024-1028.
[10]	Zhao Fang,Liang Hui,Cheng Hui,et al.Synthesis,Characterization and Antioxidative Activity of Metal Complexes with Rhein[J].Acta Chim Sin,2011,69(8):925-930(in Chinese).赵芳,梁慧,程惠,等.大黄酸金属配合物的合成、表征及抗氧化活性研究[J].化学学报,2011,69(8):925-930.

上一张下一张

计量

下载量()
访问量()

作者相关

文章评分

您的评分：
1

0%
2

0%
3

0%
4

0%
5

0%

材料期刊网