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应用化学
Chinese Journal of Applied Chemistry
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Synthesis and Antioxidant Activities of Hesperitin Schiff Base Derivatives
DUAN Zhifang, ZHANG Shaoping, FU Li, LI Chongbi*
(College of Life Science,Biopharmaceutical Research and Development Center,Zhaoqing University,Zhaoqing 526061,China)
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Abstract  Hesperidin was extracted from citrus peels. Hesperetin was then prepared by acid-catalyed hydrolysis reaction of hesperidin. Eighteen hesperitin Schiff base derivatives were synthesized by the condensation reaction of hesperetin with amino compounds. These compounds were characterized by UV, IR, 1H NMR, MS and elemental analysis. The scavenging effects of hesperidin, hesperitin and these Schiff base compounds on the superoxide radical(O-·2), hydroxyl radical(·OH) and 2,2-diphenyl-1-picrylhydrazyl radical(DPPH·) and their total reduction activities were also compared. The results show that all of the Schiff bases used herein have scavenging effects on these radicals, and some hydrazones derivatives have stronger effect than hesperidin and hesperitin at the concentration of 1.0 g/L.
Keywords hesperidin      hesperitin      Schiff bases      synthesis      antioxidation     
:  O629.9  
Corresponding Authors: li   
Issue Date: 18 March 2014
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DUAN Zhifang, ZHANG Shaoping, FU Li, LI Chongbi*. Synthesis and Antioxidant Activities of Hesperitin Schiff Base Derivatives[J]. Chinese Journal of Applied Chemistry,2014, 31(05): 513-519.
URL:  
http://yyhx.ciac.jl.cn//EN/10.3724/SP.J.1095.2014.30345     OR     http://yyhx.ciac.jl.cn//EN/Y2014/V31/I05/513
[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.
url: http://118.145.16.217/magsci/article/article?id=16695264
[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.
url: http://118.145.16.217/magsci/article/article?id=16076460
[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.
url: http://dx.doi.org/10.1016/j.bbr.2009.08.028
[4] Fujita T,Shiura T,Masuda M,et al. Anti-allergic Effect of a Combination of Citrus Unshiu unripe Fruits Extract and Pred-nisolone on Picryl Chloride-induced Contact Dermatitis in Mice[J]. J Nat Med,2008,62(2):202-206.
url: http://118.145.16.217/magsci/article/article?id=17097391
[5] Aranganathan S,Selvam J P,Sangeetha N,et al. Modulatory Efficacy of Hesperitin(Citrus Flavanone) on Xenobiotic-metabolizing Enzymes During 1,2-dimethylhydrazine-induced Colon Carcinogenesis[J]. Chem-Biol Interact,2009,180(2):254-261.
url: http://dx.doi.org/10.1016/j.cbi.2009.03.005
[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.
url: http://118.145.16.217/magsci/article/article?id=17776455
[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.
url: http://118.145.16.217/magsci/article/article?id=17786051
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