不同取代度乙酰化儿茶素的合成及体外抗氧化活性的研究Synthesis of Acetylated Catechins of Different Substituting Degrees and Their Antioxidant Capacity in vitro
白艳;江和源;江用文;张建勇;王伟伟;龙丹;
摘要(Abstract)：
[目的]研究乙酰化儿茶素的相关性质,,以期改善儿茶素的应用特性。[方法]以乙酸酐为酰化剂对表没食子儿茶素没食子酸酯(EGCG)、茶多酚(TP)进行O-酰化修饰,分别合成了2种取代度的乙酰化儿茶素,考察了乙酰化程度对儿茶素溶解性、抗氧化性和紫外吸收能力的影响。[结果]随着取代度的增加,乙酰化儿茶素脂溶性增加,总抗氧化能力和清除超氧阴离子能力降低,清除羟自由基能力增加,紫外吸收带蓝移,吸收强度降低。[结论]研究筛选出高乙酰化儿茶素活性取代产物,从而为定向合成高活性的乙酰化儿茶素提供参考。
关键词(KeyWords)： 儿茶素;乙酰化;取代度;溶解性;抗氧化活性;紫外吸收
基金项目(Foundation): 浙江省重大农业科技专项(2010C12023-2);; 浙江省自然科学基金(Y3100036)
作者(Author): 白艳;江和源;江用文;张建勇;王伟伟;龙丹;
Email:
DOI: 10.13989/j.cnki.0517-6611.2012.31.022
参考文献(References)：
- [1]宛晓春.茶叶生物化学[M].3版.北京:中国农业出版社,2003:9-10.
- [2]HIGDON J V,FREI B.Tea catechins and polyphenols:Health effects,me-tabolism and antioxidant functions[J].Critical Rev Food Sci&Nutr,2003,43:89-143.
- [3]YANG C S,LAMBERT J D,SANG S.Anti-oxidative and anti-carcinogenicactivities of tea polyphenols[J].Arch Toxicol,2009,83(1):11-21.
- [4]WU C H,LU F H,CHANG C S,et al.Relationship among habitual tea con-sumption,percent body fat,and body fat distribution[J].Obes Res,2003(11):1088-1095.
- [5]HODGSON J M,DEVINE A,PUDDEY I B,et al.Tea intake is inverselyrelated to blood pressure in older women[J].J.Nutr,2003,133:2883-2886.
- [6]CHAO J F,LAU WAY KWOK-WAI,MICHELLE J H.A pro-drug of thegreen tea polyphenol(-)-epigallocatechin-3-gallate(EGCG)ester deriv-atives:Effect of alkyl chain length[J].Bioorganic&Medicine ChemistryLetters,2008,18(14):4249-4252.
- [7]崔志杰,何玲,刘仲华,等.儿茶素的生物学活性及其应用前景概述[J].动物营养学报,2011,23(10):1664-1668.
- [8]LAM W H,KAZI A,CHOW L M,et al.A potential prodrug for a green teapolyphenol proteasome inhibitor:evaluation of the peracetate ester of(-)epigallocatechins gallate(-)-EGCG[J].Bioorganic&Med Chem,2004,12(21):5587-5593.
- [9]刘晓辉,江和源,张建勇,等.乙酰化EGCG的制备研究[J].安徽农业科学,2009,37(24):11360-11363.
- [10]UTENOVA B T,MALTERUDK E,RISE F.Antioxidant activity of O-pro-tected derivatives of(-)-epigallocatechin-3-gallate:inhibition of soybeanand rabbit 15-lipoxygenases[J].ARKIVOC,2007(ix):6-16.
- [11]LAMBERT J D,SANG S,HONG J,et al.Peracetylation as a Means of en-hancing in vitro bioactivity bioavailability of epigallocatechin-3-Gallate[J].Metab Dispos,2006,34(12):2111-2116.