新黄酮类化合物的脱甲基反应及其抗氧化活性  

Demethylation of neoflavonoids and their antioxidant activity

作　　者：李娜[1,2,3,4] 王晓静[2,3,4] 孙捷[2,3,4] 王兵[1,2,3,4] 李慧娟[1,2,3,4] 

机构地区：[1]济南大学山东省医学科学院,医学与生命科学学院,山东济南250200 [2]山东省医学科学院药物研究所,山东济南250062 [3]国家卫生部生物技术药物重点实验室,山东济南250062 [4]山东省罕见病重点实验室,山东济南250062

出　　处：《化学研究》2017年第1期51-55,共5页Chemical Research

基　　金：山东省医学科学院医药卫生科技创新工程;山东省自然科学基金(ZR2015YL041)

摘　　要：以3,4-二甲氧基苯甲醛(1)为起始原料,使用文献已报道的三氟乙酸法合成了3个含两个甲氧基取代基的新黄酮类化合物4a-4c,在新制碘化铝的催化下发生脱甲基反应,合成了3个含多个羟基取代基的新黄酮类化合物5a-5c,产率均高于90%.所有目标化合物均经过IR,~1H NMR,ESI-MS对其进行了结构确认.通过测定羟基自由基和DPPH自由基清除活性两个方面评价其抗氧化活性,结果发现,脱甲基后产物活性均增强.Neoflavonoids 4a-4c were prepared according to the literatures using 3,4-dimethoxybenzaldehyde（ 1） as the starting material in the presence of trifluoroacetic acid. The compounds 4a-4c bearing two methoxy group at the aryl in C4 could be easily converted to neoflavonoids 5a-5c bearing several hydroxyl groups under the catalysis of aluminium iodide at reflux in acetonitrile. Notably,the yield of this demethylating reaction was 〉90% without complex purification. The structure was confirmed by ^1H NMR and ESI-MS. The antioxidant activity of these 6 compounds were evaluated by means of sca-venging 2,2-diphenyl～（-1）-picrylhydrazyl（ DPPH） and hydroxyl radical. It was found that its antioxidant activity did increased after the reaction of demethylation.

关 键 词：新黄酮类化合物 脱甲基 碘化铝 抗氧化 

分 类 号：O625[理学—有机化学]