文档介绍：摘要摘要槲皮素(tin)是一种黄***醇类化合物,广泛存在于诸如蔬菜、水果、茶和葡萄酒等食物中。它是一种天然抗氧化剂,具有抗血栓、抗炎、抗病毒、抗肿瘤等作用。但是由于水溶性差,生物利用度较低,限制了它的应用。以槲皮素为先导化合物,对其做结构修饰,从中去寻找具有一定生物活性的槲皮素衍生物是近年来的研究方向。基于文献报道以及本课题组早前的工作。本文以槲皮素为先导物,在考虑母核槲皮素构效关系的基础上,保留其B环的邻二羟基药效团,选择性对C环 3位羟基进行修饰。选择以廉价易得的芦丁为原料,经苄基化、酸水解得到中间体7,3’,4’.(1),中间体l与相应的脂肪酸或者芳香酸发生 Steglich酯化反应,通过催化氢解脱去保护基得到17种槲皮素酯类衍生物,其中化合物3f~3q这12种未见文献报道,目标产物结构经过IR、1H NMR、13C NMR、MS确证,并测定了水溶性。其中有八种化合物的水溶性大于槲皮素。采用邻二氮菲法和DPPH法,测定了槲皮素及其酯类衍生物对羟基自由基和DPPH自由基的清除能力,初步评价了它们的抗氧化活性,并总结了相关的构效关系。采用MTT法,考察了17种槲皮素酯类衍生物对人食管癌细胞ECl09、人食管鳞癌细胞EC9706、、。结果表明这17种化合物普遍对人胃癌细胞具有较好的抑制作用且明显强于槲皮素,-Lg/mL,,此外化合物3l表现出对人食管癌EC9706 较好的抑制作用,,均优于槲皮素。关键词:槲皮素衍生物合成抗氧化活性抗肿瘤活性 Abstract Abstract Quercetin,a member oftheflavonolsfamily,isubiquitously present infoods includingvegetables,fruit,tea andwine is one ofthemostprominent dietary antioxidantsand has beenshown topossess severalbiologicalproperties,such asantithrombotic,antiinflammatory,antiviral and ,clinicalapplication ofquereetin isseverely limitedby pound,some quercetin number ofresearchersfocusedtheirattention on thebiologicalactivity ofquercetin derivatives. Incontinuationof our searchformorepotent antitumoragents,quercetin Was chosed as account ofstructure—activityrelationship of quercetin,the eatecholgroup in Bring pounds was essentialforthe activity,however,3-OH inCring couldbereplacedby othersubstitutedgroups. Benzylation ofrutinfollowed byhydrolysis affordedtribenzylquercetin(1). Compound was condensed、Ⅳitllfatacids oraromaticacidsbySteglich reaction. Removal ofprotectinggroup led totargetproducts andthe structuresofsuch products were confirmedby IR,。HNMR,MS esterderivatives Ⅵ,ereobtainedand twelveofthemare new -solubility ofthese derivativeswasimproved. The antioxidationpropert