1,3-二羟基呫吨酮类化合物的简洁合成及清除亚硝酸根作用研究  

Concise Syntheses of 1,3-Dihydroxylxanthones and Their Clearance Effections against Nitrite

作　　者：毛双双[1] 郑欢欢[1] 罗翠婷[1] 陈河如[1,2,3] 

机构地区：[1]暨南大学药学院中药及天然药物研究所,广州510632 [2]中国科学院上海药物研究所新药研究国家重点实验室,上海201203 [3]广东省中药药效物质基础及创新药物研究重点实验室,广州510632

出　　处：《有机化学》2014年第3期515-521,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.81172982);广东省科技计划社会发展重点(No.2010A030100006);新药研究国家重点实验室开放基金(No.SIMM1302KF-12)资助项目~~

摘　　要：以间苯三酚为起始原料,在伊顿试剂的催化作用下,与不同取代水杨酸反应合成1,3-二羟基呫吨酮类化合物3a^3l 12个,收率63%~87%,并探讨了反应机理及结构-反应活性关系.利用紫外分光光度法测定了所合成化合物对亚硝酸盐的清除作用,结果表明,在37℃、pH 3及反应时间为30 min条件下,1,3-呫吨酮类化合物对亚硝酸根均有较好的清除作用,其中化合物3f和3b的清除作用最强,清除率达34%.同时对1,3-二羟基呫吨酮类化合物清除亚硝酸盐的作用机制及构效关系进行了探讨.Twelve 1,3-dihydroxylxanthones （3a-31） were synthesized under the catalysis of Eaton＇s reagent applying phloroglucinol and substituted salicylic acids as starting materials. The yields were from 63% to 87%. The reaction mechanism and their structure-reaction activity relationship have been discussed. The clearance effections of all the prepared xanthones against nitrite have been investigated by UV spectrophotometry. It is disclosed that all the tested xanthones have obvious clearance effections against nitrite at the conditions ofpH 3, room temperature, and 30 rain treatment. 3b and 3f are identified as the most active compounds with clearance rate up to 34.0%. The clearance mechanism of xanthones against nitrite and their structure-activity relationships were also included here.

关 键 词：呫吨酮 有机合成 亚硝酸盐 癌症防治 伊顿试剂 

分 类 号：TQ460.1[化学工程—制药化工]