3-芳基苯并呋喃酮类化合物的合成及抗肿瘤活性  

Synthesis and Antitumor Activities of 3-Arylbenzofunanone Analogues

作　　者：吕泽良[1,2,3] 高扬[4] 李军[4] 黄桐堃[1] 何树杰[1] 邹永[1] 

机构地区：[1]中国科学院广州化学研究所,广州510650 [2]中国科学院大学,北京100049 [3]曲靖师范学院化学化工学院,曲靖655011 [4]浙江大学医学院附属第二医院,杭州313000

出　　处：《高等学校化学学报》2013年第11期2531-2539,共9页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:21272280);广东省中国科学院全面战略合作项目(批准号:2009B091300125);广东省战略新兴产业核心技术攻关项目(批准号:2011A081401002);"十二五"国家重大新药创制项目(批准号:2011ZX09202-101-07);广州市科技计划项目(批准号:2012J4300097)资助

摘　　要：以甲氧基取代苯甲醛和氯仿为起始物,以四丁基溴化铵(TBAB)为催化剂,在氢氧化钠溶液中反应制得甲氧基取代扁桃酸钠,经酸化得到相应的甲氧基取代扁桃酸;在三氟化硼-乙醚催化下,甲氧基取代扁桃酸分别与不同的酚类化合物发生串联的酯化-分子内环合反应,便捷、高效地合成了13种3-芳基苯并呋喃酮类化合物.采用噻唑蓝(MTT)法对其中11种化合物进行了肿瘤细胞增殖抑制活性研究,结果表明化合物4b,4j及4a,4i具有较强的抗肿瘤活性.tarting from methoxyl-substituted benzaldehydes and chloroform,a series of methoxyl-substituted mandelic sodium salts were synthesized in the presence of sodium hydroxide and catalytic amount of tetrabutylammonium bromide( TBAB),the corresponding methoxyl-substituted mandelic acids could readily be obtained by acidification. These intermediates on reaction with various substituted phenols in the presence of boron trifluoride etherate via a sequential esterification-alkylation process to give 13 3-arylbenzofunanone analogues in high yields with simple procedures. The inhibitory effects of 11 compounds on cell proliferation were investigated by methylthiazolyldiphenyl-tetrazolium bromide(MTT) method using SW620,A549 and MNNG/HOS cell lines. The results showed that the 3-arylbenzofunanone analogues 4b,4j and 4a,4i exhibited some activities against the proliferation of the cell lines.

关 键 词：3-芳基苯并呋喃酮 甲氧基取代扁桃酸 酚类 抗肿瘤活性 

分 类 号：O629[理学—有机化学]