新型尾式水杨酸卟啉的合成及其与牛血清白蛋白的相互作用  

Synthesis of Novel Porphyrins Tailed with Salicylic Acid and Their Interactions with Bovine Serum Albumin

作　　者：卢昌利[1,2] 侯安新[2] 

机构地区：[1]金发科技股份有限公司企业技术中心,广东广州510520 [2]武汉大学化学与分子科学学院,湖北武汉430072

出　　处：《合成化学》2015年第6期480-484,共5页Chinese Journal of Synthetic Chemistry

摘　　要：以吡咯、苯甲醛和对羟基苯甲醛为原料,经"一锅法"制得5-(4-羟基苯基)-10,15,20-三苯基卟啉(1);1与直链二溴烷烃反应制得溴代烷氧基卟啉(3a^3e);3a^3e分别与水杨酸经消除反应合成了10个尾式水杨酸卟啉4a^4e和5a^5e,其中4a,4b,4d,4e,5a,5b,5d和5e为新化合物,其结构经UV-Vis,1H NMR,IR和ESI-MS表征。用荧光光谱研究了4a^4e和5a^5e与牛血清白蛋白(BSA)的相互作用。结果表明:4a^4e和5a^5e对BSA的荧光猝灭为静态猝灭;Stern-Volmer曲线的线性关系良好;kq值均远大于2.0×1010L·mol-1·s。5-（ 4-hydroxyphenyl）-10,15,20-triphenylporphyrin（ 1） was prepared by ＂one-pot＂method,using pyrrole,benzaldehyde and hydroxybenzaldehyde as materials. Bromolkyl porphyrins（ 3a -3e） were prepared by the reaction of 1 with dibromoalkane. Ten porphyrins tailed with salicylic acid（ 4a - 4e and 5a - 5e） were synthesized by elimination reaction of 3a - 3e with salicylic acid,respectively. 4a,4b,4d,4e,5a,5b,5d and 5e were novel compounds. The structures were characterized by UV-Vis,1H NMR,IR and ESI-MS. The interactions of 4a - 4e and 5a - 5e with bovine serum albumin（ BSA） were investigated by FL. The results showed that the fluorescence quenching were static quenching and the curves of Stern- Volmer exhibited well linear relationships. The kqwere above 2. 0 × 10^10L·mol^- 1·s.

关 键 词：一锅法 合成 卟啉 牛血清白蛋白 相互作用 

分 类 号：O621.3[理学—有机化学] O626.13[理学—化学]