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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
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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.
出处 《合成化学》 CAS CSCD 2015年第6期480-484,共5页 Chinese Journal of Synthetic Chemistry
关键词 一锅法 合成 卟啉 牛血清白蛋白 相互作用 one-pot method synthesis porphyrin BSA interaction
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