摘要
设计并合成了 6个具有抗癌活性的哌嗪取代卟啉化合物 ,分别为 5 ,10 ,15 ,2 0 四 [4 ( 4′ 乙基哌嗪基 )苯基 ]卟啉(TEPPH2 ,8a) ,5 ,10 ,15 ,2 0 四 [4 ( 4′ 丁基哌嗪基 )苯基 ]卟啉 (TBPPH2 ,8b) ,5 ,10 ,15 ,2 0 四 [4 ( 4′ 庚基哌嗪基 )苯基 ]卟啉(THPPH2 ,8c) ,5 ,10 ,15 ,2 0 四 [4 ( 4′ 苯基哌嗪基 )苯基 ]卟啉 (TPhPPH2 ,8d) ,5 [4 ( 4′ 乙基哌嗪基 )苯基 ] 10 ,15 ,2 0 三苯基卟啉 (EPTPPH2 ,8e)和 5 [4 ( 4′ 丁基哌嗪基 )苯基 ] 10 ,15 ,2 0 三苯基卟啉 (BPTPPH2 ,8f) .这些卟啉化合物都由取代苯甲醛与吡咯缩合而成 ,每一个卟啉分子中含有一个或四个具有抗癌活性的取代哌嗪结构 ,结构经元素分析 ,MS ,1HNMR ,IR和UV vis等表征 .初步的生物活性研究表明 ,这些化合物具有一定的抗癌活性 ,因而在医学上可能具有潜在应用前景 .
A molecular design strategy was outlined for the synthesis of porphyrin-containing anticancer drugs. A series of six porphyrin monomers, 5,10,15,20-tetra[4-(4'-ethylpiperazinyl)phenyl]porphyrin (TEPPH2, 8a), 5, 10,15,20-tetra[4-(4'-butylpiperazinyl)phenyl]porphyrin (TBPPH2, 8b), 5,10,15,20-tetra[4-(4-heptylpiperazinyl)phenyl]porphyrin (THPPH2, 8c), 5,10,15,20-tetra[4-(.4'-phenylpiperazinyl)phenyl]porphyrin (TPhPPH2, 8d), 5-[4-(4'-ethylpiperazinyl) phenyl ] -10, 15, 20-triphenylporphyrin ( EPTPPH2, 8e) and 5-[ 4-(4'-butylpiperazinyl)phenyl ] -10, 15, 20- triphenylporphyrin ( BPTPPH2, 8f), have been prepared by the direct condensation of substituted benzaldehydes with pyrrole. Each porphyrin bears one or four substituted piperazine moieties that have been used as drugs. Their structures were characterized by elemental analysis, MS, H-1 NMR, IR and UV-vis spectra. The preliminary investigation of anticancer activity of these porphyrins showed that the porphyrins might have potential application in medicine owing to their special biological activity.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2004年第7期783-787,J003,共6页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金 (No.2 0 1 4 2 0 0 3)
湖南省教育厅青年基金 (No.0 2B0 2 2 )资助项目
