Synthesis, Characterization, and Anti-amoebic Screening of Core-Modified 5,20-Bis{2-{[(alkyl)(alkyl′)amino]methyl}ferrocen-1-yl}-10,15-diphenyl-21,23-dithiaporphyrin (=1,1″-(10,15-Diphenyl-21,23-dithiaporphine-5,20-diyl)bis[2-{[(alkyl)(alkyl′)amino]methyl}ferrocene]) Derivatives
作者:Abdul R. Bhat、Asif I. Bhat、Fareeda Athar、Amir Azam
DOI:10.1002/hlca.200800461
日期:2009.8
The synthesis of the first bis‐ferrocenyl‐substituted core‐modified porphyrins, 5,20‐bis2‐[(alkyl)(alkyl′)amino]methyl}ferrocen‐1‐yl}‐10,15‐diphenyl‐21,23‐dithiaporphyrin derivatives 6a–6j, via a multistep route is reported (Schemes 1, 2, and 4). The synthesis was carried out through acid‐catalyzed (BF3⋅Et2O) condensation of 1,1″‐[thiophene‐2,5‐diylbis(hydroxymethyl)]bis[2‐[(alkyl)(alkyl′)amino]methyl}ferrocenes]
合成首个双二茂铁基取代的核心修饰卟啉,5,20-双2-[(((烷基)(烷基')氨基]甲基]甲基}二茂铁-1-基} -10,15-二苯基-21) ,23-dithiaporphyrin衍生物6A - 6J,通过一个多步途径被报告(方案1,2和4)。该合成通过酸催化(BF进行3 ⋅Et 2 O)的1,1“缩合- [噻吩-2,5-二基双(羟甲基)]双[2 - [(烷基)(烷基')氨基]甲基}二茂铁] 4a – 4j和2,2'-[噻吩-2,5-二基双(苯基亚甲基)]双[1 H-吡咯](5b)存在2,3-二氯-5,6-二氰基-1,4-苯醌(= 4,5-二氯-3,6-二氧代环己基1,4-二烯-1,2-二甲腈; DDQ)。通过各种光谱技术在每个步骤中对化合物进行表征。筛选了最终的化合物对组织溶大肠杆菌的HM1:IMSS菌株的体外抗厌氧活性(表2)。