新型单羟基氯代咔咯的合成及其光断裂DNA性质

摘要

以五氟苯甲醛和吡咯经缩合反应合成了五氟苯基二吡咯烷烃(1);1与3-氯-4-羟基苯甲醛经缩合反应合成了一个新的10-位苯环被氯原子取代的单羟基自由咔咯——10-(3-氯-4-羟苯基)-5,15-二(五氟苯基)咔咯(2),收率12.0%,其结构经UV-Vis,1H NMR,19F NMR,HR-ESI-MS和X-射线单晶衍射表征.琼脂糖凝胶电泳实验发现:2在光照下能够有效引起超螺旋质粒pBR 322 DNA发生断裂,当浓度为100μmol·L-1时,活性最强,断裂百分比为68%.%5-(Pentafluoro-phenyl)-dipyrromethane(1) was prepared by condensation reaction of pen-tafluorobenzaldehyde with pyrrole.A novel mono-hydroxyl corrole, 10-(3-chloro-4-hydroxylphenyl)-5, 15-bis(pentafluorophenyl) corrole(2) with yield of 12.0%, was synthesized by condensation reaction of 1 with 3-chloro-4-hydroxylbenzaldehyde.The structure was characterized by UV-Vis, 1 H NMR, 19 F NMR, HR-ESI-MS and X-ray single crystal diffraction.Agarose gel electrophoresis showed that 2 could cleave 68%supercoiled DNA( form I) to give nicked-circular DNA( form II) under irradiation at 100 μmol· L-1 .