具有叶绿素-a基本碳架的氯代二氢卟吩衍生物的合成  

Synthesis of Chloro-substituted Chlorin Derivatives with Basic Skeleton of Chlorophyll-a

作　　者：王进军[1] 赵丽丽[1] 李家柱[1] 

机构地区：[1]烟台大学化学生物理工学院,烟台264005

出　　处：《有机化学》2009年第10期1598-1605,共8页Chinese Journal of Organic Chemistry

基　　金：山东省自然科学基金(No.Y2008B49);山东省教育厅科技计划(No.J05D05);胶体与界面化学教育部重点实验室(山东大学)开放课题(No.200711)资助项目

摘　　要：选择脱镁叶绿酸-a甲酯为起始原料,经过化学结构修饰转换成其他叶绿素-a衍生物.以过氧化氢/盐酸、N-氯代丁二酰亚胺(NCS)、氯化氢(或者浓盐酸)为氯化剂,根据3-乙烯基和20-meso-位的不同化学反应活性,通过亲电加成和亲电取代反应,在二氢卟吩环上选择性地引进氯原子,完成8种未见报道的具有叶绿素-a基本碳架的氯代二氢卟吩衍生物的合成.所合成的新化合物均经UV,IR,1HNMR及元素分析证明其结构.Methyl pheophorbide-a was chosen as a starting material and converted into other chlorophyll-a derivatives by chemical modification.Chlorine atoms were selectively introduced into the chlorin ring based on different reactivity between vinyl group at 3-position and 20-meso position by electrophilic addition and electrophilic substitution using hydrogen peroxide/hydrochloric acid,N-chlorosuccinimide （NCS）,hydrogen chloride （or concentrated hydrochloric acid） as chlorinating reagent.Eight new chlorosubstituted chlorin derivatives with skeleton of chlorophyll-a were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and ^1H NMR spectra.

关 键 词：脱镁叶绿酸-a甲酯 亲电反应 选择性氯代 氯代二氢卟吩 光动力治疗 

分 类 号：O626[理学—有机化学]