焦脱镁叶绿酸-a甲酯外接环的氧化和还原反应  

Oxidation-Reduction Reaction of Exocyclic Ring of Methyl Pyropheophorbide-a

作　　者：王振[1] 杨泽[2] 徐希森[2] 刘洋[2] 王进军[2] 

机构地区：[1]烟台大学药学院,山东烟台264005 [2]烟台大学化学化工学院,山东烟台264005

出　　处：《烟台大学学报（自然科学与工程版）》2013年第1期34-39,共6页Journal of Yantai University(Natural Science and Engineering Edition)

基　　金：国家科技部中匈政府间合作项目(2008);山东省自然科学基金资助项目(Y2008B49)

摘　　要：以焦脱镁叶绿酸-a甲酯为起始原料,对其E-环羰基进行化学修饰,通过氧化和还原反应在131-位上构建和消除碳氧单键和碳氧双键,利用空气氧化反应和重排反应将五元外接环酮扩展为六元亚酰胺结构.同时,对氧化、还原和重排反应的反应过程进行了探讨,并且提出了可能的反应机理.所合成的新叶绿素类二氢卟吩衍生物的化学结构均经IR,1HNMR及元素分析予以确定.Methyl pyropheophorbide-a is used as starting material and its carbonyl group in the E-ring is modified by some oxidation and reduction reactions to build and eliminate carbon-oxygen single bond and double bond. The five-membered exocyclic ring is extended into six-membered imide structure by allomerization and rearrangement re- actions. The reaction processes of oxidation, reduction and rearrangement reactions are explored and the reaction mechanisms are tentatively proposed. The structures of all new compounds are assigned based on the data from IR, 1 HNMR and elemental analysis.

关 键 词：叶绿素-A 焦脱镁叶绿酸-a甲酯 二氢卟吩 反应机理 

分 类 号：O62[理学—有机化学]