3-烷（酰基）取代-13^1-去氧焦脱镁叶绿酸-a甲酯的合成  

Synthesis of Methyl 3-Alkyl （ Aryl ） -13^1 -Deoxopyropheophorbide-a

作　　者：刘春林[1] 李付国[1] 刘淑艳[1] 李韵伟[1] 王进军[1] 

机构地区：[1]烟台大学药学院,山东烟台264005

出　　处：《烟台大学学报（自然科学与工程版）》2008年第1期23-28,共6页Journal of Yantai University(Natural Science and Engineering Edition)

基　　金：山东省教育厅资助项目(200391006008)

摘　　要：以焦脱镁叶绿酸-a甲酯为起始原料,通过硼氢化钠对其E-环羰基实施还原而得到131-去氧焦脱镁叶绿酸-a甲酯,再选用四氧化锇对3-位乙烯基进行氧化,生成的131-去氧焦脱镁叶绿酸-d甲酯,再利用3-位甲酰基与正丁基基溴化镁或者环戊基溴化镁的格氏反应得到3-烷羟基卟吩.最后经氧化或者脱水反应,分别得到3-丁酰基和3-环戊亚甲基取代的131-去氧焦脱镁叶绿酸衍生物.所合成的新化合物均经UV,IR,1H NMR及元素分析证明其结构.Methyl pyropheophorbide-a is used as starting material and is reduced into methyl 13^1-deoxo-py- ropheophorbide-a by the treatment with NaBH4 for carbonyl group in E-ring. The methyl 13^1-deoxopyropheophorbide-d is obtained by oxidation using OsO4 as oxidizing regent. The formyl groups at 3-position are converted into alkyhydroxy groups by means of Grignard reaction with straight or cyclic alkyl magnesium bromide. The 3-aryl- or cyclomethylene-substituted exocyclic 13^1-deoxopyropheophorbide derivatives are generated by oxidation or dehydration. The structures of all these new compounds are characterized by elemental analysis, UV, and ^1H NMR spectra.

关 键 词：焦脱镁叶绿酸-a甲酯 叶绿素衍生物 结构修饰 光动力疗癌法(PDT) 

分 类 号：O62[理学—有机化学]