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卟吩-f二甲酯合成及其反应机理研究
引用本文:李付国,赵丽丽,李韵伟,王进军.卟吩-f二甲酯合成及其反应机理研究[J].烟台大学学报(自然科学与工程版),2008,21(3):185-190.
作者姓名:李付国  赵丽丽  李韵伟  王进军
作者单位:1. 烟台大学,药学院,山东,烟台,264005
2. 烟台大学,药学院,山东,烟台,264005;烟台大学,化学生物理工学院,山东,烟台,264005
摘    要:以叶绿素-α为起始原料,经酸性剔除中心金属镁离子得到脱镁叶绿酸-α甲酯.再经过空气氧化和重排反应将其转变为红紫素18-甲酯,在碱性条件下实施开环和脱羧反应,分别得到卟吩p6三甲酯、卟吩-f二甲酯.选择焦脱镁叶绿酸-α甲酯为起始原料,乙醇钠存在条件下进行空气氧化反应,则分别得到15-甲酰基卟吩-f二甲酯和卟吩-f二甲酯,表征了反应产物的化学结构,讨论和提出了可能的反应机理.

关 键 词:焦脱镁叶绿酸-α甲酯  卟吩-f二甲酯  叶绿素衍生物  光动力疗癌法(PDT)

Reaction Route and Mechanism of Synthesis of Dimethyl Chlorin-f
LI Fu-guo,ZHAO Li-li,LI Yun-wei,WANG Jin-jun.Reaction Route and Mechanism of Synthesis of Dimethyl Chlorin-f[J].Journal of Yantai University(Natural Science and Engineering edirion),2008,21(3):185-190.
Authors:LI Fu-guo  ZHAO Li-li  LI Yun-wei  WANG Jin-jun
Institution:LI Fu-guo, ZHAO Li-li, LI Yun-wei, WANG Jin-jun ( 1. School of Pharmacy, Yantai University, Yantai 264005, China ; 2. Chemistry and Biology College, Yantai University, Yantai 264005, China)
Abstract:Chlorophyll-α is used as starting material and converted to methyl pheophorbide-α by removing mag- nesium under acid condition. The purpurin-18 methyl ester is obtained by air oxidation and rearrangement and chlorin p6 trimethyl ester and chlorin-f dimethyl ester are generated by ring-opening and decarboxylation. 15- formyl chlorin-f and chlorin-f are also obtained from pyropheophorbide-α by air-oxidation in the presence of NaOEt. The structures of all these new compounds are characterized by elemental analysis, UV, IR and ^1H NMR spectra. The possible reaction mechanism is discussed.
Keywords:methyl pyropheophorbide-α  chlorin-f dimethyl ester  chlorophyll deriveative  photodynamictherapy ( PDT )
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