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132-羟基脱镁叶绿酸-a甲酯的合成及其立体结构的表征与确定
引用本文:张千,姚楠楠,武进,王进军.132-羟基脱镁叶绿酸-a甲酯的合成及其立体结构的表征与确定[J].烟台大学学报(自然科学与工程版),2011,24(1).
作者姓名:张千  姚楠楠  武进  王进军
作者单位:1. 烟台大学化学生物理工学院,山东,烟台,264005
2. 烟台大学药学院,山东,烟台,264005
3. 烟台大学化学生物理工学院,山东,烟台,264005;烟台大学药学院,山东,烟台,264005
基金项目:山东省自然科学基金资助项目
摘    要:以叶绿素-a为起始原料,经过酯交换和去除金属离子得到焦脱镁叶绿酸-a甲酯,在热乙酸中的空气氧化得到132(R/S)-132-羟基脱镁叶绿酸-a甲酯的混合物,在氢氧化钾甲醇溶液中的空气氧化主要给出作为氧化和重排产物的红紫素-18甲酯.通过层析将非对映体相互分离,对其核磁共振氢谱进行讨论并对立体结构进行表征和确定.

关 键 词:叶绿素-a  二氢卟吩  脱镁叶绿酸-a甲酯  立体化学  表征

Synthesis of Methyl 132-Hydroxylpheophorbide-a and Characterization and Identification of Their Stereostructure
ZHANG Qian,YAO Nan-nan,WU Jin,WANG Jin-jun.Synthesis of Methyl 132-Hydroxylpheophorbide-a and Characterization and Identification of Their Stereostructure[J].Journal of Yantai University(Natural Science and Engineering edirion),2011,24(1).
Authors:ZHANG Qian  YAO Nan-nan  WU Jin  WANG Jin-jun
Institution:ZHANG Qian1,YAO Nan-nan2,WU Jin2,WANG Jin-jun1,2(1.School of Chemical and Biological Science and Engineering,Yantai University,Yantai 264005,China,2.School of Pharmacy,China)
Abstract:Chlorophyll-a is used as starting material and comnverted into methyl pyropheophorbide-a by transesterification and removement of metal ion.132(R/S)-132-hydroxylpheophorbide-a as a mixture is obtained by allomerization in heat acetic acid.The purpurin-18 methyl ester as a major oxidized and rearranged product is produced by air-oxidation in methanolic potassium hydroxide.The diastereoisomers are separated by column chromatography and stereostructures are characterized and identified by 1H NMR spectra.
Keywords:chlorophyll-a  chlorin  methyl pheophorbidel-a  stereochemistry  characterization  
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