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多酯基取代的叶绿素类二氢卟吩衍生物的合成
引用本文:殷军港,王振,杨泽,刘超,赵丽丽,王进军.多酯基取代的叶绿素类二氢卟吩衍生物的合成[J].有机化学,2012,32(2):360-367.
作者姓名:殷军港  王振  杨泽  刘超  赵丽丽  王进军
作者单位:1. 烟台大学化学化工学院 烟台264005
2. 烟台大学药学院 烟台264005
基金项目:山东省自然科学基,中匈政府间科技合作
摘    要:以脱镁叶绿酸-a甲酯为起始原料,通过碱性条件下的水解开环、空气氧化和重排反应,分别合成了红紫素-7三甲酯和二氢卟吩-p6三甲酯.然后对其C(3)-乙烯基、20-meso-位、12-位甲基以及尾端酯基进行化学修饰,通过亲电加成、亲电取代、1,3-偶极环加成和氧化重排等反应,完成10种具未见报道的的叶绿素类二氢卟吩衍生物,其化学结构均经UV,IR,1H NMR光谱及元素分析予以表征.

关 键 词:叶绿素-a  脱镁叶绿酸-a甲酯  叶绿素降解  二氢卟吩  化学修饰  合成

Synthesis of Multi-ester Substitutied Chlorin Derivatives Related to Chlorophyll-a
Yin, Jungang , Wang, Zhen , Yang, Ze , Liu, Chao , Zhao, Lili , Wang, Jinjun.Synthesis of Multi-ester Substitutied Chlorin Derivatives Related to Chlorophyll-a[J].Chinese Journal of Organic Chemistry,2012,32(2):360-367.
Authors:Yin  Jungang  Wang  Zhen  Yang  Ze  Liu  Chao  Zhao  Lili  Wang  Jinjun
Institution:Yin,Junganga Wang,Zhenb Yang,Zea Liu,Chaob Zhao,Lilia Wang,Jinjun*,a(a Colledge of Chemistry and Chemical Engineering,Yantai University,Yantai 264005)(b Pharmacy College,Yantai University,Yantai 264005)
Abstract:From methyl pheophorbide-a which was used as a starting material,purpurin-7 trimethyl ester and chlorin-p6 trimethyl ester were synthesized by hydrogation-opening ring,allomerization and rearrangement reaction.The synthesis of ten characterized by UV,IR,1H NMR spectra and elemental analysis.unreported chlorin derivatives related to chlorophyll-a was accomplished by electrophilic adduction,electrophilic substitution,1,3-dipolar cycloadduction and oxidation-rearrangement reaction to chemical modifications for C(3)-vinyl group,20-meso-position,methyl group at 12-position and ester moieties at terminal positions.The structures of all new chlorins were characterized by UV, IR,1H NMR spectra and elemental analysis.
Keywords:chlorophyll-a  methyl pheophorbide-a  chlorophyll degradation  chlorin  chemical modification  synthesis
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