| 具有叶绿素基本碳架的苯并咪唑并红紫素-18衍生物的合成 |
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| 引用本文： | 刘冉冉,王鲁敏,殷军港,武进,刘超,张朋,王进军. 具有叶绿素基本碳架的苯并咪唑并红紫素-18衍生物的合成[J]. 有机化学, 2012, 32(2): 318-325 |
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| 作者姓名： | 刘冉冉 王鲁敏 殷军港 武进 刘超 张朋 王进军 |
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| 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 |
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| 摘 要： | 脱镁叶绿酸-a甲酯与邻苯二胺发生缩合和重排反应,分别给出(2,3-n)-苯并咪唑并红紫素-18甲酯、(2,3-o)-苯并咪唑并红紫素-18甲酯、(2,3-n)-喹喔啉并焦脱镁叶绿酸甲酯和二氢卟吩-p6三甲酯.针对苯并咪唑并红紫素-18的20-meso-位和12-位甲基进行氟代、氯代、溴代、碘代和空气氧化反应,完成了一系列具有叶绿素基本碳架的苯并咪唑并二氢卟吩类衍生物的合成.所得新的叶绿素衍生物的化学结构均经UV,IR,1H NMR,质谱及元素分析予以证实.
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| 关 键 词： | 叶绿素-a 脱镁叶绿酸-a甲酯 苯并咪唑并二氢卟吩 化学修饰 |
Synthesis of Benzimidazolo-Fused Purpurin-18 Derivatives with the Basic Skeleton of Chlorophyll |
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| Liu, Ranran , Wang, Lumin , Yin, Jungang , Wu, Jin , Liu, Chao , Zhang, Peng , Wang, Jinjun. Synthesis of Benzimidazolo-Fused Purpurin-18 Derivatives with the Basic Skeleton of Chlorophyll[J]. Chinese Journal of Organic Chemistry, 2012, 32(2): 318-325 |
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| Authors: | Liu Ranran Wang Lumin Yin Jungang Wu Jin Liu Chao Zhang Peng Wang Jinjun |
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| Affiliation: | Liu,Ranrana Wang,Lumina Yin,Junganga Wu,Jinb Liu,Chaob Zhang,Pengb Wang,Jinjun*,a(a College of Chemistry and Chemical Engineering,Yantai University,Yantai 264005)(b Pharmacy College,Yantai University,Yantai 264005) |
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| Abstract: | The condensation and rearrangement reactions of methyl pheophorbide-a with 1,2-benzenediamine afforded ben-zimidazolo[2,1-n]purpurin-18 methyl ester,benzimidazolo[1,2-o]purpurin-18 methyl ester,quinoxalino[2,3-n]-deoxopyro-pheophorbide-a methyl ester and chlorine-p6 trimethyl ester.The syntheses of benzimidazol-fused chlorins with the basic skeleton of chlorophyll were carried out by fluorination,chlorination,bromination and iodonation for 20-meso-position and allomerization for methyl group at 12-position.The structures of new chlorophyll derivatives were characterized by UV,IR,1H NMR,MS spectra and elemental analysis. |
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| Keywords: | chlorophyll-a methyl pheophorbide-a benzimidazol-fused chlorin chemical modification |
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