摘要/Abstract

以脱镁叶绿酸-a甲酯为起始原料，利用其周环上的活性反应基团进行化学修饰，在N²¹-N²³轴向两端构建了甲酰基、烯酮和邻位二酮结构，通过芳香性大环色基的亲电取代、活性羰基的Henry反应以及外接环上作为不同给受体的β-酮酯和烯酮的Michael加成，分别在3-、12-、20-位和外接环上实施硝化和硝烃基化，完成了一系列未见报道的硝（烷）基取代的叶绿素类二氢卟吩衍生物的合成，其化学结构均经UV-Vis、IR、¹H NMR及元素分析予以证实.
关键词: 叶绿素, 脱镁叶绿酸, 二氢卟吩, 硝(烷基)化反应, 合成
Pyropheophorbide-a methyl ester was used as a starting material, and the chemical modification was carried out making use of its active groups attached to the chlorin periphery to establish the formyl group, ketene and α-diketone moieties around the N²¹-N²³ axis. The nitrations or nitroalkylations at 3-, 12-, 20-position and on the exocyclic ring were performed by the electrophilic substitution on the aromatic macrocyclic chromophore, Henry reaction at the active carbonyl groups, and Michael addition to the β-keto ester and the ketene structures on the exocyclic ring as different donor-acceptor. A series of unreported nitro(nitroalkyl) substituted chlorins related to chlorophyll were synthesized and their chemical structures were characterized by elemental analysis, UV-Vis, IR and ¹H NMR spectra.
Key words: chlorophyll, pheophorbide, chlorin, nitration(nitroalkylation) reaction, synthesis


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