红紫素-18酰亚胺衍生物的化学修饰

以脱镁叶绿酸-a甲酯为原料, 通过对其3-位乙烯基的氧化, 得到了3-甲酰基脱镁叶绿酸甲酯, 利用Wittig反应合成了对应的3-(2-取代的乙烯基)脱镁叶绿酸甲酯. 结合E环的改造, 将其转变成酸酐环进而转变成N-取代的酰亚胺环. 目标化合物具有亲水区和疏水区两部分, 吸收波长明显向红位移. 合成得到的红紫素-18酰亚胺衍生物有可能成为光动力疗癌的理想光敏剂. 合成的新化合物均由核磁共振、红外光谱、元素分析和质谱予以证实.

Chemical Modification of Derivatives of Purpurin-18 Imide

Starting from methyl pheophorbide-a, 3-formyl substituted compound was synthesized through oxidation of its vinyl at 3-position. The Wittig reaction of the formyl group at 3-position was carried out to yield the corresponding methyl 3-(2-substituted ethenyl)pheophorbide-a. In basic conditon, E-ring was con-verted into the six membered cyclic anhydride to form N-substituted imide ring. The title compound has both hydrophilic and hydrophobic regions to demonstrate a considerable bathochromic shift of the major absorp-tion band in the red region of the optical spectrum. The derivatives of purpurin-18 imide were potentially ideal photosensitizers. The structures of all new compounds were characterized by elemental analysis, UV, IR, and 1H NMR spectra.