以脱镁叶绿酸-a甲酯为起始原料,利用C-吡咯子环所连带的活性反应区域进行空气氧化、与甲醛的羟醛缩合、环酮的亲核加成以及与重氮甲烷的Tiffeneau-demjanov重排等化学反应,在五元外接环和12-位上建立了不同的羰基结构.新形成的活性基团与邻苯二胺、邻氨基苯甲醛的缩合,与甲醛和肌氨酸的1,3-偶极环加成以及其他结构转换,在外接环上和12-位上形成包括含氮杂环和螺环在内的新颖结构,完成了一系列未见报道的叶绿素类二氢卟吩衍生物的合成,其化学结构均经UV、IR、^1H NMR及元素分析予以证实.
Methyl pheophorbide-a ester was used as starting material, and the chemical reactions, including allomerization, aldol condensation with formaldehyde, nucleophilic addition on the cycloketone, Tiffeneau-demjanov rearrangement with diazomethane, were carried out making use of active reaction regions linked with C-pyrrol subring to establish different carbonyl structures on the exocyclic ring and 12-position. From these new-formed active groups, the novel structures such as nitrogenous heterocycle and spirocycle were formed by condensations with o-phenylenediamine or o-aminobenzaldehyde, 1,3-dipolar cycloaddition with formaldehyde and sarcosine, and other structure transformations. A series of unreported chlorins related to chlorophyll were synthesized and their chemical structures were characterized by elemental analysis, UV, IR and 1H NMR spectra.