血管生成抑制剂候选物——去甲苔藓蒽噻吩的设计合成

Design and synthesis of demethyl bryoanthrathiophene, a new potential angiogenesis inhibitor

目的设计合成血管生成抑制剂候选物——去甲苔藓蒽噻吩。方法以1,8-二羟基-9,10-蒽醌为原料,5,7-二羟基-1-羧基-6-酮-6H-蒽[1,9-bc]噻吩为关键中间体,脱羧反应为关键步骤,经5步反应合成目标分子。结果以10.1%的总收率合成去甲苔藓蒽噻吩,其结构为MS、IR、UV、1H-NMR、13C-NMR和2D-NMR所证实。结论成功地合成了去甲苔藓蒽噻吩。其合成路线具有原料易得、经济高效等特点。

Objective To design and synthesize a new potential angiogenesis inhibitor, demethyl bryoanthrathiophene. Methods Target molecule-demethyl bryoanthrathiophene was synthesized in 5 steps using 1,8- dihydroxy-9,10-anthraquinone as the starting material, 5,7-dihydroxy-1-carboxyl-6-oxo-6H-anthra [ 1,9-bc ] thiophene as the key intermediate and decarboxylization as the key step. Results The target molecule was synthesized with a total yield of 10.1% and identified by MS, IR, UV, ^1H-NMR, ^13C-NMR and 2D-NMR. Conclusion Our synthesis of demethyl bryoanthrathiophene is based on an easily-acquired starting material and accomplished with a simple synthetic route.