CAJ | 학술논문

报道一种新型蛋白磷酸酶抑制剂的高效合成方法及其结构表征.L-组氨酸和去甲斑蝥素在95%乙醇中回流,缩合生成L-组氨酸去甲斑蝥酰亚胺.该反应收率为97.0%,远远高于文献值.更重要的是,缩合产物保持了L-立体构型.利用IR,FAB-MS,1H NMR, 13C NMR和2D NMR(1H,13C-COSY和MBC)等对缩合产物进行了结构表征;此外,还首次报道了包括其旋光度在内的物理常数数据.初步的细胞毒性评价表明,与去甲斑蝥素相比,目标化合物在生长抑制活性试验中对一些人体癌细胞株显示了更好的抑制活性.氨基酸去甲斑蝥酰亚胺的设计与合成为(去甲)斑蝥素衍生物结构改造提供了新思路.
보도일충신형단백린산매억제제적고효합성방법급기결구표정.L-조안산화거갑반모소재95%을순중회류,축합생성L-조안산거갑반모선아알.해반응수솔위97.0%,원원고우문헌치.경중요적시,축합산물보지료L-입체구형.이용IR,FAB-MS,1H NMR, 13C NMR화2D NMR(1H,13C-COSY화MBC)등대축합산물진행료결구표정;차외,환수차보도료포괄기선광도재내적물리상수수거.초보적세포독성평개표명,여거갑반모소상비,목표화합물재생장억제활성시험중대일사인체암세포주현시료경호적억제활성.안기산거갑반모선아알적설계여합성위(거갑)반모소연생물결구개조제공료신사로.
Improved synthesis and structure identification of L-histidine norcantharimide, a potent PP2A inhibitor was reported. Con- densation between norcantharidin and L-histidine in 95% EtOH at reflux temperature affords L-histidine noreantharimide in 97.0% yield which is much higher compared with literature, and more importantly, the configuration is retained. The chemical structure of the com- pound was re-elucidated through IR, FAB-MS, 1H NMR, 13C NMR and 2D NMR (1H, 13C-COSY and HMBC), the fundamental physi- cal data, including optical data being also firstly reported. Preliminary cytotoxicity evaluation showed that the target compound was probably more potent than norcantharidin against a panel of human cancer cell lines. Design and synthesis of amino acid (nor) cantharimides would provide a convenient and rational structure modification of (nor) cantharidin and open new avenues to explore new promising candidates.