摘要
Alstonerine属于单萜吲哚生物碱,除其结构很有特征外,还报道对两株人肺癌细胞具有细胞毒性,因此,它自然就成为合成化学的重要目标.已经有多种合成策略用于构建这个结构体系:包括Pictet-Spengler反应和Dieckmann缩合反应、烯烃复分解关环反应、膦配体催化的[4+2]关环/Friedel-Craft环化、氮杂-Diels-Alder反应/分子内Heck反应、Pauson-Khand反应等.本工作根据构建环系的不同反应系统总结了Alstonerine的合成方法.大部分合成反应步骤较多,适合工业生产的有效合成方法还有待于进一步探索.
In addition to its challenging structural features,alstonerine,as a representative member of the macroline family of alkaloids,has been reported to exhibit cytotoxic activity against two human lung cancer cell lines,so it has been the subject of a number of synthetic studies. Several strategies have been devised to access this structural motifincluding a sequential Pictet-Spengler reaction and Dieckmann condensation,ring-closing metathesis,phosphine-catalyzed [4＋2] annulation/Friedel-Crafts cyclization,aza-Diels-Alder/intramolecular Heck reaction,Pauson-Khand reaction. In this paper,the synthetic methods are reviewed according to the key building reactions of the ring structures. Most routes to alstonerine are through complicated steps. Hence,the simple and convenient methods are still needed to further study.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2010年第9期1305-1313,共9页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(Nos.20872118
30070905)
教育部博士点基金(No.20070697012)
陕西省重大科技专项(No.2008ZDKG-67)
陕西省重点实验室基金(No.08JZ74)资助项目
