Neolaxiflorin B的全合成研究

项目名称： Neolaxiflorin B的全合成研究

项目编号： No.21462053

项目类型： 地区科学基金项目

立项/批准年度： 2015

项目学科： 无机化学

项目作者： 刘靖平

作者单位： 云南师范大学

项目金额： 50万元

中文摘要： Neolaxiflorin B是从毛萼香茶菜的叶子中分离得到的二萜化合物，具有显著的抗肿瘤活性。Neolaxiflorin B有着紧凑的4环体系，含有6个手性中心，其中2个是季碳原子。尽管有显著的生理活性，但这个分子到目前都还没有人完成其全合成研究。在合成策略上，我们考虑采用汇聚型的合成技术，把Neolaxiflorin B拆分成两个片断-化合物3和化合物4。化合物3主要通过Pauson-khand反应获得，化合物4主要通过Trost-Tsuji反应得到。最后化合物3和化合物4再组装在一起，总的经过12步反应得到目标产物Neolaxiflorin B，这样可以降低合成风险，同时又较高收率得到目标产物。

中文关键词： Neolaxiflorin；B；抗肿瘤；天然产物；全合成

英文摘要： Neolaxiflorin B is a diterpene compound isolated from Isodon eriocalyx ( Dunn ) Hara, and possess significant anti-tumor activities. It's compact tetracyclic ring system comprises six vicinal stereogenic centers, two of which are all-carbon quaternary centers. Although biological activities of the compound has been known for years, there are few studies of total synthesis reported. Strategically, we consider the synthesis of Neolaxiflorin B through a convergent route, which the entire molecule was split into two fragments-compound 3 and compound 4. Compound 3 was mainly obtained through Pauson-Khand reaction, and compound 4 was mainly obtained through Trost-Tsuji reaction. Finally, the synthesis of Neolaxiflorin B was completed through compound 3 and compound 4 assembled together via 12 steps. The whole strategy was concise, effective and low risk, while a higher yield of the desired product.

英文关键词： Neolaxiflorin B;anti-tumor;natural product;total synthesis