Novel Topologically Complex Scaffold Derived from Alkaloid Haemanthamine.

Novel Topologically Complex Scaffold Derived from Alkaloid Haemanthamine.
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DOI:
10.3390/molecules23020255
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发表时间:
2018-01-28
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Kornienko A
Kornienko A
中科院分区:
其他
文献类型:
--
作者:
Govindaraju K;Masi M;Colin M;Mathieu V;Evidente A;Hudnall TW;Kornienko A

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天然产物样化合物集合的产生已经成为一个重要的研究领域,由于低命中率发现与合成的高通量库。产生占据合成平面杂环结构不可接近的化学空间区域的化合物的一种方法是利用天然产物作为起始材料。在目前的工作中,使用闭环碘烷氧基化反应,生物碱haemanthamine被转化成一个独特的结构框架,拥有一个复杂的环系统和大量的立体中心。新化合物的结构用X射线分析证实。合成了这种新化合物的少量衍生物,作为基于新结构框架产生大量天然产物样化合物集合的可能性的证明。
The generation of natural product-like compound collections has become an important area of research due to low hit rates found with synthetic high-throughput libraries. One method of generating compounds occupying the areas of chemical space not accessible to synthetic planar heterocyclic structures is the utilization of natural products as starting materials. In the current work, using a ring-closing iodoalkoxylation reaction, alkaloid haemanthamine was transformed into a unique structural framework possessing an intricate ring system and a large number of stereocenters. The structure of the new compound was confirmed with an X-ray analysis. A small number of derivatives of this new compound were synthesized as a demonstration of the possibility of generating a large natural product-like compound collection based on the new structural framework.
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