Novel Topologically Complex Scaffold Derived from Alkaloid Haemanthamine




Govindaraju, Karthik
Masi, Marco
Colin, Margaux
Mathieu, Veronique
Evidente, Antonio
Hudnall, Todd W.
Kornienko, Alexander

Journal Title

Journal ISSN

Volume Title


Multidisciplinary Digital Publishing Institute


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.



diversity-oriented synthesis, haemanthamine, haemanthidine, iodoalkoxylation, biological activity, natural product-like, Chemistry and Biochemistry


Govindaraju, K., Masi, M., Colin, M., Mathieu, V., Evidente, A., Hudnall, T. W., & Kornienko, A. (2018). Novel topologically complex scaffold derived from alkaloid haemanthamine. Molecules, 23(2): 255.


Rights Holder

© 2018 The Author(s).

Rights License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Rights URI