Synthesis of non-natural cyanthiwigin–gagunin hybrids through late-stage diversification of the cyanthiwigin natural product core
Derivitization of natural product scaffolds produces diversely functionalized molecules for biological study and offers insight into the reactivities of complex molecular architectures. In the present study, the tricyclic framework of the cyanthiwigin natural product family was employed as a platform for late-stage diversification. The design and synthesis of several non-natural "hybrid" molecules resembling both the cyanthiwigin and gagunin natural products was accomplished, and the results of these investigations are described herein.
Additional Information© 2019 Elsevier Ltd. Received 21 September 2019, Revised 26 October 2019, Accepted 28 October 2019, Available online 1 November 2019. This work was supported by the NSF under the CCI Center for Selective C–H Functionalization (CCHF), CHE-1700982. Additional financial support was provided by Caltech and Novartis. Dr. David Horne and Dr. Sangkil Nam (City of Hope) are acknowledged for assistance with biological studies. Dr. David VanderVelde, Dr. Mona Shahgholi, and Naseem Torian are acknowledged for assistance with structural determination and characterization.
Supplemental Material - 1-s2.0-S0040402019311482-mmc1.pdf