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Synthesis 2017; 49(18): 4335-4340
DOI: 10.1055/s-0036-1589060
DOI: 10.1055/s-0036-1589060
paper
Synthesis of Bifunctional Furano-Allocolchicinoids
We thank the Russian Science Foundation (Project 16-13-10248) for financial support.Further Information
Publication History
Received: 08 April 2017
Accepted after revision: 29 May 2017
Publication Date:
26 June 2017 (online)
Abstract
An efficient seven-step semisynthetic approach towards non-racemic bifunctional furano-allocolchicinoids, starting from naturally occurring colchicine is presented. The Pd-catalyzed domino Sonogashira coupling/5-endo-dig cyclization was employed as the key step. The prepared compounds exhibited substantial cytotoxicity against T3M4, MiaPaCa-2, Colo-357, and PANC-1 cell lines. The presence of two functionalities with different reactivity (hydroxyl and amino groups) in the target molecules allows for an easy conjugation of furano-allocolchicinoids with drug delivery carriers, and opens promising opportunities for their further exploitation in the search of therapeutics.
Supporting Information
- Supporting information for this article is available online at https://doi.org /10.1055/s-0036-1589060.
- Supporting Information
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