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Progress Towards the Synthesis of a Difluorinated Combretastatin Analogue

Abstract

Combretastatin A-4, an anti-tumor agent isolated from the Combretum caffrum bush, and related synthetic derivatives, have been found to be effective in tumor reduction via vasculature collapse. While investigations into increasing the natural product’s activity have focused mainly on including a central ring to gain conformational locking, these additions can have the undesired effect of creating a molecule too large or planar to attach to the corresponding binding site. This research focuses on utilizing fluorine substituted CA-4 derivatives to obtain the same outcomes desired with CA-4, with the avoidance of steric hindrance. A total synthesis of fluorine substituted CA-4 analogs is being performed with the use of diazonium salts as intermediates towards the final fluorinated analogues. The versatility of the diazonium salts are also being investigated for creating interesting heterocyclic molecules as well.

How to Cite

Breiner, L., (2017) “Progress Towards the Synthesis of a Difluorinated Combretastatin Analogue”, Capstone, The UNC Asheville Journal of Undergraduate Scholarship 30(1).

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