125990-01-4Relevant academic research and scientific papers
Evaluation of Sydnone-Based Analogues of Combretastatin A-4 Phosphate (CA4P) as Vascular Disrupting Agents for Use in Cancer Therapy
Brown, Andrew W.,Holmes, Toby,Fisher, Matthew,Tozer, Gillian M.,Harrity, Joseph P. A.,Kanthou, Chryso
, p. 2618 - 2626 (2018/11/23)
The combretastatins have attracted significant interest as small-molecule therapies for cancer due to their ability to function as vascular disrupting agents. We have successfully prepared a range of combretastatin analogues that are based on a novel sydnone heterocycle core, and their potential as tubulin binders has been assessed in vitro and in vivo. The most potent candidate was found to disrupt microtubules and affect cellular morphology at sub-micromolar levels. Moreover, it was found to bind reversibly to tubulin and significantly increase endothelial cell monolayer permeability, in a similar manner to combretastatin A4. Surprisingly, the compound did not exhibit efficacy in vivo, possibly due to rapid metabolism.
Direct arylation of sydnones with aryl chlorides toward highly substituted pyrazoles
Brown, Andrew W.,Harrity, Joseph P. A.
, p. 2467 - 2472 (2015/05/19)
The direct arylation of the C4 position of both N-alkyl- and N-arylsydnones with aryl/heteroaryl chlorides has been realized. The reaction is quite general and allows access to a wide range of 4-substituted sydnones. Yields of more challenging substrates can be improved through the use of aryl bromides.
An easy direct arylation of 3-arylsydnones
Yang, Yiwen,Gong, Hao,Kuang, Chunxiang
supporting information, p. 1469 - 1474 (2013/06/27)
An easy one-step synthesis of 3,4-diarylsydnones from 3-arylsydnones and arylboronic acids by Pd-catalyzed C-H bond activation is described. Georg Thieme Verlag Stuttgart New York.
