Synthesis and Investigations of Building Blocks with Dibenzo[b,f] Oxepine for Use in Photopharmacology |
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| Authors: | Piotr Tobiasz Filip Borys Marta Borecka Hanna Krawczyk |
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| Affiliation: | 1.Department of Organic Chemistry, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland; (P.T.); (F.B.); (M.B.);2.Laboratory of Cytoskeleton and Cilia Biology, Nencki Institute of Experimental Biology of Polish Academy of Sciences, 3 Pasteur Street, 02-093 Warsaw, Poland |
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| Abstract: | The synthesis of photoswitchable azo-dibenzob,f]oxepine derivatives and microtubule inhibitors were described. Subsequently, we examined the reaction of methoxy derivative 3-nitrodibenzob,f]oxepine with different aldehydes and in the presence of BF3·OEt2 as a catalyst. Our study provided a very concise method for the construction of the azo-dibenzob,f]oxepine skeleton. The analysis of products was run using experimental and theoretical methods. Next, we evaluated the E/Z isomerization of azo-dibenzob,f]oxepine derivatives, which could be photochemically controlled using visible-wavelength light. |
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| Keywords: | azo-dibenzo[b f]oxepine derivatives photoisomerisation tubulin inhibitor |
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