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Volume 25
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Article

Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors

by
Piotr Tobiasz
1,*,
Filip Borys
1,2,
Marta Kucharska
1,
Marcin Poterała
1 and
Hanna Krawczyk
1,*
1
Department of Organic Chemistry, Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
2
Nencki Institute of Experimental Biology, Polish Academy of Sciences, 3 Pasteur Street, 02-093 Warsaw, Poland
*
Authors to whom correspondence should be addressed.
Int. J. Mol. Sci. 2024, 25(11), 6155; https://doi.org/10.3390/ijms25116155
Submission received: 13 March 2024 / Revised: 13 May 2024 / Accepted: 28 May 2024 / Published: 3 June 2024
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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Abstract

The synthesis of biphenylmethoxydibenzo[b,f]oxepine or photoswitchable fluorinated dibenzo[b,f]oxepine derivatives with one or three azo bonds, potential microtubule inhibitors, is described. Our studies provide a concise method for constructing derivatives containing the dibenzo[b,f]oxepine skeleton. An analysis of products was run using experimental and theoretical methods. Next, we evaluated the E/Z isomerization of azo-dibenzo[b,f]oxepine derivatives, which could be photochemically controlled using visible-wavelength light.
Keywords: azo-dibenzo[b,f]oxepine derivative; biological activity; photoisomerization; tubulin inhibitor azo-dibenzo[b,f]oxepine derivative; biological activity; photoisomerization; tubulin inhibitor

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MDPI and ACS Style

Tobiasz, P.; Borys, F.; Kucharska, M.; Poterała, M.; Krawczyk, H. Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors. Int. J. Mol. Sci. 2024, 25, 6155. https://doi.org/10.3390/ijms25116155

AMA Style

Tobiasz P, Borys F, Kucharska M, Poterała M, Krawczyk H. Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors. International Journal of Molecular Sciences. 2024; 25(11):6155. https://doi.org/10.3390/ijms25116155

Chicago/Turabian Style

Tobiasz, Piotr, Filip Borys, Marta Kucharska, Marcin Poterała, and Hanna Krawczyk. 2024. "Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors" International Journal of Molecular Sciences 25, no. 11: 6155. https://doi.org/10.3390/ijms25116155

APA Style

Tobiasz, P., Borys, F., Kucharska, M., Poterała, M., & Krawczyk, H. (2024). Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors. International Journal of Molecular Sciences, 25(11), 6155. https://doi.org/10.3390/ijms25116155

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