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. 2020 Aug 19;15(16):1571-1578.
doi: 10.1002/cmdc.202000197. Epub 2020 Jun 24.

Synthesis and Anticancer Properties of Oxazepines Related to Azaisoerianin and IsoCoQuines

Ilhem Khelifi  1 , Shannon Pecnard  1 , Guillaume Bernadat  1 , Jérome Bignon  2 , Hélène Levaique  2 , Joëlle Dubois  2 , Olivier Provot  1 , Mouad Alami  1
Affiliations

Synthesis and Anticancer Properties of Oxazepines Related to Azaisoerianin and IsoCoQuines

Ilhem Khelifi et al. ChemMedChem. .

Abstract

In this article, we report the synthesis and biological properties of a series of novel oxazepines related to isoCA-4 having significant antitumor properties. Among them, three oxazepin-9-ol derivatives display a nanomolar or a sub-nanomolar cytotoxicity level against five human cancer cell lines (HCT116, U87, A549, MCF7, and K562). It was demonstrated that the lead compound in this series inhibits tubulin assembly with an IC50 value of 1 μM and totally arrests the cellular cycle in the G2/M phase at the low concentration of 5 nM in HCT116 and K562 cells. Molecular modeling studies perfectly corroborates these promising results.

Keywords: cancer; cytotoxicity; isoCA-4; oxazepine; quinoline.

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