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Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential

New derivatives of the known antipsychotic drug olanzapine have been obtained as potential compounds with anticancer activity in two metabolically different breast cancer cell lines: MCF-7 and triple negative MDA-MB-231. The compounds were obtained under phase transfer catalysis (PTC) in the presenc...

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Detalles Bibliográficos
Autores principales: Drabczyk, Anna K., Kułaga, Damian, Zaręba, Przemysław, Tylińska, Wiktoria, Bachowski, Wojciech, Archała, Aneta, Wnorowski, Artur, Tzani, Andromachi, Detsi, Anastasia, Jaśkowska, Jolanta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10331126/
https://www.ncbi.nlm.nih.gov/pubmed/37435368
http://dx.doi.org/10.1039/d3ra03926a
Descripción
Sumario:New derivatives of the known antipsychotic drug olanzapine have been obtained as potential compounds with anticancer activity in two metabolically different breast cancer cell lines: MCF-7 and triple negative MDA-MB-231. The compounds were obtained under phase transfer catalysis (PTC) in the presence of microwave irradiation (MW) or ultrasound (“)))”), evaluating the effect of solvents such as dimethylformamide, water, or choline chloride/urea (natural deep eutectic solvent, NaDES). In the best option, the compounds were obtained within 2 minutes with a yield of 57–86% in MW. Two of the obtained compounds which have a naphthalimide moiety and a pentyl (7) or hexyl chain (8) show pronounced cytotoxicity. Interestingly, neither olanzapine nor desmethylolanzapine (DOLA), which was one of the substrates for the synthesis reaction, showed any significant activity in the study.