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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Veröffentlicht in:RSC advances 2023-07, Vol.13 (3), p.2467-2476
Hauptverfasser: Drabczyk, Anna K, Ku aga, Damian, Zar ba, Przemys aw, Tyli ska, Wiktoria, Bachowski, Wojciech, Archa a, Aneta, Wnorowski, Artur, Tzani, Andromachi, Detsi, Anastasia, Ja kowska, Jolanta
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Sprache:eng
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Zusammenfassung: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. 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.
ISSN:2046-2069
2046-2069
DOI:10.1039/d3ra03926a