Cargando…
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...
Autores principales: | , , , , , , , , , |
---|---|
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 |
_version_ | 1785070194980290560 |
---|---|
author | Drabczyk, Anna K. Kułaga, Damian Zaręba, Przemysław Tylińska, Wiktoria Bachowski, Wojciech Archała, Aneta Wnorowski, Artur Tzani, Andromachi Detsi, Anastasia Jaśkowska, Jolanta |
author_facet | Drabczyk, Anna K. Kułaga, Damian Zaręba, Przemysław Tylińska, Wiktoria Bachowski, Wojciech Archała, Aneta Wnorowski, Artur Tzani, Andromachi Detsi, Anastasia Jaśkowska, Jolanta |
author_sort | Drabczyk, Anna K. |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-10331126 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-103311262023-07-11 Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential Drabczyk, Anna K. Kułaga, Damian Zaręba, Przemysław Tylińska, Wiktoria Bachowski, Wojciech Archała, Aneta Wnorowski, Artur Tzani, Andromachi Detsi, Anastasia Jaśkowska, Jolanta RSC Adv Chemistry 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. The Royal Society of Chemistry 2023-07-10 /pmc/articles/PMC10331126/ /pubmed/37435368 http://dx.doi.org/10.1039/d3ra03926a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Drabczyk, Anna K. Kułaga, Damian Zaręba, Przemysław Tylińska, Wiktoria Bachowski, Wojciech Archała, Aneta Wnorowski, Artur Tzani, Andromachi Detsi, Anastasia Jaśkowska, Jolanta Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title | Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title_full | Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title_fullStr | Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title_full_unstemmed | Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title_short | Eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
title_sort | eco-friendly synthesis of new olanzapine derivatives and evaluation of their anticancer potential |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10331126/ https://www.ncbi.nlm.nih.gov/pubmed/37435368 http://dx.doi.org/10.1039/d3ra03926a |
work_keys_str_mv | AT drabczykannak ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT kułagadamian ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT zarebaprzemysław ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT tylinskawiktoria ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT bachowskiwojciech ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT archałaaneta ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT wnorowskiartur ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT tzaniandromachi ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT detsianastasia ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential AT jaskowskajolanta ecofriendlysynthesisofnewolanzapinederivativesandevaluationoftheiranticancerpotential |