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Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity

Amino- and polyaminophthalazinones were synthesized by the palladium‐catalyzed amination (alkyl- and arylamines, polyamines) of 4-bromophthalazinones in good yields. The coordinating properties of selected aminophthalazinones towards Cu(II) ions were investigated and the participation of the nitroge...

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Autores principales: Malinowski, Zbigniew, Fornal, Emilia, Sumara, Agata, Kontek, Renata, Bukowski, Karol, Pasternak, Beata, Sroczyński, Dariusz, Kusz, Joachim, Małecka, Magdalena, Nowak, Monika
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7934800/
https://www.ncbi.nlm.nih.gov/pubmed/33727979
http://dx.doi.org/10.3762/bjoc.17.50
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author Malinowski, Zbigniew
Fornal, Emilia
Sumara, Agata
Kontek, Renata
Bukowski, Karol
Pasternak, Beata
Sroczyński, Dariusz
Kusz, Joachim
Małecka, Magdalena
Nowak, Monika
author_facet Malinowski, Zbigniew
Fornal, Emilia
Sumara, Agata
Kontek, Renata
Bukowski, Karol
Pasternak, Beata
Sroczyński, Dariusz
Kusz, Joachim
Małecka, Magdalena
Nowak, Monika
author_sort Malinowski, Zbigniew
collection PubMed
description Amino- and polyaminophthalazinones were synthesized by the palladium‐catalyzed amination (alkyl- and arylamines, polyamines) of 4-bromophthalazinones in good yields. The coordinating properties of selected aminophthalazinones towards Cu(II) ions were investigated and the participation of the nitrogen atoms in the complexation of the metal ion was shown. A biological screening of the potential cytotoxicity of selected synthesized compounds on HT-29 and PC-3 cell lines, as well as on the L-929 cell line, proved that some amino derivatives of phthalazinone show interesting anticancer activities. The detailed synthesis, spectroscopic data, and biological assays are reported.
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spelling pubmed-79348002021-03-15 Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity Malinowski, Zbigniew Fornal, Emilia Sumara, Agata Kontek, Renata Bukowski, Karol Pasternak, Beata Sroczyński, Dariusz Kusz, Joachim Małecka, Magdalena Nowak, Monika Beilstein J Org Chem Full Research Paper Amino- and polyaminophthalazinones were synthesized by the palladium‐catalyzed amination (alkyl- and arylamines, polyamines) of 4-bromophthalazinones in good yields. The coordinating properties of selected aminophthalazinones towards Cu(II) ions were investigated and the participation of the nitrogen atoms in the complexation of the metal ion was shown. A biological screening of the potential cytotoxicity of selected synthesized compounds on HT-29 and PC-3 cell lines, as well as on the L-929 cell line, proved that some amino derivatives of phthalazinone show interesting anticancer activities. The detailed synthesis, spectroscopic data, and biological assays are reported. Beilstein-Institut 2021-02-25 /pmc/articles/PMC7934800/ /pubmed/33727979 http://dx.doi.org/10.3762/bjoc.17.50 Text en Copyright © 2021, Malinowski et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Malinowski, Zbigniew
Fornal, Emilia
Sumara, Agata
Kontek, Renata
Bukowski, Karol
Pasternak, Beata
Sroczyński, Dariusz
Kusz, Joachim
Małecka, Magdalena
Nowak, Monika
Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title_full Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title_fullStr Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title_full_unstemmed Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title_short Amino- and polyaminophthalazin-1(2H)-ones: synthesis, coordination properties, and biological activity
title_sort amino- and polyaminophthalazin-1(2h)-ones: synthesis, coordination properties, and biological activity
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7934800/
https://www.ncbi.nlm.nih.gov/pubmed/33727979
http://dx.doi.org/10.3762/bjoc.17.50
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