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氨基和多氨基酞嗪-1(2)-酮：合成、配位性质及生物活性

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

作者信息

Malinowski Zbigniew, Fornal Emilia, Sumara Agata, Kontek Renata, Bukowski Karol, Pasternak Beata, Sroczyński Dariusz, Kusz Joachim, Małecka Magdalena, Nowak Monika

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Lodz, Tamka 12, 91-403 Łódź, Poland.

Department of Pathophysiology, Medical University of Lublin, Jaczewskiego 8b, 20-090 Lublin, Poland.

出版信息

Beilstein J Org Chem. 2021 Feb 25;17:558-568. doi: 10.3762/bjoc.17.50. eCollection 2021.

DOI:10.3762/bjoc.17.50
PMID:33727979
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7934800/
Abstract

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.

摘要

通过钯催化4-溴酞嗪酮与胺（烷基胺和芳基胺、多胺）反应，以良好的产率合成了氨基和多氨基酞嗪酮。研究了所选氨基酞嗪酮对Cu(II)离子的配位性能，并表明氮原子参与了金属离子的络合。对所选合成化合物在HT-29和PC-3细胞系以及L-929细胞系上的潜在细胞毒性进行了生物学筛选，结果证明某些酞嗪酮氨基衍生物具有有趣的抗癌活性。报道了详细的合成、光谱数据和生物学测定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/473c53045ef8/Beilstein_J_Org_Chem-17-558-g008.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/b13232724e2e/Beilstein_J_Org_Chem-17-558-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/3e5fb610d056/Beilstein_J_Org_Chem-17-558-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/6eb6aa0f2077/Beilstein_J_Org_Chem-17-558-g004.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/6823ccb2176b/Beilstein_J_Org_Chem-17-558-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/7f1c5ad0081d/Beilstein_J_Org_Chem-17-558-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/90770cc50d48/Beilstein_J_Org_Chem-17-558-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/473c53045ef8/Beilstein_J_Org_Chem-17-558-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/480542503ef6/Beilstein_J_Org_Chem-17-558-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/7024933c3862/Beilstein_J_Org_Chem-17-558-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/b13232724e2e/Beilstein_J_Org_Chem-17-558-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/3e5fb610d056/Beilstein_J_Org_Chem-17-558-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/6eb6aa0f2077/Beilstein_J_Org_Chem-17-558-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/de934d5cdf08/Beilstein_J_Org_Chem-17-558-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/6823ccb2176b/Beilstein_J_Org_Chem-17-558-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/7f1c5ad0081d/Beilstein_J_Org_Chem-17-558-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/90770cc50d48/Beilstein_J_Org_Chem-17-558-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/994d/7934800/473c53045ef8/Beilstein_J_Org_Chem-17-558-g008.jpg

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