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N-Allyl-N-ferrocenylmethylamines and ansa-ferrocenylmethylamines: Synthesis, Structure, and Biological Evaluation

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dc.abstract.enReductive aminations of ferrocenecarboxaldehyde, ansa-ferrocenecarboxaldehyde, and 1,1’-ferrocene-dicarboxaldehyde with allylamine, N-allylmethylamine, or N-allylaniline were investigated. In the case of the dialdehyde only one formyl group effectively reacted with N-allylmethylamine or N-allylaniline, thus providing a simple route to aminomethyl aldehydes and aminomethyl alcohol. 2-Aza-ansa[3] ferrocene was also obtained by reacting the dialdehyde with one equivalent of allylamine and subsequent deprotection of the nitrogen atom. The isolated N-allyl ferrocene derivatives were completely characterized by spectroscopic techniques, whereas crystal structures of four representative compounds were determined using single-crystal X-ray diffraction. MTT assays showed that these simple N-allyl ferrocene derivatives display anticancer activity (MCF-7, A-549 and PC-3 cell lines) in the micromolar range
dc.affiliationUniwersytet Warszawski
dc.contributor.authorJarzembska, Katarzyna
dc.contributor.authorBuchowicz, Włodzimierz
dc.contributor.authorDeresz, Krystyna
dc.contributor.authorWińska, Patrycja
dc.contributor.authorKisiel, Kacper
dc.contributor.authorRawiak, Karol
dc.contributor.authorZiemkiewicz, Kamil
dc.contributor.authorMazur, Maria
dc.date.accessioned2024-01-25T13:23:45Z
dc.date.available2024-01-25T13:23:45Z
dc.date.issued2022
dc.description.financeNie dotyczy
dc.description.volume2022
dc.identifier.doi10.1002/EJIC.202101098
dc.identifier.issn1434-1948
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/113274
dc.identifier.weblinkhttps://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejic.202101098
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofEuropean Journal of Inorganic Chemistry
dc.relation.pagese202101098 (1-12)
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.subject.enAntitumor agents · Bioinorganic chemistry · Biological activity · Ferrocenes · Structure elucidation
dc.titleN-Allyl-N-ferrocenylmethylamines and ansa-ferrocenylmethylamines: Synthesis, Structure, and Biological Evaluation
dc.typeJournalArticle
dspace.entity.typePublication