Novel latonduine derived proligands and their copper(ii) complexes show cytotoxicity in the nanomolar range in human colon adenocarcinoma cells and: In vitro cancer selectivity

Felix Bacher, Christopher Wittmann, Márta Nové, G. Spengler, Małgorzata A. Marć, E. Enyedy, Denisa Darvasiová, Peter Rapta, Thomas Reiner, Vladimir B. Arion

Research output: Contribution to journalArticle

Abstract

Four Schiff bases derived from 7-hydrazin-yl-5,8-dihydroindolo[2,3-d][2]benzazepin-(6H)-one and its bromo-substituted analogue (HL1-HL4) and four copper(ii) complexes 1-4 have been synthesised and fully characterised by standard spectroscopic methods (1H and 13C NMR, UV-vis), ESI mass spectrometry, single crystal X-ray diffraction and spectroelectrochemistry. In addition, two previously reported complexes with paullone ligands 5 and 6 were prepared and studied for comparison reasons. The CuII ion in 1-4 is five-coordinate and adopts a square-pyramidal or slightly distorted square-pyramidal coordination geometry. The ligands HL1-4 act as tridentate, the other two coordination places are occupied by two chlorido co-ligands. The organic ligands in 2 and 3 are bound tighter to copper(ii) when compared to related paullone ligands in 5 and 6. The new compounds show very strong cytotoxic activity against human colon adenocarcinoma doxorubicin-sensitive Colo 205 and multidrug resistant Colo 320 cancer cell lines with IC50 values in the low micromolar to nanomolar concentration range.

Original languageEnglish
Pages (from-to)10464-10478
Number of pages15
JournalDalton Transactions
Volume48
Issue number28
DOIs
Publication statusPublished - Jan 1 2019

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Cytotoxicity
Copper
Ligands
Spectroelectrochemistry
Schiff Bases
Doxorubicin
Mass spectrometry
Cells
Nuclear magnetic resonance
Single crystals
Ions
X ray diffraction
Geometry
paullone

ASJC Scopus subject areas

  • Inorganic Chemistry

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Novel latonduine derived proligands and their copper(ii) complexes show cytotoxicity in the nanomolar range in human colon adenocarcinoma cells and : In vitro cancer selectivity. / Bacher, Felix; Wittmann, Christopher; Nové, Márta; Spengler, G.; Marć, Małgorzata A.; Enyedy, E.; Darvasiová, Denisa; Rapta, Peter; Reiner, Thomas; Arion, Vladimir B.

In: Dalton Transactions, Vol. 48, No. 28, 01.01.2019, p. 10464-10478.

Research output: Contribution to journalArticle

Bacher, Felix ; Wittmann, Christopher ; Nové, Márta ; Spengler, G. ; Marć, Małgorzata A. ; Enyedy, E. ; Darvasiová, Denisa ; Rapta, Peter ; Reiner, Thomas ; Arion, Vladimir B. / Novel latonduine derived proligands and their copper(ii) complexes show cytotoxicity in the nanomolar range in human colon adenocarcinoma cells and : In vitro cancer selectivity. In: Dalton Transactions. 2019 ; Vol. 48, No. 28. pp. 10464-10478.
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