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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