Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 22nd May 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.



Molybdenum(II) complexes with p-substituted BIAN ligands: synthesis, characterization, biological activity and computational study

Abstract

New complexes [Mo(η3-C3H5)X(CO)2(4-Y-BIAN)] complexes (4-Y-BIAN = bis(4-Y-phenyl)-acenaphthenequinonediimine), with X=Br and Y=H, Me, OMe, COOH and X=Cl, Y=OMe, as well as the cation with X=NCMe and Y=OMe were synthesized, expanding the scope of this family of complexes. Two single crystal X-ray structures (X=Br, Y=Me, OMe) display the less symmetric arrangement (axial isomer), where one N donor atom is trans to the allyl and the second to one CO. DFT studies showed similar energies for the two possible isomers of the complexes, with a very small preference for the observed axial isomer. The HOMO of the complexes is localized in the metal and the HOMO-1 of the oxidized species has contribution of the BIAN ligand, while the LUMO is fully localized in BIAN. Electrochemistry studies showed one process corresponding to the oxidation of Mo(II) to Mo(III) for complexes with X=Br, Y=H, Me, and two oxidations for those with X=Br, Y=Cl, OMe, while the COOH derivative exhibited no oxidation wave. The antitumor effect of the complexes with X=Br was tested in cancer lines, and the H and OMe complexes were particularly active, with EC50 values below 8 µM in HeLa cell lines. The DNA binding constants determined by titration experiments were comparable with those of doxorubicin and ethidium bromide, suggesting a mechanism of action based on intercalation in DNA.

Back to tab navigation

Supplementary files

Publication details

The article was received on 31 Jan 2019, accepted on 26 Apr 2019 and first published on 03 May 2019


Article type: Paper
DOI: 10.1039/C9DT00469F
Dalton Trans., 2019, Accepted Manuscript

  •   Request permissions

    Molybdenum(II) complexes with p-substituted BIAN ligands: synthesis, characterization, biological activity and computational study

    S. Quintal, M. J. Pires da Silva, S. R. M. Martins, R. Sales, V. Felix, M. G. B. Drew, M. M. Meireles, A. Mourato, C. D. Nunes, M. S. Saraiva, M. Machuqueiro and M. J. Calhorda, Dalton Trans., 2019, Accepted Manuscript , DOI: 10.1039/C9DT00469F

Search articles by author

Spotlight

Advertisements