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Presa A, Barrios L, Cirera J, et al. Non-Switching 1,2-Dithienylethene-based Diplatinum(II) Complex Showing High Cytotoxicity. Inorg Chem. 2016;55(11):5356-64doi: 10.1021/acs.inorgchem.6b00362.
Presa, A., Barrios, L., Cirera, J., Korrodi-Gregório, L., Pérez-Tomás, R., Teat, S. J., & Gamez, P. (2016). Non-Switching 1,2-Dithienylethene-based Diplatinum(II) Complex Showing High Cytotoxicity. Inorganic chemistry, 55(11), 5356-64. https://doi.org/10.1021/acs.inorgchem.6b00362
Presa, Andreu, et al. "Non-Switching 1,2-Dithienylethene-based Diplatinum(II) Complex Showing High Cytotoxicity." Inorganic chemistry vol. 55,11 (2016): 5356-64. doi: https://doi.org/10.1021/acs.inorgchem.6b00362
Presa A, Barrios L, Cirera J, Korrodi-Gregório L, Pérez-Tomás R, Teat SJ, Gamez P. Non-Switching 1,2-Dithienylethene-based Diplatinum(II) Complex Showing High Cytotoxicity. Inorg Chem. 2016 Jun 06;55(11):5356-64. doi: 10.1021/acs.inorgchem.6b00362. Epub 2016 May 06. PMID: 27152916.
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Inorg Chem. 2016 Jun 06;55(11):5356-64. doi: 10.1021/acs.inorgchem.6b00362. Epub 2016 May 06.

Non-Switching 1,2-Dithienylethene-based Diplatinum(II) Complex Showing High Cytotoxicity.

Inorganic chemistry

Andreu Presa, Leoní Barrios, Jordi Cirera, Luís Korrodi-Gregório, Ricardo Pérez-Tomás, Simon J Teat, Patrick Gamez

Affiliations

  1. Department of Pathology and Experimental Therapeutics, Faculty of Medicine, Universitat de Barcelona , Campus Bellvitge, Feixa Llarga s/n, 08907 L'Hospitalet de Llobregat, Spain.
  2. Department of Medical Sciences, Institute for Research in Biomedicine, Health Sciences Program, University of Aveiro , Campus de Santiago, 3810-193 Aveiro, Portugal.
  3. Advanced Light Source, Lawrence Berkeley National Laboratory , 1 Cyclotron Road, Berkeley California 94720, United States.
  4. Catalan Institution for Research and Advanced Studies , Passeig Lluís Companys 23, 08010 Barcelona, Spain.

PMID: 27152916 DOI: 10.1021/acs.inorgchem.6b00362

Abstract

A diplatinum(II) complex was prepared from a new 1,2-dithienylethene-based ligand containing N-methylimidazole groups as metal-binding units. Reaction of the ligand 1,2-bis[2-methyl-5-(1-methyl-1H-imidazol-2-yl)-3-thienyl]-cyclopentene (L2(H)) with cis-dichlorobis(dimethylsulfoxido)platinum(II) generated the bimetallic complex trans-[Pt2Cl4(DMSO)2(L2(H))] (DMSO = dimethyl sulfoxide), whose DNA-interacting properties were investigated using different techniques. Cytotoxicity assays with various cancer cell lines showed that this compound is active, with IC50 values in the micromolar range. Surprisingly, the diplatinum(II) complex does not exhibit the anticipated photoswitching properties; indeed, UV irradiation does not lead to the photocyclization of the ligand L2(H) or of the metal complex. Computational studies were performed and revealed significant differences in the electronic structure of L2(H) compared with L1(H) (i.e., 1,2-bis[2-methyl-5-(4-pyridyl)-3-thienyl]-cyclopentene, which exhibits photoswitching properties), in terms of the relevant molecular orbitals involved in the UV-vis absorption features, which ultimately is responsible for the inertia of L2(H) toward photocyclization.

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