New Palladium(II) and Platinum(II) Complexes with 9-Aminoacridine: Structures, Luminiscence, Theoretical Calculations, and Antitumor Activity

  1. Ruiz, J. 4
  2. Lorenzo, J. 5
  3. Vicente, C. 4
  4. López, G. 4
  5. López-de-Luzuriaga, J.M. 2
  6. Monge, M. 2
  7. Avilés, F.X. 5
  8. Bautista, D. 4
  9. Moreno, V. 1
  10. Laguna, A. 3
  1. 1 Universitat de Barcelona
    info

    Universitat de Barcelona

    Barcelona, España

    ROR https://ror.org/021018s57

  2. 2 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  3. 3 Instituto de Nanociencia y Materiales de Aragón
    info

    Instituto de Nanociencia y Materiales de Aragón

    Zaragoza, España

    ROR https://ror.org/031n2c920

  4. 4 Universidad de Murcia
    info

    Universidad de Murcia

    Murcia, España

    ROR https://ror.org/03p3aeb86

  5. 5 Universitat Autònoma de Barcelona
    info

    Universitat Autònoma de Barcelona

    Barcelona, España

    ROR https://ror.org/052g8jq94

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Revista:
Inorganic Chemistry

ISSN: 0020-1669

Ano de publicación: 2008

Volume: 47

Número: 15

Páxinas: 6990-7001

Tipo: Artigo

DOI: 10.1021/IC800589M PMID: 18593114 SCOPUS: 2-s2.0-49649092606 WoS: WOS:000257991000050 GOOGLE SCHOLAR

Outras publicacións en: Inorganic Chemistry

Resumo

The new complexes [Pd(dmba)(N10-9AA)(PPh3)]ClO4 (1), [Pt(dmba)(N9-9AA)(PPh3)]ClO4 (2), [Pd(dmba)(N10-9AA)Cl] (3), and [Pd(C6F5)(N10-9AA)(PPh3)Cl] (4) (9-AA = 9-aminoacridine; dmba = N,C-chelating 2-(dimethylaminomethyl)phenyl) have been prepared. The crystal structures have been established by X-ray diffraction. In complex 2, an anagostic C-H⋯Pt interaction is observed. All complexes are luminescent in the solid state at room temperature, showing important differences between the palladium and platinum complexes. Complex 2 shows two structured emission bands at high and low energies in the solid state, and the lifetimes are in agreement with excited states of triplet parentage. Density functional theory and time-dependent density functional theory calculations for complex 2 have been done. Values of IC50 were also calculated for the new complexes 1 -4 against the tumor cell line HL-60. All of the new complexes were more active than cisplatin (up to 30-fold in some cases). The DNA adduct formation of the new complexes synthesized was followed by circular dichroism and electrophoretic mobility. Atomic force microscopy images of the modifications caused by the complexes on plasmid DNA pBR322 were also obtained. © 2008 American Chemical Society.