Synthesis, characterization and cytotoxic activity of tioconazole coordination compounds with nickel(II), palladium(II) and platinum(II)

Authors

  • Norah Barba Facultad de Química UNAM
  • Carmela Crisóstomo-Lucas Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México
  • Rubí Navarro-Peñaloza Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México
  • Naytzé Ortiz-Pastrana 1. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México 2. Cinvestav, AP 14-740, 07000, Ciudad de México, México
  • Francisco Sánchez-Bartéz 1, 2. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México
  • Isabel Gracia-Mora 1, 2. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México

DOI:

https://doi.org/10.29356/jmcs.v62i4.563

Keywords:

Tioconazole, coordination compounds, nickel(II), palladium(II), platinum, intermolecular interactions, cytotoxic activity

Abstract

Coordination compounds of nickel(II), palladium(II) and platinum(II) with tioconazole (tcnz) were synthesized and characterized by infrared, UV-Vis-NIR, elemental analysis, molar conductivity, magnetic susceptibility, mass spectrometry, NMR spectroscopy and X- ray diffraction. Tioconazole presented a monodentate coordination mode, through the nitrogen atom of the imidazolic ring. The NiII compounds stabilized an octahedral geometry. In [Ni(tcnz)2(NO3)2].H2O the coordinated nitrate presented a bidentate coordination mode, while for the [Ni(tcnz)2(OAc)2].3H2O compound, the acetate behaves as a bridging ligand. When different molar ratios were used on the reaction synthesis, three or six ligands were coordinate to the nickel(II) atom, [Ni(tcnz)3Br2(H2O)], [Ni(tcnz)6]Cl2 and [Ni(tcnz)6]Br2. The palladium(II) and platinum(II) compounds, [Pd(tcnz)2Cl2], [Pt(tcnz)2Cl2].2H2O and [Pd(tcnz)2(OAc)2], stabilized a trans-square planar geometry. The compounds [Ni(tcnz)6]X2 give place to 3D supramolecular arrangements through hydrogen bonding (X∙∙∙H, X = Cl and Br) and p∙∙∙p stacking interactions, between the six membered rings of neighbouring molecules. The in vitro cytotoxic activity of the synthesized compounds was studied in four different human carcinoma cell lines: HCT-15 (colon), HeLa (cervix-uterine), MCF-7 (breast) and PC-3 (prostate).

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Author Biographies

Carmela Crisóstomo-Lucas, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México

Departamento de Química Inorgánica, Facultad de Química

Rubí Navarro-Peñaloza, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México

Departamento de Química Inorgánica, Facultad de Química

Naytzé Ortiz-Pastrana, 1. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México 2. Cinvestav, AP 14-740, 07000, Ciudad de México, México

  1. Departamento de Química Inorgánica, Facultad de Química
  2. Departamento de Química

Francisco Sánchez-Bartéz, 1, 2. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México

  1. Departamento de Química Inorgánica, Facultad de Química
  2. Unidad de Investigación Preclínica (UNIPREC), Facultad de Química

Isabel Gracia-Mora, 1, 2. Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, 04510, Ciudad de México, México

  1. Departamento de Química Inorgánica, Facultad de Química
  2. Unidad de Investigación Preclínica (UNIPREC), Facultad de Química

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Published

2019-04-23

Issue

Vol. 62 No. 4 (2018): Regular Issue

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Regular Articles

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