Antitumor effects of novel nickel-hydrazone complexes in lung cancer cells

  1. Ay, B. 1
  2. Şahin, O. 2
  3. Saygıdeğer Demir, B. 3
  4. Saygideger, Y. 34
  5. López-De-Luzuriaga, J.M. 5
  6. Mahmoudi, G. 6
  7. Safin, D.A. 789
  1. 1 Department of Chemistry, Arts and Science Faculty, Çukurova University
  2. 2 Sinop University, Scientific and Technological Research Application and Research Center
  3. 3 Central Research Laboratory of Cukurova University (CUMERLAB)
  4. 4 Department of Pulmonary, Cukurova University School of Medicine
  5. 5 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

  6. 6 Department of Chemistry, Faculty of Science, University of Maragheh
  7. 7 University of Tyumen, Perekopskaya Str. 15a
  8. 8 West-Siberian Interregional Scientific and Educational Center
  9. 9 Innovation Center for Chemical and Pharmaceutical Technologies, Ural Federal University named after the First President of Russia B.N. Eltsin
Journal:
New Journal of Chemistry

ISSN: 1369-9261

Year of publication: 2020

Volume: 44

Number: 21

Pages: 9064-9072

Type: Article

Exportar: RIS
DOI: 10.1039/d0nj00921k SCOPUS: 2-s2.0-85085730978
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Summary

In this work we have synthesized and characterized two new mononuclear nickel(ii) complexes [NiLI]·CH3CN (1·CH3CN) and [Ni(H2LII)(NCS)2]·0.5H2O (2·0.5H2O), fabricated from a mixture of Ni(NO3)2and KNCS withN′,N′′′-(1,2-diphenylethane-1,2-diylidene)di(picolinohydrazide) (H2LI) and 1,2-diphenyl-1,2-bis(((pyridin-2-yl)methylene)hydrazono)ethane (Lig), of which the latter one was transformedin situinto methyl-N-(3,4-diphenyl-5-(pyridin-2-yl)-4,5-dihydro-1H-pyrazol-4-yl)picolinohydrazonate (H2LII) upon coordination to the metal center under synthetic conditions in methanol. The nickel(ii) atom in the structure of complex1is tetracoordinated and in a N3O geometry, formed by one doubly deprotonated ligandLI, linked through the pyridyl nitrogen atom, one of the amide nitrogen atoms, one of the imine nitrogen atoms and one of the carbonyl oxygen atoms, yielding an almost perfect square-planar coordination environment. The crystal packing of1·CH3CN is dictated by a set of weak non-covalent interactions, namely C-H⋯O, C-H⋯π and π⋯π stacking interactions. The asymmetric unit of complex2·0.5H2O contains two crystallographically independent complex molecules [Ni(H2LII)(NCS)2], namely2-Iand2-II, which are geometrically very similar. The metal atoms are six-coordinated and in a N6geometry, formed by one neutral ligandH2LII, linked through two pyridyl nitrogen atoms, one amine nitrogen atom from the pyrazole ring, one imidate nitrogen and two NCS−nitrogen atoms, yielding a distorted octahedral coordination environment. The crystal packing of2·CH3CN is mainly dictated by intermolecular N-H⋯N, N-H⋯S and O-H⋯S hydrogen bonds, yielding a 3D framework, which is further stabilized by intermolecular π⋯π stacking interactions. From the topological point of view, the hydrogen bonded 3D framework of2·0.5H2O reveals a four-connected uninodalcrb/BCT;4/4/t5;sqc184topology. Inin vitroexperiments, both complexes showed dose dependent cytotoxicity and killed A549 lung cancer cellsviaan apoptotic pathway. Both complexes also reduced the expression of Snail2, leading to an increase in E-cadherin expression and inhibiting the motility of the cells. The complexes were determined as potential antitumor agents.

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