Transition Metal Chemistry

, Volume 43, Issue 4, pp 301–312 | Cite as

Nitrile functionalized silver(I) N-heterocyclic carbene complexes: DFT calculations and antitumor studies

  • Sunusi Y. Hussaini
  • Rosenani A. Haque
  • Tabinda Fatima
  • Taleb M. Agha
  • A. M. S. Abdul Majid
  • Hassan H. Abdallah
  • Mohd. R. Razali
Article
  • 38 Downloads

Abstract

A series of aliphatic nitrile functionalized benzimidazolium salts and their respective mononuclear N-heterocyclic carbene Ag(I)-NHC complexes are reported. The benzimidazolium salts were synthesized by N-alkylation of 1H-benzimidazole with an appropriate alkyl bromide, followed by reaction with either 5-bromovaleronitrile or 6-bromohexanenitrile. The respective mononuclear Ag(I)-NHC complexes were prepared by the reaction of the benzimidazolium salts with Ag2O. All the synthesized compounds were characterized by physico-chemical and spectroscopic techniques. The molecular structures of the two complexes were elucidated through single-crystal X-ray diffraction analyses. Density functional theory was used to model the structures of the other complexes. The benzimidazolium salts and their complexes were screened for cytotoxicity against a breast cancer cell line (MCF-7), using the MTT assay. All the Ag(I)-NHC complexes gave IC50 values ranging from 7.0 ± 1.06 to 12.9 ± 1.55 µM which are comparable to the standard drug, tamoxifen (IC50 = 11.2 ± 1.84 µM), while all of the benzimidazolium salts proved to be inactive.

Notes

Acknowledgements

R. A. Haque and M. R. Razali thank Universiti Sains Malaysia for RUI Grant (1001/PKIMIA/811346). Sunusi Y. Hussaini thanks Kano University of Science and Technology, Wudil, Nigeria.

Supplementary material

11243_2018_216_MOESM1_ESM.doc (4.4 mb)
Supplementary material 1 (DOC 4456 kb)

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Copyright information

© Springer International Publishing AG, part of Springer Nature 2018

Authors and Affiliations

  • Sunusi Y. Hussaini
    • 1
    • 2
  • Rosenani A. Haque
    • 1
  • Tabinda Fatima
    • 1
  • Taleb M. Agha
    • 3
  • A. M. S. Abdul Majid
    • 3
  • Hassan H. Abdallah
    • 4
    • 5
  • Mohd. R. Razali
    • 1
  1. 1.School of Chemical SciencesUniversiti Sains MalaysiaPenangMalaysia
  2. 2.Department of ChemistryKano University of Science and Technology WudilKanoNigeria
  3. 3.EMAN Research and Testing Laboratory, School of PharmacyUniversiti Sains MalaysiaPenangMalaysia
  4. 4.School of PharmacyUniversiti Sains MalaysiaPenangMalaysia
  5. 5.Chemistry Department, College of EducationSalahaddin UniversityErbīlIraq

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