Volume 27, Issue 4 pp. 214-223
Full Paper

Binuclear meta-xylyl-linked Ag(I)-N-heterocyclic carbene complexes of N-alkyl/aryl-alkyl-substituted bis-benzimidazolium salts: synthesis, crystal structures and in vitro anticancer studies

Rosenani A. Haque

Corresponding Author

Rosenani A. Haque

School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

Correspondence to: Rosenani A. Haque, School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia. E-mail: [email protected]Search for more papers by this author
Muhammad Adnan Iqbal

Muhammad Adnan Iqbal

School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

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Srinivasa Budagumpi

Srinivasa Budagumpi

School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

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Mohamed B. Khadeer Ahamed

Mohamed B. Khadeer Ahamed

EMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

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Amin M. S. Abdul Majid

Amin M. S. Abdul Majid

EMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

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Noorhafizah Hasanudin

Noorhafizah Hasanudin

School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia

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First published: 27 March 2013
Citations: 51

Abstract

Salts of meta-xylyl-linked N-ethyl/n-butyl/benzyl-substituted bis-benzimidazolium having hexafluorophosphate counterions have been synthesized. The corresponding binuclear Ag(I)-N-heterocyclic carbene complexes were prepared by the reaction of Ag2O. The N-heterocyclic carbene (NHC) ligand precursor 7 and Ag(I)–NHC complexes 10 and 11 have been structurally characterized by single-crystal X-ray diffraction technique. All of the reported compounds have been tested for their anticancer activity using human colorectal (HCT 116) cancer cell lines. Sterically varied benzimidazolium salts displayed significant activity against HCT 116 cell line, yielding IC50 values in the range 0.1–19.4 µ m, while Ag(I)–carbene complexes showed exceptionally good activity (0.2–1.3 µ m) against tested cancer cell lines. Copyright © 2013 John Wiley & Sons, Ltd.

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