Synthesis, Antiproliferative and Antimalarial Activities of Dinuclear Silver(I) Complexes with Triphenylphosphine and Thiosemicarbazones Ligands

Nur Adila Fatin Mohd Khir; Mohd Ridzuan Mohd Abdul Razak; Fariza Juliana Nordin; Nur Rahimah Fitrah Mohd Sofyan; Nur Fadilah Rajab; Rozie Sarip

doi:10.22146/ijc.57343

Synthesis, Antiproliferative and Antimalarial Activities of Dinuclear Silver(I) Complexes with Triphenylphosphine and Thiosemicarbazones Ligands

https://doi.org/10.22146/ijc.57343

Nur Adila Fatin Mohd Khir⁽¹⁾, Mohd Ridzuan Mohd Abdul Razak⁽²⁾, Fariza Juliana Nordin⁽³⁾, Nur Rahimah Fitrah Mohd Sofyan⁽⁴⁾, Nur Fadilah Rajab⁽⁵⁾, Rozie Sarip^(6*)

(1) Department of Chemistry, Faculty of Science, University of Malaya (UM), Lembah Pantai, 50603 Kuala Lumpur, Malaysia
(2) Bioassay Unit, Herbal Medicine Research Centre (HMRC), Institute for Medical Research (IMR), Jl. Pahang, 50588 Kuala Lumpur, Malaysia
(3) Faculty of Health Sciences, Universiti Kebangsaan Malaysia (UKM), Kuala Lumpur Campus, Jl. Raja Muda Abdul Aziz, 50300 Kuala Lumpur, Malaysia
(4) Department of Chemistry, Faculty of Science, University of Malaya (UM), Lembah Pantai, 50603 Kuala Lumpur, Malaysia
(5) Faculty of Health Sciences, Universiti Kebangsaan Malaysia (UKM), Kuala Lumpur Campus, Jl. Raja Muda Abdul Aziz, 50300 Kuala Lumpur, Malaysia
(6) Department of Chemistry, Faculty of Science, University of Malaya (UM), Lembah Pantai, 50603 Kuala Lumpur, Malaysia
(*) Corresponding Author

Abstract

A series of six sulfur-bridged dinuclear silver(I) thiosemicarbazone complexes were synthesized through the reaction of silver(I) nitrate with 4-phenyl-3-thiosemicarbazone derivatives together with triphenylphosphine (PPh₃) (in a 1:1:2 molar ratio). Following structural characterizations using various techniques such as elemental analysis, Fourier-transform infrared (FTIR) spectroscopy, as well as ¹H, ¹³C, ³¹P{¹H}s, COSY, and ¹H-¹³C nuclear magnetic resonance (NMR) spectroscopy, it was found that the thiosemicarbazone ligand exists in the form of a thione rather than thiol tautomer. Subsequently, MDA-MB-231 and MCF-7 breast cancer cell lines, as well as the HT-29 colon cancer cell lines, were used to investigate the in vitro antiproliferative activities of these complexes. In all cases, the IC₅₀ values were in the potent micromolar range. Besides, the aforementioned complexes also had good antiplasmodial activity against chloroquine-resistant P. falciparum, as per the results of histidine-rich protein 2 (HRP2) assays and cytotoxicity evaluations of MDBK cells.

Keywords

thiosemicarbazone; silver complexes; antiplasmodial; antiproliferative; phosphine

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DOI: https://doi.org/10.22146/ijc.57343