Synthesis, characterization, and evaluation of silver(I) complexes with mixed-ligands of thiosemicarbazones and diphenyl(p-tolyl)phosphine as biological agents

Syahrina Nur Ain Abdul Halim, Fariza Juliana Nordin, Mohd Ridzuan Mohd Abd Razak, Nur Rahimah Fitrah Mohd Sofyan, Siti Nadiah Abdul Halim, Nor Fadilah Rajab, Rozie Sarip

Research output: Contribution to journalArticle

Abstract

Five new silver(I) complexes were synthesized with mixed ligands of thiosemicarbazone derivatives and diphenyl(p-tolyl)phosphine in search of new biologically active compounds. A CHN elemental analysis, powder X-ray diffraction (PXRD) data and several spectroscopic techniques such as Fourier-transform infrared spectroscopy, energy-dispersive X-ray, 1 H, 13 C, and 31 P{ 1 H} NMR were performed to elucidate the structure of these complexes. Elemental analysis suggested that the stoichiometry of the complexes formed by the reaction of silver nitrate with thiosemicarbazone in the presence of (p-tolyl)PPh 2 was indeed 1:2:1 molar ratio. The silver ions were discovered to be coordinated to the sulfur of thiosemicarbazone and phosphorus of (p-tolyl)PPh 2 , having a tetrahedral geometry based on the spectroscopic data obtained. The PXRD patterns were studied to see the degree of crystallinity of the complexes. The in vitro antiproliferative activity of these complexes was investigated toward the MDA-MB-231 and MCF-7 breast cancer cell lines, as well as the HT-29 colon cancer cell line, which yielded IC 50 values in low micromolar range. The antiplasmodial activity of these complexes was also examined against chloroquine-resistant Plasmodium falciparum parasite which demonstrated good activity and further tested for their selectivity index.

Original languageEnglish
Pages (from-to)879-893
Number of pages15
JournalJournal of Coordination Chemistry
Volume72
Issue number5-7
DOIs
Publication statusPublished - 3 Apr 2019

Fingerprint

phosphine
Thiosemicarbazones
Biological Factors
Silver
phosphines
Ligands
silver
cultured cells
ligands
evaluation
synthesis
cancer
Cells
multiple docking adapters
parasites
Silver Nitrate
X rays
silver nitrates
x rays
Chloroquine

Keywords

  • anticancer
  • antimalarial
  • phosphine
  • silver complex
  • Thiosemicarbazone

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

Synthesis, characterization, and evaluation of silver(I) complexes with mixed-ligands of thiosemicarbazones and diphenyl(p-tolyl)phosphine as biological agents. / Abdul Halim, Syahrina Nur Ain; Nordin, Fariza Juliana; Mohd Abd Razak, Mohd Ridzuan; Mohd Sofyan, Nur Rahimah Fitrah; Abdul Halim, Siti Nadiah; Rajab, Nor Fadilah; Sarip, Rozie.

In: Journal of Coordination Chemistry, Vol. 72, No. 5-7, 03.04.2019, p. 879-893.

Research output: Contribution to journalArticle

Abdul Halim, Syahrina Nur Ain ; Nordin, Fariza Juliana ; Mohd Abd Razak, Mohd Ridzuan ; Mohd Sofyan, Nur Rahimah Fitrah ; Abdul Halim, Siti Nadiah ; Rajab, Nor Fadilah ; Sarip, Rozie. / Synthesis, characterization, and evaluation of silver(I) complexes with mixed-ligands of thiosemicarbazones and diphenyl(p-tolyl)phosphine as biological agents. In: Journal of Coordination Chemistry. 2019 ; Vol. 72, No. 5-7. pp. 879-893.
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AU - Mohd Abd Razak, Mohd Ridzuan

AU - Mohd Sofyan, Nur Rahimah Fitrah

AU - Abdul Halim, Siti Nadiah

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AB - Five new silver(I) complexes were synthesized with mixed ligands of thiosemicarbazone derivatives and diphenyl(p-tolyl)phosphine in search of new biologically active compounds. A CHN elemental analysis, powder X-ray diffraction (PXRD) data and several spectroscopic techniques such as Fourier-transform infrared spectroscopy, energy-dispersive X-ray, 1 H, 13 C, and 31 P{ 1 H} NMR were performed to elucidate the structure of these complexes. Elemental analysis suggested that the stoichiometry of the complexes formed by the reaction of silver nitrate with thiosemicarbazone in the presence of (p-tolyl)PPh 2 was indeed 1:2:1 molar ratio. The silver ions were discovered to be coordinated to the sulfur of thiosemicarbazone and phosphorus of (p-tolyl)PPh 2 , having a tetrahedral geometry based on the spectroscopic data obtained. The PXRD patterns were studied to see the degree of crystallinity of the complexes. The in vitro antiproliferative activity of these complexes was investigated toward the MDA-MB-231 and MCF-7 breast cancer cell lines, as well as the HT-29 colon cancer cell line, which yielded IC 50 values in low micromolar range. The antiplasmodial activity of these complexes was also examined against chloroquine-resistant Plasmodium falciparum parasite which demonstrated good activity and further tested for their selectivity index.

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