Syntheses, characterization, X-ray diffraction studies and in vitro antitumor activities of diorganotin(IV) derivatives of bis(p-substituted-N-methylbenzylaminedithiocarbamates)

Naqeebullah Khan, Yang Farina Abdul Aziz, Lo Kong Mun, Nor Fadilah Rajab, Normah Awang

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Six new organotin(IV) dithiocarbamate complexes of the type R2SnL2, where (L = p-bromo-N-methylbenzylaminedithiocarbamate and p-fluoro-N-methylbenzylaminedithiocarbamate, and R = dimethyl-, dibutyl- and diphenyl-) have been synthesized in good yields. The isolated ligands and their respective diorganotin complexes were suitably characterized by elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopies. The crystal structures of three diorganotin(IV) complexes have been determined by X-ray crystallography. The spectroscopic and single crystal X-ray diffraction data illustrate that the dithiocarbamato ligands in the dimethyltin(IV) and diphenyltin(IV) derivatives 1, 2 and 6 are monodentate and the geometry at tin is best described as a distorted tetrahedron. The dimethyltin(IV) and dibutyltin(IV) compounds were evaluated for their in vitro antiproliferative activities. The dibutyltin(IV) complexes showed moderate cytotoxicities toward human leukemic lymphoblastoma Jurkat cells, lymphoblastoma K-562 cells, hepatoblastoma HepG2 cells and mouse fibroblast L929 cells.

Original languageEnglish
Pages (from-to)754-760
Number of pages7
JournalPolyhedron
Volume85
DOIs
Publication statusPublished - 8 Jan 2015

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Ligands
Derivatives
X ray diffraction
Tin
X ray crystallography
Fibroblasts
synthesis
Cytotoxicity
cells
diffraction
Nuclear magnetic resonance spectroscopy
x rays
Crystal structure
Single crystals
ligands
Geometry
fibroblasts
Chemical analysis
tetrahedrons
crystallography

Keywords

  • Antitumor activity
  • Dithiocarbamates
  • NMR
  • Organotin(IV) complexes
  • X-ray diffraction

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Materials Chemistry
  • Physical and Theoretical Chemistry

Cite this

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title = "Syntheses, characterization, X-ray diffraction studies and in vitro antitumor activities of diorganotin(IV) derivatives of bis(p-substituted-N-methylbenzylaminedithiocarbamates)",
abstract = "Six new organotin(IV) dithiocarbamate complexes of the type R2SnL2, where (L = p-bromo-N-methylbenzylaminedithiocarbamate and p-fluoro-N-methylbenzylaminedithiocarbamate, and R = dimethyl-, dibutyl- and diphenyl-) have been synthesized in good yields. The isolated ligands and their respective diorganotin complexes were suitably characterized by elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopies. The crystal structures of three diorganotin(IV) complexes have been determined by X-ray crystallography. The spectroscopic and single crystal X-ray diffraction data illustrate that the dithiocarbamato ligands in the dimethyltin(IV) and diphenyltin(IV) derivatives 1, 2 and 6 are monodentate and the geometry at tin is best described as a distorted tetrahedron. The dimethyltin(IV) and dibutyltin(IV) compounds were evaluated for their in vitro antiproliferative activities. The dibutyltin(IV) complexes showed moderate cytotoxicities toward human leukemic lymphoblastoma Jurkat cells, lymphoblastoma K-562 cells, hepatoblastoma HepG2 cells and mouse fibroblast L929 cells.",
keywords = "Antitumor activity, Dithiocarbamates, NMR, Organotin(IV) complexes, X-ray diffraction",
author = "Naqeebullah Khan and {Abdul Aziz}, {Yang Farina} and Mun, {Lo Kong} and Rajab, {Nor Fadilah} and Normah Awang",
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T1 - Syntheses, characterization, X-ray diffraction studies and in vitro antitumor activities of diorganotin(IV) derivatives of bis(p-substituted-N-methylbenzylaminedithiocarbamates)

AU - Khan, Naqeebullah

AU - Abdul Aziz, Yang Farina

AU - Mun, Lo Kong

AU - Rajab, Nor Fadilah

AU - Awang, Normah

PY - 2015/1/8

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N2 - Six new organotin(IV) dithiocarbamate complexes of the type R2SnL2, where (L = p-bromo-N-methylbenzylaminedithiocarbamate and p-fluoro-N-methylbenzylaminedithiocarbamate, and R = dimethyl-, dibutyl- and diphenyl-) have been synthesized in good yields. The isolated ligands and their respective diorganotin complexes were suitably characterized by elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopies. The crystal structures of three diorganotin(IV) complexes have been determined by X-ray crystallography. The spectroscopic and single crystal X-ray diffraction data illustrate that the dithiocarbamato ligands in the dimethyltin(IV) and diphenyltin(IV) derivatives 1, 2 and 6 are monodentate and the geometry at tin is best described as a distorted tetrahedron. The dimethyltin(IV) and dibutyltin(IV) compounds were evaluated for their in vitro antiproliferative activities. The dibutyltin(IV) complexes showed moderate cytotoxicities toward human leukemic lymphoblastoma Jurkat cells, lymphoblastoma K-562 cells, hepatoblastoma HepG2 cells and mouse fibroblast L929 cells.

AB - Six new organotin(IV) dithiocarbamate complexes of the type R2SnL2, where (L = p-bromo-N-methylbenzylaminedithiocarbamate and p-fluoro-N-methylbenzylaminedithiocarbamate, and R = dimethyl-, dibutyl- and diphenyl-) have been synthesized in good yields. The isolated ligands and their respective diorganotin complexes were suitably characterized by elemental analysis, FT-IR, 1H, 13C and 119Sn NMR spectroscopies. The crystal structures of three diorganotin(IV) complexes have been determined by X-ray crystallography. The spectroscopic and single crystal X-ray diffraction data illustrate that the dithiocarbamato ligands in the dimethyltin(IV) and diphenyltin(IV) derivatives 1, 2 and 6 are monodentate and the geometry at tin is best described as a distorted tetrahedron. The dimethyltin(IV) and dibutyltin(IV) compounds were evaluated for their in vitro antiproliferative activities. The dibutyltin(IV) complexes showed moderate cytotoxicities toward human leukemic lymphoblastoma Jurkat cells, lymphoblastoma K-562 cells, hepatoblastoma HepG2 cells and mouse fibroblast L929 cells.

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KW - X-ray diffraction

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