Synthesis and binding behaviour of new isomers of bis-Thiourea

Imran Fakhar, Bohari Mohd. Yamin, Sahilah Abd. Mutalib, Siti Aishah Hasbullah

Research output: Contribution to journalArticle

Abstract

The two new symmetrical bis-thiourea compounds, 2,2’-[{(terephthaloylbis(azanediyl)bis (carbonothioyl)bis(azanediyl)} bis(4-methylpentanoicacid)] 1A and 2,2’-[{(isophthaloylbis (azanediyl)bis(carbonothioyl)bis(azanediyl)}bis(4methylpentanoic acid)] 1B have been synthesized by reacting terephthaloyl/isophthaloyl chloride and L-leucine in high yields. Newly synthesized bis-thiourea derivatives were characterized using FTIR, 1D NMR, 2D NMR, MS spectrometry and Elemental analysis. Their binding properties with various cations were also carried out using UV-vis titration experiments. Both isomers exhibited effective binding against Ag+, Cu2+, Ni2+, Hg2+, Pb2+, Fe2+, and Fe3+ in the presence of other cations, such as Na+, Co2+, Cd2+, Zn2+, Mn2+, Mg2+, Ca2+, Sn2+, and Al3+. Stoichiometries of the host-guest complexation for both isomers were found to be 1:4 by plotting molar-ratio curves. Pearson Product moment correlation coefficient was in the range of 0.83-0.99 and nonlinear regression equation was used to calculate dissociation constant (Kd). Both compounds displayed weak antibacterial activities against gram-positive and gram negative bacteria. Cytotoxicity testing on CCD841 Normal human colon epithelial cell line showed that both compounds are non-toxic, with an IC50 value of 1.50 mg/mL.

Original languageEnglish
Pages (from-to)1199-1208
Number of pages10
JournalSains Malaysiana
Volume47
Issue number6
DOIs
Publication statusPublished - 1 Jun 2018

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Thiourea
Isomers
Cations
Nuclear magnetic resonance
Cytotoxicity
Complexation
Titration
Leucine
Stoichiometry
Spectrometry
Chlorides
Bacteria
Derivatives
Acids
Testing
Chemical analysis
Experiments
Epithelial Cells

Keywords

  • Binding studies
  • Bis-thiourea
  • Host-guest complexation
  • L-leucine

ASJC Scopus subject areas

  • General

Cite this

Synthesis and binding behaviour of new isomers of bis-Thiourea. / Fakhar, Imran; Mohd. Yamin, Bohari; Abd. Mutalib, Sahilah; Hasbullah, Siti Aishah.

In: Sains Malaysiana, Vol. 47, No. 6, 01.06.2018, p. 1199-1208.

Research output: Contribution to journalArticle

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