Synthesis, characterization, and antibacterial activity of cu(II), ni(II), and zn(II)complexes of 14-membered macrocyclictetraazaligand

Siti Fairus Mohd Yusoff, Ameeraaqeelasallehhuddin, Latifah M. Yusoff, Bohari Mohd. Yamin, Nazlinaibrahim, Ong Wei Leng

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The macrocyclic 5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradeca-7,14-dienium bromide salt (LBr) was synthesisedfor use in complexationreactions with various metal salts of copper, nickel, and zinc. Twelve complexes were synthesised; five of them were successfully obtained in a crystal form that was suitable for X-ray crystallographic analysis. All the complexes were analysedby microelemental analysis, Fourier Transform infrared spectroscopy, ultravioletvisible spectroscopy,and magnetic susceptibility. The metals formed coordination bonds to the four aza nitrogen atoms,during the process of which the azomethine nitrogen atoms were deprotonated. The cationic charge in each complexwasbalanced with a bromide anion from the macrocyclic ligand. Deprotonation of the azomethine nitrogen atoms led to the formation of an acid/base complex with the metal salts.Preliminary studies for biological activity, based on the minimum inhibitory concentration (MIC) method, indicated that the macrocyclic complexes showed greater antibacterial activity than the bromide macrocyclicligand, which showedlower MIC valueswith S. aureus(6.3 mg/mL) andE. aerogenes and B. Subtilis (3.1 mg/mL).

Original languageEnglish
Pages (from-to)1751-1758
Number of pages8
JournalOriental Journal of Chemistry
Volume31
Issue number3
DOIs
Publication statusPublished - 2015

Fingerprint

Bromides
bromide
Nitrogen
Salts
Metals
Microbial Sensitivity Tests
salt
Atoms
nitrogen
metal
Deprotonation
Coordination Complexes
Fourier Transform Infrared Spectroscopy
magnetic susceptibility
Bioactivity
Nickel
Magnetic susceptibility
FTIR spectroscopy
X-ray spectroscopy
ligand

Keywords

  • Antibacterial.
  • Copper
  • Macrocyclic
  • Nickel
  • Tetraaza
  • Zinc complexes

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry
  • Environmental Chemistry
  • Drug Discovery

Cite this

Synthesis, characterization, and antibacterial activity of cu(II), ni(II), and zn(II)complexes of 14-membered macrocyclictetraazaligand. / Mohd Yusoff, Siti Fairus; Ameeraaqeelasallehhuddin; Yusoff, Latifah M.; Mohd. Yamin, Bohari; Nazlinaibrahim; Leng, Ong Wei.

In: Oriental Journal of Chemistry, Vol. 31, No. 3, 2015, p. 1751-1758.

Research output: Contribution to journalArticle

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abstract = "The macrocyclic 5,5,7,12,12,14-hexamethyl-1,4,8,11-tetraazacyclotetradeca-7,14-dienium bromide salt (LBr) was synthesisedfor use in complexationreactions with various metal salts of copper, nickel, and zinc. Twelve complexes were synthesised; five of them were successfully obtained in a crystal form that was suitable for X-ray crystallographic analysis. All the complexes were analysedby microelemental analysis, Fourier Transform infrared spectroscopy, ultravioletvisible spectroscopy,and magnetic susceptibility. The metals formed coordination bonds to the four aza nitrogen atoms,during the process of which the azomethine nitrogen atoms were deprotonated. The cationic charge in each complexwasbalanced with a bromide anion from the macrocyclic ligand. Deprotonation of the azomethine nitrogen atoms led to the formation of an acid/base complex with the metal salts.Preliminary studies for biological activity, based on the minimum inhibitory concentration (MIC) method, indicated that the macrocyclic complexes showed greater antibacterial activity than the bromide macrocyclicligand, which showedlower MIC valueswith S. aureus(6.3 mg/mL) andE. aerogenes and B. Subtilis (3.1 mg/mL).",
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