Mono- and polynuclear ferrocenylthiosemicarbazones: Synthesis, characterisation and antimicrobial evaluation

Nadia Baartzes; Tameryn Stringer; John Okombo; Ronnett Seldon; Digby F. Warner; Carmen de Kock; Peter J. Smith; Gregory S. Smith

doi:10.1016/j.jorganchem.2016.06.032

Mono- and polynuclear ferrocenylthiosemicarbazones: Synthesis, characterisation and antimicrobial evaluation

Nadia Baartzes, Tameryn Stringer, John Okombo, Ronnett Seldon, Digby F. Warner, Carmen de Kock, Peter J. Smith, Gregory S. Smith

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

A series of mono- and polynuclear ferrocenylthiosemicarbazone complexes were prepared via nucleophilic substitution reactions of various amine scaffolds with a ferrocenyl dithiocarbamate. The dithiocarbamate was prepared via a Schiff base condensation reaction. The compounds were characterised using various spectroscopic and analytical techniques including Nuclear Magnetic Resonance (NMR) and Infrared (IR) spectroscopy, mass spectrometry and elemental analysis. The ferrocenyl dithiocarbamate and thiosemicarbazone compounds were screened for their preliminary antimicrobial activity against the H37Rv strain of Mycobacterium tuberculosis and the chloroquine-sensitive (CQS) NF54 strain of Plasmodium falciparum. Against M. tuberculosis, the compounds displayed moderate to low activity. The mononuclear and octanuclear complexes were the most active, exhibiting similar MIC values. All compounds displayed moderate activity in the antiplasmodial screening. The mononuclear and trinuclear complexes exhibited enhanced activity compared to the complexes with higher nuclearity.

Original language	English
Pages (from-to)	166-172
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	819
Early online date	29 Jun 2016
DOIs	https://doi.org/10.1016/j.jorganchem.2016.06.032
Publication status	Published - 15 Sep 2016

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title = "Mono- and polynuclear ferrocenylthiosemicarbazones: Synthesis, characterisation and antimicrobial evaluation",

abstract = "A series of mono- and polynuclear ferrocenylthiosemicarbazone complexes were prepared via nucleophilic substitution reactions of various amine scaffolds with a ferrocenyl dithiocarbamate. The dithiocarbamate was prepared via a Schiff base condensation reaction. The compounds were characterised using various spectroscopic and analytical techniques including Nuclear Magnetic Resonance (NMR) and Infrared (IR) spectroscopy, mass spectrometry and elemental analysis. The ferrocenyl dithiocarbamate and thiosemicarbazone compounds were screened for their preliminary antimicrobial activity against the H37Rv strain of Mycobacterium tuberculosis and the chloroquine-sensitive (CQS) NF54 strain of Plasmodium falciparum. Against M. tuberculosis, the compounds displayed moderate to low activity. The mononuclear and octanuclear complexes were the most active, exhibiting similar MIC values. All compounds displayed moderate activity in the antiplasmodial screening. The mononuclear and trinuclear complexes exhibited enhanced activity compared to the complexes with higher nuclearity.",

author = "Nadia Baartzes and Tameryn Stringer and John Okombo and Ronnett Seldon and Warner, {Digby F.} and {de Kock}, Carmen and Smith, {Peter J.} and Smith, {Gregory S.}",

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doi = "10.1016/j.jorganchem.2016.06.032",

language = "English",

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T1 - Mono- and polynuclear ferrocenylthiosemicarbazones: Synthesis, characterisation and antimicrobial evaluation

AU - Baartzes, Nadia

AU - Stringer, Tameryn

AU - Okombo, John

AU - Seldon, Ronnett

AU - Warner, Digby F.

AU - de Kock, Carmen

AU - Smith, Peter J.

AU - Smith, Gregory S.

PY - 2016/9/15

Y1 - 2016/9/15

N2 - A series of mono- and polynuclear ferrocenylthiosemicarbazone complexes were prepared via nucleophilic substitution reactions of various amine scaffolds with a ferrocenyl dithiocarbamate. The dithiocarbamate was prepared via a Schiff base condensation reaction. The compounds were characterised using various spectroscopic and analytical techniques including Nuclear Magnetic Resonance (NMR) and Infrared (IR) spectroscopy, mass spectrometry and elemental analysis. The ferrocenyl dithiocarbamate and thiosemicarbazone compounds were screened for their preliminary antimicrobial activity against the H37Rv strain of Mycobacterium tuberculosis and the chloroquine-sensitive (CQS) NF54 strain of Plasmodium falciparum. Against M. tuberculosis, the compounds displayed moderate to low activity. The mononuclear and octanuclear complexes were the most active, exhibiting similar MIC values. All compounds displayed moderate activity in the antiplasmodial screening. The mononuclear and trinuclear complexes exhibited enhanced activity compared to the complexes with higher nuclearity.

AB - A series of mono- and polynuclear ferrocenylthiosemicarbazone complexes were prepared via nucleophilic substitution reactions of various amine scaffolds with a ferrocenyl dithiocarbamate. The dithiocarbamate was prepared via a Schiff base condensation reaction. The compounds were characterised using various spectroscopic and analytical techniques including Nuclear Magnetic Resonance (NMR) and Infrared (IR) spectroscopy, mass spectrometry and elemental analysis. The ferrocenyl dithiocarbamate and thiosemicarbazone compounds were screened for their preliminary antimicrobial activity against the H37Rv strain of Mycobacterium tuberculosis and the chloroquine-sensitive (CQS) NF54 strain of Plasmodium falciparum. Against M. tuberculosis, the compounds displayed moderate to low activity. The mononuclear and octanuclear complexes were the most active, exhibiting similar MIC values. All compounds displayed moderate activity in the antiplasmodial screening. The mononuclear and trinuclear complexes exhibited enhanced activity compared to the complexes with higher nuclearity.

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U2 - 10.1016/j.jorganchem.2016.06.032

DO - 10.1016/j.jorganchem.2016.06.032

M3 - Article

VL - 819

SP - 166

EP - 172

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

ER -

Mono- and polynuclear ferrocenylthiosemicarbazones: Synthesis, characterisation and antimicrobial evaluation

Abstract

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