Issue 33, 2015

Polyamine quinoline rhodium complexes: synthesis and pharmacological evaluation as antiparasitic agents against Plasmodium falciparum and Trichomonas vaginalis

Abstract

A series of mono- and bis-salicylaldimine ligands and their corresponding Rh(I) complexes were prepared. The compounds were characterised using standard spectroscopic techniques including NMR, IR spectroscopy and mass spectrometry. The salicylaldimine ligands and complexes were screened for antiparasitic activity against two strains of Plasmodium falciparum i.e. the NF54 CQ-sensitive and K1 CQ-resistant strain as well as against the G3 isolate of Trichomonas vaginalis. The monomeric salicylaldimine quinolines exhibited good activity against the NF54 strain and the dimeric salicylaldimine quinolines exhibited no cross resistance across the two strains. The binuclear 5-chloro Rh(I) complex displayed the best activity against the Trichomonas vaginalis parasite, possibly a consequence of its enhanced lipophilicity. The compounds were also screened for cytotoxicity in vitro against WHCO1 oesophageal cancer cells. The monomeric salicylaldimine quinolines exhibited high selectivity towards malaria parasites compared to cancer cells, while the dimeric compounds were less selective.

Graphical abstract: Polyamine quinoline rhodium complexes: synthesis and pharmacological evaluation as antiparasitic agents against Plasmodium falciparum and Trichomonas vaginalis

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2015
Accepted
16 Jul 2015
First published
30 Jul 2015
This article is Open Access
Creative Commons BY-NC license

Dalton Trans., 2015,44, 14906-14917

Polyamine quinoline rhodium complexes: synthesis and pharmacological evaluation as antiparasitic agents against Plasmodium falciparum and Trichomonas vaginalis

T. Stringer, D. Taylor, H. Guzgay, A. Shokar, A. Au, P. J. Smith, D. T. Hendricks, K. M. Land, T. J. Egan and G. S. Smith, Dalton Trans., 2015, 44, 14906 DOI: 10.1039/C5DT02378E

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