Synthesis and antimicrobial study of organoiridium amido-sulfadoxine complexes. Kotzé, T. J, Duffy, S., Avery, V. M, Jordaan, A., Warner, D. F, Loots, L., Smith, G. S, & Chellan, P. Inorganica Chimica Acta, 517:120175, Elsevier BV, dec, 2021.
doi  abstract   bibtex   
Two new ligands, pyridylamido-sulfadoxine (L1) and quinolylamido-sulfadoxine (L2), were prepared by the reaction of the antimicrobial sulfadrug, sulfadoxine, with either 2-picolinic acid or 2-quinaldic acid. Subsequent reaction with a [CpxIrCl2]2 dimer (where Cpx = pentamethylcyclopentadiene, tetramethylphenylcyclopentadiene or tetramethylbiphenylcyclopentadiene) yielded six new amidosulfadoxine-derivatized iridium complexes (C1- C6) in moderate to good yields, where the ligands act as N,N'-bidentate chelators. Proton and carbon NMR spectroscopy, mass spectrometry and HPLC data were used to characterize and confirm the purity of all com- pounds. Aquation chemistry studies on the complexes revealed slow water substitution of the chlorido ancillary ligand. The inhibitory activities of complexes C1-C6 were determined against Mycobacterium tuberculosis (Mtb) H37Rv and Plasmodium falciparum (Pf) strains, 3D7, Dd2 and HB3, as well as the HEK cell line. The ligands showed no appreciable antimicrobial activity, with most of the complexes exhibiting weak to moderate inhi- bition of Pf and Mtb. However, one complex (C6) displayed potent activity against Pf 3D7 (IC50 of 0.975 µM) and the multidrug-resistant Pf Dd2 (IC50 of 0.766 µM). 1.
@article{Kotze2021,
abstract = {Two new ligands, pyridylamido-sulfadoxine (L1) and quinolylamido-sulfadoxine (L2), were prepared by the reaction of the antimicrobial sulfadrug, sulfadoxine, with either 2-picolinic acid or 2-quinaldic acid. Subsequent reaction with a [CpxIrCl2]2 dimer (where Cpx = pentamethylcyclopentadiene, tetramethylphenylcyclopentadiene or tetramethylbiphenylcyclopentadiene) yielded six new amidosulfadoxine-derivatized iridium complexes (C1- C6) in moderate to good yields, where the ligands act as N,N'-bidentate chelators. Proton and carbon NMR spectroscopy, mass spectrometry and HPLC data were used to characterize and confirm the purity of all com- pounds. Aquation chemistry studies on the complexes revealed slow water substitution of the chlorido ancillary ligand. The inhibitory activities of complexes C1-C6 were determined against Mycobacterium tuberculosis (Mtb) H37Rv and Plasmodium falciparum (Pf) strains, 3D7, Dd2 and HB3, as well as the HEK cell line. The ligands showed no appreciable antimicrobial activity, with most of the complexes exhibiting weak to moderate inhi- bition of Pf and Mtb. However, one complex (C6) displayed potent activity against Pf 3D7 (IC50 of 0.975 µM) and the multidrug-resistant Pf Dd2 (IC50 of 0.766 µM). 1.},
author = {Kotz{\'{e}}, Timothy J and Duffy, Sandra and Avery, Vicky M and Jordaan, Audrey and Warner, Digby F and Loots, Leigh and Smith, Gregory S and Chellan, Prinessa},
doi = {10.1016/j.ica.2020.120175},
file = {:C$\backslash$:/Users/01462563/AppData/Local/Mendeley Ltd./Mendeley Desktop/Downloaded/Kotz{\'{e}} et al. - 2021 - Synthesis and antimicrobial study of organoiridium amido-sulfadoxine complexes.pdf:pdf},
issn = {00201693},
journal = {Inorganica Chimica Acta},
keywords = {fund{\_}not{\_}ack,original},
mendeley-tags = {fund{\_}not{\_}ack,original},
month = {dec},
pages = {120175},
publisher = {Elsevier BV},
title = {{Synthesis and antimicrobial study of organoiridium amido-sulfadoxine complexes}},
volume = {517},
year = {2021}
}

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