Quinoline-triazole half-sandwich iridium(III) complexes: synthesis, antiplasmodial activity and preliminary transfer hydrogenation studies.

Dalton Transactions : an International Journal of Inorganic Chemistry
Diana R MelisGregory S Smith

Abstract

Iridium(iii) half-sandwich complexes containing 7-chloroquinoline-1,2,3-triazole hybrid ligands were synthesised and their inhibitory activities evaluated against the Plasmodium falciparum malaria parasite. Supporting computational analysis revealed that metal coordination to the quinoline nitrogen occurs first, forming a kinetic product that, upon heating over time, forms a more stable cyclometallated thermodynamic product. Single crystal X-ray diffraction confirmed the proposed molecular structures of both isolated kinetic and thermodynamic products. Complexation with iridium significantly enhances the in vitro activity of selected ligands against the chloroquine-sensitive (NF54) Plasmodium falciparum strain, with selected complexes being over one hundred times more active than their respective ligands. No cross-resistance was observed in the chloroquine-resistant (K1) strain. No cytotoxicity was observed for selected complexes tested against the mammalian Chinese Hamster Ovarian (CHO) cell line. In addition, speed-of-action assays and β-haematin inhibition studies were performed. Through preliminary qualitative and quantitative cell-free experiments, it was found that the two most active neutral, cyclometallated complexes ca...Continue Reading

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Citations

Jan 17, 2021·Chembiochem : a European Journal of Chemical Biology·Diana R MelisGregory S Smith
Nov 18, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Mziyanda MbabaGregory S Smith
Apr 8, 2021·Journal of Inorganic Biochemistry·Prinessa ChellanPeter J Sadler
Jul 30, 2021·Biomedicine & Pharmacotherapy = Biomédecine & Pharmacothérapie·Nícolas GlanzmannAdilson David da Silva
Oct 12, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Taryn M GoldingGregory S Smith

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Methods Mentioned

BETA
X-ray
thin layer chromatography
NMR

Software Mentioned

SADABS
Seed
SAINT
SHELXL
Graph Pad Prism
2018
POV
Ray

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