Quinoline antimalarials decrease the rate of beta-hematin formation

dc.contributor.authorEgan, Timothy J
dc.contributor.authorNcokazi, Kanyile K
dc.date.accessioned2016-08-01T11:55:20Z
dc.date.available2016-08-01T11:55:20Z
dc.date.issued2005
dc.date.updated2016-08-01T11:51:33Z
dc.description.abstractThe strength of inhibition of b-hematin (synthetic hemozoin or malaria pigment) formation by the quinoline antimalarial drugs chloroquine, amodiaquine, quinidine and quinine has been investigated as a function of incubation time. In the assay used, b-hematin formation was brought about using 4.5 M acetate, pH 4.5 at 60 C. Unreacted hematin was detected by formation of a spectroscopically distinct low spin pyridine complex. Although, these drugs inhibit b-hematin formation when relatively short incubation times are used, it was found that b-hematin eventually forms with longer incubation periods (8 h for quinine). This conclusion was supported by both infrared and X-ray powder diffraction observations. It was further found that the IC50 for inhibition of b-hematin formation increases markedly with increasing incubation times in the case of the 4-aminoquinolines chloroquine and amodiaquine. By contrast, in the presence of the quinoline methanols quinine and quinidine the IC50 values increase much more slowly. This results in a partial reversal of the order of inhibition strengths at longer incubation times. Scanning electron microscopy indicates that b-hematin crystals formed in the presence of chloroquine are more uniform in both size and shape than those formed in the absence of the drug, with the external morphology of these crystallites being markedly altered. The findings suggest that these drugs act by decreasing the rate of hemozoin formation, rather than irreversibly blocking its formation. This model can also explain the observation of a sigmoidal dependence of b-hematin inhibition on drug concentration.en_ZA
dc.identifierhttp://dx.doi.org/10.1016/j.jinorgbio.2005.04.013
dc.identifier.apacitationEgan, T. J., & Ncokazi, K. K. (2005). Quinoline antimalarials decrease the rate of beta-hematin formation. <i>Journal of Inorganic Biochemistry</i>, http://hdl.handle.net/11427/21081en_ZA
dc.identifier.chicagocitationEgan, Timothy J, and Kanyile K Ncokazi "Quinoline antimalarials decrease the rate of beta-hematin formation." <i>Journal of Inorganic Biochemistry</i> (2005) http://hdl.handle.net/11427/21081en_ZA
dc.identifier.citationEgan, T. J., & Ncokazi, K. K. (2005). Quinoline antimalarials decrease the rate of β-hematin formation. Journal of inorganic biochemistry, 99(7), 1532-1539.en_ZA
dc.identifier.issn0162-0134en_ZA
dc.identifier.ris TY - Journal Article AU - Egan, Timothy J AU - Ncokazi, Kanyile K AB - The strength of inhibition of b-hematin (synthetic hemozoin or malaria pigment) formation by the quinoline antimalarial drugs chloroquine, amodiaquine, quinidine and quinine has been investigated as a function of incubation time. In the assay used, b-hematin formation was brought about using 4.5 M acetate, pH 4.5 at 60 C. Unreacted hematin was detected by formation of a spectroscopically distinct low spin pyridine complex. Although, these drugs inhibit b-hematin formation when relatively short incubation times are used, it was found that b-hematin eventually forms with longer incubation periods (8 h for quinine). This conclusion was supported by both infrared and X-ray powder diffraction observations. It was further found that the IC50 for inhibition of b-hematin formation increases markedly with increasing incubation times in the case of the 4-aminoquinolines chloroquine and amodiaquine. By contrast, in the presence of the quinoline methanols quinine and quinidine the IC50 values increase much more slowly. This results in a partial reversal of the order of inhibition strengths at longer incubation times. Scanning electron microscopy indicates that b-hematin crystals formed in the presence of chloroquine are more uniform in both size and shape than those formed in the absence of the drug, with the external morphology of these crystallites being markedly altered. The findings suggest that these drugs act by decreasing the rate of hemozoin formation, rather than irreversibly blocking its formation. This model can also explain the observation of a sigmoidal dependence of b-hematin inhibition on drug concentration. DA - 2005 DB - OpenUCT DP - University of Cape Town J1 - Journal of Inorganic Biochemistry LK - https://open.uct.ac.za PB - University of Cape Town PY - 2005 SM - 0162-0134 T1 - Quinoline antimalarials decrease the rate of beta-hematin formation TI - Quinoline antimalarials decrease the rate of beta-hematin formation UR - http://hdl.handle.net/11427/21081 ER - en_ZA
dc.identifier.urihttp://hdl.handle.net/11427/21081
dc.identifier.vancouvercitationEgan TJ, Ncokazi KK. Quinoline antimalarials decrease the rate of beta-hematin formation. Journal of Inorganic Biochemistry. 2005; http://hdl.handle.net/11427/21081.en_ZA
dc.languageengen_ZA
dc.publisherElsevieren_ZA
dc.publisher.institutionUniversity of Cape Town
dc.rightsCreative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0)*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/en_ZA
dc.sourceJournal of Inorganic Biochemistryen_ZA
dc.source.urihttp://www.sciencedirect.com/science/journal/01620134
dc.subject.otherb-Hematin
dc.subject.otherHemozoin
dc.subject.otherChloroquine
dc.subject.otherAmodiaquine
dc.subject.otherQuinine
dc.subject.otherQuinidine
dc.subject.otherMalaria
dc.titleQuinoline antimalarials decrease the rate of beta-hematin formationen_ZA
dc.typeJournal Articleen_ZA
uct.type.filetypeText
uct.type.filetypeImage
uct.type.publicationResearchen_ZA
uct.type.resourceArticleen_ZA
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