Antiplasmodial activities of dyes against Plasmodium falciparum asexual and sexual stages: Contrasted uptakes of triarylmethanes Brilliant green, Green S (E142), and Patent Blue V (E131) by erythrocytes

Adjalley, 2011, Quantitative assessment of Plasmodium falciparum sexual development reveals potent transmission-blocking activity by methylene blue, Proc. Nat. Acad. Sci. U.S.A., 108, e1214, 10.1073/pnas.1112037108 Bakker, 1992, Activity of gentian violet and brilliant green against some microorganisms associated with skin infections, Int. J. Dermatol., 31, 210, 10.1111/j.1365-4362.1992.tb03939.x Basore, 2015, How do antimalarial drugs reach their intracellular targets?, Front. Pharmacol., 6, 91, 10.3389/fphar.2015.00091 Bhattacharyya, 2001, Effect of xanthurenic acid on infectivity of Plasmodium falciparum to Anopheles stephensi, Int. J. Parasit., 31, 1129, 10.1016/S0020-7519(01)00222-3 Buchholz, 2008, Interactions of methylene blue with human disulfide reductases and their orthologues from Plasmodium falciparum, Antimicrob. Agents Chemother., 52, 183, 10.1128/AAC.00773-07 Burrows, 2013, Designing the next generation of medicines for malaria control and eradication, Malar. J., 12, 187, 10.1186/1475-2875-12-187 Coulibaly, 2009, Strong gametocytocidal effect of methylene blue-based combination therapy against falciparum malaria: a randomised controlled trial, PLoS One, 4, e5318, 10.1371/journal.pone.0005318 Daina, 2016, A BOILED-Egg to predict gastrointestinal absorption and brain penetration of small molecules, Chem. Med. Chem., 11, 1117, 10.1002/cmdc.201600182 Daina, 2017, SwissADAME: a free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules, Sci. Rep., 7, 42717, 10.1038/srep42717 Delves, 2012, Plasmodium cell biology should inform strategies used in the development of transmission-blocking drugs, Future Med. Chem., 4, 2251, 10.4155/fmc.12.182 Delves, 2012, The activities of current antimalarials drugs on the life cycle stages of Plasmodium: a comparative study with human and rodents parasites, PLoS Med., 9, e1001169, 10.1371/journal.pmed.1001169 Delves, 2013, Male and female Plasmodium falciparum mature gametocytes show different responses to antimalarial drugs, Antimicrob. Agents Chemother., 57, 3268, 10.1128/AAC.00325-13 Desai, 2000, A voltage-dependent channel involved in nutrient uptake by red blood cells infected with the malaria parasite, Nature, 406, 1001, 10.1038/35023000 Desjardins, 1979, Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique, Antimicrob. Agents Chemother., 16, 710, 10.1128/AAC.16.6.710 Dicko, 2016, Primaquine to reduce transmission of Plasmodium falciparum malaria in Mali: a single-blind, dose-ranging, adaptive randomised phase 2 trial, Lancet Inf. Dis., 16, 674, 10.1016/S1473-3099(15)00479-X Egan, 2000, Prediction of drug absorption using multivariate statistics, J. Med. Chem., 43, 3867, 10.1021/jm000292e Ferguson, 1991, The genetic toxicology of acridines, Mutat. Res., 258, 123, 10.1016/0165-1110(91)90006-H Gebru, 2014, Effect of fluorescent dyes on in vitro differentiated, late-stage Plasmodium falciparum gametocytes, Antimicrob. Agents Chemother., 58, 7398, 10.1128/AAC.03772-14 Ghose, 1998, Prediction of hydrophobic (Lipophilic) properties of small organic molecules using fragmental methods: an analysis of ALOGP and CLOGP methods, J. Phys. Chem. A, 102, 3762, 10.1021/jp980230o Ginsburg, 1994, Transport pathways in the Malaria-infected erythrocytes: characterization and their use as potential targets for chemotherapy, Mem. Inst. Oswaldo Cruz, 89, 99, 10.1590/S0074-02761994000600022 Gosselin, 1984 Guttmann, 1891, Ueber die Wirkung des Methylenblau bei Malaria, Ber. Klin. Wochenschr., 39, 953 Ito, 2017, An essential dual-function complex mediates erythrocyte invasion and channel-mediated nutrient uptake in malaria parasites, eLife, 6, e23485, 10.7554/eLife.23485 Kaddouri, 2006, Drug susceptibility of Plasmodium falciparum clinical isolates from Africa using Plasmodium lactate dehydrogenase immunodetection assay and inhibitory Emax model for precise IC50 measurement, Antimicrob. Agents Chemother., 50, 3343, 10.1128/AAC.00367-06 Kirk, 2014, Membrane transport in the malaria parasite and its host erythrocyte, Biochem. J., 457, 1, 10.1042/BJ20131007 Le Bras, 1983, In vitro study of drug sensitivity of Plasmodium falciparum: valuation of a new semi-micro test, Am. J. Trop. Med. Hyg., 32, 447, 10.4269/ajtmh.1983.32.447 Le Nagard, 2010, Online analysis of in vitro resistance to antimalarial drugs through nonlinear regression, Comput. Methods Programs Biomed., 104, 10, 10.1016/j.cmpb.2010.08.003 Leba, 2015, Use of Plasmodium falciparum culture-adapted field isolates for in vitro exflagellation-blocking assay, Malar. J., 14, 234, 10.1186/s12936-015-0752-x Massimine, 2006, Eosin B as a novel antimalarial agent for drug-resistant Plasmodium falciparum, Antimicrob. Agents Chemother., 50, 3132, 10.1128/AAC.00621-06 Mira-Martínez, 2013, Epigenetic switches in clag3 genes mediate blasticidin S resistance in malaria parasites, Cell. Microbiol., 15, 1913 Nguitragool, 2011, Malaria parasite clag3 genes determine channel-mediated nutrient uptake by infected red blood cells, Cell, 145, 665, 10.1016/j.cell.2011.05.002 Penna-Coutinho, 2016, Transmission blocking potential of MEFAS, a hybrid compound derived from artesunate and mefloquine, Antimicrob. Agents Chemother., 60, 3145, 10.1128/AAC.02216-15 Reynolds, 1992 Saliba, 1998, Clotrimazole inhibits the growth of Plasmodium falciparum in vitro, Trans. R. Soc. Trop. Med. Hyg., 92, 666, 10.1016/S0035-9203(98)90805-7 Sax, 1984 Schirmer, 2003, Methylene blue as an antimalarial agent – past and future, Redox Rep., 8, 272, 10.1179/135100003225002899 Sharma, 2013, An epigenetic antimalarial resistance mechanism involving parasite genes linked to nutrient uptake, J. Biol. Chem., 288, 19429, 10.1074/jbc.M113.468371 Sherling, 2017, The Plasmodium falciparum rhoptry protein RhopH3 plays essential roles in host cell invasion and nutrient uptake, eLife, 6, e23239, 10.7554/eLife.23239 Sinden, 2012, The design and interpretation of laboratory assays measuring mosquitoes transmission of Plasmodium, Trends Parasitol., 28, 457, 10.1016/j.pt.2012.07.005 Tiffert, 2000, Potent antimalarial activity of clotrimazole in in vitro cultures of Plasmodium falciparum, Proc. Nat. Acad. Sci. U.S.A., 97, 331, 10.1073/pnas.97.1.331 Trager, 1976, Human malaria parasites in continuous culture, Science, 193, 673, 10.1126/science.781840 Vennerstrom, 1995, Antimalarial dyes revisited : xanthenes, azines, oxazines, and thiazines, Antimicrob. Agents Chemother., 39, 2671, 10.1128/AAC.39.12.2671 White, 2013, Primaquine to prevent transmission of falciparum malaria, Lancet Infect. Dis., 13, 175, 10.1016/S1473-3099(12)70198-6 WHO, 2015 Yuan, 2011, Chemical genomic profiling for antimalarials therapies, response signatures, and molecular targets, Science, 333, 724, 10.1126/science.1205216