Developing a new drug against trichomoniasis, new inhibitory compounds of the protein triosephosphate isomerase

Lehker, 2000, Biology of trichomonosis, Curr. Opin. Infect. Dis., 13, 37, 10.1097/00001432-200002000-00007 Hirt, 2015, Trichomonas vaginalis origins, molecular pathobiology and clinical considerations, Curr. Opin. Infect. Dis., 28, 72, 10.1097/QCO.0000000000000128 Kusdian, 2014, The biology of trichomonas vaginalis in the light of urogenital tract infection, Mol. Biochem. Parasitol., 198, 92, 10.1016/j.molbiopara.2015.01.004 Ertabaklar, 2016, Investigation of in vitro metronidazole resistance in the clinical isolates of Trichomonas vaginalis, Mikrobiyoloji Bulteni., 50, 552, 10.5578/mb.30140 Kirkcaldy, 2012, Trichomonas vaginalis antimicrobial drug resistance in 6 US cities, STD surveillance network, 2009–2010, Emerg. Infect. Dis., 18, 939, 10.3201/eid1806.111590 Upcroft, 2009, Metronidazole resistance in trichomonas vaginalis from highland women in Papua New Guinea, Sex. Health, 6, 334, 10.1071/SH09011 Figueroa-Angulo, 2012, Cellular and biochemical characterization of two closely related triosephosphate isomerases from trichomonas vaginalis, Parasitology, 139, 1729, 10.1017/S003118201200114X Lara-González, 2014, Structural and thermodynamic folding characterization of triosephosphate isomerases from Trichomonas vaginalis reveals the role of destabilizing mutations following gene duplication, Proteins: Structure, Function, and Bioinformatics, 82, 22, 10.1002/prot.24333 Lara-Gonzalez, 2015, Substrate-induced dimerization of engineered monomeric variants of triosephosphate isomerase from trichomonas vaginalis, PLoS One, 10, 10.1371/journal.pone.0141747 Miranda-Ozuna, 2016, The glycolytic enzyme triosephosphate isomerase of trichomonas vaginalis is a surface-associated protein induced by glucose that functions as a laminin- and fibronectin-binding protein, Infect. Immun., 84, 2878, 10.1128/IAI.00538-16 Zinsser, 2013, Triose phosphate isomerase from the blood fluke Schistosoma mansoni: biochemical characterisation of a potential drug and vaccine target, FEBS Lett., 587, 3422, 10.1016/j.febslet.2013.09.022 Singh, 2001, Synthetic peptides as inactivators of multimeric enzymes: inhibition of plasmodium falciparum triosephosphate isomerase by interface peptides, FEBS Lett., 501, 19, 10.1016/S0014-5793(01)02606-0 Opperdoes, 2001, Enzymes of carbohydrate metabolism as potential drug targets, Int. J. Parasitol., 31, 482, 10.1016/S0020-7519(01)00155-2 RCSB Halgren, 1996, Merck molecular force field. I. Basis, form, scope, parameterization, and performance of MMFF94, J. Comput. Chem., 17, 490, 10.1002/(SICI)1096-987X(199604)17:5/6<490::AID-JCC1>3.0.CO;2-P Brooks, 2009, CHARMM: The biomolecular simulation program, J. Comput. Chem., 30, 1545, 10.1002/jcc.21287 Gerber, 1995, MAB, a generally applicable molecular force field for structure modelling in medicinal chemistry, J. Comput. Aided Mol. Des., 9, 251, 10.1007/BF00124456 Del Carpio, 1993, A new approach to the automatic identification of candidates for ligand receptor sites in proteins: (I). Search for pocket regions, J. Mol. Graphics, 11, 23, 10.1016/0263-7855(93)85003-9 Miranker, 1991, Functionality maps of binding sites: a multiple copy simultaneous search method, proteins: structure, function, and, Genetics, 11, 29 Soga, 2007, Use of amino acid composition to predict ligand-binding sites, J. Chem. Inf. Model., 47, 400, 10.1021/ci6002202 Corporation, ChemBridge Thangapandian, 2011, Dynamic structure-based pharmacophore model development: a new and effective addition in the histone deacetylase 8 (HDAC8) inhibitor discovery, Int. J. Mol. Sci., 12, 9440, 10.3390/ijms12129440 Wadood, 2017, In silico identification of promiscuous scaffolds as potential inhibitors of 1-deoxy- d -xylulose 5-phosphate reductoisomerase for treatment of falciparum malaria, Pharm. Biol., 55, 19, 10.1080/13880209.2016.1225778 Lipinski, 2001, Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings, Adv. Drug Deliv. Rev., 46, 3, 10.1016/S0169-409X(00)00129-0 Muegge, 2003, Selection criteria for drug-like compounds, Med. Res. Rev., 23, 302, 10.1002/med.10041 Mach, 2011, Geometric measures of large biomolecules: surface, volume, and pockets, J. Comput. Chem., 32, 3023, 10.1002/jcc.21884 Park, 2005, 1141 Clark, 2007, 2D depiction of protein−ligand complexes, J. Chem. Inf. Model., 47, 1933, 10.1021/ci7001473 Alvarez, 2014, New chemotypes as Trypanosoma cruzi triosephosphate isomerase inhibitors: a deeper insight into the mechanism of inhibition, J. Enzym. Inhib. Med. Chem., 29, 198, 10.3109/14756366.2013.765415 Gómez-Puyou, 1995, Using evolutionary changes to achieve species-specific inhibition of enzyme action — studies with triosephosphate isomerase, Chem. Biol., 2, 847, 10.1016/1074-5521(95)90091-8 de Soeiro, 2011, Screening of potential anti-trypanosoma cruzi candidates: in vitro and in vivo studies, The Open Medicinal Chemistry Journal, 5, 21, 10.2174/1874104501105010021 Álvarez, 2010, Massive screening yields novel and selective Trypanosoma cruzi triosephosphate isomerase dimer-interface-irreversible inhibitors with anti-trypanosomal activity, Eur. J. Med. Chem., 45, 5767, 10.1016/j.ejmech.2010.09.034 Téllez-Valencia, 2002, Highly specific inactivation of triosephosphate isomerase from Trypanosoma cruzi, biochemical and biophysical research, Communications., 295, 958 Jimenez-Sandoval, 2017, A competent catalytic active site is necessary for substrate induced dimer assembly in triosephosphate isomerase, Biochimica et Biophysica Acta - Proteins and Proteomics., 1865, 1423, 10.1016/j.bbapap.2017.07.014 Vázquez-Raygoza, 2017, Species-specific inactivation of triosephosphate isomerase from trypanosoma brucei: kinetic and molecular dynamics studies, Molecules (Basel, Switzerland), 22, 10.3390/molecules22122055 Themistou, 2009, Application of fluorescence spectroscopy to quantify shear-induced protein conformation change, Biophys. J., 97, 2567, 10.1016/j.bpj.2009.08.023 Castro-Acosta, 2014, Effect of metal catalyzed oxidation in recombinant viral protein assemblies, Microb. Cell Factories, 13, 25, 10.1186/1475-2859-13-25 Jacchetti, 2016, Temperature and pressure effects on GFP mutants: explaining spectral changes by molecular dynamics simulations and TD-DFT calculations, Phys. Chem. Chem. Phys., 18, 12828, 10.1039/C6CP01274D Meites, 2014, Neglected parasitic infections in the United States: Trichomoniasis, Am. J. Trop. Med. Hygiene., 90, 800, 10.4269/ajtmh.13-0723 Cudmore, 2004, Treatment of infections caused by metronidazole-resistant trichomonas vaginalis, Clin. Microbiol. Rev., 17, 783, 10.1128/CMR.17.4.783-793.2004 Ding, 2012, Unconventional protein secretion, Trends Plant Sci., 17, 606, 10.1016/j.tplants.2012.06.004 Twu, 2013, Trichomonas vaginalis exosomes deliver cargo to host cells and mediate host∶parasite interactions, PLoS Pathog., 9, 10.1371/journal.ppat.1003482 Wang, 2015, Identification and characterization of essential genes in the human genome, Science, 350, 1096, 10.1126/science.aac7041