Characterization of PfTrxR inhibitors using antimalarial assays and in silico techniques

Chemistry Central Journal

Volumn 7, Issue 1, 2013, Pages

  Munigunti, Ranjith ^a   Gathiaka, Symon ^a   Acevedo, Orlando ^a   Sahu, Rajnish ^b   Tekwani, Babu ^b   Calderón, Angela I ^a  

^a AUBURN UNIVERSITY   (United States)

^b UNIVERSITY OF MISSISSIPPI   (United States)

Author keywords

Malaria; Molecular modeling; Plasmodium falciparum; Thioredoxin reductase

Indexed keywords

EID: 84887078986     PISSN: None     EISSN: 1752153X     Source Type: Journal    
DOI: 10.1186/1752-153X-7-175     Document Type: Article

References (31)

1. Becker K, Hu Y, Biller-Andorno N. Infectious diseases - a global challenge. Int J Med Microbiol 2006, 296:179-185.
2. World Health Organization World malaria report 2012 2012, http://www.who.int/malaria/publications/world_malaria_report_2012/report/en/, World Health Organization.
3. Roll Back Malaria The global malaria action plan: for a malaria-free world 2008, Geneva, Switzerland: Roll back Malaria Partnership, Roll Back Malaria.
4. Müller S. Thioredoxin reductase and glutathione synthesis in Plasmodium falciparum. Redox Rep 2003, 8:251-255.
5. Müller S, Gilberger TW, Krnajski Z, Lüersen K, Meierjohann S, Walter RD. Thioredoxin and glutathione system of malaria parasite Plasmodium falciparum. Protoplasma 2001, 217:43-49.
6. Nosten F, White NJ. Artemisinin-based combination treatment of falciparum malaria. Am J Trop Med Hyg 2007, 77:181-192.
7. Savvides SN, Karplus PA. Kinetics and crystallographic analysis of human glutathione reductase in complex with a xanthene inhibitor. J Biol Chem 1996, 271:8101-8107.
8. Karplus PA, Pai EF, Schulz GE. Crystallographic study of the glutathione binding site of glutathione reductase at 0.3-nm resolution. Eur J Biochem 1989, 178:693-703.
9. Schönleben-Janas A, Kirsch P, Mittl PR, Schirmer RH, Krauth-Siegel RL. Inhibition of human glutathione reductase by 10-arylisoalloxazines: crystalline, kinetic, and electrochemical studies. J Med Chem 1996, 39:1549-1554.
10. Becker K, Christopherson RI, Cowden WB, Hunt NH, Schirmer RH. Flavin analogs with antimalarial activity as glutathione reductase inhibitors. Biochem Pharmacol 1990, 39:59-65.
11. Boumis G, Giardina G, Angelucci F, Bellelli A, Brunori M, Dimastrogiovanni D, Saccoccia F, Miele AE. Crystal structure of Plasmodium falciparum thioredoxin reductase, a validated drug target. Biochem Biophys Res Commun 2012, 425:806-811.
12. Andricopulo D, Akoachere MB, Krogh R, Nickel C, McLeish MJ, Kenyon GL, Arscott LD, Williams CH, Davioud-Charvet E, Becker K. Specific inhibitors of Plasmodium falciparum thioredoxin reductase as potential antimalarial agents. Bioorg Medicinal Chem Lett 2006, 16:2283-2292.
13. Charvet ED, McLeish MJ, Veine DM, Giegel D, Arscott LD, Andricopulo AD, Becker K, Muller S, Schirmer RH, Williams CH, Kenyon GL. Mechanism-based inactivation of thioredoxin reductase from Plasmodium falciparum by Mannich bases. implication for cytotoxicity. Biochemistry 2003, 42:13319-1333.
14. Munigunti R, Calderón AI. Development of liquid chromatography/mass spectrometry based screening assay for PfTrxR inhibitors using relative quantitation of intact thioredoxin. Rapid Commun Mass Spectrom 2012, 26:1-6.
15. Sivilotti ML. Oxidant stress and haemolysis of the human erythrocyte. Toxicol Rev 2004, 23:169-188.
16. Ganesan S, Chaurasiya ND, Sahu R, Walker LA, Tekwani BL. Understanding the mechanisms for metabolism-linked hemolytic toxicity of primaquine against glucose 6-phosphate dehydrogenase deficient human erythrocytes: Evaluation of eryptotic pathway. Toxicology 2012, 294:54-60.
17. Shang Y, Chen C, Li Y, Zhao J, Zhu T. Hydroxyl radical generation mechanism during the redox cycling process of 1,4-naphthoquinone. Environ Sci Technol 2012, 46:2935-2942.
18. Müller T, Johann L, Jannack B, Brückner M, Lanfranchi DA, Bauer H, Sanchez C, Yardley V, Deregnaucourt C, Schrével J, Lanzer M, Schirmer RH, Davioud-Charvet E. Glutathione reductase-catalyzed cascade of redox reactions to bioactivate potent antimalarial 1,4-naphthoquinones - a new strategy to combat malarial parasites. J Am Chem Soc 2011, 133:11557-11571.
19. Morin T, Besset JC, Moutet M, Fayolle M, Bruckner M, Limosin D, Becker K, Davioud-Charvet E. The aza-analogues of 1, 4-naphthoquinones are potent substrates and inhibitors of plasmodial thioredoxin and glutathione reductases and of human erythrocyte glutathione reductase. Org Biomol Chem 2008, 6:2731-2742.
20. Tubert-Brohman I, Guimarães CRW, Jorgensen WL. Extension of the PDDG/PM3 semiempirical molecular orbital method to sulfur, silicon, and phosphorus. J Chem Theory Comput 2005, 1:817-823.
21. Co E-M, Dennull RA, Reinbold DD, Waters NC, Johnson JD. Assessment of malaria in vitro drug combination screening and mixed-strain infections using the malaria sybr green I-based fluorescence assay. Antimicrob Agents Chemother 2009, 53:2557-2563.
22. Hamalainen-Laanaya HK, Orloff MS. Analysis of cell viability using time-dependent increase in fluorescence intensity. Anal Biochem 2012, 429:32-38.
23. Fritz-Wolf K, Kehr S, Stumpf M, Rahlfs S, Becker K. Crystal structure of the human thioredoxin reductase-thioredoxin complex. Nat Commun 2011, 2:383.
24. Morris GM, Huey R, Lindstrom W, Sanner MF, Belew RK, Goodsell DS, Olson AJ. AutoDock4 and AutoDockTools4: automated docking with selective receptor flexibility. J Comput Chem 2009, 30:2785-2791.
25. DeLano WL. The PyMOL molecular graphics system 2002, San Carlos, CA, USA: DeLano Scientific, Version 1.5.0.4: Schrödinger, LLC.
26. Repasky MP, Chandrasekhar J, Jorgensen WL. PDDG/PM3 and PDDG/MNDO: improved semiempirical methods. J Comput Chem 2002, 23:1601-1622.
27. Tubert-Brohman I, Guimarães CRW, Repasky MP, Jorgensen WL. Extensition of the PDDG/PM3 and PDDG/MNDO semiempirical molecular orbitial methods to the halogens. J Comput Chem 2003, 25:138-150.
28. QikProp version 3.0, Schrödinger 2006, New York, NY: LLC, QikProp.
29. Duffy EM, Jorgensen WL. Prediction of properties from simulations: free energies of solvation in hexadecane, octanol, and water. J Am Chem Soc 2000, 122:2878-2888.
30. Hess B, Kutzner C, Spoel D, Lindahl E. GROMACS 4: algorithms for highly efficient, load-balanced, and scalable molecular simulation. J Chem Theory Comput 2008, 4:435-447.
31. Trott O, Olson AJ. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading. J Comput Chem 2010, 31:455-461.