Discovery of potent, novel, non-toxic anti-malarial compounds via quantum modelling, virtual screening and in vitro experimental validation

Malaria Journal

Volumn 10, Issue , 2011, Pages

  Sullivan, David J ^a   Kaludov, Nikola ^b   Martinov, Martin N ^b  

^a JOHNS HOPKINS BLOOMBERG SCHOOL OF PUBLIC HEALTH   (United States)

^b Gradient Biomodeling LLC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMADIAQUINE; AMODIAQUINE; ANTIMALARIAL AGENT; ARTEETHER; BULAQUINE; CHLOROQUINE; CHLOROQUINIDINE; CHLORPROGUANIL; DAPSONE; DIHYDROARTEMISININ; FOSMIDOMYCIN; GR M 001; GR M 002; GR M 003; GR M 004; GR M 005; GR M 006; GR M 007; GR M 008; GR M 009; GR M 010; GR M 011; GR M 012; NONTOXIC ANTIMALARIAL AGENT; PODOPHYLLOTOXIN; PYRIMETHAMINE; QUININE; SULFADOXINE; TRIMETHOPRIM; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; COMPUTER MODEL; CYTOTOXICITY; DRUG DESIGN; DRUG EFFICACY; DRUG POTENCY; DRUG STRUCTURE; IC 50; IN VITRO STUDY; MALARIA; MOLECULAR MODEL; ALGORITHM; CHEMICAL STRUCTURE; CHEMISTRY; DRUG DEVELOPMENT; DRUG SENSITIVITY; HUMAN; ISOLATION AND PURIFICATION; METHODOLOGY; STATISTICAL MODEL;

ALGORITHMS; ANTIMALARIALS; DRUG DISCOVERY; HUMANS; MODELS, STATISTICAL; MOLECULAR STRUCTURE; PARASITIC SENSITIVITY TESTS;

EID: 80053175148     PISSN: None     EISSN: 14752875     Source Type: Journal    
DOI: 10.1186/1475-2875-10-274     Document Type: Article

References (53)

1. The global distribution of clinical episodes of Plasmodium falciparum malaria. Snow RW, Guerra CA, Noor AM, Myint HY, Hay SI, Nature 2005 434 214 217 10.1038/nature03342 15759000 (Pubitemid 40388051)
2. Malaria chemoprophylaxis in the age of drug resistance. II. Drugs that may be available in the future. Shanks GD, Kain KC, Keystone JS, Clin Infect Dis 2001 33 381 385 10.1086/321866 11438908 (Pubitemid 32664846)
3. A clinical drug library screen identifies astemizole as an antimalarial agent. Chong CR, Chen X, Shi L, Liu JO, Sullivan DJ Jr, Nat Chem Biol 2006 2 415 416 10.1038/nchembio806 16816845 (Pubitemid 44114918)
4. Searching for new antimalarial therapeutics amongst known drugs. Weisman JL, Liou AP, Shelat AA, Cohen FE, Guy RK, DeRisi JL, ChemBiol Drug Des 2006 67 409 416 10.1111/j.1747-0285.2006.00391.x (Pubitemid 44086977)
5. Azithromycin: antimalarial profile against blood- and sporozoite-induced infections in mice and monkeys. Puri SK, Singh N, Exp Parasitol 2000 94 8 14 10.1006/expr.1999.4465 10631075 (Pubitemid 30062515)
6. Is vaccine the magic bullet for malaria elimination? A reality check. Chilengi R, Gitaka J, Malar J 2010 9 Suppl 3 1 10.1186/1475-2875-9-S3-S1 21144081
7. A pre-emptive strike against malaria's stealthy hepatic forms. Mazier D, Rénia L, Snounou G, Nat Rev Drug Disc 2009 8 854 864 10.1038/nrd2960
8. New medicines to improve control and contribute to the eradication of malaria. Wells TNC, Alonso PL, Gutteridge WE, Nat Rev Drug Disc 2009 8 879 891 10.1038/nrd2972
9. New active drugs against liver stages of Plasmodium predicted by Molecular Topology. Mahmoudi N, Garcia-Domenech R, Galvez J, Farhati K, Franetich JF, Sauerwein R, Hannoun L, Derouin D, Danis M, Mazier D, Antimicrob Agents Chemother 2008 52 1215 1220 10.1128/AAC.01043-07 18212104 (Pubitemid 351521979)
10. Critical review of the role of HTS in drug discovery. Macarron R, Drug Discov Today 2006 11 277 279 10.1016/j.drudis.2006.02.001 16580969
11. Perspectives on NMR in drug discovery: A technique comes of age. Pellecchia M, Bertini I, Cowburn D, Dalvit C, Giralt E, Jahnke W, James TL, Homans SW, Kessler H, Luchinat C, Meyer B, Oschkinat H, Peng J, Schwalbe H, Siegal G, Nat Rev Drug Discov 2008 7 738 745 10.1038/nrd2606 19172689
12. Molecular complexity and its impact on the probability of finding leads for drug discovery. Hann MM, Leach AR, Harper G, J Chem Inf Comput Sci 2001 41 856 864 10.1021/ci000403i 11410068
13. Hit and lead generation: beyond high-throughput screening. Bleicher KH, Böhm HJ, Müller K, Alanine AI, Nat Rev Drug Discov 2003 5 369 378 (Pubitemid 37361707)
14. Boehm HJ, Schneider G, Virtual screening for bioactive molecules Methods and Principles in Medicinal Chemistry, Germany: John Wiley & Sons, Inc 2000
15. Chemometric modeling, docking and in silico design of triazolopyrimidine-based dihydroorotatedehydrogenase inhibitors as antimalarials. Ojha PK, Roy K, Eur J Med Chem 2010 45 4645 4656 10.1016/j.ejmech.2010.07.034 20708304
16. Shape- and chemical feature-based 3D-pharmacophore model generation and virtual screening: identification of potential leads for P. falciparum DHFR enzyme inhibition. Adane L, Patel DS, Bharatam PV, ChemBiol Drug Des 2010 75 115 126 10.1111/j.1747-0285.2009.00908.x
17. WISDOM-II: screening against multiple targets implicated in malaria using computational grid infrastructures. Kasam V, Salzemann J, Botha M, Dacosta A, Degliesposti G, Isea R, Kim D, Maass A, Kenyon C, Rastelli G, Hofmann-Apitius M, Breton V, Malar J 2009 8 88 10.1186/1475-2875-8-88 19409081
18. Zartler ER, Shapiro MJ, eds, Fragment-Based Drug Discovery. A Practical Approach John Wiley & Sons 2008
19. Erwin Schrodinger, What is Life? Macmillan 1946
20. Abbott D, Davies PCW, Pati AK, Eds, Quantum Aspects of Life Imperial College Press 2008
21. Molecular science: some reminiscences. Mulliken RS, J Chem Phys 1965 43 2 11 10.1063/1.1701510
22. Why do molecules interact? The origin of electron donor-acceptor complexes, hydrogen bonding and proton affinity. Morokuma K, Acc Chem Res 1977 10 294 300 10.1021/ar50116a004
23. Natural energy decomposition analysis: An energy partitioning procedure for molecular interactions with application to weak hydrogen bonding, strong ionic, and moderate donor-acceptor interactions. Glendenning ED, Streitwieser A, J Chem Phys 1994 100 2900 2909 10.1063/1.466432
24. 3. Cybulski SM, Scheiner S, Chem Phys Lett 1990 166 57 64 10.1016/0009-2614(90) 87050-2
25. Energy Partitioning of the SCF Interaction Energy of ScCO. Frey R, Davidson ER, J Chem Phys 1989 90 5555 5562 10.1063/1.456408
26. Parr RG, Yang W, Density-Functional Theory of Atoms and Molecules Oxford University Press 1989
27. Sholl D, Steckel JA, Density Functional Theory: A Practical Introduction Wiley-Interscience 2009
28. Inhomogeneous electron Gas. Hohenberg P, Kohn W, Phys Rev 1964 136 864 871 10.1103/PhysRev.136.B864
29. Bader RFW, Atoms in Molecules Clarendon Press, Oxford 1990
30. Matta CF, Boyd RJ, Eds, The Quantum Theory of Atoms in Molecules Wiley-VCH 2007
31. A rigorous energy partitioning scheme for analysis of molecular interactions. Martinov MN, Cioslowski J, Mol Phys 1995 85 121 125 10.1080/00268979500100981
32. The atomic softness matrix. Cioslowski J, Martinov M, J Chem Phys 1994 101 366 370 10.1063/1.468143
33. Electronegativity equalization in polyyne carbon chains. Cioslowski J, Martinov M, J Phys Chem 1996 100 6156 6160 10.1021/jp952814l (Pubitemid 126834420)
34. Atomic Fukui indexes from the topological theory of atoms in molecules applied to Hartree-Fock and correlated electron densities. Cioslowski J, Martinov M, Mixon ST, J Phys Chem 1993 97 10948 10951 10.1021/j100144a008
35. The use of electrostatic potential fields in QSAR and QSPR. Breneman CM, Martinov M, Molecular Electrostatic Potentials: Concepts and Applications, Elsevier, Murray JS, Sen K, 1996 143 180
36. The electron density distribution of amides and related compounds. Breneman CM, Martinov M, The Amide Linkage: Structural Significance in Chemistry, Biochemistry, and Materials Science John Wiley and Sons, Inc, Greenberg A, Breneman CM, Liebman JF, 2000 1 33
37. Gershenfeld NA, The Nature of Mathematical Modeling Cambridge University Press 1999
38. Martin YC, Quantitative Drug Design: A Critical Introduction CRC Press Second 2010
39. Induction of fuzzy decision trees. Yuana Y, Shawb MJ, Fuzzy Sets and Systems 1995 69 125 139 10.1016/0165-0114(94)00229-Z
40. Fuzzy Decision Trees: Issues and Methods. Janikow CZ, IEEE Transactions on Man, Systems, and Cybernetics 1998 28 1 14 (Pubitemid 128747981)
41. Janikow CZ, Fuzzy Decision Forest Fuzzy Information Processing Society, NAFIPS 2003 480 483
42. Carbá R, Gironés X, Mezey Paul G, eds, Fundamentals of Molecular Similarity Plenum Pub Corp 2001
43. Similarity-based virtual screening using 2D fingerprints. Willett P, Drug Discovery Today 2006 11 1046 1053 10.1016/j.drudis.2006.10.005 17129822 (Pubitemid 44792477)
44. The blue obelisk-interoperability in chemical informatics. Guha R, Howard MT, Hutchison GR, Murray-Rust P, Rzepa H, Steinbeck C, Wegner JC, Willighagen E, J Chem Inf Model 2006 46 991 998 10.1021/ci050400b 16711717 (Pubitemid 43999142)
45. The Open Babel Package, version 2.0.1. http://openbabel.sourceforge.net
46. Deza M, Deza E, Encyclopedia of Distances Springer-Verlag 2009
47. DSSTox Computational Toxicology Research Program (Comptox). http://www.epa.gov/ncct/dsstox/DataFiles.html
48. Cheminformatics. http://www.cheminformatics.org/datasets
49. Quantitative assessment of antimalarial activity in vitro by a semiautomatedmicrodilution technique. Desjardins RE, Canfield CJ, Haynes JD, Chulay JD, Antimicrob Agents Chemother 1979 16 710 718 394674 (Pubitemid 10082023)
50. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. Mosmann T, J Immunol Meth 1983 65 55 63 10.1016/0022-1759(83)90303-4 (Pubitemid 14203433)
51. A plant-derived morphinan as a novel lead compound active against malaria liver stages. Carraz M, Jossang A, Franetich JF, Siau A, Ciceron L, Hannoun L, Sauerwein R, Frappier F, Rasoanaivo P, Snounou G, Mazier D, PLoS Med 2006 3 513 10.1371/journal.pmed.0030513 17194195 (Pubitemid 46026454)
52. Lessons in molecular recognition: the effects of ligand and protein flexibility on molecular docking accuracy. Erickson JA, Jalaie M, Robertson DH, Lewis RA, Vieth M, J Med Chem 2004 47 45 55 10.1021/jm030209y 14695819 (Pubitemid 38040489)
53. Grid-enabled virtual screening against malaria. Jacq N, Salzemann J, Jacq F, Legré Y, Medernach E, Montagnat J, Maa A, Reichstadt M, Schwichtenberg H, Sridhar M, Kasam V, Zimmermann M, Hofmann M, Bretonm V, J Grid Computing 2008 6 29 43 10.1007/s10723-007-9085-5 (Pubitemid 351210944)