A luciferase-based screening method for inhibitors of alphavirus replication applied to nucleoside analogues

Antiviral Research

Volumn 78, Issue 3, 2008, Pages 215-222

  Pohjala, Leena ^a,b   Barai, Vladimir ^d   Azhayev, Alex ^c   Lapinjoki, Seppo ^c   Ahola, Tero ^a  

^a UNIVERSITY OF HELSINKI   (Finland)

^b UNIVERSITY OF HELSINKI   (Finland)

^c UNIVERSITY OF EASTERN FINLAND   (Finland)

^d Metkinen Chemistry   (Finland)

Author keywords

Antiviral screening; Luciferase; RNA replication; Semliki Forest virus; Sindbis virus

Indexed keywords

3' AMINO 3' DEOXYADENOSINE; LUCIFERASE; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG; URIDINE; VIRUS RNA;

ANIMAL CELL; ANTIVIRAL ACTIVITY; ARTICLE; CELL STRAIN BHK; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SCREENING; IC 50; NONHUMAN; PRIORITY JOURNAL; REPORTER GENE; RNA REPLICATION; SEMLIKI FOREST ALPHAVIRUS; SINDBIS VIRUS; VIRUS CULTURE; VIRUS INHIBITION; VIRUS REPLICATION;

ALPHAVIRUS; ANIMALS; ANTIVIRAL AGENTS; CELL LINE; CRICETINAE; DEOXYADENOSINES; GENES, REPORTER; INHIBITORY CONCENTRATION 50; LUCIFERASES; MICROBIAL SENSITIVITY TESTS; NUCLEOSIDES; RNA, VIRAL; SEMLIKI FOREST VIRUS; SINDBIS VIRUS; VIRUS REPLICATION;

ALPHAVIRUS; RABBIT FIBROMA VIRUS; RENILLA LUCIFERASE; RNA VIRUSES; SEMLIKI FOREST VIRUS; SINDBIS VIRUS;

EID: 41049108443     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.antiviral.2008.01.001     Document Type: Article

References (41)

1. Angelini, R., Finarelli, A.C., Angelini, P., Po, C., Petropulacos, K., Macini, P., Fiorentini, C., Fortuna, C., Venturi, G., Romi, R., Majori, G., Nicoletti, L., Rezza, G., Cassone, A., 2007. An outbreak of Chikungunya fever in the province of Ravenna, Italy. Euro Surveill. 12, E070906.1.
2. Azhayev A., Ozols A.M., Buschnev A.S., Dyatkina N.B., Kochetkova S.V., Victorova L.S., Kukchanova M.K., Krayevsky A.A., and Gottikh B.P. Aminonucleosides and their derivatives. IV. Synthesis of the 3′-amino-3′-deoxynucleoside 5′-phosphates. Nucleic Acids Res. 6 (1979) 625-643
3. Barai V.N., Zinchenko A.I., Eroshevskaya L.A., Zhernosek E.V., De Clercq E., and Mikhailopulo I.A. Chemo-enzymatic synthesis of 3′-deoxy-β-D-ribofuranosyl purines. Helv. Chim. Acta 85 (2002) 1893-1900
4. Barai V.N., Zinchenko A.I., Eroshevskaya L.A., Kalinichenko E.N., Kulak T.I., and Mikhailopulo I.A. A universal biocatalyst for the preparation of base- and sugar-modified nucleosides via an enzymatic transglycosylation. Helv. Chim. Acta 85 (2002) 1901-1908
5. Briolant S., Garin D., Scaramozzino N., Jouan A., and Crance J.N. In vitro inhibition of Chikungunya and Semliki Forest viruses replication by antiviral compounds: synergistic effect of interferon-alpha and ribavirin combination. Antiviral Res. 61 (2004) 111-117
6. Brummer-Korvenkontio M., Vapalahti O., Kuusisto P., Saikku P., Manni T., Koskela P., Nygren T., Brummer-Korvenkontio H., and Vaheri A. Epidemiology of Sindbis virus infections in Finland 1981-96: possible factors explaining a peculiar disease pattern. Epidemiol. Infect. 129 (2002) 335-345
7. Charrel R.N., de Lamballerie X., and Raoult D. Chikungunya outbreaks-the globalization of vectorborne diseases. N. Engl. J. Med. 356 (2007) 769-771
8. Crouch S.P., Kozlowski R., Slater K.J., and Fletcher J. The use of ATP bioluminescence as a measure of cell proliferation and cytotoxicity. J. Immunol. Methods 160 (1993) 81-88
9. De Clercq E. Antiviral and antimetabolic activities of neplanocins. Antimicrob. Agents Chemother. 28 (1985) 84-89
10. De Clercq E., Murase J., and Marquez V.E. Broad-spectrum antiviral and cytocidal activity of cyclopentenylcytosine, a carbocyclic nucleoside targeted at CTP synthetase. Biochem. Pharmacol. 41 (1991) 1821-1829
11. Griffin D.E. Alphaviruses. In: Knipe D.M., and Howley P.M. (Eds). Fields Virology. fourth ed. (2001), Lippincott, Williams & Wilkins, Philadelphia 917-962
12. Huffman J.H., Sidwell R.W., Khare G.P., Witkowski J.T., Allen L.B., and Robins R.K. In vitro effect of 1-ß-D-ribofuranosyl-1,2,4-triazole-3-carboxamide (virazole, ICN 1229) on deoxyribonucleic acid and ribonucleic acid viruses. Antimicrob. Agents Chemother. 3 (1973) 235-241
13. Huggins J.W., Robins R.K., and Canonico P.G. Synergistic antiviral effects of ribavirin and the C-nucleoside analogs tiazofurin and selenazofurin against togaviruses, bunyaviruses and arenaviruses. Antimicrob. Agents Chemother. 26 (1984) 476-480
14. Ishii Y., Sakai S., and Honma Y. Cytokinin-induced differentiation of human myeloid leukemia HL-60 cells is associated with the formation of nucleotides, but not with incorporation into DNA or RNA. Biochem. Biophys. Acta 1643 (2003) 11-24
15. Ishiyama M., Tominaga H., Shiga M., Sasamoto K., Ohkora Y., Ueno K., and Watanabe M. Novel cell proliferation and cytotoxicity assays using a tetrazolium salt that produces a water-soluble formazan dye. In Vitro Toxicol. 8 (1995) 187-190
16. Kääriäinen L., and Ahola T. Functions of alphavirus nonstructural proteins in RNA replication. Prog. Nucleic Acid Res. Mol. Biol. 71 (2002) 187-222
17. Kim H.Y., Patkar C., Warrier R., Kuhn R., and Cushman M. Design, synthesis, and evaluation of dioxane-based antiviral agents targeted against the Sindbis virus capsid protein. Bioorg. Med. Chem. Lett. 15 (2005) 3207-3211
18. Kim K.S., Sapienza V.J., and Carp R.I. Antiviral activity of arildone on deoxyribonucleic acid and ribonucleic acid viruses. Antimicrob. Agents Chemother. 18 (1980) 276-280
19. Kurkela S., Manni T., Myllynen J., Vaheri A., and Vapalahti O. Clinical and laboratory manifestations of Sindbis virus infection: prospective study, Finland, 2002-2003. J. Infect. Dis. 191 (2005) 1820-1829
20. Liljeström P., Lusa S., Huylebroeck D., and Garoff H. In vitro mutagenesis of a full-length cDNA clone of Semliki Forest virus: the small 6,000-molecular weight membrane protein modulates virus release. J. Virol. 65 (1991) 4107-4113
21. Mikhailopulo, I.A., Lapinjoki, S., 2006. Biocatalytic synthesis of pharmaceutically important nucleosides. In: Sorvari, S., Toldi O. (Eds.). FinMed 2006 Proceedings of the Second International Conference on Bioreactor Technology in Cell, Tissue Culure and Biomedical Applications. 27-31 March, 2006; Saariselkä, Lapland, Finland, pp. 42-51. ISBN-13: 978-952-99302-4-1.
22. Mikhailopulo I.A., Poopeiko N.E., Pricota T.I., Sivets G.G., Kvasyuk E.I., Balzarini J., and De Clercq E. Synthesis and antiviral and cytostatic properties of 3′-deoxy-3′-fluoro- and 2′-azido-3′-fluoro-2′,3′-dideoxy-d-ribofuranosides of natural heterocyclic bases. J. Med. Chem. 34 (1991) 2195-2202
23. Mikhailopulo I.A., Zinchenko A.I., Kazimierczuk Z., Barai V.N., Bokut S.B., and Kalinichenko E.N. Synthesis of 2′-chloro-2′-deoxyadenosine by microbiological transglycosylation. Nucleosides Nucleotides 12 (1993) 417-422
24. Mueller H., Kassack M.U., and Wiese M. Comparison of the usefulness of the MTT, ATP, and calcein assays to predict the potency of cytotoxic agents in various human cancer cell lines. J. Biomol. Screen 9 (2004) 506-515
25. Pialoux G., Gaüzère B., Jauréguiberry S., and Strobel M. Chikungunya, an epidemic arbovirosis. Lancet Infect. Dis. 7 (2007) 319-327
26. Pohjala L., Tammela P., Samanta S.K., Yli-Kauhaluoma J., and Vuorela P. Assessing the data quality in predictive toxicology using a panel of cell lines and cytotoxicity assays. Anal. Biochem. 362 (2007) 221-228
27. Rice C.M., Levis R., Strauss J.H., and Huang H.V. Production of infectious RNA transcripts from Sindbis virus cDNA clones: mapping of lethal mutations, rescue of a temperature-sensitive marker, and in vitro mutagenesis to generate defined mutants. J. Virol. 61 (1987) 3809-3819
28. Roivainen J., Elizarova T., Lapinjoki S., Mikhailopulo I.A., Esipov R.S., and Miroshnikov A.I. An enzymatic transglycosylation of purine bases. Nucleosides Nucleotides Nucleic Acids 26 (2007) 905-909
29. Rulli N.E., Suhrbier A., Hueston L., Heise M.T., Tupanceska D., Zaid A., Wilmes A., Gilmore K., Lidbury B.A., and Mahalingam S. Ross River virus: molecular and cellular aspects of disease pathogenesis. Pharmacol. Ther. 107 (2005) 329-342
30. Sawicki D.L., Perri S., Polo J.M., and Sawicki S.G. Role for nsP2 proteins in the cessation of alphavirus minus-strand synthesis by host cells. J. Virol. 80 (2006) 360-371
31. Sidwell R.W., and Smee D.F. Viruses of the Bunya- and Togaviridae families: potential as bioterrorism agents and means of control. Antiviral Res. 57 (2003) 101-111
32. Slater K. Cytotoxicity tests for high-throughput drug discovery. Curr. Opin. Biotechnol. 12 (2001) 70-74
33. Smee D.F., Alaghamandan H.A., Kini G.D., and Robins R.K. Antiviral activity and mode of action of ribavirin 5′-sulfamate against Semliki Forest virus. Antiviral Res. 10 (1988) 253-262
34. Smee D.F., Morris J.L.B., Barnard D.H., and Van Aerschot A. Selective inhibition of arthropod-borne and arenaviruses in vitro by 3′-fluoro-3′-deoxyadenosine. Antiviral Res. 18 (1992) 151-162
35. Tamberg N., Lulla V., Fragkoudis R., Lulla A., Fazakerley J.K., and Merits A. Insertion of EGFP into the replicase gene of Semliki Forest virus results in a novel, genetically stable marker virus. J. Gen. Virol. 88 (2007) 1225-1230
36. Van Aerschot A., Herdewijn P., Janssen G., Cools M., and De Clercq E. Synthesis and antiviral activity evaluation of 3′-fluoro-3′-deoxyribonucleosides: broad-spectrum antiviral activity of 3′-fluoro-3′-deoxyadenosine. Antiviral Res. 12 (1989) 133-150
37. Weaver S.C., and Barrett A.D. Transmission cycles, host range, evolution and emergence of arboviral disease. Nat. Rev. Microbiol. 2 (2004) 789-801
38. Zaitseva G.V., Kvasyuk E.I., Vaaks E.V., Barai V.N., Bokut S.B., Zinchenko A.I., and Mikhailopulo I.A. Chemical-enzymatic synthesis of 3′-amino-2′,3′-dideoxy-β-D-ribofuranosides of natural heterocyclic bases and their 5′-monophosphates. Nucleosides Nucleotides 13 (1994) 819-834
39. Zaitseva G.V., Zinchenko A.I., Barai V.N., Pavlova N.I., Boreko E.I., and Mikhailopulo I.A. Chemical and enzymatic synthesis and antiviral properties of 2′-deoxy-2′-fluoroguanosine. Nucleosides Nucleotides 18 (1999) 687-688
40. Zhang J.H., Chun T.D.Y., and Oldenburg K.R. A simple statistical parameter for use in evaluation and validation of high-throughput screening assays. J. Biomol. Screen 4 (1999) 67-73
41. Zinchenko A.I., Barai V.N., Bokut S.B., Kvasyuk E.I., and Mikhailopulo I.A. Synthesis of 9-(β-D-arabinofuranosyl)guanine using whole cells of Escherichia coli. Appl. Microbiol. Biotechnol. 32 (1990) 658-661