Inhibition of Junin virus RNA synthesis by an antiviral acridone derivative
There are no specific approved drugs for the treatment of agents of viral hemorrhagic fevers (HF) and antiviral therapies against these viruses are urgently needed. The present study characterizes the potent and selective antiviral activity against the HF causing arenavirus Junin virus (JUNV) of the...
Guardado en:
| Autor principal: | |
|---|---|
| Otros Autores: | , , , , , |
| Formato: | Capítulo de libro |
| Lenguaje: | Inglés |
| Publicado: |
2012
|
| Materias: | |
| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
| Aporte de: | Registro referencial: Solicitar el recurso aquí |
| LEADER | 17152caa a22015617a 4500 | ||
|---|---|---|---|
| 001 | PAPER-9968 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518203958.0 | ||
| 008 | 190411s2012 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-84355161584 | |
| 024 | 7 | |2 cas |a guanosine, 118-00-3; inosinate dehydrogenase, 9028-93-7; mycophenolic acid, 23047-11-2, 24280-93-1; ribavirin, 36791-04-5; 10-allyl-6-chloro-4-methoxy-9(10H)-acridone; Acridones; Allyl Compounds; Antiviral Agents; Guanosine, 118-00-3; RNA, Viral | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a ARSRD | ||
| 100 | 1 | |a Sepúlveda, C.S. | |
| 245 | 1 | 0 | |a Inhibition of Junin virus RNA synthesis by an antiviral acridone derivative |
| 260 | |c 2012 | ||
| 270 | 1 | 0 | |m Damonte, E.B.; Laboratorio de Virología, Departamento de Química Biológica Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, Piso 4, 1428 Buenos Aires, Argentina; email: edamonte@qb.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Adams, A., Crystal structures of acridines complexed with nucleic acids (2002) Curr. Med. Chem., 9, pp. 1667-1675 | ||
| 504 | |a Andrei, G., De Clercq, E., Molecular approaches for the treatment of hemorrhagic fever virus infections (1993) Antiviral Res., 22, pp. 45-75 | ||
| 504 | |a Artuso, M.C., Ellenberg, P.C., Scolaro, L.A., Damonte, E.B., García, C.C., Inhibition of Junín virus replication by small interfering RNAs (2009) Antiviral Res., 84, pp. 31-37 | ||
| 504 | |a Bastow, K.F., New acridone inhibitors of human herpes virus replication (2004) Curr. Drug Targets Infect. Disord., 4, pp. 323-330 | ||
| 504 | |a Belmont, P., Bosson, J., Godet, T., Tiano, M., Acridine and acridone derivatives, anticancer properties and synthetic methods: where are we now? (2007) Anticancer Agents Med. Chem., 7, pp. 139-169 | ||
| 504 | |a Briese, T., Paweska, J.T., McMullan, L.K., Hutchison, S.K., Street, C., Palacios, G., Khristova, M.L., Lipkin, W.I., Genetic detection and characterization of Lujo virus, a new hemorrhagic fever-associated arenavirus from Southern Africa (2009) PLoS Pathog., 5, pp. e1000455 | ||
| 504 | |a Damonte, E.B., Coto, C.E., Treatment of arenavirus infections: from basic studies to the challenge of antiviral therapy (2002) Adv. Virus Res., 58, pp. 125-155 | ||
| 504 | |a Delgado, S., Erickson, B.R., Agudo, R., Blair, P.J., Vallejo, E., Albariño, C.G., Vargas, J., Nichol, S.T., Chapare virus, a newly discovered arenavirus isolated from a fatal hemorrhagic fever case in Bolivia (2008) PLoS Pathog., 4, pp. e1000047 | ||
| 504 | |a Ellenberg, P., Linero, F.N., Scolaro, L.A., Superinfection exclusion in BHK-21 cells persistently infected with Junin virus (2007) J. Gen. Virol., 88, pp. 2730-2739 | ||
| 504 | |a Enría, D.A., Briggiler, A.M., Levis, S., Vallejos, D., Maiztegui, J.I., Canonico, P.G., Tolerance and antiviral effect of ribavirin in patients with Argentine hemorrhagic fever (1987) Antiviral Res., 7, pp. 353-359 | ||
| 504 | |a Enría, D.A., Maiztegui, J.I., Antiviral treatment of Argentine hemorrhagic fever (1994) Antiviral Res., 23, pp. 23-31 | ||
| 504 | |a Eriksson, B., Helgstrand, E., Johansson, N.G., Larsson, A., Misiorny, A., Norén, J.O., Philipson, L., öberg, B., Inhibition of influenza virus ribonucleic acid polymerase by ribavirin triphosphate (1977) Antimicrob. Agents Chemother., 11, pp. 946-951 | ||
| 504 | |a Fascio, M.L., D'Accorso, N.B., Pellón, R.F., Docampo, M.L., Synthesis of novel carbohydrate acridinone derivatives with potential biological activities by using 1,3-dipolar cyclo addition (2007) Synth. Commun., 37, pp. 4209-4217 | ||
| 504 | |a Fischer, S.A., Graham, M.B., Kuehnert, M.J., Kotton, C.N., Srinivasan, A., Marty, F.M., Comer, J.A., Zaki, S.R., LCMV in transplant recipients investigation team, transmission of lymphocytic choriomeningitis virus by organ transplantation (2006) N. Engl. J. Med., 354, pp. 2235-2249 | ||
| 504 | |a Fisher-Hoch, S.P., Ghorie, S., Parker, L., Huggins, J., Unexpected adverse reactions during a clinical trial in rural West Africa (1992) Antiviral Res., 19, pp. 139-147 | ||
| 504 | |a Fujiwara, M., Okamoto, M., Okamoto, M., Watanabe, M., Machida, H., Shigeta, S., Konno, K., Baba, M., Acridone derivatives are selective inhibitors of HIV-1 replication in chronically infected cells (1999) Antiviral Res., 43, pp. 189-199 | ||
| 504 | |a García, C.C., Sepúlveda, C.S., Damonte, E.B., Novel therapeutic targets for arenavirus hemorrhagic fevers (2011) Future Virol., 6, pp. 27-44 | ||
| 504 | |a Goswami, B.B., Borek, E., Sharma, O.K., Fujitaki, J., Smith, R.A., The broad spectrum antiviral agent ribavirin inhibits capping of mRNA (1979) Biochem. Biophys. Res. Commun., 89, pp. 830-836 | ||
| 504 | |a Graci, J.D., Cameron, C.E., Quasispecies, error catastrophe, and the antiviral activity of ribavirin (2002) Virology, 298, pp. 175-180 | ||
| 504 | |a Hedge, R., Thimmaiah, P., Yerigeri, M.C., Krishnegowda, G., Thimmaiah, K.N., Houghton, P.J., Anti-calmodulin acridone derivatives modulate vinblastine resistance in multidrug resistant (MDR) cancer cells (2004) Eur. J. Med. Chem., 39, pp. 161-177 | ||
| 504 | |a Jamieson, D.J., Kourtis, A.P., Bell, M., Rasmussen, S.A., Lymphocytic choriomeningitis virus: an emerging obstetric pathogen? (2006) Am. J. Obstet. Gynecol., 194, pp. 1532-1536 | ||
| 504 | |a Kelly, J.X., Smilkstein, M.J., Brun, R., Wittlin, S., Cooper, R.A., Lane, K.D., Janowsky, A., Riscoe, M.K., Discovery of dual function acridones as a new antimalarial chemotype (2009) Nature, 459, pp. 270-273 | ||
| 504 | |a Kitchin, J.E., Pomeranz, M.K., Pak, G., Washenik, K., Shupack, J.L., Rediscovering mycophenolic acid: a review of its mechanism, side effects, and potential uses (1997) J. Am. Acad. Dermatol., 37, pp. 445-449 | ||
| 504 | |a Leyssen, P., Balzarini, J., De Clercq, E., Neyts, J., The predominant mechanism by which ribavirin exerts its antiviral activity in vitro against flaviviruses and paramyxoviruses is mediated by inhibition of IMP dehydrogenase (2005) J. Virol., 79, pp. 1943-1947 | ||
| 504 | |a Manfroni, G., Paeshuyse, J., Massari, S., Zanoli, S., Gatto, B., Maga, G., Tabarrini, O., Neyts, J., Inhibition of subgenomic hepatitis C virus RNA replication by acridone derivatives: identification of an NS3 helicase inhibitor (2009) J. Med. Chem., 52, pp. 3354-3365 | ||
| 504 | |a McCormick, J.B., Fisher-Hoch, S.P., Lassa fever (2002) Curr. Top. Microbiol. Immunol., 262, pp. 75-109 | ||
| 504 | |a McCormick, J.B., King, I.J., Webb, P.A., Scribner, C.L., Craven, R.B., Johnson, K.M., Elliott, L.H., Belmont-Williams, R., Lassa fever. Effective therapy with ribavirin (1986) N. Engl. J. Med., 314, pp. 20-26 | ||
| 504 | |a McKee, K.T., Huggins, J.W., Trahan, C.J., Mahlandt, B.G., Ribavirin prophylaxis and therapy for experimental Argentine hemorrhagic fever (1988) Antimicrob. Agents Chemother., 32, pp. 1304-1309 | ||
| 504 | |a Mersich, S.E., Damonte, E.B., Coto, C.E., Induction of RNA polymerase II activity in Junin virus-infected cells (1981) Intervirology, 16, pp. 123-127 | ||
| 504 | |a Moreno, H., Gallego, I., Sevilla, N., de la Torre, J.C., Domingo, E., Martín, V., Ribavirin can be mutagenic for arenaviruses (2011) J. Virol., 85, pp. 7246-7255 | ||
| 504 | |a ölschläger, S., Neyts, J., Günther, S., Depletion of GTP pool is not the predominant mechanism by which ribavirin exerts its antiviral effect on Lassa virus (2011) Antiviral Res., 91, pp. 89-93 | ||
| 504 | |a Peters, C.J., Human infection with arenaviruses in the Americas (2002) Curr. Top. Microbiol. Immunol., 262, pp. 65-74 | ||
| 504 | |a Rankin, J.T., Eppes, S.B., Antczak, J.B., Joklik, W.K., Studies on the mechanism of the antiviral activity of ribavirin against reovirus (1989) Virology, 168, pp. 147-158 | ||
| 504 | |a Rice, W.G., Baker, D.C., Schaeffer, C.A., Graham, L., Bu, M., Terpening, S., Clanton, D., Turpin, J.A., Inhibition of multiple phases of human immunodeficiency virus type 1 replication by a dithiane compound that attacks the conserved zinc fingers of retroviral nucleocapsid proteins (1997) Antimicrob. Agents Chemother., 41, pp. 419-426 | ||
| 504 | |a Ruiz-Jarabo, C.M., Ly, C., Domingo, E., de la Torre, J.C., Lethal mutagenesis of the prototypic arenavirus lymphocytic choriomeningitis virus (LCMV) (2003) Virology, 308, pp. 37-47 | ||
| 504 | |a Sanchez, A., Pifat, D.Y., Kenyon, R.H., Peters, C.J., McCormick, J.B., Kiley, M.P., Junin virus monoclonal antibodies: characterization and cross-reactivity with other arenaviruses (1989) J. Gen. Virol., 70, pp. 1125-1132 | ||
| 504 | |a Sepúlveda, C.S., Fascio, M.L., Mazzucco, M.B., Docampo Palacios, M.L., Pellón, R.F., García, C.C., D'Accorso, N.B., Damonte, E.B., Synthesis and evaluation of N-substituted acridones as antiviral agents against haemorrhagic fever viruses (2008) Antivir. Chem. Chemother., 19, pp. 41-47 | ||
| 504 | |a Singh, P., Kaur, J., Yadav, B., Komath, S.S., Design, synthesis and evaluations of acridone derivatives using Candida albicans-search for MDR modulators led to the identification of an anti-candidiasis agent (2009) Bioorg. Med. Chem., 17, pp. 3973-3979 | ||
| 504 | |a Sintchak, M.D., Nimmesgern, E., The structure of inosine 5'-monophosphate dehydrogenase and the design of novel inhibitors (2000) Immunopharmacology, 47, pp. 163-184 | ||
| 504 | |a Stankiewicz-Drogon, A., Dorner, B., Erker, T., Boguszewska-Chachulska, A.M., Synthesis of new acridone derivatives, inhibitors of NS3 helicase, which efficiently and specifically inhibit subgenomic HCV replication (2010) J. Med. Chem., 53, pp. 3117-3126 | ||
| 504 | |a Stránská, R., van Loon, A.M., Polman, M., Schuurman, R., Application of real-time PCR for determination of antiviral drug susceptibility of herpes simplex virus (2002) Antimicrob. Agents Chemother., 46, pp. 2943-2947 | ||
| 504 | |a Streeter, D.G., Witkowski, J.T., Khare, G.P., Sidwell, R.W., Bauer, R.J., Robins, R.K., Simon, L.N., Mechanism of action of 1-β-d-ribofuranosyl-1,2,4-triazole-3-carboxamide (Virazole), a new broad-spectrum antiviral agent (1973) Proc. Natl. Acad. Sci. USA, 70, pp. 1174-1178 | ||
| 504 | |a Tabarrini, O., Manfroni, G., Fravolini, A., Cecchetti, V., Sabatini, S., De Clercq, E., Rozenski, J., Neyts, J., Synthesis and anti-BVDV activity of acridones as new potential antiviral agents (2006) J. Med. Chem., 49, pp. 2621-2627 | ||
| 504 | |a Talarico, L.B., Damonte, E.B., Interference in dengue virus adsorption and uncoating by carrageenans (2007) Virology, 363, pp. 473-485 | ||
| 504 | |a Toltzis, P., O'Connell, K., Patterson, J.L., Effect of phosphorylated ribavirin on vesicular stomatitis virus transcription (1988) Antimicrob. Agents Chemother., 32, pp. 492-497 | ||
| 504 | |a Vispé, S., Vandenberghe, I., Robin, M., Annereau, J.P., Créancier, L., Pique, V., Galy, J.P., Bailly, C., Novel tetra-acridine derivatives as dual inhibitors of topoisomerase II and the human proteasome (2007) Biochem. Pharmacol., 73, pp. 1863-1872 | ||
| 504 | |a Watterson, S.H., Chen, P., Zhao, Y., Gu, H.H., Murali Dhar, T.G., Xiao, Z., Ballentine, S.K., Iwanowicz, E.J., Acridone-based inhibitors of inosine 5'-monophosphate dehydrogenase: discovery and SAR leading to the identification of N-(2-(6-(4-ethylpiperazin-1-yl)pyridin-3-yl)propan-2-yl)-2-fluoro-9-oxo-9,10-dihydroxyacridine-3-carboxamide (BMS-566419) (2007) J. Med. Chem., 50, pp. 3730-3742 | ||
| 504 | |a Whitby, K., Pierson, T.C., Geiss, B., Lane, K., Engle, M., Zhou, Y., Doms, R.W., Diamond, M.S., Castanospermine, a potent inhibitor of dengue virus infection in vitro and in vivo (2005) J. Virol., 79, pp. 8698-8706 | ||
| 504 | |a Zarubaev, V.V., Slita, A.V., Krivitskaya, V.Z., Sirotkin, A.K., Kovalenko, A.L., Chatterjee, N.K., Direct antiviral effect of cycloferon (10-carboxymethyl-9-acridanone) against adenovirus type 6 in vitro (2003) Antiviral Res., 58, pp. 131-137 | ||
| 520 | 3 | |a There are no specific approved drugs for the treatment of agents of viral hemorrhagic fevers (HF) and antiviral therapies against these viruses are urgently needed. The present study characterizes the potent and selective antiviral activity against the HF causing arenavirus Junin virus (JUNV) of the compound 10-allyl-6-chloro-4-methoxy-9(10H)-acridone, designated 3f. The effectiveness of 3f to inhibit JUNV multiplication was not importantly affected by the initial multiplicity of infection, with similar effective concentration 50% (EC 50) values in virus yield inhibition assays performed in Vero cells in the range of 0.2-40 plaque forming units (PFU)/cell. Mechanistic studies demonstrated that 3f did not affect the initial steps of adsorption and internalization. The subsequent process of viral RNA synthesis was strongly inhibited, as quantified by real time RT-PCR in compound-treated cells relative to non-treated cells. The addition of exogenous guanosine rescued the infectivity and RNA synthesis of JUNV in 3f-treated cells in a dose-dependent manner, but the reversal was partial, suggesting that the reduction of the GTP pool contributed to the antiviral activity of 3f, but it was not the main operative mechanism. The comparison of 3f with two other viral RNA inhibitors, ribavirin and mycophenolic acid, showed that ribavirin did not act against JUNV through the cellular enzyme inosine monophosphate dehydrogenase (IMPDH) inhibition whereas the anti-JUNV activity of mycophenolic acid was mainly targeted at this enzyme. © 2011 Elsevier B.V. |l eng | |
| 536 | |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica | ||
| 536 | |a Detalles de la financiación: Universidad de Buenos Aires | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas | ||
| 536 | |a Detalles de la financiación: The authors thank Dr. A. Sanchez (CDC, Atlanta, GA) for providing JUNV monoclonal antibody. Research was supported by Grants from Agencia Nacional de Promoción Científica y Tecnológica, Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET) and Universidad de Buenos Aires (UBA), Argentina . E.B.D., C.C.G. and N.B.D. are members of Research Career from CONICET and C.S.S. is a fellow from CONICET. | ||
| 593 | |a Laboratorio de Virología, Departamento de Química Biológica Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, Piso 4, 1428 Buenos Aires, Argentina | ||
| 593 | |a CIHIDECAR (CONICET), Departamento de Química Orgánica Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires Ciudad Universitaria, Pabellón 2, Piso 3, 1428 Buenos Aires, Argentina | ||
| 690 | 1 | 0 | |a ACRIDONE |
| 690 | 1 | 0 | |a ANTIVIRAL |
| 690 | 1 | 0 | |a HEMORRHAGIC FEVER VIRUS |
| 690 | 1 | 0 | |a INOSINE MONOPHOSPHATE DEHYDROGENASE (IMPDH) |
| 690 | 1 | 0 | |a JUNIN VIRUS |
| 690 | 1 | 0 | |a RNA SYNTHESIS |
| 690 | 1 | 0 | |a 10 ALLYL 6 CHLORO 4 METHOXY 9(10H)ACRIDONE |
| 690 | 1 | 0 | |a ACRIDONE DERIVATIVE |
| 690 | 1 | 0 | |a GUANOSINE |
| 690 | 1 | 0 | |a INOSINATE DEHYDROGENASE |
| 690 | 1 | 0 | |a MYCOPHENOLIC ACID |
| 690 | 1 | 0 | |a RIBAVIRIN |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a ADSORPTION |
| 690 | 1 | 0 | |a ANIMAL CELL |
| 690 | 1 | 0 | |a ANTIVIRAL ACTIVITY |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CONTROLLED STUDY |
| 690 | 1 | 0 | |a DRUG POTENCY |
| 690 | 1 | 0 | |a HEMORRHAGIC FEVER |
| 690 | 1 | 0 | |a INFECTION |
| 690 | 1 | 0 | |a INTERNALIZATION |
| 690 | 1 | 0 | |a JUNIN VIRUS |
| 690 | 1 | 0 | |a NONHUMAN |
| 690 | 1 | 0 | |a PRIORITY JOURNAL |
| 690 | 1 | 0 | |a REAL TIME POLYMERASE CHAIN REACTION |
| 690 | 1 | 0 | |a RNA SYNTHESIS |
| 690 | 1 | 0 | |a VERO CELL |
| 690 | 1 | 0 | |a VIROGENESIS |
| 690 | 1 | 0 | |a ACRIDONES |
| 690 | 1 | 0 | |a ALLYL COMPOUNDS |
| 690 | 1 | 0 | |a ANIMALS |
| 690 | 1 | 0 | |a ANTIVIRAL AGENTS |
| 690 | 1 | 0 | |a CERCOPITHECUS AETHIOPS |
| 690 | 1 | 0 | |a CYTOPATHOGENIC EFFECT, VIRAL |
| 690 | 1 | 0 | |a GENE EXPRESSION REGULATION, VIRAL |
| 690 | 1 | 0 | |a GUANOSINE |
| 690 | 1 | 0 | |a JUNIN VIRUS |
| 690 | 1 | 0 | |a MICROBIAL SENSITIVITY TESTS |
| 690 | 1 | 0 | |a RNA, VIRAL |
| 690 | 1 | 0 | |a VERO CELLS |
| 690 | 1 | 0 | |a VIRUS REPLICATION |
| 690 | 1 | 0 | |a ARENAVIRUS |
| 690 | 1 | 0 | |a JUNIN VIRUS |
| 650 | 1 | 7 | |2 spines |a VIRUS RNA |
| 700 | 1 | |a García, C.C. | |
| 700 | 1 | |a Fascio, M.L. | |
| 700 | 1 | |a D'Accorso, N.B. | |
| 700 | 1 | |a Docampo Palacios, M.L. | |
| 700 | 1 | |a Pellón, R.F. | |
| 700 | 1 | |a Damonte, E.B. | |
| 773 | 0 | |d 2012 |g v. 93 |h pp. 16-22 |k n. 1 |p Antiviral Res. |x 01663542 |w (AR-BaUEN)CENRE-3746 |t Antiviral Research | |
| 856 | 4 | 1 | |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-84355161584&doi=10.1016%2fj.antiviral.2011.10.007&partnerID=40&md5=f92ceb3c97b71a68f4668f6aa6e381cf |y Registro en Scopus |
| 856 | 4 | 0 | |u https://doi.org/10.1016/j.antiviral.2011.10.007 |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_01663542_v93_n1_p16_Sepulveda |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01663542_v93_n1_p16_Sepulveda |y Registro en la Biblioteca Digital |
| 961 | |a paper_01663542_v93_n1_p16_Sepulveda |b paper |c PE | ||
| 962 | |a info:eu-repo/semantics/article |a info:ar-repo/semantics/artículo |b info:eu-repo/semantics/publishedVersion | ||
| 999 | |c 70921 | ||