Generic placeholder image

Mini-Reviews in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1389-5575
ISSN (Online): 1875-5607

Mini-Review Article

Antiviral Drug Discovery and Development for Mayaro Fever – What do we have so far?

Author(s): Marcos V.P. Mello, Thaisa F.S. Domingos, Davis F. Ferreira , Mariana M.J. Ribeiro, Thayssa P. Ribeiro , Carlos R. Rodrigues and Alessandra M.T. Souza*

Volume 20, Issue 10, 2020

Page: [921 - 928] Pages: 8

DOI: 10.2174/1389557520666200316160425

Price: $65

conference banner
Abstract

Tropical infectious diseases cause millions of deaths every year in developing countries, with about half of the world population living at risk. Mayaro virus (MAYV) is an emerging arbovirus that causes Mayaro fever, which is characterized by fever, headache, diarrhea, arthralgia, and rash. These symptoms can be clinically indistinguishable from other arboviruses, such as Dengue, Zika, and Chikungunya, which makes the diagnosis and treatment of the disease more difficult. Though, the Mayaro virus is a potential candidate to cause large-scale epidemics on the scale of ZIKV and CHIKV. Despite this, there is no licensed vaccine or antiviral for the treatment of Mayaro fever and most arboviruses, so the design and development of candidates for antiviral drugs are urgently needed. In this context, this mini-review aims to provide an overview of studies of anti-MAYV derivatives and highlight the importance of the discovery and development of promising drug candidates for Mayaro fever.

Keywords: Mayaro virus, mayaro fever, alphavirus, antivirals, tropical infectious, arboviruses.

Graphical Abstract

[1]
Mota, M.T. deO; Terzian, A.C.; Silva, M.L.C.R.; Estofolete, C.; Nogueira, M.L. Mosquito-transmitted viruses - the great Brazilian challenge. Braz. J. Microbiol., 2016, 47(Suppl. 1), 38-50.
[http://dx.doi.org/10.1016/j.bjm.2016.10.008]
[2]
Gubler, D.J. The global emergence/resurgence of arboviral diseases as public health problems. Arch. Med. Res., 2002, 33(4), 330-342.
[http://dx.doi.org/10.1016/S0188-4409(02)00378-8] [PMID: 12234522]
[3]
Lorenz, C.; Azevedo, T.S.; Virginio, F.; Aguiar, B.S.; Chiaravalloti-Neto, F.; Suesdek, L. Impact of environmental factors on neglected emerging arboviral diseases. PLoS Negl. Trop. Dis., 2017, 11(9), e0005959
[http://dx.doi.org/10.1371/journal.pntd.0005959] [PMID: 28953892]
[4]
Figueiredo, L.T.M. Dengue in Brazil. Rev. Soc. Bras. Med. Trop., 2012, 45(3), 285-285.
[http://dx.doi.org/10.1590/S0037-86822012000300001] [PMID: 22760122]
[5]
Esposito, D.L.A.; Fonseca, B.A.L.D. Will Mayaro virus be responsible for the next outbreak of an arthropod-borne virus in Brazil? Braz. J. Infect. Dis., 2017, 21(5), 540-544.
[http://dx.doi.org/10.1016/j.bjid.2017.06.002] [PMID: 28688628]
[6]
Rodrigues Faria, N.; Lourenço, J.; Marques de Cerqueira, E.; Maia de Lima, M.; Pybus, O.; Carlos Junior Alcantara, L. Epidemiology of Chikungunya Virus in Bahia, Brazil, 2014-2015. PLoS Curr., 2016, 8http://dx.doi.org/currents.outbreaks.c97507e3e48efb946401755d468c28b2
[7]
Marcondes, C.B.; Ximenes, Mde.F. Zika virus in Brazil and the danger of infestation by Aedes (Stegomyia) mosquitoes. Rev. Soc. Bras. Med. Trop., 2016, 49(1), 4-10.
[http://dx.doi.org/10.1590/0037-8682-0220-2015] [PMID: 26689277]
[8]
Fontana Sutile Tardetti Fantinato, F.; Luiz Lima Araújo, E.; Gonçalves Ribeiro, I.; Regina de Andrade, M.; Livia de Medeiros Dantas, A.; Maria Trinta Rios, J.; Márcia Vinhas da Silva, O.; do Socorro da Silva, M.; Valeria Nóbrega, R.; de Araújo Batista, D. Descrição Dos Primeiros Casos de Febre Pelo Vírus Zika Investigados Em Municípios Da Região Nordeste Do Brasil, 2015. Epidemiol. Serv. Saude, 2016, 25, 683-690.
[http://dx.doi.org/10.5123/S1679-49742016000400002]
[9]
Moreno, E.S.; Rocco, I.M.; Bergo, E.S.; Brasil, R.A.; Siciliano, M.M.; Suzuki, A.; Silveira, V.R.; Bisordi, I.; Souza, R.P. Yellow Fever Working Group. Reemergence of yellow fever: detection of transmission in the State of São Paulo, Brazil, 2008. Rev. Soc. Bras. Med. Trop., 2011, 44(3), 290-296.
[http://dx.doi.org/10.1590/S0037-86822011005000041] [PMID: 21739073]
[10]
Heinen, L.B. da S.; Zuchi, N.; Serra, O.P.; Cardoso, B.F.; Gondim, B.H.F.; Dos Santos, M.A.M.; Souto, F.J.D.; Paula, D.A.; Dutra, V.; Dezengrini-Slhessarenko, R. Saint Louis Encephalitis Virus In Mato Grosso, Central-Western Brazil. Rev. Inst. Med. Trop. São Paulo, 2015, 57(3), 215-220.
[http://dx.doi.org/10.1590/S0036-46652015000300006] [PMID: 26200961]
[11]
Mourãão, M.P.; Bastos, M.S.; Gimaqu, J.B.; Mota, B.R.; Souza, G.S.; Grimmer, G.H.N.; Galusso, E.S.; Arruda, E.; Figueiredo, L.T.M. Oropouche fever outbreak, Manaus, Brazil, 2007-2008. Emerg. Infect. Dis., 2009, 15(12), 2063-2064.
[http://dx.doi.org/10.3201/eid1512.090917] [PMID: 19961705]
[12]
Bernardes-Terzian, A.C.; de-Moraes-Bronzoni, R.V.; Drumond, B.P.; Da Silva-Nunes, M.; da-Silva, N.S.; Urbano-Ferreira, M.; Sperança, M.A.; Nogueira, M.L. Sporadic oropouche virus infection, acre, Brazil. Emerg. Infect. Dis., 2009, 15(2), 348-350.
[http://dx.doi.org/10.3201/eid1502.080401] [PMID: 19193295]
[13]
Mourão, M.P.G.; Bastos, M. de S.; de Figueiredo, R.P.; Gimaque, J.B.L.; Galusso, Edos.S.; Kramer, V.M.; de Oliveira, C.M.; Naveca, F.G.; Figueiredo, L.T. Mayaro fever in the city of Manaus, Brazil, 2007-2008. Vector Borne Zoonotic Dis., 2012, 12(1), 42-46.
[http://dx.doi.org/10.1089/vbz.2011.0669] [PMID: 21923266]
[14]
Zuchi, N.; Heinen, L.B. da S.; Santos, M.A.; Pereira, F.C.; Slhessarenko, R.D.; Zuchi, N.; Heinen, L.B. da S.; dos Santos, M.A.M.; Pereira, F.C.; Slhessarenko, R.D. Molecular detection of Mayaro virus during a dengue outbreak in the state of Mato Grosso, Central-West Brazil. Mem. Inst. Oswaldo Cruz, 2014, 109(6), 820-823.
[http://dx.doi.org/10.1590/0074-0276140108] [PMID: 25141284]
[15]
Serra, O.P.; Cardoso, B.F.; Ribeiro, A.L.M.; Santos, F.A.; Slhessarenko, R.D. Mayaro virus and dengue virus 1 and 4 natural infection in culicids from Cuiabá, state of Mato Grosso, Brazil. Mem. Inst. Oswaldo Cruz, 2016, 111(1), 20-29.
[http://dx.doi.org/10.1590/0074-02760150270] [PMID: 26784852]
[16]
dos Santos, A.E.; Kuster, R.M.; Yamamoto, K.A.; Salles, T.S.; Campos, R.; de Meneses, M.D.F.; Soares, M.R.; Ferreira, D. Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity. Parasit. Vectors, 2014, 7, 130.
[http://dx.doi.org/10.1186/1756-3305-7-130] [PMID: 24678592]
[17]
Parvez, M.K.; Parveen, S. Evolution and emergence of pathogenic viruses: Past, Present, and Future. Intervirology, 2017, 60(1-2), 1-7.
[http://dx.doi.org/10.1159/000478729] [PMID: 28772262]
[18]
WHO - World Health OrganizationGlobal Vector Control Response, Who; Geneva. , 2017.
[19]
[20]
Peña-García, V.H.; McCracken, M.K.; Christofferson, R.C. Examining the potential for South American arboviruses to spread beyond the New World. Curr. Clin. Microbiol. Rep., 2017, 4(4), 208-217.
[http://dx.doi.org/10.1007/s40588-017-0076-4] [PMID: 29785356]
[21]
Acosta-Ampudia, Y.; Monsalve, D.M.; Rodríguez, Y.; Pacheco, Y.; Anaya, J.M.; Ramírez-Santana, C. Mayaro: an emerging viral threat? Emerg. Microbes Infect., 2018, 7(1), 163.
[http://dx.doi.org/10.1038/s41426-018-0163-5] [PMID: 30254258]
[22]
Casals, J.; Whitman, L. Mayaro virus: a new human disease agent. I. Relationship to other arbor viruses. Am. J. Trop. Med. Hyg., 1957, 6(6), 1004-1011.https://doi.org/https://doi.org/10.4269/ajtmh.1957.6.1004
[http://dx.doi.org/10.4269/ajtmh.1957.6.1004] [PMID: 13487972]
[23]
Weaver, S.C.; Reisen, W.K. Present and future arboviral threats. Antiviral Res., 2010, 85(2), 328-345.
[http://dx.doi.org/10.1016/j.antiviral.2009.10.008] [PMID: 19857523]
[24]
Causey, O.R.; Maroja, O.M. Mayaro virus: a new human disease agent. III. Investigation of an epidemic of acute febrile illness on the river Guama in Pará, Brazil, and isolation of Mayaro virus as causative agent. Am. J. Trop. Med. Hyg., 1957, 6(6), 1017-1023.https://doi.org/https://doi.org/10.4269/ajtmh.1957.6.1017
[http://dx.doi.org/10.4269/ajtmh.1957.6.1017] [PMID: 13487974]
[25]
Aitken, T.H.G.; Downs, W.G.; Anderson, C.R.; Spence, L.; Casals, J. Mayaro Virus Isolated from a Trinidadian Mosquito, Mansonia Venezuelensis. Science (80-.), 1960, 131(3405), 986. LP-986.
[26]
de Thoisy, B.; Gardon, J.; Salas, R.A.; Morvan, J.; Kazanji, M. Mayaro virus in wild mammals, French Guiana. Emerg. Infect. Dis., 2003, 9(10), 1326-1329.
[http://dx.doi.org/10.3201/eid0910.030161] [PMID: 14609474]
[27]
Torres, J.R.; Russell, K.L.; Vasquez, C.; Barrera, R.; Tesh, R.B.; Salas, R.; Watts, D.M. Family cluster of Mayaro fever, Venezuela. Emerg. Infect. Dis., 2004, 10(7), 1304-1306.
[http://dx.doi.org/10.3201/eid1007.030860] [PMID: 15324555]
[28]
Navarrete-Espinosa, J.; Gómez-Dantés, H. [Arbovirus causing hemorrhagic fever at IMSS]. Rev. Med. Inst. Mex. Seguro Soc., 2006, 44(4), 347-353.
[PMID: 16904038]
[29]
Vieira, C.J.; Silva, D.J.; Barreto, E.S.; Siqueira, C.E.; Colombo, T.E.; Ozanic, K.; Schmidt, D.J.; Drumond, B.P.; Mondini, A.; Nogueira, M.L.; Bronzoni, R.V. Detection of Mayaro virus infections during a dengue outbreak in Mato Grosso, Brazil. Acta Trop., 2015, 147, 12-16.
[http://dx.doi.org/10.1016/j.actatropica.2015.03.020] [PMID: 25817238]
[30]
Terzian, A.C.B.; Auguste, A.J.; Vedovello, D.; Ferreira, M.U.; da Silva-Nunes, M.; Sperança, M.A.; Suzuki, R.B.; Juncansen, C.; Araújo, J.P.J., Jr; Weaver, S.C.; Nogueira, M.L. Isolation and characterization of Mayaro virus from a human in Acre, Brazil. Am. J. Trop. Med. Hyg., 2015, 92(2), 401-404.
[http://dx.doi.org/10.4269/ajtmh.14-0417] [PMID: 25510721]
[31]
Pauvolid-Corrêa, A.; Tavares, F.N.; Costa, E.V.; Burlandy, F.M.; Murta, M.; Pellegrin, A.O.; Nogueira, M.F.; Silva, E.E. Serologic evidence of the recent circulation of Saint Louis encephalitis virus and high prevalence of equine encephalitis viruses in horses in the Nhecolândia sub-region in South Pantanal, Central-West Brazil. Mem. Inst. Oswaldo Cruz, 2010, 105(6), 829-833.
[http://dx.doi.org/10.1590/S0074-02762010000600017] [PMID: 20945001]
[32]
Anderson, R.; G.Downs, W.H.; Wattley, G. Mayaro Virus: A New Human Disease Agent: II. Isolation from Blood of Patients in Trinidad, B.W.I.1, 1957, Vol. 6http://dx.doi.org/doi.org/10.4269/ajtmh.1957.6.1012
[33]
Figueiredo, M.L.; Figueiredo, L.T.M.; de Figueiredo, M.L.G.; Figueiredo, L.T.M. Emerging alphaviruses in the Americas: Chikungunya and Mayaro. Rev. Soc. Bras. Med. Trop., 2014, 47(6), 677-683.
[http://dx.doi.org/10.1590/0037-8682-0246-2014] [PMID: 25626645]
[34]
Smith, G.C.; Francy, D.B. Laboratory studies of a Brazilian strain of Aedes albopictus as a potential vector of Mayaro and Oropouche viruses. J. Am. Mosq. Control Assoc., 1991, 7(1), 89-93.
[PMID: 1646286]
[35]
Mota, M.T. de O.; Ribeiro, M.R.; Vedovello, D. Mayaro Virus: A neglected arbovirus of the americas. Future Virol., 2015, 10, 1109-1122.
[http://dx.doi.org/10.2217/fvl.15.76]
[36]
Mackay, I.M.; Arden, K.E. Mayaro virus: a forest virus primed for a trip to the city? Microbes Infect., 2016, 18(12), 724-734.
[http://dx.doi.org/10.1016/j.micinf.2016.10.007] [PMID: 27989728]
[37]
Pinheiro, F.; LeDuc, J. Mayaro Virus Disease. The arboviruses: epidemiology and ecology; Monath, T., Ed.; CRC Press: Boca Raton, 1988, pp. 137-150.
[38]
Coimbra, T.L.M.; Santos, C.L.S.; Suzuki, A.; Petrella, S.M.C.; Bisordi, I.; Nagamori, A.H.; Marti, A.T.; Santos, R.N.; Fialho, D.M.; Lavigne, S.; Buzzar, M.R.; Rocco, I.M. Mayaro virus: imported cases of human infection in São Paulo State, Brazil. Rev. Inst. Med. Trop. São Paulo, 2007, 49(4), 221-224.
[http://dx.doi.org/10.1590/S0036-46652007000400005] [PMID: 17823750]
[39]
Paniz-Mondolfi, A.E.; Rodriguez-Morales, A.J.; Blohm, G.; Marquez, M.; Villamil-Gomez, W.E. ChikDenMaZika Syndrome: the challenge of diagnosing arboviral infections in the midst of concurrent epidemics. Ann. Clin. Microbiol. Antimicrob., 2016, 15(1), 42.
[http://dx.doi.org/10.1186/s12941-016-0157-x] [PMID: 27449770]
[40]
Llagonne-Barets, M.; Icard, V.; Leparc-Goffart, I.; Prat, C.; Perpoint, T.; André, P.; Ramière, C. A case of Mayaro virus infection imported from French Guiana. J. Clin. Virol., 2016, 77, 66-68.
[http://dx.doi.org/10.1016/j.jcv.2016.02.013] [PMID: 26921736]
[41]
Weaver, S.; Frey, T.; Huang, H.; Kinney, R.; Rice, C.; Roehrig, J.; Shope, R.; Strauss, E. Togaviridae.Eighth Report of the International Committee on Taxonomy of Viruses; Fauquet, C.; Mayo, M.; Maniloff, J.; Desselberger, U; Ball, L., Ed.; Elsevier Academic Press: London, 2005, pp. 999-1008.
[42]
Auguste, A.J.; Liria, J.; Forrester, N.L.; Giambalvo, D.; Moncada, M.; Long, K.C.; Morón, D.; de Manzione, N.; Tesh, R.B.; Halsey, E.S.; Kochel, T.J.; Hernandez, R.; Navarro, J.C.; Weaver, S.C. Evolutionary and ecological characterization of Mayaro Virus strains isolated during an outbreak, Venezuela, 2010. Emerg. Infect. Dis., 2015, 21(10), 1742-1750.
[http://dx.doi.org/10.3201/eid2110.141660] [PMID: 26401714]
[43]
Forshey, B.M.; Guevara, C.; Laguna-Torres, V.A.; Cespedes, M.; Vargas, J.; Gianella, A.; Vallejo, E.; Madrid, C.; Aguayo, N.; Gotuzzo, E.; Suarez, V.; Morales, A.M.; Beingolea, L.; Reyes, N.; Perez, J.; Negrete, M.; Rocha, C.; Morrison, A.C.; Russell, K.L.; Blair, P.J.; Olson, J.G.; Kochel, T.J. NMRCD Febrile Surveillance Working Group. Arboviral etiologies of acute febrile illnesses in Western South America, 2000-2007. PLoS Negl. Trop. Dis., 2010, 4(8), e787
[http://dx.doi.org/10.1371/journal.pntd.0000787] [PMID: 20706628]
[44]
Halsey, E.S.; Siles, C.; Guevara, C.; Vilcarromero, S.; Jhonston, E.J.; Ramal, C.; Aguilar, P.V.; Ampuero, J.S. Mayaro virus infection, Amazon Basin region, Peru, 2010-2013. Emerg. Infect. Dis., 2013, 19(11), 1839-1842.
[http://dx.doi.org/10.3201/eid1911.130777] [PMID: 24210165]
[45]
Carvalho, C.A.M.; Sousa, I.P., Jr; Silva, J.L.; Oliveira, A.C.; Gonçalves, R.B.; Gomes, A.M.O. Inhibition of Mayaro virus infection by bovine lactoferrin. Virology, 2014, 452-453, 297-302.
[http://dx.doi.org/10.1016/j.virol.2014.01.022] [PMID: 24606707]
[46]
Spindola, K.C.W.; Simas, N.K.; Salles, T.S.; de Meneses, M.D.F.; Sato, A.; Ferreira, D.; Romão, W.; Kuster, R.M. Anti-Mayaro virus activity of Cassia australis extracts (Fabaceae, Leguminosae). Parasit. Vectors, 2014, 7(1), 537.
[http://dx.doi.org/10.1186/s13071-014-0537-z] [PMID: 25428163]
[47]
Amorim, R.; de Meneses, M.D.F.; Borges, J.C.; da Silva Pinheiro, L.C.; Caldas, L.A.; Cirne-Santos, C.C.; de Mello, M.V.P.; de Souza, A.M.T.; Castro, H.C.; de Palmer Paixão, I.C.N.; Campos, R.M.; Bergmann, I.E.; Malirat, V.; Bernardino, A.M.R.; Rebello, M.A.; Ferreira, D.F. Thieno[2,3-b]pyridine derivatives: a new class of antiviral drugs against Mayaro virus. Arch. Virol., 2017, 162(6), 1577-1587.
[http://dx.doi.org/10.1007/s00705-017-3261-0] [PMID: 28213871]
[48]
Lin, L-T.; Hsu, W-C.; Lin, C-C. Antiviral natural products and herbal medicines. J. Tradit. Complement. Med., 2014, 4(1), 24-35.
[http://dx.doi.org/10.4103/2225-4110.124335] [PMID: 24872930]
[49]
Ishimaru, D.; Marcicano, F.G.; Rebello, M.A. Inhibition of Mayaro virus replication by prostaglandin A1 and B2 in Vero cells. Braz. J. Med. Biol. Res., 1998, 31(9), 1119-1123.
[http://dx.doi.org/10.1590/S0100-879X1998000900003] [PMID: 9876277]
[50]
Santoro, M.G.; Garaci, E.; Amici, C. Induction of HSP70 by Prostaglandins.Stress Proteins; Schlesinger, M.J.; Santoro, M.G.; Garaci, E., Eds.;. Springer Berlin Heidelberg: Berlin, Heidelberg , 1990, pp. 27-44.
[http://dx.doi.org/10.1007/978-3-642-75815-7_3]
[51]
Burlandy, F.M.; Rebello, M.A. Inhibition of Mayaro virus replication by prostaglandin A(1) in Vero cells. Intervirology, 2001, 44(6), 344-349.
[http://dx.doi.org/10.1159/000050069] [PMID: 11805440]
[52]
Caldas, L.A.; Ferreira, D.F.; Freitas, T.R.P.; Freitas, P. Prostaglandin A1 triggers Mayaro virus inhibition and heat shock protein 70 expression in an epithelial cell model. Rev. Soc. Bras. Med. Trop., 2018, 51(5), 584-590.
[http://dx.doi.org/10.1590/0037-8682-0235-2018] [PMID: 30304262]
[53]
Redwan, E.M.; Uversky, V.N.; El-Fakharany, E.M.; Al-Mehdar, H. Potential lactoferrin activity against pathogenic viruses. C. R. Biol., 2014, 337(10), 581-595.
[http://dx.doi.org/10.1016/j.crvi.2014.08.003] [PMID: 25282173]
[54]
Kim, N.C.; Graf, T.N.; Sparacino, C.M.; Wani, M.C.; Wall, M.E. Complete isolation and characterization of silybins and isosilybins from milk thistle (Silybum marianum). Org. Biomol. Chem., 2003, 1(10), 1684-1689.https://doi.org/https://doi.org/10.1039/B300099K
[http://dx.doi.org/10.1039/b300099k] [PMID: 12926355]
[55]
Camini, F.C.; da Silva, T.F.; da Silva Caetano, C.C.; Almeida, L.T.; Ferraz, A.C.; Alves Vitoreti, V.M.; de Mello Silva, B.; de Queiroz Silva, S.; de Magalhães, J.C.; de Brito Magalhães, C.L. Antiviral activity of silymarin against Mayaro virus and protective effect in virus-induced oxidative stress. Antiviral Res., 2018, 158, 8-12.https://doi.org/https://doi.org/10.1016/j.antiviral.2018.07.023
[http://dx.doi.org/10.1016/j.antiviral.2018.07.023] [PMID: 30076863]
[56]
Ferreira, P.G.; Ferraz, A.C.; Figueiredo, J.E.; Lima, C.F.; Rodrigues, V.G.; Taranto, A.G.; Ferreira, J.M.S.; Brandão, G.C.; Vieira-Filho, S.A.; Duarte, L.P.; de Brito Magalhães, C.L.; de Magalhães, J.C. Detection of the antiviral activity of epicatechin isolated from Salacia crassifolia (Celastraceae) against Mayaro virus based on protein C homology modelling and virtual screening. Arch. Virol., 2018, 163(6), 1567-1576.
[http://dx.doi.org/10.1007/s00705-018-3774-1] [PMID: 29478125]
[57]
Ferraz, A.C.; Moraes, T.F.S.; Nizer, W.S.D.C.; Santos, M.D.; Tótola, A.H.; Ferreira, J.M.S.; Vieira-Filho, S.A.; Rodrigues, V.G.; Duarte, L.P.; de Brito Magalhães, C.L.; de Magalhães, J.C. Virucidal activity of proanthocyanidin against Mayaro virus. Antiviral Res., 2019, 168, 76-81.
[http://dx.doi.org/10.1016/j.antiviral.2019.05.008] [PMID: 31125633]
[58]
Hayakawa, I.; Shioya, R.; Agatsuma, T.; Furukawa, H.; Sugano, Y. Thienopyridine and benzofuran derivatives as potent anti-tumor agents possessing different structure-activity relationships. Bioorg. Med. Chem. Lett., 2004, 14(13), 3411-3414.
[http://dx.doi.org/10.1016/j.bmcl.2004.04.079] [PMID: 15177443]
[59]
Queiroz, M-J.R.P.; Calhelha, R.C.; Vale-Silva, L.A.; Pinto, E.; Lima, R.T.; Vasconcelos, M.H. Efficient synthesis of 6-(hetero)arylthieno[3,2-b]pyridines by Suzuki-Miyaura coupling. Evaluation of growth inhibition on human tumor cell lines, SARs and effects on the cell cycle. Eur. J. Med. Chem., 2010, 45(12), 5628-5634.
[http://dx.doi.org/10.1016/j.ejmech.2010.09.014] [PMID: 20926160]
[60]
Orlikova, B.; Chaouni, W.; Schumacher, M.; Aadil, M.; Diederich, M.; Kirsch, G. Synthesis and bioactivity of novel amino-pyrazolopyridines. Eur. J. Med. Chem., 2014, 85, 450-457.
[http://dx.doi.org/10.1016/j.ejmech.2014.08.008] [PMID: 25108361]
[61]
de Mello, H.; Echevarria, A.; Bernardino, A. M. R. Marilene Canto- Cavalheiro; Leon§, L. L.. Antileishmanial Pyrazolopyridine Derivatives: Synthesis and Structure−Activity Relationship Analysis., 2004.
[http://dx.doi.org/10.1021/JM0401006]
[62]
Pinheiro, L.C.S.; Tonioni, R.; Sathler, P.C.; Castro, H.C.; Bernardino, A.M.R.; Magalhatilde, U.O. Searching for new antileishmanial lead drug candidates: Synthesis, biological and theoretical evaluations of promising Thieno[2,3-b] pyridine derivatives. J. Microbiol. Antimicrob., 2012, 4(1), 32-39.
[http://dx.doi.org/10.5897/JMA11.109]
[63]
Leal, B.; Afonso, I.F.; Rodrigues, C.R.; Abreu, P.A.; Garrett, R.; Pinheiro, L.C.S.; Azevedo, A.R.; Borges, J.C.; Vegi, P.F.; Santos, C.C.C.; da Silveira, F.C.; Cabral, L.M.; Frugulhetti, I.C.; Bernardino, A.M.; Santos, D.O.; Castro, H.C. Antibacterial profile against drug-resistant Staphylococcus epidermidis clinical strain and structure-activity relationship studies of 1H-pyrazolo[3,4-b]pyridine and thieno[2,3-b]pyridine derivatives. Bioorg. Med. Chem., 2008, 16(17), 8196-8204.
[http://dx.doi.org/10.1016/j.bmc.2008.07.035] [PMID: 18701299]
[64]
Aly, H.M.; Saleh, N.M.; Elhady, H.A. Design and synthesis of some new thiophene, thienopyrimidine and thienothiadiazine derivatives of antipyrine as potential antimicrobial agents. Eur. J. Med. Chem., 2011, 46(9), 4566-4572.
[http://dx.doi.org/10.1016/j.ejmech.2011.07.035] [PMID: 21840088]
[65]
Bernardino, A.M.; da Silva Pinheiro, L.C.; Rodrigues, C.R.; Loureiro, N.I.; Castro, H.C.; Lanfredi-Rangel, A.; Sabatini-Lopes, J.; Borges, J.C.; Carvalho, J.M.; Romeiro, G.A.; Ferreira, V.F.; Frugulhetti, I.C.; Vannier-Santos, M.A. Design, synthesis, SAR, and biological evaluation of new 4-(phenylamino)thieno[2,3-b]pyridine derivatives. Bioorg. Med. Chem., 2006, 14(16), 5765-5770.
[http://dx.doi.org/10.1016/j.bmc.2006.03.013] [PMID: 16781157]
[66]
Silva, T.B.; Bernardino, A.M.R.; Ferreira, M.L.G.; Rogerio, K.R.; Carvalho, L.J.M.; Boechat, N.; Pinheiro, L.C.S. Design, synthesis and anti-P. falciparum activity of pyrazolopyridine-sulfonamide derivatives. Bioorg. Med. Chem., 2016, 24(18), 4492-4498.
[http://dx.doi.org/10.1016/j.bmc.2016.07.049] [PMID: 27485600]
[67]
Saito, M.S.; Lourenço, A.L.; Dias, L.R.; Freitas, A.C.; Vitorino, M.I.; Albuquerque, M.G.; Rodrigues, C.R.; Cabral, L.M.; Dias, E.P.; Castro, H.C.; Satlher, P.C. Antiplatelet pyrazolopyridines derivatives: pharmacological, biochemical and toxicological characterization. J. Enzyme Inhib. Med. Chem., 2016, 31(6), 1591-1601.
[http://dx.doi.org/10.3109/14756366.2016.1158712] [PMID: 27000933]
[68]
Lourenço, A.L.; Salvador, R.R.S.; Silva, L.A.; Saito, M.S.; Mello, J.F.R.; Cabral, L.M.; Rodrigues, C.R.; Vera, M.A.F.; Muri, E.M.F.; de Souza, A.M.T.; Craik, C.S.; Dias, L.R.S.; Castro, H.C.; Sathler, P.C. Synthesis and mechanistic evaluation of novel N′-benzylidene-carbohydrazide-1H-pyrazolo[3,4-b]pyridine derivatives as non-anionic antiplatelet agents. Eur. J. Med. Chem., 2017, 135, 213-229.
[http://dx.doi.org/10.1016/j.ejmech.2017.04.023] [PMID: 28453995]
[69]
Michailidou, M.; Giannouli, V.; Kotsikoris, V.; Papadodima, O.; Kontogianni, G.; Kostakis, I.K.; Lougiakis, N.; Chatziioannou, A.; Kolisis, F.N.; Marakos, P.; Pouli, N.; Loutrari, H. Novel pyrazolopyridine derivatives as potential angiogenesis inhibitors: Synthesis, biological evaluation and transcriptome-based mechanistic analysis. Eur. J. Med. Chem., 2016, 121, 143-157.
[http://dx.doi.org/10.1016/j.ejmech.2016.05.035] [PMID: 27240270]
[70]
Bernardino, A.M.R.; Azevedo, A.R.; Pinheiro, L.C.S.; Borges, J.C.; Paixão, I.C.P.; Mesquita, M.; Souza, T.M.L.; Dos Santos, M.S. Synthesis and anti-HSV-1 evaluation of new 3H-benzo[b]pyrazolo[3,4-h]-1,6-naphthyridines and 3H-pyrido[2,3-b]pyrazolo[3,4-h]-1,6-naphthyridines. Org. Med. Chem. Lett., 2012, 2(1), 3.
[http://dx.doi.org/10.1186/2191-2858-2-3] [PMID: 22373524]
[71]
Maria Rolim Bernardino, A.; Azevedo, A.; Pinheiro, L.; Cesar Borges, J.; Lucio Carvalho, V.; Dias Miranda, M.; Ferreira de Meneses, M.; Nascimento, M.; Ferreira, D.; Alcoforado Rebello, M. Synthesis and antiviral activity of new 4-(Phenylamino)/4-[(Methylpyridin-2-Yl)Amino]-1-Phenyl-1 H -Pyrazolo[3,4- b ]Pyridine-4-Carboxylic acids derivatives. Med. Chem. Res., 2007, 16, 352-369.
[http://dx.doi.org/10.1007/s00044-007-9035-6]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy