In Vitro And In Vivo Anti-malarial Activity Of Limonoids Isolated From The Residual Seed Biomass From Carapa Guianensis (andiroba) Oil Production

dc.creatorPereira T.B.
dc.creatorRocha E Silva L.F.
dc.creatorAmorim R.C.
dc.creatorMelo M.R.
dc.creatorZacardi De Souza R.C.
dc.creatorEberlin M.N.
dc.creatorLima E.S.
dc.creatorVasconcellos M.C.
dc.creatorPohlit A.M.
dc.date2014
dc.date2015-06-25T17:52:33Z
dc.date2015-11-26T14:17:27Z
dc.date2015-06-25T17:52:33Z
dc.date2015-11-26T14:17:27Z
dc.date.accessioned2018-03-28T21:18:32Z
dc.date.available2018-03-28T21:18:32Z
dc.identifier
dc.identifierMalaria Journal. Biomed Central Ltd., v. 13, n. 1, p. - , 2014.
dc.identifier14752875
dc.identifier10.1186/1475-2875-13-317
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-84908283192&partnerID=40&md5=31bee0df3547cba562e40936dcdf5bf4
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/86293
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/86293
dc.identifier2-s2.0-84908283192
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1243341
dc.descriptionBackground: Carapa guianensis is a cultivable tree used by traditional health practitioners in the Amazon region to treat several diseases and particularly symptoms related to malaria. Abundant residual pressed seed material (RPSM) results as a by-product of carapa or andiroba oil production. The objective of this study was to evaluate the in vitro and in vivo anti-malarial activity and cytotoxicity of limonoids isolated from C. guaianensis RPSM.Methods. 6-acetoxyepoxyazadiradione (1), andirobin (2), 6-acetoxygedunin (3) and 7-deacetoxy-7-oxogedunin (4) (all isolated from RPSM using extraction and chromatography techniques) and 6-hydroxy-deacetylgedunin (5) (prepared from 3) were evaluated using the micro test on the multi-drug-resistant Plasmodium falciparum K1 strain. The efficacy of limonoids 3 and 4 was then evaluated orally and subcutaneously in BALB/c mice infected with chloroquine-sensitive Plasmodium berghei NK65 strain in the 4-day suppressive test.Results: In vitro, limonoids 1-5 exhibited median inhibition concentrations (IC50) of 20.7-5.0 μM, respectively. In general, these limonoids were not toxic to normal cells (MRC-5 human fibroblasts). In vivo, 3 was more active than 4. At oral doses of 50 and 100 mg/kg/day, 3 suppressed parasitaemia versus untreated controls by 40 and 66%, respectively, evidencing a clear dose-response.Conclusion: 6-acetoxygedunin is an abundant natural product present in C. guianensis residual seed materials that exhibits significant in vivo anti-malarial properties.
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dc.description1
dc.description
dc.description
dc.description(2012) World Malaria Report 2012, , Geneva: World Health Organization
dc.descriptionMarques, M.M., Costa, M.R.F., Santana Filho, F.S., Vieira, J.L.F., Nascimento, M.T.S., Brasil, L.W., Nogueira, F., Alecrim, M.G.C., Plasmodium vivax chloroquine resistance and anemia in the western Brazilian Amazon (2013) Antimicrob Agents Chemother, 58, pp. 342-347
dc.descriptionCruz, L.R., Spangenberg, T., Lacerda, M.V.G., Wells, T.N.C., Malaria in South America: A drug discovery perspective (2013) Malar J, 12, p. 168
dc.descriptionGama, B.E., Lacerda, M.V.G., Daniel-Ribeiro, C.T., Ferreira-Da-Cruz, M.F.F., Chemoresistance of Plasmodium falciparum and Plasmodium vivax parasites in Brazil: Consequences on disease morbidity and control (2011) Mem Inst Oswaldo Cruz, 106, pp. 159-166
dc.descriptionNewman, D.J., Cragg, G.M., Natural products as sources of new drugs over the 30 years from 1981 to 2010 (2012) J Nat Prod, 75, pp. 311-335
dc.descriptionGuantai, E., Chibale, K., How can natural products serve as a viable source of lead compounds for the development of new/novel anti-malarials? (2011) Malar J, 10, p. 192
dc.descriptionGinsburg, H., Deharo, E., A call for using natural compounds in the development of new antimalarial treatments-an introduction (2011) Malar J, 10, p. 191
dc.descriptionSchmidt, T.J., Khalid, S.A., Romanha, A.J., Alves, T.M.A., Biavatti, M.W., Brun, R., Costa, F.B., Tempone, M.G., The potential of secondary metabolites from plants as drugs or leads against protozoan neglected diseases - Part i (2012) Curr Med Chem, 19, pp. 2128-2175
dc.descriptionSchmidt, T.J., Khalid, S.A., Romanha, A.J., Alves, T.M.A., Biavatti, M.W., Brun, R., Costa, F.B., Tempone, M.G., The potential of secondary metabolites from plants as drugs or leads against protozoan neglected diseases - Part II (2012) Curr Med Chem, 19, pp. 2176-2228
dc.descriptionAchan, J., Talisuna, A.O., Erhart, A., Yeka, A., Tibenderana, J.K., Baliraine, F.N., Rosenthal, P.J., D'Alessandro, U., Quinine, an old antimalarial drug in a modern world: Role in the treatment of malaria (2011) Malar J, 10, p. 144
dc.descriptionPohlit, A.M., Lima, R.B.S., Frausin, G., Silva Lf, R.E., Lopes, S.C., Moraes, C.B., Cravo, P., Costa, F.T.M., Amazonian plant natural products: Perspectives for discovery of new antimalarial drug leads (2013) Molecules, 18, pp. 9219-9240
dc.descriptionFerraz, I.D.K., Camargo, J.L.C., Sampaio, P.T.B., Sementes e plântulas de andiroba (Carapa guianensis Aubl. e Carapa procera DC.): Aspecto botânico, ecológico e tecnológico (2002) Acta Amazon, 32, pp. 647-661
dc.descriptionMendonça, A.P., Ferraz, I.D.K., Óleo de andiroba: Processo tradicional da extração, uso e aspectos sociais no estado do Amazonas, Brasil (2007) Acta Amazon, 37, pp. 353-364
dc.descriptionCosta-Silva, J.H., Lima, C.R., Silva, E.J.R., Araújo, A.V., Franga, M., Ribeiro, A.R., Arruda, A.C., Walderley, A.G., A toxicological evaluation of the effect of Carapa guianensis Aubl. on pregnant Wistar rats (2007) J Ethnopharmacol, 112, pp. 122-126
dc.descriptionAmbrozin, A.R.P., Leite, A.C., Bueno, F.C., Vieira, P.C., Fernandes, J.B., Bueno, O.C., Pagnocca, F.C., Limonoids from andiroba oil and Cedrela fissilis and their insecticidal activity (2006) J Braz Chem Soc, 17, pp. 542-547
dc.descriptionMendonça, F.A.C., Silva, K.F.S., Santos, K.K., Ribeiro Júnior, K.A.L., Sant'Ana, A.E.G., Activities of some Brazilian plants against larvae of the mosquito Aedes aegypti (2005) Fitoterapia, 76, pp. 629-636
dc.descriptionPenido, C., Costa, K.A., Costa, M.F.S., Pereira, J.F.G., Siani, A.C., Henrique, M., Inhibition of allergen-induced eosinophil recruitment by natural tetranortriterpenoids is mediated by the suppression of IL-5, CCL11/eotaxin and NFnB activation (2006) Int Immunopharmacol, 6, pp. 109-121
dc.descriptionKlimas, C.A., Kainer, K.A., Wadt, L.H.O., Population structure of Carapa guianensis in two forest types in the southwestern Brazilian Amazon (2007) For Ecol Manag, 250, pp. 256-265
dc.descriptionMiranda Junior, R.N., Dolabela, M.F., Silva, M.N., Póvoa, M.M., Maia, J.G.S., Antiplasmodial activity of the andiroba (Carapa guianensis Aubl., Meliaceae) oil and its limonoid-rich fraction (2012) J Ethnopharmacol, 142, pp. 679-683
dc.descriptionTanaka, Y., Sakamoto, A., Inoue, T., Yamada, T., Kikuchi, T., Kajimoto, T., Muraoka, O., Tanaka, R., Andirolides H-P from the flower of andiroba (Carapa guianensis, Meliaceae) (2012) Tetrahedron, 68, pp. 3669-3677
dc.descriptionMacKinnon, S., Dust, T., Arnason, J.T., Antimalarial activity of tropical Meliaceae extracts and gedunin derivatives (1997) J Nat Prod, 60, pp. 336-341
dc.descriptionOmar, S., Godard, K., Ingham, A., Hussan, H., Wongpanich, V., Pezzuto, J., Durst, T., Arnason, J.T., Antimalarial activities of gedunin and 7-methoxygedunin and synergistic activity with dillapiol (2003) Ann Appl Biol, 143, pp. 135-141
dc.descriptionOmar, S., Zhang, J., MacKinnon, S., Leaman, D., Durst, T., Philogene, B.J.L., Arnason, J.T., Pezzuto, J.M., Traditionally-used antimalarials from the Meliaceae (2003) Curr Top Med Chem, 3, pp. 137-139
dc.descriptionOnguéné, P.A., Ntie-Kang, F., Lifongo, L., Ndom, J., Sippl, W., Mbaze, L., The potential of anti-malarial compounds derived from African medicinal plants. Part I: A pharmacological evaluation of alkaloids and terpenoids (2013) Malar J, 12, p. 449
dc.descriptionThe Species Link Project, , http://www.splink.org.br/index?lang=en
dc.descriptionTrager, W., Jensen, J.B., Human malaria parasites in continuous culture (1976) Science, 193, pp. 673-675
dc.descriptionSilva Lf, R.E., Montoia, A., Amorim, R.C.N., Melo, M.R., Henrique, M.C., Nunomura, S.M., Costa, M.R.F., Pohlit, A.M., Comparative in vitro and in vivo antimalarial activity of the indole alkaloids ellipticine, olivacine, cryptolepine and a synthetic cryptolepine analog (2012) Phytomedicine, 20, pp. 71-76
dc.descriptionPeters, W., Drug resistance in Plasmodium berghei Vincke and Lips, 1948. I. Chloroquine resistance (1965) Exp Parasitol, 17, pp. 80-89
dc.descriptionSilva Lf, R.E., Lima, E.S., Vasconcellos, M.C., Aranha, E.S.P., Costa, D.S., Santos, E.V.M., Morais, S.K.R., Pohlit, A.M., In vitro and in vivo antimalarial activity and cytotoxicity of extracts, fractions and a substance isolated from the Amazonian plant Tachia grandiflora (Gentianaceae) (2013) Mem Inst Oswaldo Cruz, 108, pp. 1-7
dc.descriptionAhmed, S.A., Gogal, M.R., Jr., Walsh, J.E., A new rapid and simple non-radioactive assay to monitor and determine the proliferation of lymphocytes: An alternative to [3H] thymidine incorporation assay (1994) J Immunol Methods, 15, pp. 211-224
dc.descriptionLima, E.S., Pinto, A.C.S., Nogueira, K.L., Silva Lf, R.E., Almeida, P.D.O., Vasconcellos, M.C., Chaves, S.C.M., Pohlit, A.M., Stability and antioxidant activity of semi-synthetic derivatives of 4-nerolidylcatechol (2013) Molecules, 18, pp. 178-189
dc.descriptionKraus, W., Cramer, R., 17-epi-azadiradion und 17-β-hydroxy-azadiradion, zwei neue inhaltsstoffe aus Azadirachta indica A (1978) Juss Tetrahedron Lett, 27, pp. 2395-2398
dc.descriptionJittaniyom, C., Sommit, D., Muangsin, N., Pudhom, K., Andirobin from X. Moluccensis (2012) Acta Crystallogr Sect E: Struct Rep Online, 68, pp. 2550-2551
dc.descriptionHofer, M., Greger, H., Mereiter, M., 6-acetoxygedunin (2009) Acta Crystallogr Sect E: Struct Rep Online, 65, pp. 1942-1943
dc.descriptionSilva, S.G., Nunomura, R.C.S., Nunomura, S.M., Limonoides isolados dos frutos de Carapa guianensis Aublet (Meliaceae) (2012) Quim Nova, 35, pp. 1936-1939
dc.descriptionLavie, D., Levy, E.C., Zelnik, R., The constituents of Carapa guianensis Aubl. and their biogenetic relationship (1972) Bioorg Chem, 2, pp. 59-64
dc.descriptionHay, A.E., Loset, J.H., Ahua, K.M., Diallo, D., Brun, R., Hostettmann, K., Limonoid orthoacetates and antiprotozoal compounds from the roots of Pseudocedrela kotschyi (2007) J Nat Prod, 70, pp. 9-13
dc.descriptionAndrade, A.A., Varotti, F.P., Freitas, I.O., Souza, M.V., Vasconcelos, T.R., Boechat, N., Krettli, A.U., Enhanced activity of mefloquine and artesunic acid against Plasmodium falciparum in vitro and P. Berghei in mice by combination with ciprofloxacin (2007) Eur J Pharmacol, 558, pp. 194-198
dc.descriptionKrettli, A.U., Adebayo, J.O., Krettli, L.G., Testing of natural products and synthetic molecules aiming at new antimalarials (2009) Curr Drug Targets, 10, pp. 261-270
dc.descriptionCoutinho, J.P., Aguiar, A.C., Lima, J.C., Rocha, M.G., Zani, C.L., Alves, T.M., Santana, A.E., Krettli, A.U., Aspidosperma (Apocynaceae) plant cytotoxicity and activity toward malaria parasites. Part I: Aspidosperma nitidum (Benth.) used as a remedy to treat fever and malaria in the Amazon (2013) Mem Inst Oswaldo Cruz, 108, pp. 974-982
dc.descriptionAguia, A.C., Rocha, E.M., Souza, N.B., França, T.C., Krettli, A.U., New approaches in antimalarial drug discovery and development: A review (2012) Mem Inst Oswaldo Cruz, 107, pp. 831-845
dc.descriptionJiménes-Díaz, M.B., Viera, S., Fernández-Alvaro, E., Angulo-Barturen, I., Animal models of efficacy to accelerate drug discovery in malaria (2014) Parasitology, 141, pp. 93-103
dc.descriptionBray, D.H., Warhust, D.C., Connolly, J.D., O'Neil, M.J., Phillipson, J.D., Plants as sources of antimalarial drugs. Part 7. Activity of some species of Meliaceae plants and their constituent limonoids (1990) Phytother Res, 4, pp. 29-35
dc.descriptionGaravito, G., Bertani, S., Quiliano, M., Valentin, A., Aldana, I., Deharo, E., The in vivo antimalarial activity of methylene blue combined with pyrimethamine, chloroquine and quinine (2012) Mem Inst Oswaldo Cruz, 107, pp. 820-823
dc.descriptionLombard, M.C., N'Da, D.D., Tran Van Ba, C., Wein, S., Norman, J., Wiesner, L., Vial, H., Potent in vivo anti-malarial activity and representative snapshot pharmacokinetic evaluation of artemisinin-quinoline hybrids (2013) Malar J, 12, p. 71
dc.languageen
dc.publisherBioMed Central Ltd.
dc.relationMalaria Journal
dc.rightsaberto
dc.sourceScopus
dc.titleIn Vitro And In Vivo Anti-malarial Activity Of Limonoids Isolated From The Residual Seed Biomass From Carapa Guianensis (andiroba) Oil Production
dc.typeArtículos de revistas


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