Evaluation of Cuspidaria pulchra and its Isolated Compounds Against Schistosoma mansoni Adult Worms

Authors

  • Tavane A. Alvarenga Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Tais R.F.O. Bêdo Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Caio G. Braguine Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Ubirajara O. Gonçalves Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Lizandra G. Magalhães Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Vanderlei Rodrigues Faculdade de Medicina de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes, 3900, CEP 14049-900, Ribeirão Preto, São Paulo, Brazil
  • Valéria M.M. Gimenez Centro Universitário Claretiano, Rua Dom Bosco, 466, CEP 14300-000, Batatais, São Paulo, Brazil
  • Milton Groppo Faculdade de Filosofia Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. Bandeirantes, 3900, CEP 14040-901, Ribeirão Preto, São Paulo, Brazil
  • Márcio Luis A. Silva Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Wilson R. Cunha Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Ana H. Januário Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil
  • Patrícia M. Pauletti Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Av. Dr. Armando Salles de Oliveira, 201, CEP 14404-600, Franca, São Paulo, Brazil

DOI:

https://doi.org/10.6000/1927-3037/2012.01.02.03

Keywords:

Cuspidaria pulchra, Bignoniaceae, Schistosomicidal activity, Phenolic compounds

Abstract

The present study has investigated the chemical composition of the bioactive EtOAc fraction of Cuspidaria pulchra aerial parts, as well as its schistosomicidal activities against Schistosoma mansoni adult worms in vitro. To this end, the crude ethanol extract obtained from the aerial parts of Cuspidaria pulchra (Bignoniaceae) was partitioned with n-hexane, EtOAc, and n-BuOH. The EtOAc fraction was purified by preparative HPLC, which afforded 3,4-dihydroxybenzaldehyde (1), p-coumaric acid (2), p-hydroxybenzoic acid (3), ursolic acid (4), and oleanolic acid (5). The bioassay results indicated that the crude ethanol extract and the EtOAc fraction at 100 µg/mL killed the adult schistosomes in vitro. Compounds 1 and 3 at 100 µm were only able to separate coupled S. mansoni adult worms.

References

Liu R, Dong HF, Guo Y, Zhao QP, Jiang MS. Efficacy of praziquantel and artemisinin derivatives for the treatment and prevention of human schistosomiasis: a systematic review and meta-analysis. Parasit Vectors 2011; 4: 201-18. http://dx.doi: 10.1186/1756-3305-4-201

Chitsulo L, Engels D, Montresor A, Savioli L. The global status of schistosomiasis and its control. Acta Trop 2000; 77: 41-51. http://dx.doi: 10.1016/S0001-706X(00)00122-4

Steinmann P, Keiser J, Bos R, Tanner M, Utzinger J. Schistosomiasis and water resources development: systematic review, meta-analysis, and estimates of people at risk. Lancet Infect Dis 2006; 6: 411-25. http://dx.doi: 10.1016/S1473-3099(06)70521-7

Utzinger J, N'goran EK, Caffrey CR, Keiser J. From innovation to application: Social-ecological context, diagnostics, drugs and integrated control of schistosomiasis. Acta Trop 2011; 120: S121-37. http://dx.doi: 10.1016/j.actatropica.2010.08.020

Fischer E, Theisen I, Lohmann LG. Bignoniaceae. In: Kadereit JW, editor. The families and genera of vascular plants, vol. 7. Heidelberg: Springer-Verlag 2004, p. 9-38.

Lohmann LG. Untangling the phylogeny of neotropical lianas (Bignonieae, Bignoniaceae). Am J Bot 2006; 93: 304-18. http://dx.doi: 10.3732/ajb.93.2.304

Pauletti PM, Castro-Gamboa I, Siqueira Silva DH, et al. New antioxidant C-glucosylxanthones from the stems of Arrabidaea samydoides. J Nat Prod 2003; 66: 1384-7. http://dx.doi: 10.1021/np030100t

Lima CSDA, Cavalcanti de Amorim EL, Xiato da Fonseca K, et al. Antimicrobial activity of a mixture of two isomeric phenylpropanoid glycosides from Arrabidaea harleyi A.H. Gentry (Bignoniaceae) Rev Bras Cienc Farm 2003; 39: 77–81. http://dx.doi: 10.1590/S1516-93322003000100008

Takemura OS, Iinuma M, Tosa H, Miguel OG, Moreira EA, Nozawa Y. A flavone from leaves of Arrabidaea chica f. cuprea. Phytochemistry 1995; 38: 1299-300. http://dx.doi: 10.1016/0031-9422(94)00786-S

Gonzalez B, Suarez-Roca H, Bravo A, Salas-Auvert R, Avila D. Chemical composition and biological activity of extracts from Arrabidaea bilabiata. Pharm Biol 2008; 38: 287–90. http://dx.doi: 10.1076/1388-0209(200009)3841-AFT287

Leite JPV, Lombardi JA, Chiari E, Oliveira AB. Isolamento biomonitorado de uma substância tripanossomicida de Arrabidaea triplinervia (Bignoniaceae), o ácido ursólico. Rev Bras Farmacogn 2001; 11: 77-87. http://dx.doi: 10.1590/S0102-695X2001000200003

Leite JP, Oliveira AB, Lombardi JA, Filho JD, Chiari E. Trypanocidal activity of triterpenes from Arrabidaea triplinervia and derivatives. Biol Pharm Bull 2006; 29: 2307-9. http://dx.doi: 10.1248/bpb.29.2307

Smith CRJr, Miller RW. A C26-keto-acid from the oil of Cuspidaria. Chem Ind 1965; 46: 1910.

Brandão GC, Kroon EG, dos Santos JR, Stehmann JR, Lombardi JA, Braga de Oliveira A. Antiviral activity of Bignoniaceae species occurring in the State of Minas Gerais (Brazil): part 1. Lett Appl Microbiol 2010; 51: 469-76. http://dx.doi: 10.1111/j.1472-765X.2010.02924.x

Silva TM, Da Silva TG, Martins RM, et al. Molluscicidal activities of six species of Bignoniaceae from north-eastern Brazil, as measured against Biomphalaria glabrata under laboratory conditions. Ann Trop Med Parasitol 2007; 101: 359-65. http://dx.doi: 10.1179/136485907X176427

Braguine CG, Costa ES, Magalhães LG, et al. Schistosomicidal evaluation of Zanthoxylum naranjillo and its isolated compounds against Schistosoma mansoni adult worms. Z Naturforsch C 2009; 64: 793-7.

Magalhães LG, Machado CB, Morais ER, et al. In vitro schistosomicidal activity of curcumin against Schistosoma mansoni adult worms. Parasitol Res 2009; 104: 1197-201. http://dx.doi: 10.1007/s00436-008-1311-y

Magalhães LG, Kapadia GJ, da Silva Tonuci LR, et al. In vitro schistosomicidal effects of some phloroglucinol derivatives from Dryopteris species against Schistosoma mansoni adult worms. Parasitol Res 2010; 106: 395-401. http://dx.doi: 10.1007/s00436-009-1674-8

Pereira AC, Magalhães LG, Gonçalves UO, et al. Schistosomicidal and trypanocidal structure-activity relationships for (±)-licarin A and its (-)- and (+)-enantiomers. Phytochemistry 2011; 72: 1424-30. http://dx.doi: 10.1016/j.phytochem.2011.04.007

Smithers SR, Terry RJ. The infection of laboratory hosts with cercariae of Schistosoma mansoni and the recovery of the adult worms. Parasitology 1965; 55: 695-700.

Manneck T, Haggenmüller Y, Keiser J, Morphological effects and tegumental alterations induced by mefloquine on schistosomula and adult flukes of Schistosoma mansoni. Parasitolology 2010; 137: 85-98. http://dx.doi: 10.1017/S0031182009990965

Pouchert CJ, Behnke J., Aldrich Library of 13C and 1H FT NMR Spectra 2, Hoboken: Wiley; 1992.

Mahato SB, Kundu AP. 13C NMR Spectra of pentacyclic triterpenoids - a compilation and some salient features. Phytochemistry 1994; 37: 1517-75. http://dx.doi: 10.1016/S0031-9422(00)89569-2

Verotta L, DellÁgli M, Giolito A, Guerrini A, Cabalion P, Bosisio E. In Vitro antiplasmodial activity of extracts of Tristaniopsis species and identification of the active constituents: ellagic acid and 3,4,5-trimehoxyphenyl-(6´-O-galloyl)-O-D-glucopyranoside. J Nat Prod 2001; 64: 603-7. http://dx.doi: 10.1021/np000306j

Liu J. Pharmacology of oleanolic acid and ursolic acid. J Ethnopharmacol 1995; 49: 57-68. http://dx.doi: 10.1016/0378-8741(95)90032-2

Peixoto JA, Silva MLA, Crotti AEM, et al. Antileishmanial activity of the hydroalcoholic extract of Miconia langsdorffii, isolated compounds, and semi-synthetic derivatives. Molecules 2011; 16: 1825-33. http://dx.doi: 10.3390/molecules16021825

Downloads

Published

2012-06-18

How to Cite

Alvarenga, T. A., Bêdo, T. R., Braguine, C. G., Gonçalves, U. O., Magalhães, L. G., Rodrigues, V., Gimenez, V. . M., Groppo, M., Silva, M. L. A., Cunha, W. R., Januário, A. H., & Pauletti, P. M. (2012). Evaluation of Cuspidaria pulchra and its Isolated Compounds Against Schistosoma mansoni Adult Worms. International Journal of Biotechnology for Wellness Industries, 1(2), 121–127. https://doi.org/10.6000/1927-3037/2012.01.02.03

Issue

Section

Articles