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Antiprotozoan activity of Brazilian marine cnidarian extracts and of a modified steroid from the octocoral Carijoa riisei

Abstract

In the present investigation, we have evaluated the antileishmanial and antitrypanosomal activity of methanolic crude extracts obtained from eight species of cnidarians and of a modified steroid isolated from the octocoral Carijoa riisei. The antileishmanial activity of cnidarians crude extracts showed 50% inhibitory concentration (IC50) values in the concentration range between 2.8 and 93.3 μg/mL. Trypomastigotes of Trypanosoma cruzi were less susceptible to the crude extracts, with IC50 values in the concentration range between 40.9 and 117.9 μg/mL. The steroid (18-acetoxipregna-1,4,20-trien-3-one) displayed a strong antileishmanial activity, with an IC50 value of 5.5 μg/mL against promastigotes and 16.88 μg/mL against intracellular amastigotes. The steroid also displayed mammalian cytotoxicity (IC50 of 10.6 μg/mL), but no hemolytic activity was observed at the highest concentration of 12.5 μg/mL. The antileishmanial effect of the steroid in macrophages suggested other mechanism than macrophage activation, as no upregulation of nitric oxide was observed. The antitrypanosomal activity of the steroid resulted in an IC50 value of 50.5 μg/mL. These results indicate the potential of cnidarian natural compounds as antileishmanial drug candidates.

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References

  • Baker BJ, Scheuer PJ (1994) The punaglandins: 10-chloroprostanoids from the octocoral Telesto riisei. J Nat Prod 57:1346–1353

    PubMed  Article  CAS  Google Scholar 

  • Balestieri FM, Queiroz AR, Scavone C, Costa VM, Barral-Neto M, Abrahamsohn Ide A (2002) Leishmania (L.) amazonensis-induced inhibition of nitric oxide synthesis in host macrophages. Microbes Infect 4:23–29

    PubMed  Article  Google Scholar 

  • Ciavatta ML, Gresa MPL, Manzo E, Gavagnin M, Wahidulla S, Cimino G (2004) New C21 D20 pregnanes, inhibitors of mitochondrial respiratory chain, from Indo Pacific octocoral Carijoa sp. Tetrahedron Lett 45:7745–7748

    Article  CAS  Google Scholar 

  • Conceição K, Konno K, Richardson M, Antoniazzi MM, Jared C, Daffre S, Camargo AC, Pimenta DC (2006) Isolation and biochemical characterization of peptides presenting antimicrobial activity from the skin of Phyllomedusa hypochondrialis. Peptides 27:3092–3099

    PubMed  Article  Google Scholar 

  • Croft SL (1999) Pharmacological approaches to antitrypanosomal chemotherapy. Mem Inst Oswaldo Cruz 94:215–220

    PubMed  Article  CAS  Google Scholar 

  • Croft SL, Yardley V (2002) Chemotherapy of leishmaniasis. Curr Pharm Des 8:319–342

    PubMed  Article  CAS  Google Scholar 

  • Croft SL, Coombs GH (2003) Leishmaniasis—current chemotherapy and recent advances in the search for novel drugs. Trends Parasitol 19:502–508

    PubMed  Article  CAS  Google Scholar 

  • Croft SL, Seifert K, Yardley V (2006) Current scenario of drug development for leishmaniasis. Indian J Med Res 123:399–410

    PubMed  CAS  Google Scholar 

  • Faulkner DJ (2002) Marine natural products. Nat Prod Rep 19:1–48

    Google Scholar 

  • Garrido L, Zubía E, Ortega MJ, Salvá J (2007) Isolation and structure elucidation of new cytotoxic steroids from the gorgonian Leptogorgia sarmentosa. Steroids 65:85–88

    Article  Google Scholar 

  • Guerin P, Olliaro JP, Sundar S, Boelaert M, Croft SL, Desjeux P, Wasunna MK, Bryceson AD (2002) Visceral leishmaniasis: current status of control, diagnosis, and treatment, and a proposed research and development agenda. Lancet Infect Dis 2:494–501

    PubMed  Article  Google Scholar 

  • Herencia F, Ubeda A, Ferrándiz ML, Terencio MC, Alcaraz MJ, García-Carrascosa M, Capaccioni R, Payá M (1998) Anti-inflammatory activity in mice of extracts from Mediterranean marine invertebrates. Life Sci 62:115–120

    Article  Google Scholar 

  • Kossuga MH, Lira SP, Nascimento AM, Gambardella MTP, Berlinck RGS, Torres YR, Nascimento GGF, Pimenta EF, Silva M, Thiemann OH, Oliva G, Tempone AG, Melhem MSC, Souza AO, Galetti FCS, Silva CL, Cavalcanti B, Pessoa CO, Moraes MO, Hajdu E, Peixinho S, Rocha RM (2007) Isolamento e atividades biológicas de produtos naturais das esponjas Monanchora arbuscula, Aplysina sp., Petromica ciocalyptoides e Topsentia ophiraphidites, da Ascídia Didemnum ligulum e do Octocoral Carijoa riisei. Quim Nova 30:1194–1202

    CAS  Google Scholar 

  • Lane JE, Ribeiro-Rodrigues R, Suarez CC, Bogitsh BJ, Jones MM, Singh PK, Carter CE (1996) In vitro trypanocidal activity of tetraethylthiuram disulfide and sodium diethylamine-N-carbodithioate on Trypanosoma cruzi. Am Soc Trop Med Hyg 55:263–266

    CAS  Google Scholar 

  • Liyanage GK, Schmitz FJ (1996) Cytotoxic amides from the octocoral Telesto riisei. J Nat Prod 59:148–151

    PubMed  Article  CAS  Google Scholar 

  • Maia LF, Epifanio RA, Eve T, Fenical W (1999) New fish feeding deterrents, including a novel Sesquiterpenoid Heterogorgiolide, from the Brazilian Gorgonian Heterogorgia uatumani (Octocorallia, Gorgonacea). J Nat Prod 62:1322–1324

    PubMed  Article  CAS  Google Scholar 

  • Maia LF, Epifanio RD, Fenical W (2000) New cytotoxic sterol glycosides from the octocoral Carijoa (Telesto) riisei. J Nat Prod 63:1427–1430

    PubMed  Article  CAS  Google Scholar 

  • Mayer AMS, Lehmann VKB (2000) Marine pharmacology. The Pharmacol 42:62–69

    Article  Google Scholar 

  • Newman DJ, Cragg GM (2004) Marine natural products and related compounds in clinical and advanced preclinical trials. J Nat Prod 67:1216–1238

    PubMed  Article  CAS  Google Scholar 

  • Panaro MA, Acquafredda A, Lisi S, Lofrumento DD, Trotta T, Satalino R, Saccia M, Mitolo V, Brandonisio O (1999) Inducible nitric oxide synthase and nitric oxide production in Leishmania infantum-infected human macrophages stimulated with interferon-gamma and bacterial lipopolysaccharide. Int J Clin Lab Res 29:122–127

    PubMed  Article  CAS  Google Scholar 

  • Pecoul B, Chirac P, Trouiller P, Pinel J (1999) Access to essential drugs in poor countries: a lost battle. JAMA 281:361–367

    PubMed  Article  CAS  Google Scholar 

  • Rodriguez AD (1995) The natural products chemistry of west Indian Gorgonian octocorals. Tetrahedron 51:4571–4618

    Article  CAS  Google Scholar 

  • Sartorelli P, Andrade SP, Melhem MS, Prado FO, Tempone AG (2007) Isolation of antileishmanial sterol from the fruits of Cassia fistula using bioguided fractionation. Phytother Res 21:644–647

    PubMed  Article  CAS  Google Scholar 

  • Seleghim MHR, Lira SP, Kossuga MH, Batista T, Berlinck RGS, Hajdu E, Muricy G, Rocha RM, Nascimento GGF, Silva M, Pimenta EF, Thiemann OH, Oliva G, Cavalcanti BC, Pessoa C, Moraes MO, Galetti FCS, Silva CL, Souza AO, Peixinho S (2007) Antibiotic, cytotoxic and enzyme inhibitory activity of crude extracts from Brazilian marine invertebrates. Rev Bras Farmacogn 17:287–318

    Article  CAS  Google Scholar 

  • Shapo JL, Moeller PD, Galloway SB (2007) Antimicrobial activity in the common seawhip, Leptogorgia virgulata (Cnidaria: Gorgonaceae). Comp Biochem Physiol 148:65–73

    Article  Google Scholar 

  • Stauber LA, Franchino EM, Grun J (1958) An 8-day method for screening compounds against Leishmania donovani in the Golden Hamster. J Protozool 5:269–273

    CAS  Google Scholar 

  • Stoppani AO (1999) The chemotherapy of Chagas disease. Medicina (B Aires) 59:147–165

    Google Scholar 

  • Tada H, Shiho O, Kuroshima K, Koyama M, Tsukamoto M (1986) An improved colorimetric assay for interleukin 2. J Immunol Methods 93:157–165

    PubMed  Article  CAS  Google Scholar 

  • Teixeira AR, Nitz N, Guimaro MC, Gomes C, Santos-Buch CA (2006) Chagas disease. Postgrad Med J 82:788–798

    PubMed  Article  CAS  Google Scholar 

  • Tempone AG, Sartorelli P, Mady C, Fernandes F (2007) Natural products to anti-trypanosomal drugs: an overview of new drug prototypes for American trypanosomiasis. Cardiovasc Hematol Agents Med Chem 5:222–235

    PubMed  Article  CAS  Google Scholar 

  • World Health Organization (2008a) Burden of disease. http://www.who.int/leishmaniasis/burden/en/. PSJ Web. Accessed 23 March 2008

  • World Health Organization (2008b) Leishmaniasis. http://www.who.int/topics/leishmaniasis/en/. PSJ Web. Accessed 23 March 2008

  • World Health Organization (2008c) Research on leishmaniasis. http://www.who.int/leishmaniasis/research/en/ PSJ Web. Accessed 23 March 2008

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Acknowledgments

This work was supported by grants from Instituto Adolfo Lutz and Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) to J. Q. R. (scholarship number 06/05241-2), as well as from FAPESP to A. G. T. (05/00974-9), to R. G. S. B. (05/60175-2, BIOprospecTA) and from CNPq (300194/1994-3) to A. E. M. The authors thank Matilia A. N. Silva and Vicente D. S. Filho for technical assistance and Adriano Ablrud, Cleide P. C. Santos, Heda A. Francisco, and Maria F. A. Silva for animal care. We also thank Eduardo H., Joseilto M. de Oliveira, and Joseph M. E. V. Sebroeck (CEBIMar/USP) for their invaluable help in collecting specimens. The experiments comply with the current laws of Brazil in which they were performed.

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Correspondence to André Gustavo Tempone.

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Reimão, J.Q., Migotto, A.E., Kossuga, M.H. et al. Antiprotozoan activity of Brazilian marine cnidarian extracts and of a modified steroid from the octocoral Carijoa riisei . Parasitol Res 103, 1445–1450 (2008). https://doi.org/10.1007/s00436-008-1154-6

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  • DOI: https://doi.org/10.1007/s00436-008-1154-6

Keywords

  • Crude Extract
  • Visceral Leishmaniasis
  • Leishmaniasis
  • Antileishmanial Activity
  • Antiparasitic Activity