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Antifungal effects of Ellagitannin isolated from leaves of Ocotea odorifera (Lauraceae)

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Abstract

Ocotea odorifera is a medicinal plant that is popularly known in Brazil as “canela-sassafrás” and is used to treat dermatosis. This study investigated the antifungal properties of O. odorifera. The methanol extract of O. odorifera was submitted to successive chromatographic separation and yielded Tellimagrandin II (TEL). Candida parapsilosis strain ATCC 22019 was used to determine the minimum inhibitory (MIC) and fungicidal concentrations, and to study the synergistic action with nystatin (NYS), amphotericin (AMP), and fluconazole (FLU). After treatment, the morphology of the yeast was analysed by scanning electron microscopy. Cytotoxicity was assessed in Vero cells, and genotoxicity by the micronucleus test. The TEL structure was proposed based on NMR and comparison with literature data and ESI-MSMS analysis. The compound showed potent inhibitory activity against C. parapsilosis, with a MIC of 1.6 μM. TEL acted synergistically with NYS, AMP, and FLU, and caused morphological alterations in the yeast cells. The methanolic extract showed low cytotoxicity in vitro and in vivo, and was not mutagenic in mice (P < 0.05). The use of O. odorifera in traditional medicine seems to have a valid basis, in view of the antifungal activity of TEL demonstrated in this study, and may contribute to potential drug development.

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References

  • Anunnatsiri S, Chetchotisakd P, Mootsikapun P (2009) Fungemia in non-HIV-infected patients: a five-year review. Int J Infect Dis 13:90–96

    Article  PubMed  Google Scholar 

  • Baitello JB (2001) Novas espécies de Lauraceae para a flora brasileira. Acta Bot Bras 15:445–450

    Article  Google Scholar 

  • Boer HJ, Kool A, Broberg A, Mziray WR, Hedberg I, Levenfors JJ (2005) Anti-fungal and antibacterial activity of some herbal remedies from Tanzania. J Ethnopharmacol 96:461–469

    Article  PubMed  Google Scholar 

  • Celebi S, Hacimustafaoglu M, Ozdemir O, Ozkaya G (2008) Nosocomial candidaemia in children: results of 9-year study. Mycoses 51:248–257

    Article  PubMed  Google Scholar 

  • Clinical and Laboratory Standards Institute (CLSI). Approved standard M27-A2, 2005. Reference method for broth diluition antifungical susceptibility testing of yeasts, Pennsylvania, 43 pp

  • Craig WA (1998) Pharmacokinetics/pharmacodynamic parameters: rationale for antibacterial dosing of mice and men. Clin Infect Dis 26:1–12

    Article  CAS  PubMed  Google Scholar 

  • Dong H, Chen SX, Kini RM, Xu HX (1998) Effects of tannins from Geum japonicum on the catalytic activity of thrombin and factor Xa of blood coagulation cascade. J Nat Prod 61:1356–1360

    Article  CAS  PubMed  Google Scholar 

  • Funatogawa K, Hayashi S, Shimomura H, Yoshida T, Hatano T, Ito H, Hirai Y (2004) Antibacterial activity of hydrolyzable tannins derived from medicinal plants against Helicobacter pylori. Microbiol Immunol 48:251–261

    Google Scholar 

  • Helm RF, Ranatunga TD, Chandra M (1997) Lignin-hydrolyzable tannin interactions in wood. J Agric Food Chem 47:3100–3106

    Article  Google Scholar 

  • Iwazaki RS, Endo EH, Ueda-Nakamura T, Nakamura CV, Garcia LB, Filho BP (2010) In vitro antifungal activity of the berberine and its synergism with fluconazole. Antonie Van Leeuwenhoek 97:201–205

    Article  CAS  PubMed  Google Scholar 

  • Johnson MD, MacDougall C, Ostrosky-Zeichner L, Perfect JT, Rex JH (2004) Combination antifungal therapy. Antimicrob Agents Chemother 48:693–715

    Article  CAS  PubMed  Google Scholar 

  • Leu E, Krieger-Liszkay A, Goussias C, Gross EM (2002) Polyphenolic allelochemicals from the aquatic angiosperm Myriophyllum spicatum inhibit photosystem II. Plant Physiol 130:2011–2018

    Article  CAS  PubMed  Google Scholar 

  • Luize PS, Ueda-Nakamura T, Dias Filho BP, Cortez DA, Nakamura CV (2006) Activity of neolignans isolated from Piper regnellii (MIQ.) C.DC.var.pallescens (C.DC.) YUNCK against Trypanosoma cruzi. Biol Pharm Bull 10:2126–2130

    Article  Google Scholar 

  • Małafiej E, Adamiec AC, Tworzyańska U (2009) Microbial profile and drug resistance of Candida strains isolated from the blood of children: an 11-year study. Mycoses 52:149–153

    Article  PubMed  Google Scholar 

  • Mendes FR, Carlini EA (2007) Brazilian plants as possible adaptogens: An ethnopharmacological survey of books edited in Brazil. J Ethnopharmacol 109:493–500

    Article  PubMed  Google Scholar 

  • Mila I, Scalbert A, Expert D (1996) Iron withholding by plant polyphenols and resistance to pathogens and rots. Phytochemistry 42:1551–1555

    Article  CAS  Google Scholar 

  • Miyamoto K, Murayama T, Nomura M, Hatano T, Yoshida T, Furukawa T, Koshiura R, Okuda T (1993) Antitumor activity and interleukin-1 induction by tannins. Anticancer Res 13:37–42

    CAS  PubMed  Google Scholar 

  • Niemetz R, Gross GG (2003) Oxidation of pentagalloylglucose to the ellagitannin, tellimagrandin II, by a phenol oxidase from Tellima grandiflora leaves. Phytochemistry 62:301–306

    Article  CAS  PubMed  Google Scholar 

  • Odds FC (2003) Synergy, antagonism, and what the chequerboard puts between them. J Antimicrob Chemother 52:1–5

    Article  CAS  PubMed  Google Scholar 

  • OECD Organization for Economic Co-operation and Development (1997) Guideline for testing of chemicals—mammalian erythrocyte micronucleus test, update test guideline 474. Paris, France

  • Peckolt G, Peckolt T (1853) História das plantas medicinais e úteis do Brasil. Companhia Typographica do Brasil, Rio de Janeiro, pp 281–282

    Google Scholar 

  • Rocha L, Marston A, Potterat O, Kaplan MAC, Stoeckli-Evans H, Hostettmann K (1995) Antibacterial phloroglucinols and flavonoids from Hypericum brasiliense. Phytochemistry 40:1447–1452

    Article  CAS  PubMed  Google Scholar 

  • Salminen JP, Ossipov V, Loponen J, Haukioja E, Pihlaja K (1999) Characterisation of hydrolysable tannins from leaves of Betula pubescens by high-performance liquid chromatography—mass spectrometry. J Chromatogr A 864:283–291

    Article  CAS  Google Scholar 

  • Scalbert A (1992) Tannins in woods and their contribution to microbial decay prevention. In: Hemingway RW, Laks PE (eds) Plant polyphenols. Plenum Press, New York, pp 935–952

    Google Scholar 

  • Schmid W (1975) The micronucleus test. Mutat Res 31:9–15

    CAS  PubMed  Google Scholar 

  • Shimoda H, Tanaka J, Kikuchi M, Fukuda T, Ito H, Hatano T, Yoshida T (2008) Walnut polyphenols prevent liver damage induced by carbon tetrachloride and d-galactosamine: hepatoprotective hydrolyzable tannins in the kernel pellicles of walnut. J Agric Food Chem 56:4444–4449

    Article  CAS  PubMed  Google Scholar 

  • Souza GC, Haas APS, von Poser GL, Schapoval EES, Elisabetsky E (2004) Ethnopharmacological studies of antimicrobial remedies in the south of Brazil. J Ethnopharmacol 90:135–143

    Article  PubMed  Google Scholar 

  • Stergiopoulou T, Meletiadis J, Sein T, Papaoannodou P, Tsiouris I, Roilides E, Walsh TJ (2008) Isobolographic analysis of pharmacodynamic interactions between antifungal agents and ciprofloxacin against Candida albicans and Aspergillus fumigatus. Antimicrob Agents Chemother 52(6):2196–2204

    Article  CAS  PubMed  Google Scholar 

  • Tiuman TS, Ueda-Nakamura T, Garcia Cortez DA, Dias Filho BP, Morgado-Díaz JA, de Souza W, Nakamura CV (2005) Antileishmanial activity of parthenolide, a sesquiterpene lactone isolated from Tanacetum parthenium. Antimicrob Agents Chemother 49:176–182

    Article  CAS  PubMed  Google Scholar 

  • Trofa D, Gácser A, Nosanchuk JD (2008) Candida parapsilosis, an emerging fungal pathogen. Clin Microbiol Rev 21:606–625

    Article  CAS  PubMed  Google Scholar 

  • Vilar JB, Ferreira FL, Ferri PH, Guillo LA, Chen Chen L (2008) Assessment of mutagenic, antimutagenic and cytotoxic activities of ethanolic extract of araticum (Annona crassiflora Mart.1841) by micronucleus test in mice. Braz J Biol 68:141–147

    Article  CAS  PubMed  Google Scholar 

  • Wilkins CK, Bohm BA (1976) Ellagitannins from Tellima grandiflora. Phytochemistry 15:211–214

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank Michael Murgu for his kind help with ESI-MSMS analysis. This study was supported through grants from the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), Financiadora de Estudos e Projetos (FINEP), and PRONEX/Fundação Araucária.

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Authors and Affiliations

  1. Programa de Pós-graduação em Ciências Farmacêuticas, Universidade Estadual de Maringá, Maringa, PR, Brazil

    Mirian Ueda Yamaguchi, Francielle Pelegrin Garcia, Diógenes Aparício Garcia Cortez, Tânia Ueda-Nakamura, Benedito Prado Dias Filho & Celso Vataru Nakamura

  2. Laboratório de Microbiologia Aplicada aos Produtos Naturais e Sintéticos, Departamento de Ciências Básicas da Saúde, Universidade Estadual de Maringá, Maringa, PR, Brazil

    Tânia Ueda-Nakamura, Benedito Prado Dias Filho & Celso Vataru Nakamura

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  1. Mirian Ueda Yamaguchi
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  2. Francielle Pelegrin Garcia
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  3. Diógenes Aparício Garcia Cortez
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  4. Tânia Ueda-Nakamura
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  5. Benedito Prado Dias Filho
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  6. Celso Vataru Nakamura
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Correspondence to Celso Vataru Nakamura.

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Yamaguchi, M.U., Garcia, F.P., Cortez, D.A.G. et al. Antifungal effects of Ellagitannin isolated from leaves of Ocotea odorifera (Lauraceae). Antonie van Leeuwenhoek 99, 507–514 (2011). https://doi.org/10.1007/s10482-010-9516-3

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  • DOI: https://doi.org/10.1007/s10482-010-9516-3

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