Antischistosomal activity of the terpene nerolidol

Molecules

Volumn 19, Issue 3, 2014, Pages 3793-3803

  Silva, Marcos P N ^a   Oliveira, George L S ^b   De Carvalho, Rusbene B F ^b   De Sousa, Damião P ^c   Freitas, Rivelilson M ^b   Pinto, Pedro L S ^d   De Moraes, Josué ^a  

^a Research Center for Neglected Diseases Faculty of Science of Guarulhos FACIG UNIESP   (Brazil)

^b FEDERAL UNIVERSITY OF PIAUÍ   (Brazil)

^c FEDERAL UNIVERSITY OF PARAÍBA   (Brazil)

^d INSTITUTO ADOLFO LUTZ   (Brazil)

Author keywords

Confocal laser scanning microscopy; In vitro studies; Natural product; Neglected tropical disease; Nerolidol; Schistosoma; Schistosomiasis; Schistosomicial activity

Indexed keywords

ANTISCHISTOSOMAL AGENT; NEROLIDOL; SESQUITERPENE; TERPENE;

ANIMAL; ARTICLE; CHEMISTRY; CONFOCAL MICROSCOPY; DRUG EFFECT; DRUG SENSITIVITY; SCHISTOSOMA MANSONI;

ANIMALS; MICROSCOPY, CONFOCAL; PARASITIC SENSITIVITY TESTS; SCHISTOSOMA MANSONI; SCHISTOSOMICIDES; SESQUITERPENES; TERPENES;

EID: 84897014954     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules19033793     Document Type: Article

References (43)

1. 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. 2006, 6, 411-425.
2. Van Der Werf, M.J.; de Vlas, S.J.; Brooker, S.; Looman, C.W.; Nagelkerke, N.J.; Habbema, J.D.; Engels, D. Quantification of clinical morbidity associated with schistosome infection in sub Saharan Africa. Acta Trop. 2003, 86, 125-139.
3. Gray, D.J.; McManus, D.P.; Li, Y.; Williams, G.M.; Bergquist, R. Schistosomiasis elimination: Lessons from the past guide the future. Lancet Infect. Dis. 2010, 10, 733-736.
4. Gryseels, B.; Polman, K.; Clerinx, J.; Kestens, L. Human schistosomiasis. Lancet 2006, 368, 1106-1118.
5. Fallon, P.G.; Doenhoff, M.J. Drug-resistant schistosomiasis: Resistance to praziquantel and oxamniquine induced in Schistosoma mansoni in mice is drug specific. Am. J. Trop Med. Hyg. 1994, 51, 83-88.
6. Ismail, M.; Metwally, A.; Farghaly, A.; Bruce, J.; Tao, L.F. Characterization of isolates of Schistosoma mansoni from Egyptian villagers that tolerate high doses of praziquantel. Am. J. Trop. Med. Hyg. 1996, 55, 214-218.
7. Botros, S.; Bennett, J. Praziquantel resistance. Expert Opin. Drug Discov. 2007, 2, 535-540.
8. Caffrey, C.R. Chemotherapy of schistosomiasis: Present and future. Curr. Opin. Chem. Biol. 2007, 11, 433-439.
9. Kayser, O.; Kiderlen, A.F.; Croft, S.L. Natural products as antiparasitic drugs. Parasitol. Res. 2003, 2, 55-62.
10. Newman, D.J.; Cragg, G.M. Natural products as sources of new drugs over the 30 years from 1981 to 2010. J. Nat. Prod. 2012, 75, 311-335.
11. Cowan, M.M. Plant products as antimicrobial agents. Clin. Microbiol. Rev. 1999, 4, 564-582.
12. Anthony, J.P.; Fyfe, L.; Smith, H. Plant active components - a resource for antiparasitic agents? Trends Parasitol. 2005, 10, 462-468.
13. Lapczynski, A.; Bhatia, S.P.; Letizia, C.S.; Api, A.M. Fragrance material review on nerolidol (isomer unspecified). Food Chem. Toxicol. 2008, 46, S247-S250.
14. McGinty, D.; Letizia, C.S.; Api, A.M. Addendum to Fragrance material review on Nerolidol (isomer unspecified). Food Chem. Toxicol. 2010, 48, S43-S45.
15. Nogueira Neto, J.D.; de Almeida, A.A.; da Silva Oliveira, J.; Dos Santos, P.S.; de Sousa, D.P.; de Freitas, R.M. Antioxidant effects of nerolidol in mice hippocampus after open field test. Neurochem. Res. 2013, 38, 1861-1870.
16. Koudou, J.; Abena, A.A.; Ngaissona, P.; Bessiere, J.M. Chemical composition and pharmacological activity of essential oil of Canarium schweinfurthii. Fitoterapia 2005, 76, 700-703.
17. Klopell, F.C.; Lemos, M.; Sousa, J.P.; Comunello, E.; Maistro, E.L.; Bastos, J.K.; de Andrade, S.F. Nerolidol, an antiulcer constituent from the essential oil of Baccharis dracunculifolia DC (Asteraceae). Z Naturforsch. C 2007, 62, 537-542.
18. Brehm-Stecher, B.F.; Johnson, E.A. Sensitization of Staphylococcus aureus and Escherichia coli to antibiotics by the sesquiterpenoids nerolidol, farnesol, bisabolol, and apritone. Antimicrob Agents Chemother. 2003, 10, 3357-3360.
19. Park, M.J.; Gwak, K.S.; Yang, I.; Kim, K.W.; Jeung, E.B.; Chang, J.W.; Choi, I.G. Effect of citral, eugenol, nerolidol and alpha-terpineol on the ultrastructural changes of Trichophyton mentagrophytes. Fitoterapia 2009, 80, 290-296.
20. Johann, S.; Oliveira, F.B.; Siqueira, E.P.; Cisalpino, P.S.; Rosa, C.A.; Alves, T.M.; Zani, C.L.; Cota, B.B. Activity of compounds isolated from Baccharis dracunculifolia D.C. (Asteraceae) against Paracoccidioide brasiliensis. Med. Mycol. 2012, 8, 843-851.
21. Arruda, D.C.; D'Alexandri, F.L.; Katzin, A.M.; Uliana, S.R. Antileishmanial activity of the terpene nerolidol. Antimicrob Agents Chemother. 2005, 5, 1679-1687.
22. Hoet, S.; Stévigny, C.; Hérent, M.F.; Quetin-Leclercq, J. Antitrypanosomal compounds from the leaf essential oil of Strychnos spinosa. Planta Med. 2006, 5, 480-482.
23. Lopes, N.P.; Kato, M.J.; Andrade, E.H.; Maia, J.G.; Yoshida, M.; Planchart, A.R.; Katzin, A.M. Antimalarial use of volatile oil from leaves of Virola surinamensis (Rol.) Warb. by Waiapi Amazon Indians. J. Ethnopharmacol. 1999, 67, 313-319.
24. AbouLaila, M.; Sivakumar, T.; Yokoyama, N.; Igarashi, I. Inhibitory effect of terpene nerolidol on the growth of Babesia parasites. Parasitol. Int. 2010, 59, 278-282.
25. Allegretti, S.M.; Oliveira, C.N.F.; Oliveira, R.N.; Frezza, T.F.; Rehder, V.L.G. The Use of Brazilian Medicinal Plants to Combat Schistosoma mansoni. In Schistosomiasis; Rokni, M.B., Ed.; InTech: Rijeka, Croatia, 2012; pp. 27-70.
26. Moraes, J. Antischistosomal Natural Compounds: Present Challenges for New Drug Screens. In Current Topics in Tropical Medicine; Rodriguez-Morales, A.J., Ed.; InTech: Rijeka, Croatia, 2012; pp. 333-358.
27. De Moraes, J.; Carvalho, A.A.; Nakano, E.; de Almeida, A.A.; Marques, T.H. Anthelmintic activity of carvacryl acetate against Schistosoma mansoni. Parasitol. Res. 2013, 112, 603-610.
28. Magalhaes, L.G.; Kapadia, G.J.; da Silva Tonuci, L.R.; Caixeta, S.C.; Parreira, N.A.; Rodrigues, V.; da Silva Filho, A.A. In vitro schistosomicidal effects of some phloroglucinol derivatives from Dryopteris species against Schistosoma mansoni adult worms. Parasitol. Res. 2010, 106, 395-401.
29. De Souza, F.F.; Junior, C.O.R.; Fernandes, T.S.; da Silveira, L.S.; Rezende, C.A.M.; de Almeida, M.V.; de Paula, R.G.; Rodrigues, V.; da Silva Filho, A.A.; Couri, M.R.C. Anthelmintic effects of alkylated diamines and amino alcohols against Schistosoma mansoni. Biomed. Res. Int. 2013, 2013, 783490.
30. Pica-Mattoccia, L.; Cioli, D. Sex- and stage-related sensitivity of Schistosoma. mansoni to in vivo and in vitro praziquantel treatment. Int. J. Parasitol. 2004, 34, 527-533.
31. De Melo, N.I.; Magalhaes, L.G.; de Carvalho, C.E.; Wakabayashi, K.A.; de P. Aguiar, G.; Ramos, R.C.; Mantovani, A.L.; Turatti, I.C.; Rodrigues, V.; Groppo, M.; et al. Schistosomicidal activity of the essential oil of Ageratum conyzoides L. (Asteraceae) against adult Schistosoma mansoni worms. Molecules 2011, 16, 762-273.
32. Sanderson, L.; Bartlett, A.; Whitfield, P.J. In vitro and in vivo studies on the bioactivity of a ginger (Zingiber officinale) extract towards adult schistosomes and their egg production. J. Helminthol. 2002, 76, 241-247.
33. Skelly, P.J.; Alan Wilson, R. Making sense of the schistosome surface. Adv. Parasitol. 2006, 63, 185-284.
34. Moraes, J.; Nascimento, C.; Lopes, P.O.; Nakano, E.; Yamaguchi, L.F. Schistosoma mansoni: In vitro schistosomicidal activity of piplartine. Exp. Parasitol. 2011, 127, 357-364.
35. De Moraes, J.; Keiser, J.; Ingram, K.; Nascimento, C.; Yamaguchi, L.F. In vitro synergistic interaction between amide piplartine and antimicrobial peptide dermaseptin against Schistosoma mansoni schistosomula and adult worms. Curr. Med. Chem. 2013, 20, 301-309.
36. Parreira, N.A.; Magalhaes, L.G.; Morais, D.R.; Caixeta, S.C.; de Sousa, J.P.; Bastos, J.K.; Cunha, W.R.; Silva, M.L.; Nanayakkara, N.P.; Rodrigues, V.; et al. Antiprotozoal, schistosomicidal, and antimicrobial activities of the essential oil from the leaves of Baccharis dracunculifolia. Chem. Biodivers. 2010, 7, 993-1001.
37. Frezza, T.F.; de Oliveira, C.N.F.; Banin, T.M.; Rehder, V.L.G.; Boaventura, S., Jr.; Allegretti, S.M. Tegumentary changes in two different strains of Schistosoma mansoni treated with artemisinin and artesunic acid. Rev. Patol. Trop. 2013, 42, 309-321.
38. Veras, L.M.; Guimaraes, M.A.; Campelo, Y.D.; Vieira, M.M.; Nascimento, C. Activity of epiisopiloturine against Schistosoma mansoni. Curr. Med. Chem. 2012, 19, 2051-2058.
39. Moraes, Jd.; Almeida, A.A.; Brito, M.R.; Marques, T.H.; Lima, T.C. Anthelmintic activity of the natural compound (+)-limonene epoxide against Schistosoma mansoni. Planta Med. 2013, 79, 253-258.
40. De Moraes, J.; Nascimento, C.; Miura, L.M.; Leite, J.R.; Nakano, E. Evaluation of the in vitro activity of dermaseptin 01, a cationic antimicrobial peptide, against Schistosoma. mansoni. Chem. Biodivers. 2011, 8, 548-558.
41. De Moraes, J.; de Oliveira R.N.; Costa, J.P.; Junior, A.L.G.; de Sousa, D.P.; Freitas, R.M.; Allegretti, S.M.; Pinto, P.L.S. Phytol, a diterpene alcohol from chlorophyll, as a drug against neglected tropical disease schistosomiasis mansoni. PLoS Negl. Trop. Dis. 2014, 8, e2617.
42. Manneck, T.; Haggenmuller, Y.; Keiser, J. Morphological effects and tegumental alterations induced by mefloquine on schistosomula and adult flukes of Schistosoma mansoni. Parasitology 2010, 137, 85-98.
43. Moraes, J.; Silva, M.P.; Ohlweiler, F.P.; Kawano, T. Schistosoma mansoni and other larval trematodes in Biomphalaria tenagophila (Planorbidae) from Guarulhos, Sao Paulo State, Brazil. Rev. Inst. Med. Trop. Sao Paulo 2009, 51, 77-82.