Anti-Trichomonas vaginalis activity from triterpenoid derivatives

Parasitology Research

Volumn 113, Issue 8, 2014, Pages 2933-2940

  Innocente, Adrine Maria ^a   De Brum Vieira, Patrícia ^a   Frasson, Amanda Piccoli ^a   Casanova, Bruna Bento ^a   Gosmann, Grace ^a   Gnoatto, Simone Cristina Baggio ^a   Tasca, Tiana ^a  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

Anti Trichomonas vaginalis activity; Betulinic acid; Semisynthetic derivatives; Triterpenes; Ursolic acid

Indexed keywords

BETULIC ACID; LACTATE DEHYDROGENASE; PIPERAZINE DERIVATIVE; TRITERPENOID; URSOLIC ACID;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; GROWTH CURVE; HEMOLYSIS; HUMAN; HUMAN CELL; MEMBRANE DAMAGE; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; TRICHOMONAS VAGINALIS; TROPHOZOITE;

ANTITRICHOMONAL AGENTS; DRUG RESISTANCE; ERYTHROCYTES; FEMALE; HELA CELLS; HEMOLYSIS; HUMANS; MALE; METRONIDAZOLE; MICROBIAL SENSITIVITY TESTS; PIPERAZINES; TRICHOMONAS VAGINALIS; TRITERPENES;

EID: 84905000156     PISSN: 09320113     EISSN: 14321955     Source Type: Journal    
DOI: 10.1007/s00436-014-3955-0     Document Type: Article

References (36)

1. Adebajo AC, Ayoola OF, Iwalewa EO, Akindahunsi AA, Omisore NO, Adewunmi CO,Adenowo TK(2006) Anti-trichomonal biochemical and toxicological activities of methanolic extract and some carbazole alkaloids from the leaves of Murraya koenigii growing in Nigeria. Phytomedicine 4:246-254 (Pubitemid 43255324)
2. Arthan D, Sithiprom S, Thima K, Limmatvatirat C, Chavalitshewinkoon- Petmitr P, Svasti J (2008) Inhibitory effects of Thai plants beta-glycosides on Trichomonas vaginalis. Parasitol Res 103:443-448
3. Bache M, Zschornak MP, Passin S, Keßler J, Wichmann H, Kappler M, Paschke R, Kalunerović GN, Kommera H, Taubert H, Vordermark D (2011) Increased betulinic acid induced cytotoxicity and radio-sensitivity in glioma cells under hypoxic conditions. Radiat Oncol 6:111-114
4. Basiglio CL, Sánchez Pozzi EJ, Mottino AD, Roma MG (2009) Differential effects of silymarin and its active component silibinin on plasma membrane stability and hepatocellular lysis. Chem Biol Interact 179:297-303
5. Cotch MF, Pastore JG, Nugent RP, Hillier SL, Gibbs RS, Martin DH, Eschenbach DA, Edelman R, Carey JC, Regan JA, Krohn MA, Klebanoff MA, Rao AV, Rhoads GG (1997) Trichomonas vaginalis associated with low birth weight and preterm delivery. Sex Transm Dis 24:353-360 (Pubitemid 27306585)
6. Cudmore SL, Delgaty KL, Hayward-McClelland SF, Petrin DP, Garber GE (2004) Treatment of infection caused by metronidazole-resistant Trichomonas vaginalis. Clin Microbiol Rev 17:783-793 (Pubitemid 39372517)
7. Diamond LS (1957) The establishment of various Trichomonas of animals and man in axenic cultures. J Parasitol 43:488-490
8. Dominguez-Carmona DB, Escalante-Erosa F, Garcia-Sosa K, Ruiz-Pinell G, Gutierrez-Yapu D, Chan-Bacab MJ, Giminez-Turba A, Pena-Rodrigues LM(2010) Antiprotozoal activity of betulinic acid derivatives. Phytomedicine 17:379-382
9. Ertabaklar H, Kivçak B, Mert T, Özensoy T (2009) In vitro activity of Arbustus unedo leaf extracts against Trichomonas vaginalis trophozoites. Türk Parazitol Derg 33:263-265
10. Gauthier C, Legault J, Lalancette-Girard K, Mshvildadze V, Pichette A (2009) Haemolytic activity, cytotoxicity and membrane cell permeabilization of semi-synthetic and natural lupane- and oleanane-type saponins. Bioorg Med Chem 17:2002-2008
11. Giordani RB, Vieira PDB, Weizenmann M, Rosemberg DB, Souza AP, Bonorino C, De Carli GA, Bogo MR, Zuanazzi JA, Tasca T (2011) Lycorine induces cell death in the amitochondriate parasite, Trichomonas vaginalis, via an alternative non-apoptotic death pathway. Phytochemistry 72:545-650
12. Gnoatto SCB, Dalla-Vechia L, Lencina CL, Dassonville-Klimpt A, Nascimento SD, Mossalayi D, Guillon J, Gossmann G, Sonnet P (2008a) Synthesis and preliminary evaluation of new ursolic and oleanolic acid derivatives as antileishmanial agents. J Enzyme Inhib Med Chem 23:604-610
13. Gnoatto SCB, Susplugas S, Dalla Vechia L, Ferreira TB, Dassonville-Klimpt A, Zimmer KR, Demailly C, Nascimento SD, Guillon J, Grellier P, Verli H, Gosmann G, Sonnet P (2008b) Pharmacomodulation on the 3-acetylursolic acid skeleton: design, synthesis, and biological evaluation of novel N-{3-[4-(3-aminopropyl)piperazinyl]propyl}-3-O-acetylursolamide derivatives as antimalarial agents. Bioorg Med Chem 16:771-782 (Pubitemid 351163056)
14. He W, Van Puyvelde L, Maes L, Bosselaers J, De Kimpe N (2003) Antitrichomonas in vitro activity of Cussonia holstii Engl. Nat Prod Res 17:127-133 (Pubitemid 36575502)
15. Ibrahim AN (2014) Comparison of in vitro activity of metronidazole and garlic-based product (Tomex®) on Trichomonas vaginalis. Parasitol Res 112:2063-2067
16. Innocente AM, Silva GNS, Cruz LN, Moraes MS, Nakabashi M, Sonnet P, Gosmann G, Garcia CRS, Gnoatto SCB (2012) Synthesis and antiplasmodial activity of betulinic acid and ursolic acid analogues. Molecules 17:12003-12014
17. Kondo S, Mizuki E, Akao T, Onba M (2002) Antitrichomonal strains of Bacillus thuringiensis. Parasitol Res 88:1090-1092 (Pubitemid 35435573)
18. Lehker MW, Alderete JF (2000) Biology of trichomonosis. Curr Opin Infect Dis 13:37-45 (Pubitemid 30168552)
19. Mason PR, Fiori PL, Cappuccinelli P, Rappelli P, Gregson S (2005) Seroepidemiology of Trichomonas vaginalis in rural women in Zimbabwe and patterns of association with HIV infection. Epidemiol Infect 133:315-323 (Pubitemid 40439312)
20. Moon T, Wilkinson JM, Cavanagh HMA (2006) Antiparasitic activity of two Lavandula essential oils against Giardia duodenalis, Trichomonas vaginalis and Hexamita inflate. Parasitol Res 99:722-728 (Pubitemid 44510625)
21. Oramas-Royo SM, Chavez H, Martin-Rodriguez P, Fernandez-Perez L, Ravelo AR, Estevez-Braun A (2010) Cytotoxic triterpenoids from Maytenus retusa. J Nat Prod 73:2029-2034
22. Petrin D, Delgaty K, Bhatt R, Garber G (1998) Clinical and microbiological aspects of Trichomonas vaginalis. Clin Microbiol Rev 11:300-317 (Pubitemid 28197355)
23. Pomel S, Biot C, Bories C, Loiseau PM (2013) Antiprotozoal activity of ferroquine. Parasitol Res 112:665-669
24. Poole DN, McClelland RS (2013) Global epidemiology of Trichomonas vaginalis. Sex Transm Infect 00:1-5
25. Rocha LG, Almeida JRGS, Macêdo RO, Barbosa-Filho JM (2005) A review of natural products with antileishmanial activity. Phytomedicine 12:514-535 (Pubitemid 40755130)
26. Rocha T, De Brum VP, Gnoatto SC, Tasca T, Gosmann G (2012) Anti- Trichomonas vaginalis of saponins from Quillaja, Passiflora, and Ilex species. Parasitol Res 110:2551-2556
27. Rocha DAS, Rosa IA, Souza W, Benchimol M (2014) Evaluation of the effect of miltefosine on Trichomonas vaginalis. Parasitol Res 113:1041-1047
28. Schimdt G, Narcisi E, Mosure D, Secor E, Higgins J, Moreno H (2001) Prevalence of metronidazole resistant Trichomonas vaginalis in a gynecology clinic. J Reprod Med 46:545-549 (Pubitemid 32592196)
29. Schwebke JR, Barrientes FJ (2006) Prevalence of Trichomonas vaginalis isolates with resistance to metronidazole and tinidazole. Antimicrob Agents Chemother 50:4209-4210 (Pubitemid 44865173)
30. Sorvillo F, Smith L, Kerndt P, Ash L (2001) Trichomonas vaginalis, HIV, and African-Americans. Emerg Infect Dis 7:927-932 (Pubitemid 33115770)
31. Sutcliffe S, Giovannucci E, Alderete JF, Chang TH, Gaydos CA, Zenilman JM, De Marzo AM, Willett WC, Platz EA (2006) Plasma antibodies against Trichomonas vaginalis and subsequent risk of prostate cancer. Cancer Epidemiol Biomarkers Prev 15:939-945 (Pubitemid 43823521)
32. Sutcliffe S, Neace C, Magnuson NS, Reeves R, Alderete JF (2012) Trichomonosis, a common curable STI, and prostate carcinogenesis - a proposed molecular mechanism. PLoS Pathog 8:e1002801
33. Taketa ATC, Gnoatto SCB, Gossmann G, Pires VS, Schenkel EP, Guillaume D (2004) Triterpenois from Brazilian Ilex species and their in vitro sntitripanosomal activity. J Nat Prod 67:1697-1700 (Pubitemid 39426124)
34. Vieira PDB, Giordani RB, De Carli GA, Zuanazzi JA, Tasca T (2011) Screening and bioguided fractionation of Amaryllidaceae species with anti-Trichomonas vaginalis activity. PlantaMed 77:1054-1059
35. Viikki M, Pukkala E, Nieminen P, Hakama M (2000) Gynaecological infections as risk determinants of subsequent cervical neoplasia. Acta Oncol 39:71-75 (Pubitemid 30216619)
36. WHO (2012) World Health Organization - global prevalence and incidence of selected curable sexually transmitted infections 2008. WHO, Geneva Switzerland Nível Superior