Anti-African trypanocidal and antimalarial activity of natural flavonoids, dibenzoylmethanes and synthetic analogues

Journal of Pharmacy and Pharmacology

Volumn 61, Issue 2, 2009, Pages 257-266

  Dos Santos, Djalma A P ^a   De Braga, Patricia A C ^a   Da Silva, M Fátima Das G F ^a   Fernandes, João B ^a   Vieira, Paulo C ^a   Magalhães, Aderbal F ^b   Magalhães, Eva G ^b   Marsaioli, Anita J ^b   De Moraes, Valéria R S ^a   Rattray, Lauren ^c   Croft, Simon L ^c  

^a FEDERAL UNIVERSITY OF SÃO CARLOS   (Brazil)

^b UNIVERSITY OF CAMPINAS   (Brazil)

^c LONDON SCHOOL OF HYGIENE AND TROPICAL MEDICINE   (United Kingdom)

Author keywords

Antimalarial; Flavones; Flavonoids; Trypanocidal agent

Indexed keywords

DIBENZOYLMETHANE DERIVATIVE; FLAVONOID;

ANTIMALARIAL ACTIVITY; ANTIPROTOZOAL ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DEGUELIA HATSCHBACHII; DRUG ISOLATION; DRUG POTENCY; DRUG SELECTIVITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; LONCHOCARPUS ATROPURPUREUS; LONCHOCARPUS CAMPESTRIS; LONCHOCARPUS LATIFOLIUS; LONCHOCARPUS MONTANUS; LONCHOCARPUS SUBGLAUCESCENS; MEDICINAL PLANT; MURRAYA; MURRAYA PANICULATA; NEORAPUTIA MAGNIFICA; NEORAPUTIA PARAENSIS; NONHUMAN; PLASMODIUM FALCIPARUM; RUTACEAE; TRYPANOSOMA RHODESIENSE; TRYPOMASTIGOTE;

ANIMALS; ANTIMALARIALS; CHALCONES; CHALONES; CHEMISTRY, PHARMACEUTICAL; DRUG DISCOVERY; FABACEAE; FLAVONOIDS; HUMANS; INHIBITORY CONCENTRATION 50; KB CELLS; MOLECULAR STRUCTURE; PLASMODIUM FALCIPARUM; RUTACEAE; TRYPANOCIDAL AGENTS; TRYPANOSOMA BRUCEI RHODESIENSE;

EID: 59049090878     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/jpp/61.02.0017     Document Type: Article

References (38)

1. World Health Organization. Chagas disease. http://www.who.int/ topics/chagasdisease(accessedDecember 2006).
2. Souza DHF et al. Trypanosoma cruzi glycosomal glyceralde- hyde-3-phosphate dehydrogenase: structure, catalytic mechanism and targeted inhibitor design. FEBS Lett 1998; 424: 131-135.
3. Coura JR, de Castro SL. A critical review on Chagas disease chemotherapy. Mem Inst Oswaldo Cruz 2002; 97: 3-24.
4. Tomazela DM et al. Pyrano chalcones and a flavone from Neoraputia magnifica and their Trypanosoma cruzi glycosomal glyceraldehyde-3-phosphate dehydrogenase-inhibitory activities. Phytochemistry 2000; 55: 643-651.
5. Moraes VR et al. Enzymatic inhibition studies of selected flavonoids and chemosystematic significance of polymethoxy- lated flavonoids and quinoline alkaloids in Neoraputia (Ruta- ceae). J Braz Chem Soc 2003; 14: 380-387.
6. MayaJDet al. Mode of action of natural and synthetic drugs against Trypanosoma cruzi and their interaction with the mammalian host. Comp Biochem Physiol Part A 2007; 146: 601-620.
7. Sülsen VP et al. Trypanocidal and leishmanicidal activities of flavonoids from Argentine medicinal plants. Am J Trop Med Hyg 2007; 77: 654-659.
8. Fairlamb AH. Chemotherapy of human African trypanosomiasis: current and future prospects. Trends Parasitol 2003; 19:488-494.
9. Croft SL. The current status of antiparasite chemotherapy. Parasitology 1997; 114: S3-S15.
10. Li R et al. In vitro antimalarial activity of chalcones and their derivatives. J Med Chem 1995; 38: 5031-5037.
11. Liu M et al. Antimalarial alkoxylated and hydroxylated chalcones: structure-activity relationship analysis. J Med Chem 2001; 44: 4443-4452. Erratum in: J Med Chem 2002; 45: 1734.
12. Liu M et al. Structure-activity relationships of antileishmanial and antimalarial chalcones. Bioorg Med Chem 2003; 11: 2729-2738.
13. Sachs J, Malaney P. The economic and social burden of malaria. Nature 2002; 415: 680-685.
14. Ferracin RJ et al. Flavonoids from the fruits of Murraya paniculata. Phytochemistry 1998; 47: 393-396.
15. Magalhães AF et al. Three dibenzoylmethane derivatives from Lonchocarpus species. Phytochemistry 1997; 46: 1029-1033.
16. Magalhães AF et al. Flavonoids from Lonchocarpus latifalius roots. Phytochemistry 2000; 55: 787-792.
17. Firmino CA. Estudo fitoquímico das raízes de Lonchocarpus campestris-Tozzi. Campinas, Brazil: Universidade Estadual de Campinas, 1998 (Masters thesis): 243 (http://biq.iqm.unicamp.br/arquivos/teses/ vtls000188637.pdf).
18. Sannomiya M. Análise fitoquímica de Platymiscium floribun- dum var. latifolium e Lonchocarpus montanus: isolamento, determinação estrutural e atividade biológica. Campinas, Brazil: Universidade Estadual de Campinas, 2001 (Ph.D. thesis): 321 (http://biq.iqm.unicamp.br/arquivos/teses/vtls000235768.pdf).
19. Magalhães AF et al. Twenty-three flavonoids from Lonchocarpus subglaucescens. Phytochemistry 1996; 42: 1459-1471.
20. Magalhaes AF et al. Prenylated flavonoids from Deguelia hatschbachii and their systematic significance in Deguelia. Phytochemistry 2001; 57: 77-89.
21. Magalhães AF et al. New spectral data of some flavonoids from Deguelia hatschbachii A.M.G. Azevedo. J Braz Chem Soc 2003; 14: 133-137.
22. Magalhães AF et al. Dihydroflavonols and flavanones from Lonchocarpus atropurpureus roots. Phytochemistry 1999; 52: 1681-1685.
23. Nogueira MA et al. A novel sunscreen agent having antimelanoma activity. Il Farmaco 2003; 58: 1163-1169.
24. Magalhães AF et al. Synthetic model of a new deoxybenzoin derivative from Deguelia hatschbachii A.M.G. Azevedo. Eclet Quim 2005; 30: 43-19.
25. Kruskal WH, Wallis WA. Use of ranks in one-criterion variance analysis. J Am Stat Assoc 1952; 47: 583-621.
26. Desjardins RE et al. Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique. Antimicrob Agents Chemother 1979; 16: 710-718.
27. O'Neill MJ et al. Plants as sources of antimalarial drugs. Part. 1. In vitro test method for the evaluation of crude extracts from plants. Planta Med 1985; 61: 394-397.
28. Hirumi H, Hirumi K. Continuous cultivation of Trypanosoma brucei blood stream forms in a medium containing a low concentration of serum protein without feeder cell layers. J Parasitol 1989; 75: 985-989.
29. Raz B et al. The Alamar Blue assay to determine drug sensitivity of African trypanosomes (T.b. rhodesiense and T.b. gambiense) in vitro. Acta Trop 1997; 68: 139-147.
30. Ren H et al. Synthesis and in vitro anti-protozoal activity of a series of benzotropolone derivatives incorporating endocyclic hydrazines. Eur J Med Chem 2003; 38: 949-957.
31. Passador EAP et al. A pyrano chalcone and a flavanone from Neoraputia magnifica. Phytochemistry 1997; 45: 1533-1537.
32. Hoet S et al. Natural products active against African trypanosomes: a step towards new drugs. Nat Prod Rep 2004; 21: 353-364.
33. Räz B. Isolation and evaluation of antiparasitic lead compounds from African medicinal plants. Basel, Switzerland: Universität Basel, 1998 (Ph.D. thesis): 216.
34. Tasdemir D et al. Antitrypanosomal and antileishmanial activities of flavonoids and their analogues: in vitro, in vivo, structure-activity relationship, and quantitative structure-activity relationship studies. Antimicrob Agents Chemother 2006; 50: 1352-1364.
35. Nowakowska Z. A review of anti-infective and anti-inflammatory chalcones. Eur J Med Chem 2007; 42: 125-137.
36. Cassady JM, Suffness M. Terpenoid antitumor agents. In: Cassady JM, Douros JD, eds. Anticancer Agents Based On Natural Product Models. New York: Academic Press, 1980: 201-269.
37. Shoemaker RH et al. Use of the KB cell line for in vitro cytotoxicity assay. Cancer Treat Rep 1983; 67: 97.
38. Sakurai Y et al. Rautandiols A and B, pterocarpans and cytotoxic constituents from Neorautanenia mitis. J Nat Prod 2006; 69: 397-399.