Anti-malarial activity of indole alkaloids isolated from Aspidosperma olivaceum

Malaria Journal

Volumn 13, Issue 1, 2014, Pages

  Chierrito, Talita Pc ^a   Aguiar, Anna Cc ^b,c   De Andrade, Isabel M ^c   Ceravolo, Isabela P ^c   Gonçalves, Regina Ac ^a   De Oliveira, Arildo Jb ^a   Krettli, Antoniana U ^b,c  

^a STATE UNIVERSITY OF MARINGÁ   (Brazil)

^b FEDERAL UNIVERSITY OF MINAS GERAIS   (Brazil)

^c INSTITUTO OSWALDO CRUZ   (Brazil)

Author keywords

Antimalarial; Aspidoscarpine; Aspidosperma olivaceum; Indole alkaloids; Medicinal plants; Plasmodium falciparum

Indexed keywords

ANTIMALARIAL AGENT; APPARICIN; ASPIDOSCARPINE; CHLOROQUINE; INDOLE ALKALOID; N METHYL TETRAHYDROLIVACINE; OLIVACINE; ULEINE; UNCLASSIFIED DRUG; PLANT EXTRACT;

ADULT; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIMALARIAL ACTIVITY; ARTICLE; ASPIDOSPERMA; ASPIDOSPERMA OLIVACEUM; BARK; BLOOD PARASITE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG ISOLATION; FRACTIONATION; HEPATOCELLULAR CARCINOMA CELL LINE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; IN VIVO STUDY; MOUSE; NONHUMAN; PARASITEMIA; PLANT LEAF; PLASMODIUM BERGHEI; PLASMODIUM BERGHEI INFECTION; PLASMODIUM FALCIPARUM; BRAZIL; CELL SURVIVAL; CHEMISTRY; DRUG EFFECTS; DRUG SENSITIVITY; ISOLATION AND PURIFICATION; LIVER CELL; TOXICITY;

ANTIMALARIALS; ASPIDOSPERMA; BRAZIL; CELL SURVIVAL; HEPATOCYTES; INDOLE ALKALOIDS; PARASITIC SENSITIVITY TESTS; PLANT BARK; PLANT EXTRACTS; PLANT LEAVES; PLASMODIUM FALCIPARUM;

EID: 84899943682     PISSN: None     EISSN: 14752875     Source Type: Journal    
DOI: 10.1186/1475-2875-13-142     Document Type: Article

References (40)

1. WHO, World Malaria Report 2012 World Health Organization WHO: 10 facts on malaria. Available at: http://www.who.int/features/factfiles/malaria/en/ Accessed: July/2013
2. Artemisinin resistance in Plasmodium falciparum malaria. Dondorp AM, Nosten F, Yi P, Das D, Phyo AP, Tarning J, Lwin KM, Ariey F, Hanpithakpong W, Lee SJ, Ringwald P, Silamut K, Imwong M, Chotivanich K, Lim P, Herdman T, An SS, Yeung S, Singhasivanon P, Day NP, Lindegardh N, Socheat D, White NJ, N Engl J Med 2009 361 455 467 10.1056/NEJMoa0808859 19641202
3. Drug-resistant malaria: the era of ACT. Lin JT, Juliano JJ, Wongsrichanalai C, Curr Infect Dis Rep 2010 12 165 173 10.1007/s11908-010-0099-y 21308525
4. Plasmodium vivax chloroquine resistance and anemia in the Western Brazilian Amazon. Marques MM, Costa MR, Santana Filho FS, Vieira JL, Nascimento MT, Brasil LW, Nogueira F, Silveira H, Reyes-Lecca RC, Monteiro WM, Lacerda MV, Alecrim MG, Antimicrob Agents Chemother 2014 58 342 347 10.1128/AAC.02279-12 24165179
5. Chloroquine-resistant Plasmodium vivax, Brazilian Amazon. de Santana Filho FS, Arcanjo AR, Chehuan YM, Costa MR, Martinez-Espinosa FE, Vieira JL, Barbosa M, Alecrim WD, Alecrim M, Emerg Infect Dis 2007 13 1125 1126 10.3201/eid1307.061386 18214203
6. In vitro chloroquine resistance for Plasmodium vivax isolates from the Western Brazilian Amazon. Chehuan YF, Costa MR, Costa JS, Alecrim MG, Nogueira F, Silveira H, Brasil LW, Melo GC, Monteiro WM, Lacerda MV, Malar J 2013 12 226 10.1186/1475-2875-12-226 23819884
7. Tafenoquine plus chloroquine for the treatment and relapse prevention of Plasmodium vivax malaria (DETECTIVE): a multicentre, double-blind, randomised, phase 2b dose-selection study. Llanos-Cuentas A, Lacerda MV, Rueangweerayut R, Krudsood S, Gupta SK, Kochar SK, Arthur P, Chuenchom N, Möhrle JJ, Duparc S, Ugwuegbulam C, Kleim JP, Carter N, Green JA, Kellam L, Lancet 2013 13 62564 62568
8. Alcalóides indólicos isolados de espécies do gênero Aspidosperma (Apocynaceae). Pereira MM, Jácome RLRP, Alcântara AF de C, Alves RB, Raslan DS, Quim Nova 2007 30 970 983 10.1590/S0100-40422007000400037
9. In vitro antiplasmodial activity of Brazilian Cerrado plants used as traditional remedies. Mesquita ML, Grellier P, Mambu L, de Paula JE, Espindola LS, J Ethnopharmacol 2007 110 165 170 10.1016/j.jep.2006.09.015 17097251
10. Atividade biológica e alcalóides indólicos do gênero Aspidosperma (Apocynaceae): uma revisão. Oliveira VB, Freitas MSM, Mathias L, Braz-Filho R, Vieira IJC, Rev Bras Pl Med Botucatu 2009 11 92 99 10.1590/S1516-05722009000100015
11. Antibacterial activity of indole alkaloids from Aspidosperma ramiflorum. Tanaka JCA, Silva CC, Dias F, Dias Filho BP, Nakamura CV, Oliveira AJB, J Med Biol Res 2006 39 387 391 10.1590/S0100-879X2006000300009
12. Qualitative determination of indole alkaloids of Tabernaemontana fuchsiaefolia (Apocynaceae). Zocoler MA, Oliveira AJB, Sarragiotto MH, Grzesiuk VL, Vidotti GJ, J Braz Chem Soc 2005 16 1372 1377 10.1590/S0103- 50532005000800011
13. Use of associated chromatographic techniques in bio-monitored isolation of bioactive monoterpenoid indole alkaloids from Aspidosperma ramiflorum. Chierrito TPC, Cunha A, De C, Koike L, Gonçalves RAC, Oliveira AJB, Chromatography and Its Applications Croatia: Rejeka, Dhanarasu S, 2012 7 119 130 978-953-51-0357-
14. Antiplasmodial activity of Aspidosperma indole alkaloids. Mitaine-Offer AC, Sauvain M, Valentin A, Callapa J, Mallié M, Zèches-Hanrot M, Phytomedicine 2002 9 142 145 10.1078/0944-7113-00094 11995947
15. Antimalarial activity of crude extracts from Brazilian plants studied in vivo in Plasmodium berghei-infected mice and in vitro against Plasmodium falciparum in culture. Carvalho LH, Brandao MG, Santos-Filho D, Lopes JL, Krettli AU, Braz J Med Biol Res 1991 24 1113 1123 1823001
16. Antimalarial activity of extracts and fractions from Bidens pilosa and other Bidens species (Asteraceae) correlated with the presence of acetylene and flavonoid compounds. Brandão MG, Krettli AU, Soares LS, Nery CG, Marinuzzi HC, J Ethnopharmacol 1997 2 131 138
17. Antimalarial activity of uleine and proof of its action on the Plasmodium falciparum digestive vacuole. Oliveira AB, Dolabela M, Póvoa M, Santos CAM, Varotti FP, Malar J 2010 9 Suppl 2 9 abstract 20064223
18. Antimalarial activity of Cinchona-like plants used to treat fever and malaria in Brazil. Andrade-Neto VF, Brandão MG, Stehmann JR, Oliveira LA, Krettli AU, J Ethnopharmacol 2003 2-3 253 256
19. In vitro inhibition of Plasmodium falciparum by substances isolated from Amazonian antimalarial plants. Andrade-Neto VF, Pohlit AM, Pinto AC, Silva EC, Nogueira KL, Melo MR, Henrique MC, Amorim RC, Silva LF, Costa MR, Nunomura RC, Nunomura SM, Alecrim WD, Alecrim MD, Chaves FC, Vieira PP, Mem Inst Oswaldo Cruz 2007 3 359 365
20. Antimalarial drug discovery: screening of Brazilian medicinal plants and purified compounds. Krettli AU, Expert Opin Drug Discov 2009 2 95 108
21. Aspidosperma (Apocynaceae) plant cytotoxicity and activity towards malaria parasites. Part I: Aspidosperma nitidum (Benth) used as a remedy to treat fever and malaria in the Amazon. Penna Coutinho J, Aguiar ACC, Santos PA, Lima JC, Rocha MGL, Zani CL, Alves TMA, Santana AEG, Pereira MM, Krettli AU, Mem Inst Oswaldo Cruz 2013 In press
22. Testing of natural products and synthetic molecules aiming at new antimalarials. Krettli AU, Adebayo JO, Krettli LG, Curr Drug Targets 2009 3 261 270
23. In vitro antimalarial activity of six Aspidosperma species from the state of Minas Gerais (Brazil). Dolabela MF, Oliveira SG, Peres JM, Nascimento JMS, Póvoa MM, Oliveira AB, An Acad Bras Cien 2012 84 899 910 10.1590/S0001-37652012000400005
24. Alkaloid studies. The alkaloids of twelve Aspidosperma species. Gilbert B, Duarte BP, Nakagawa Joule Y, Joule JA, Flores SE, Brissolese JA, Campello J, Carrazzoni EP, Owellen RJ, Blossey EC, Brown KS, Djerassi JC, Tetrahedron 1965 21 1141 1166 10.1016/0040-4020(65)80057-6 5879346
25. Anti-leishmanial activity of alkaloidal extracts obtained from different organs of Aspidosperma ramiflorum. Cunha AC, Chierrito TPC, Machado GMC, Leon LLP, Silva CC, Tanaka JC, Souza Lauro M, Gonçalves RAC, Oliveira AJB, Phytomedicine 2012 19 413 417 10.1016/j.phymed.2011.12.004 22326547
26. Indole alkaloids from Aspidosperma ramiflorum. Marques MFS, Kato L, Leitão FHF, Reis F de AM, Phytochemistry 1996 41 963 967 10.1016/0031-9422(95)00660-5
27. Human malaria parasites in continuous culture. Trager W, Jensen JB, Science 1976 193 673 675 10.1126/science.781840 781840
28. Antimalarial activity of phenazines from lapachol, beta-lapachone and its derivatives against Plasmodium falciparum in vitro and Plasmodium berghei in vivo. Andrade-Neto VF, Goulart MO, da Silva Filho JF, da Silva MJ, Pinto MC, Zalis MG, Carvalho LH, Krettli AU, Bioorg Med Chem Lett 2004 14 1145 1149 10.1016/j.bmcl.2003.12.069 14980653
29. Synchronization of Plasmodium falciparum erythrocytic stages in culture. Lambros C, Vanderberg JP, J Parasitol 1979 65 418 420 10.2307/3280287 383936
30. Quantitative assessment of antimalarial activity in vitro by a semiautomated microdilution technique. Desjardins R, Canfield C, Haynes J, Chulay J, Antimicrob Agents Chemother 1979 16 710 718 10.1128/AAC.16.6.710 394674
31. Plasmodium falciparum: effect of antimalarial drugs on the production and secretion characteristics of histidine-rich protein II. Noedl H, Wongsrichanalai C, Miller RS, Myint KS, Looareesuwan S, Sukthana Y, Wongchotigul V, Kollaritsch H, Wiedermann G, Wernsdorfer WH, Exp Parasitol 2002 102 157 163 10.1016/S0014-4894(03)00051-1 12856311
32. Rapid colorimetric assay for cell growth and survival. Modifications to the tetrazolium dye procedure giving improved sensitivity and reliability. Denizot F, Lang R, J Immunol Methods 1986 89 271 277 10.1016/0022-1759(86)90368- 6 3486233
33. Antimalarial activity of medicinal plants used in traditional medicine in S. Tomé and Príncipe islands. Madureira MC, Martins AP, Gomes M, Paiva J, Proença da Cunha A, Rosário V, Ethnopharmacol 2002 8 23 29 35
34. Drug resistance in Plasmodium berghei Vincke and Lips, 1948. I. Chloroquine resistance. Peters W, Exp Parasitol 1965 17 80 89 10.1016/0014-4894(65)90012-3 5843289
35. Comparative in vitro and in vivo antimalarial activity of the indole alkaloids ellipticine, olivacine, cryptolepine and a synthetic cryptolepine analog. Rocha E, Silva LF, Montoia A, Amorim RCN, Melo MR, Henrique MC, Nunomura SM, Costa MRF, Andrade Neto VF, Costa DS, Dantas G, Lavrado J, Moreira R, Paulo A, Pinto AC, Tadei WP, Zacardi RS, Eberlin MN, Pohlit AM, Phytomedicine 2012 20 71 76 10.1016/j.phymed.2012.09.008 23092722
36. Methods for detecting carcinogens and mutagens with the Salmonella/mammalian-microsome mutagenicity test. Ames BN, McCann J, Yamasaky E, Mutat Res 1975 11 347 364
37. Alcalóides indólicos de cascas de Aspidosperma vargasii e A. desmanthum. Henrique CM, Nunomura MS, Pohlit AM, Quim Nova 2010 33 284 287 English summary 10.1590/S0100-40422010000200010
38. Estudo químico e perfil cromatográfico das cascas de Aspidosperma parvifolium A. DC. ("Pau-Pereira"). Jácome RLRP, de Oliveira AB, Quim Nova 2004 27 897 900 English summary 10.1590/S0100- 40422004000600011
39. Indole and aminoimidazole moieties appear as key structural units in antiplasmodial molecules. Passemar C, Saléry M, Soh NP, Linas MD, Ahond A, Poupat C, Benoit-Vical F, Phytomedicine 2011 18 1118 1125 10.1016/j.phymed.2011.03.010 21612900
40. Chemical composition of Aspidosperma ulei MarKgr and antiplasmodial activity of selected indole alkaloids. dos Santos Torres ZE, Silveira ER, Rocha e Silva LF, Lima ES, de Vasconcelos MC, de Andrade Uchoa DE, Filho RB, Pohlit AM, Molecules 2013 18 6281 6297 10.3390/molecules18066281 23760029