Dietary flavonoids fisetin and myricetin: Dual inhibitors of Plasmodium falciparum falcipain-2 and plasmepsin II

Fitoterapia

Volumn 94, Issue , 2014, Pages 55-61

  Jin, Huangtao ^a   Xu, Zhongyu ^a   Cui, Kunqiang ^a   Zhang, Tianshu ^a   Lu, Weiqiang ^b   Huang, Jin ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b EAST CHINA NORMAL UNIVERSITY   (China)

Author keywords

Dietary flavonoids; Dual inhibitor; Falcipain 2; Plasmepsin II

Indexed keywords

APIGENIN; CHRYSIN; DAIDZEIN; FALCIPAIN 2; FISETIN; GENISTEIN; HESPERETIN; KAEMPFEROL; LUTEOLIN; MORIN; MYRICETIN; NARINGENIN; PLASMEPSIN II; PUERARIN; QUERCETIN; RUTOSIDE; TAXIFOLIN; ANTIMALARIAL AGENT; ASPARTIC PROTEINASE; CYSTEINE PROTEINASE; CYSTEINE PROTEINASE INHIBITOR; FLAVONOID; PROTOZOAL PROTEIN; RECOMBINANT PROTEIN;

ANTIPROTOZOAL ACTIVITY; ARTICLE; ENZYME ACTIVITY; ENZYME INHIBITION; IC50; MOLECULAR DOCKING; PLASMODIUM FALCIPARUM; PRIORITY JOURNAL; ANTAGONISTS AND INHIBITORS; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; ENZYMOLOGY; HUMAN; KINETICS; METABOLISM;

PLASMODIUM FALCIPARUM;

ANTIMALARIALS; ASPARTIC ACID ENDOPEPTIDASES; CYSTEINE ENDOPEPTIDASES; CYSTEINE PROTEINASE INHIBITORS; FLAVONOIDS; HUMANS; KINETICS; MOLECULAR DOCKING SIMULATION; MOLECULAR STRUCTURE; PLASMODIUM FALCIPARUM; PROTOZOAN PROTEINS; RECOMBINANT PROTEINS;

EID: 84894253870     PISSN: 0367326X     EISSN: 18736971     Source Type: Journal    
DOI: 10.1016/j.fitote.2014.01.017     Document Type: Article

References (33)

1. World malaria report http://www.who.int/malaria 2012
2. S.T. Agnandji, B. Lell, J.F. Fernandes, B.P. Abossolo, B.G. Methogo, and A.L. Kabwende et al. A phase 3 trial of RTS, S/AS01 malaria vaccine in African infants N Engl J Med 367 2012 2284 2295
3. J.E. Hyde Drug-resistant malaria Trends Parasitol 21 11 2005 494 498 (Pubitemid 41447018)
4. D.E. Goldberg, A.F. Slater, A. Cerami, and G.B. Henderson Hemoglobin degradation in the malaria parasite plasmodium falciparum: an ordered process in a unique organelle Proc Natl Acad Sci 87 1990 2931 2935
5. P.A. Moura, J.B. Dame, and D.A. Fidock Role of plasmodium falciparum digestive vacuole plasmepsins in the specificity and antimalarial mode of action of cysteine and aspartic protease inhibitors Antimicrob Agents Chemother 53 12 2009 4968 4978
6. T. Hogg, K. Nagarajan, S. Herzberg, L. Chen, X. Shen, and H. Jiang et al. Structural and functional characterization of falcipain-2, a hemoglobinase from the malarial parasite plasmodium falciparum J Biol Chem 281 35 2006 25425 25437 (Pubitemid 44401931)
7. C. Boss, S. Richard-Bildstein, T. Weller, W. Fischli, S. Meyer, and C. Binkert Inhibitors of the plasmodium falciparum parasite aspartic protease plasmepsin II as potential antimalarial agents Curr Med Chem 10 11 2003 883 907 (Pubitemid 36582237)
8. S. Le Bonniec, C. Deregnaucourt, V. Redeker, R. Banerjee, P. Grellier, and D.E. Goldberg et al. Plasmepsin II, an acidic hemoglobinase from the plasmodium falciparum food vacuole, is active at neutral pH on the host erythrocyte membrane skeleton J Biol Chem 274 20 1999 14218 14223
9. M. Hanspal, M. Dua, Y. Takakuwa, A.H. Chishti, and A. Mizuno Plasmodium falciparum cysteine protease falcipain-2 cleaves erythrocyte membrane skeletal proteins at late stages of parasite development Blood 100 3 2002 1048 1054 (Pubitemid 34832636)
10. S. Dhawan, M. Dua, A.H. Chishti, and M. Hanspal Ankyrin peptide blocks falcipain-2-mediated malaria parasite release from red blood cells J Biol Chem 278 32 2003 30180 30186 (Pubitemid 36962410)
11. J. Liu, E.S. Istvan, I.Y. Gluzman, J. Gross, and D.E. Goldberg Plasmodium falciparum ensures its amino acid supply with multiple acquisition pathways and redundant proteolytic enzyme systems Proc Natl Acad Sci 103 23 2006 8840 8845 (Pubitemid 43878106)
12. B.H. Havsteen The biochemistry and medical significance of the flavonoids Pharmacol Ther 96 2-3 2002 67 202 (Pubitemid 35356564)
13. R.M. Van Dam, N. Naidoo, and R. Landberg Dietary flavonoids and the development of type 2 diabetes and cardiovascular diseases: review of recent findings Curr Opin Lipidol 24 1 2013 25 33
14. V.M. Adhami, D.N. Syed, N. Khan, and H. Mukhtar Dietary flavonoid fisetin: a novel dual inhibitor of PI3K/Akt and mTOR for prostate cancer management Biochem Pharmacol 84 10 2012 1277 1281
15. I. Sanchez, F. Gomez-Garibay, J. Taboada, and B.H. Ruiz Antiviral effect of flavonoids on the dengue virus Phytother Res 14 2 2000 89 92 (Pubitemid 30168556)
16. L.H. Yao, Y.M. Jiang, J. Shi, F.A. Tomás-Barberán, N. Datta, and R. Singanusong et al. Flavonoids in food and their health benefits Plant Foods Hum Nutr 59 3 2004 113 122 (Pubitemid 40172010)
17. D. Tasdemir, L. Gabriela, R. Brun, P. Rüedi, L. Scapozza, and R. Perozzo Inhibition of plasmodium falciparum fatty acid biosynthesis: evaluation of FabG FabZ, and FabI as drug targets for flavonoids, J Med Chem 49 2006 3345 3353
18. A.M. Lehane, and K.J. Saliba Common dietary flavonoids inhibit the growth of the intraerythrocytic malaria parasite BMC Res Notes 1 2008 26 31
19. B.R. Shenai, P.S. Sijwali, A. Singh, and P.J. Rosenthal Characterization of native and recombinant falcipain-2, a principal trophozoite cysteine protease and essential hemoglobinase of plasmodium falciparum J Biol Chem 275 2000 29000 29010
20. P.J. Rosenthal, J.E. Olson, G.K. Lee, J.T. Palmer, J.L. Klaus, and D. Rasnick Antimalarial effects of vinyl sulfone cysteine proteinase inhibitors Antimicrob Agents Chemother 40 7 1996 1600 1603 (Pubitemid 26227342)
21. J. Hill, L. Tyas, L.H. Phylip, J. Kay, B.M. Dunn, and C. Berry High level expression and characterization of plasmepsin II, an aspartic proteinase from plasmodium falciparum FEBS Lett 352 2 1994 155 158 (Pubitemid 24298408)
22. P.O. Johansson, J. Lindberg, M.J. Blackman, I. Kvarnström, L. Vrang, and E. Hamelink et al. Design and synthesis of potent inhibitors of plasmepsin I and II: X-ray crystal structure of inhibitor in complex with plasmepsin II J Med Chem 48 13 2005 4400 4409 (Pubitemid 40884942)
23. P.S. Sijwali, and P.J. Rosenthal Gene disruption confirms a critical role for the cysteine protease falcipain-2 in hemoglobin hydrolysis by Plasmodium falciparum Proc Natl Acad Sci 101 13 2004 4384 4389 (Pubitemid 38437421)
24. A. Sharma, A. Eapen, and S.K. Subbarao Purification and characterization of a hemoglobin degrading aspartic protease from the malarial parasite Plasmodium vivax J Biochem 138 1 2005 71 78 (Pubitemid 41105155)
25. O. Trott, and A.J. Olson AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading J Comput Chem 31 2 2010 455 461
26. G.H. Coombs, D.E. Goldberg, M. Klemba, C. Berry, J. Kay, and J.C. Mottram Aspartic proteases of plasmodium falciparum and other parasitic protozoa as drug targets Trends Parasitol 17 11 2001 532 537 (Pubitemid 34185360)
27. A. Semenov, J.E. Olson, and P.J. Rosenthal Antimalarial synergy of cysteine and aspartic protease inhibitors Antimicrob Agents Chemother 42 1998 2254 2258 (Pubitemid 28420359)
28. J.A. Naughton, S. Nasizadeh, and A. Bell Downstream effects of haemoglobinase inhibition in plasmodium falciparum-infected erythrocytes Mol Biochem Parasitol 173 2 2010 81 87
29. A. Bell Antimalarial drug synergism and antagonism: mechanistic and clinical significance FEMS Microbiol Lett 253 2005 171 184 (Pubitemid 41674513)
30. E. Bailly, R. Jambou, J. Savel, and G. Jaureguiberry Plasmodium falciparum: differential sensitivity in vitro to E-64 (cysteine protease inhibitor) and pepstatin A (aspartyl protease inhibitor) J Protozool 39 1992 593 599
31. T. Walle Absorption and metabolism of flavonoids Free Radic Biol Med 36 7 2004 829 837 (Pubitemid 38401062)
32. J. Liu, I.Y. Gluzman, M.E. Drew, and D.E. Goldberg The role of plasmodium falciparum food vacuole plasmepsin J Biol Chem 280 2 2005 1432 1437
33. A.L. Omara-Opyene, P.A. Moura, C.R. Sulsona, J.A. Bonilla, C.A. Yowell, and H. Fujioka et al. Genetic disruption of the plasmodium falciparum digestive vacuole plasmepsins demonstrates their functional redundancy J Biol Chem 279 52 2004 54088 54096 (Pubitemid 40053143)