메뉴 건너뛰기




Volumn 55, Issue 24, 2012, Pages 10918-10936

Structural investigation of anti-trypanosoma cruzi 2-iminothiazolidin-4- ones allows the identification of agents with efficacy in infected mice

(16)  Moreira, Diogo Rodrigo Magalhaes a   Costa, Salvana Priscylla Manso a   Hernandes, Marcelo Zaldini a   Rabello, Marcelo Montenegro a   De Oliveira Filho, Gevanio Bezerra a   De Melo, Cristiane Moutinho Lagos b   Da Rocha, Lucas Ferreira b   De Simone, Carlos Alberto c   Ferreira, Rafaela Salgado d   Fradico, Jordana Rodrigues Barbosa d   Meira, Cássio Santana b   Guimarães, Elisalva Teixeira b,e   Srivastava, Rajendra Mohan a   Pereira, Valéria Reîgo Alves b   Soares, Milena Botelho Pereira b,f   Leite, Ana Cristina Lima a  


Author keywords

[No Author keywords available]

Indexed keywords

2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL)] 4 (4 BROMOPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 3 METHYL 4 PHENYL 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 3,4 DIPHENYL 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (2 FURANYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (2 NAPHTHALENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (2 THIOPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (2,3,4 TRICHLOROPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (2,4 DICHLOROPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (3 NITROPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (3 PYRIDINYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (4 ANISYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (4 CHLOROPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (4 FLUOROPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (4 PYRIDINYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (4 TOLYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 (TERT BUTYLPHENYL) 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZINYL] 4 PHENYL 1,3 THIAZOLE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 (4 ANISYL) 5 ETHYLTHIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 (4 TOLYL) 5 ETHYLTHIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 PHENYL 5 ETHYLTHIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 PHENYL 5 ISOPROPYLTHIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 PHENYL 5 METHYL THIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 PHENYLTHIAZOLIDIN 4 ONE; 2 [(1 PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3,5 DIPHENYLTHIAZOLIDIN 4 ONE; 2 [(1PHENOXYPROPAN 2 YLIDENE)HYDRAZONO] 3 (CYCLOHEXYL) 5 ETHYLTHIAZOLIDIN 4 ONE; 2 IMINOTHIAZOLIDIN 4 ONE; 2 MINOTHIAZOLIDIN 4 ONE; ANTITRYPANOSOMAL AGENT; CRUZIPAIN; THIAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84871671001     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm301518v     Document Type: Article
Times cited : (64)

References (49)
  • 1
    • 84871654560 scopus 로고    scopus 로고
    • World Health Organization. Fact sheet no. 340, June (. (accessed June 1, 2012).
    • World Health Organization. Fact sheet no. 340, June (2010. http://www.who.int/mediacentre/factsheets/fs340/en/index.html (accessed June 1, 2012).
    • (2010)
  • 4
    • 68949220484 scopus 로고    scopus 로고
    • The BENEFIT Trial: Testing the Hypothesis That Trypanocidal Therapy is Beneficial for Patients with Chronic Chagas Heart Disease
    • Marin-Neto, J. A.; Rassi, A., Jr.; Avezum, A., Jr.; Mattos, A. C.; Rassi, A. The BENEFIT Trial: Testing the Hypothesis That Trypanocidal Therapy is Beneficial for Patients with Chronic Chagas Heart Disease Mem. Inst. Oswaldo Cruz 2009, 104, 319-324
    • (2009) Mem. Inst. Oswaldo Cruz , vol.104 , pp. 319-324
    • Marin-Neto, J.A.1    Rassi, Jr.A.2    Avezum, Jr.A.3    Mattos, A.C.4    Rassi, A.5
  • 5
    • 45549100534 scopus 로고    scopus 로고
    • Rationale and design of a randomized placebo-controlled trial assessing the effects of etiologic treatment in Chagas' cardiomyopathy: The BENznidazole Evaluation For Interrupting Trypanosomiasis (BENEFIT)
    • DOI 10.1016/j.ahj.2008.04.001, PII S0002870308002342
    • Marin-Neto, J. A.; Rassi, A., Jr.; Morillo, C. A.; Avezum, A.; Connolly, S. J.; Sosa-Estani, S.; Rosas, F.; Yusuf, S. BENEFIT Investigators. Rationale and Design of a Randomized Placebo-Controlled Trial Assessing the Effects of Etiologic Treatment in Chagas' Cardiomyopathy: The BENznidazole Evaluation For Interrupting Trypanosomiasis (BENEFIT) Am. Heart J. 2008, 156, 37-43 (Pubitemid 351862295)
    • (2008) American Heart Journal , vol.156 , Issue.1 , pp. 37-43
    • Marin-Neto, J.A.1    Rassi Jr., A.2    Morillo, C.A.3    Avezum, A.4    Connolly, S.J.5    Sosa-Estani, S.6    Rosas, F.7    Yusuf, S.8
  • 8
    • 0034773549 scopus 로고    scopus 로고
    • Enzymatic activity, protein expression, and gene sequence of cruzipain in virulent and attenuated Trypanosoma cruzi strains
    • Duschak, V. G.; Ciaccio, M.; Nassert, J. R.; Basombrio, M. A. Enzymatic Activity, Protein Expression, and Gene Sequence of Cruzipain in Virulent and Attenuated Trypanosoma cruzi Strains J. Parasitol. 2001, 87, 1016-1022 (Pubitemid 32995645)
    • (2001) Journal of Parasitology , vol.87 , Issue.5 , pp. 1016-1022
    • Duschak, V.G.1    Ciaccio, M.2    Nasser, J.R.3    Basombrio, M.A.4
  • 10
    • 33746562888 scopus 로고    scopus 로고
    • Different signaling pathways are involved in cardiomyocyte survival induced by a Trypanosoma cruzi glycoprotein
    • DOI 10.1016/j.micinf.2006.02.010, PII S1286457906001171
    • Aoki, M. P.; Cano, R. C.; Pellegrini, A. V.; Tanos, T.; Guiñazú, N. L.; Coso, O. A.; Gea, S. Different Signaling Pathways Are Involved in Cardiomyocyte Survival Induced by a Trypanosoma cruzi Glycoprotein Microbes Infect. 2006, 8, 1723-1731 (Pubitemid 44137502)
    • (2006) Microbes and Infection , vol.8 , Issue.7 , pp. 1723-1731
    • Aoki, M.D.P.1    Cano, R.C.2    Pellegrini, A.V.3    Tanos, T.4    Guinazu, N.L.5    Coso, O.A.6    Gea, S.7
  • 13
    • 0037142343 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationship study of potent trypanocidal thio semicarbazone inhibitors of the trypanosomal cysteine protease cruzain
    • DOI 10.1021/jm010459j
    • Du, X.; Guo, C.; Hansell, E.; Doyle, P. S.; Caffrey, C. R.; Holler, T. P.; McKerrow, J. H.; Cohen, F. E. Synthesis and Structure-Activity Relationship Study of Potent Trypanocidal Thio Semicarbazone Inhibitors of the Trypanosomal Cysteine Protease Cruzain J. Med. Chem. 2002, 45, 2695-2707 (Pubitemid 34627642)
    • (2002) Journal of Medicinal Chemistry , vol.45 , Issue.13 , pp. 2695-2707
    • Du, X.1    Guo, C.2    Hansell, E.3    Doyle, P.S.4    Caffrey, C.R.5    Holler, T.P.6    McKerrow, J.H.7    Cohen, F.E.8
  • 14
    • 0141627969 scopus 로고    scopus 로고
    • Synthesis and evaluation of isatins and thiosemicarbazone derivatives against cruzain, falcipain-2 and rhodesain
    • DOI 10.1016/S0960-894X(03)00756-X
    • Chiyanzu, I.; Hansell, E.; Gut, J.; Rosenthal, P. J.; McKerrow, J. H.; Chibale, K. Synthesis and Evaluation of Isatins and Thiosemicarbazone Derivatives Against Cruzain, Falcipain-2 and Rhodesain Bioorg. Med. Chem. Lett. 2003, 13, 3527-3530 (Pubitemid 37141422)
    • (2003) Bioorganic and Medicinal Chemistry Letters , vol.13 , Issue.20 , pp. 3527-3530
    • Chiyanzu, I.1    Hansell, E.2    Gut, J.3    Rosenthal, P.J.4    McKerrow, J.H.5    Chibale, K.6
  • 15
    • 2542533103 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of parasiticidal thiosemicarbazone cysteine protease inhibitors against Plasmodium falciparum, Trypanosoma brucei, and Trypanosoma cruzi
    • DOI 10.1021/jm030549j
    • Greenbaum, D. C.; Mackey, Z.; Hansell, E.; Doyle, P.; Gut, J.; Caffrey, C. R.; Lehrman, J.; Rosenthal, P. J.; McKerrow, J. H.; Chibale, K. Synthesis and Structure-Activity Relationships of Parasiticidal Thiosemicarbazone Cysteine Protease Inhibitors against Plasmodium falciparum, Trypanosoma brucei, and Trypanosoma cruzi J. Med. Chem. 2004, 47, 3212-3219 (Pubitemid 38702713)
    • (2004) Journal of Medicinal Chemistry , vol.47 , Issue.12 , pp. 3212-3219
    • Greenbaum, D.C.1    Mackey, Z.2    Hansell, E.3    Doyle, P.4    Gut, J.5    Caffrey, C.R.6    Lehrman, J.7    Rosenthal, P.J.8    McKerrow, J.H.9    Chibale, K.10
  • 17
    • 33745772587 scopus 로고    scopus 로고
    • Design, synthesis, and biochemical evaluation of novel cruzain inhibitors with potential application in the treatment of Chagas' disease
    • DOI 10.1016/j.bmcl.2006.05.041, PII S0960894X0600583X
    • Siles, R.; Chen, S. E.; Zhou, M.; Pinney, K. G.; Trawick, M. L. Design, Synthesis, and Biochemical Evaluation of Novel Cruzain Inhibitors with Potential Application in the Treatment of Chagas Disease Bioorg. Med. Chem. Lett. 2006, 16, 4405-4409 (Pubitemid 44018080)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.16 , pp. 4405-4409
    • Siles, R.1    Chen, S.-E.2    Zhou, M.3    Pinney, K.G.4    Trawick, M.L.5
  • 19
    • 56449128034 scopus 로고    scopus 로고
    • Structure-Activity Relationships for a Class of Selective Inhibitors of the Major Cysteine Protease from Trypanosoma cruzi
    • Guido, R. V.; Trossini, G. H.; Castilho, M. S.; Oliva, G.; Ferreira, E. I.; Andricopulo, A. D. Structure-Activity Relationships for a Class of Selective Inhibitors of the Major Cysteine Protease from Trypanosoma cruzi J. Enzyme Inhib. Med. Chem. 2008, 23, 964-973
    • (2008) J. Enzyme Inhib. Med. Chem. , vol.23 , pp. 964-973
    • Guido, R.V.1    Trossini, G.H.2    Castilho, M.S.3    Oliva, G.4    Ferreira, E.I.5    Andricopulo, A.D.6
  • 20
    • 84857739976 scopus 로고    scopus 로고
    • Selenosemicarbazones as Potent Cruzipain Inhibitors and Their Antiparasitic Properties against Trypanosoma cruzi
    • Pizzo, C.; Faral-Tello, P.; Salinas, G.; Flo, M.; Robello, C.; Wipf, P.; Mahler, S. G. Selenosemicarbazones as Potent Cruzipain Inhibitors and Their Antiparasitic Properties against Trypanosoma cruzi Med. Chem. Commun. 2012, 3, 362-368
    • (2012) Med. Chem. Commun. , vol.3 , pp. 362-368
    • Pizzo, C.1    Faral-Tello, P.2    Salinas, G.3    Flo, M.4    Robello, C.5    Wipf, P.6    Mahler, S.G.7
  • 21
    • 84855704061 scopus 로고    scopus 로고
    • Amidines Bearing Benzofuroxan or Benzimidazole 1,3-Dioxide Core Scaffolds as Trypanosoma cruzi -Inhibitors: Structural Basis for Their Interactions with Cruzipain
    • Merlino, A.; Benitez, M.; Campillo, N. E.; Páez, J. A.; Tinoco, L. W.; González, M.; Cerecetto, H. Amidines Bearing Benzofuroxan or Benzimidazole 1,3-Dioxide Core Scaffolds as Trypanosoma cruzi -Inhibitors: Structural Basis for Their Interactions with Cruzipain Med. Chem. Commun. 2012, 3, 90-101
    • (2012) Med. Chem. Commun. , vol.3 , pp. 90-101
    • Merlino, A.1    Benitez, M.2    Campillo, N.E.3    Páez, J.A.4    Tinoco, L.W.5    González, M.6    Cerecetto, H.7
  • 28
    • 11844255399 scopus 로고    scopus 로고
    • Bioisosterism: A useful strategy for molecular modification and drug design
    • Lima, L. M.; Barreiro, E. J. Bioisosterism: a Useful Strategy for Molecular Modification and Drug Design Curr. Med. Chem. 2005, 23-49 (Pubitemid 40089827)
    • (2005) Current Medicinal Chemistry , vol.12 , Issue.1 , pp. 23-49
    • Lima, L.M.1    Barreiro, E.J.2
  • 29
    • 84855268821 scopus 로고    scopus 로고
    • Efficient One-Pot Three-Component Synthesis of N-(4-arylthiazol-2-yl) hydrazones in Water under Ultrasound Irradiation
    • Zhang, D. N.; Li, J. T.; Song, Y. L.; Liu, H. M.; Li, H. Y. Efficient One-Pot Three-Component Synthesis of N-(4-arylthiazol-2-yl)hydrazones in Water Under Ultrasound Irradiation Ultrason. Sonochem. 2012, 19, 475-478
    • (2012) Ultrason. Sonochem. , vol.19 , pp. 475-478
    • Zhang, D.N.1    Li, J.T.2    Song, Y.L.3    Liu, H.M.4    Li, H.Y.5
  • 33
    • 0031937742 scopus 로고    scopus 로고
    • Cysteine protease inhibitors alter Golgi complex ultrastructure and function in Trypanosoma cruzi
    • Engel, J. C.; Doyle, P. S.; Palmer, P.; Hsieh, I.; Bainton, D. F.; McKerrow, J. H. Cysteine Protease Inhibitors Alter Golgi Complex Ultrastructure and Function in Trypanosoma cruzi J. Cell Sci. 1998, 111, 597-606 (Pubitemid 28142364)
    • (1998) Journal of Cell Science , vol.111 , Issue.5 , pp. 597-606
    • Engel, J.C.1    Doyle, P.S.2    Palmer, J.3    Hsleh, I.4    Bainton, D.F.5    McKerrow, J.H.6
  • 37
    • 0016250774 scopus 로고
    • In Vitro and in Vivo Activity of Certain Thiosemicarbazones against Trypanosoma cruzi
    • Wilson, H. R.; Revankar, G. R.; Tolman, R. L. In Vitro and in Vivo Activity of Certain Thiosemicarbazones against Trypanosoma cruzi J. Med. Chem. 1974, 17, 760-761
    • (1974) J. Med. Chem. , vol.17 , pp. 760-761
    • Wilson, H.R.1    Revankar, G.R.2    Tolman, R.L.3
  • 45
    • 33745597056 scopus 로고    scopus 로고
    • RM1: A reparameterization of AM1 for H, C, N, O, P, S, F, Cl, Br, and I
    • DOI 10.1002/jcc.20425
    • Rocha, G. B.; Freire, R. O.; Simas, A. M.; Stewart, J. J. P. RM1: A Reparameterization of AM1 for H, C, N, O, P, S, F, Cl, Br, and I J. Comput. Chem. 2006, 27, 1101-1111 (Pubitemid 43989803)
    • (2006) Journal of Computational Chemistry , vol.27 , Issue.10 , pp. 1101-1111
    • Rocha, G.B.1    Freire, R.O.2    Simas, A.M.3    Stewart, J.J.P.4
  • 46
    • 84871653695 scopus 로고    scopus 로고
    • Spartan '08 Tutorial and user's guide; Wavefunction: Irvine, CA
    • Spartan '08 Tutorial and user's guide; Wavefunction: Irvine, CA, 2008. http://www.wavefun.com/products/spartan.html.
    • (2008)
  • 47
    • 84871648079 scopus 로고    scopus 로고
    • Cambridge Crystallographic Data Centre.
    • Gold software, version 5.1, Cambridge Crystallographic Data Centre. http://www.ccdc.cam.ac.uk.
    • Gold Software, Version 5.1
  • 48
    • 79953277006 scopus 로고    scopus 로고
    • Binana: A Novel Algorithm for Ligand-Binding Characterization
    • Durrant, J. D.; Mccammon, J. A. BINANA: A Novel Algorithm for Ligand-Binding Characterization J. Mol. Graph. Model. 2011, 29, 888-893
    • (2011) J. Mol. Graph. Model. , vol.29 , pp. 888-893
    • Durrant, J.D.1    McCammon, J.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.