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Volumn 15, Issue 6, 2010, Pages 4423-4438

Synthesis of 2-(2-aminopyrimidine)-2,2-difluoroethanols as potential bioisosters of salicylidene acylhydrazides

Author keywords

Reformatsky reaction; Salicylidene acylhydrazide; Scaffold hopping; Type III secretion

Indexed keywords

2 AMINOPYRIMIDINE; 2-AMINOPYRIMIDINE; ANTIINFECTIVE AGENT; HYDRAZINE DERIVATIVE; PYRIMIDINE DERIVATIVE;

EID: 77954268482     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules15064423     Document Type: Article
Times cited : (11)

References (33)
  • 1
    • 0031864184 scopus 로고    scopus 로고
    • Type III protein secretion systems in bacterial pathogens of animals and plants
    • Hueck, C. J. Type III protein secretion systems in bacterial pathogens of animals and plants. Microbiol. Mol. Biol. Rev. 1998, 62, 379-433.
    • (1998) Microbiol. Mol. Biol. Rev. , vol.62 , pp. 379-433
    • Hueck, C.J.1
  • 2
    • 75949092121 scopus 로고    scopus 로고
    • Anti-virulence strategies to combat bacteria-mediated disease
    • Rasko, D. A.; Sperandio, V. Anti-virulence strategies to combat bacteria-mediated disease. Nat. Rev. Drug Discov. 2010, 9, 117-128.
    • (2010) Nat. Rev. Drug Discov. , vol.9 , pp. 117-128
    • Rasko, D.A.1    Sperandio, V.2
  • 3
    • 75249090304 scopus 로고    scopus 로고
    • Antivirulence drugs to target bacterial secretion systems
    • Baron, C. Antivirulence drugs to target bacterial secretion systems. Curr. Opin. Microbiol. 2010, 13, 100-105.
    • (2010) Curr. Opin. Microbiol. , vol.13 , pp. 100-105
    • Baron, C.1
  • 4
    • 0037350267 scopus 로고    scopus 로고
    • Targeting bacterial virulence: Inhibitors of type III secretion in Yersinia
    • DOI 10.1016/S1074-5521(03)00046-2
    • Kauppi, A. M.; Nordfelth, R.; Uvell, H.; Wolf-Watz, H.; Elofsson, M. Targeting bacterial virulence: Inhibitors of type III secretion in Yersinia. Chem. Biol. 2003, 10, 241-249. (Pubitemid 36380281)
    • (2003) Chemistry and Biology , vol.10 , Issue.3 , pp. 241-249
    • Kauppi, A.M.1    Nordfelth, R.2    Uvell, H.3    Wolf-Watz, H.4    Elofsson, M.5
  • 7
    • 33748490301 scopus 로고    scopus 로고
    • Treatment of Chlamydia trachomatis with a small molecule inhibitor of the Yersinia type III secretion system disrupts progression of the chlamydial developmental cycle
    • Wolf, K.; Betts, H. J.; Chellas-Gery, B.; Hower, S.; Linton, C. N.; Fields, K. A. Treatment of Chlamydia trachomatis with a small molecule inhibitor of the Yersinia type III secretion system disrupts progression of the chlamydial developmental cycle. Mol. Microbiol. 2006, 61, 1543-1555.
    • (2006) Mol. Microbiol. , vol.61 , pp. 1543-1555
    • Wolf, K.1    Betts, H.J.2    Chellas-Gery, B.3    Hower, S.4    Linton, C.N.5    Fields, K.A.6
  • 10
    • 34547629449 scopus 로고    scopus 로고
    • Salicylidene acylhydrazides that affect type III protein secretion in Salmonella enterica serovar typhimurium
    • DOI 10.1128/AAC.00223-07
    • Negrea, A.; Bjur, E.; Ygberg, S. E.; Elofsson, M.; Wolf-Watz, H.; Rhen, M. Salicylidene acylhydrazides that affect type III protein secretion in Salmonella enterica serovar Typhimurium. Antimicrob. Agents Chemother. 2007, 51, 2867-2876. (Pubitemid 47206224)
    • (2007) Antimicrobial Agents and Chemotherapy , vol.51 , Issue.8 , pp. 2867-2876
    • Negrea, A.1    Bjur, E.2    Ygberg, S.E.3    Elofsson, M.4    Wolf-Watz, H.5    Rhen, M.6
  • 12
    • 58649103547 scopus 로고    scopus 로고
    • Small-molecule type III secretion system inhibitors block assembly of the shigella type III secreton
    • Veenendaal, A. K. J.; Sundin, C.; Blocker, A. J. Small-molecule type III secretion system inhibitors block assembly of the shigella type III secreton. J. Bacteriol. 2009, 191, 563-570.
    • (2009) J. Bacteriol. , vol.191 , pp. 563-570
    • Veenendaal, A.K.J.1    Sundin, C.2    Blocker, A.J.3
  • 14
    • 77950058871 scopus 로고    scopus 로고
    • Statistical molecular design of a focused salicylidene acylhydrazide library and multivariate QSAR of inhibition of type III secretion in the Gram-negative bacterium Yersinia
    • Dahlgren, M. K.; Zetterström, C. E.; Gylfe, A.; Linusson, A.; Elofsson, M. Statistical molecular design of a focused salicylidene acylhydrazide library and multivariate QSAR of inhibition of type III secretion in the Gram-negative bacterium Yersinia. Bioorg. Med. Chem. 2010, 18, 2686-2703.
    • (2010) Bioorg. Med. Chem. , vol.18 , pp. 2686-2703
    • Dahlgren, M.K.1    Zetterström, C.E.2    Gylfe, A.3    Linusson, A.4    Elofsson, M.5
  • 16
    • 60849135109 scopus 로고    scopus 로고
    • Structure-based virtual screening for identification of novel 11 beta-HSD1 inhibitors
    • Yang, H. Y.; Shen, Y.; Chen, J. H.; Jiang, Q. F.; Leng, Y.; Shen, J. H. Structure-based virtual screening for identification of novel 11 beta-HSD1 inhibitors. Eur. J. Med. Chem. 2009, 44, 1167-1171.
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 1167-1171
    • Yang, H.Y.1    Shen, Y.2    Chen, J.H.3    Jiang, Q.F.4    Leng, Y.5    Shen, J.H.6
  • 17
    • 67649422279 scopus 로고    scopus 로고
    • Synthesis of novel ribavirin hydrazone derivatives and anti-proliferative activity against A549 lung cancer cells
    • Liu, W. Y.; Li, H. Y.; Zhao, B. X.; Shin, D. S.; Lian, S.; Miao, J. Y. Synthesis of novel ribavirin hydrazone derivatives and anti-proliferative activity against A549 lung cancer cells. Carbohydr. Res. 2009, 344, 1270-1275.
    • (2009) Carbohydr. Res. , vol.344 , pp. 1270-1275
    • Liu, W.Y.1    Li, H.Y.2    Zhao, B.X.3    Shin, D.S.4    Lian, S.5    Miao, J.Y.6
  • 18
    • 61349091085 scopus 로고    scopus 로고
    • Anti-HIV evaluation of benzo[d]isothiazole hydrazones
    • Vicini, P.; Incerti, M.; La Colla, P.; Loddo, R. Anti-HIV evaluation of benzo[d]isothiazole hydrazones. Eur. J. Med. Chem. 2009, 44, 1801-1807.
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 1801-1807
    • Vicini, P.1    Incerti, M.2    Colla, P.3    Loddo, R.4
  • 19
    • 70349445067 scopus 로고    scopus 로고
    • Identification of novel cell wall destabilizing antifungal compounds using a conditional Aspergillus nidulans protein kinase C mutant
    • Mircus, G.; Hagag, S.; Levdansky, E.; Sharon, H.; Shadkchan, Y.; Shalit, I.; Osherov, N. Identification of novel cell wall destabilizing antifungal compounds using a conditional Aspergillus nidulans protein kinase C mutant. J. Antimicrob. Chemother. 2009, 64, 755-763.
    • (2009) J. Antimicrob. Chemother. , vol.64 , pp. 755-763
    • Mircus, G.1    Hagag, S.2    Levdansky, E.3    Sharon, H.4    Shadkchan, Y.5    Shalit, I.6    Osherov, N.7
  • 21
    • 70450158916 scopus 로고    scopus 로고
    • Tandem application of virtual screening and NMR experiments in the discovery of brand new DNA quadruplex groove binders
    • Cosconati, S.; Marinelli, L.; Trotta, R.; Virno, A.; Mayol, L.; Novellino, E.; Olson, A. J.; Randazzo, A. Tandem application of virtual screening and NMR experiments in the discovery of brand new DNA quadruplex groove binders. J. Am. Chem. Soc. 2009, 131, 16336-16337.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 16336-16337
    • Cosconati, S.1    Marinelli, L.2    Trotta, R.3    Virno, A.4    Mayol, L.5    Novellino, E.6    Olson, A.J.7    Randazzo, A.8
  • 22
    • 65249105921 scopus 로고    scopus 로고
    • Discovering potent inhibitors against the beta-hydroxyacyl-acyl carrier protein dehydratase (FabZ) of Helicobacter pylori: Structure-based design, synthesis, bioassay, and crystal structure determination
    • He, L. Y.; Zhang, L.; Liu, X. F.; Li, X. H.; Zheng, M. Y.; Li, H. L.; Yu, K. Q.; Chen, K. X.; Shen, X.; Jiang, H. L.; Liu, H. Discovering potent inhibitors against the beta-hydroxyacyl-acyl carrier protein dehydratase (FabZ) of Helicobacter pylori: Structure-based design, synthesis, bioassay, and crystal structure determination. J. Med. Chem. 2009, 52, 2465-2481.
    • (2009) J. Med. Chem. , vol.52 , pp. 2465-2481
    • He, L.Y.1    Zhang, L.2    Liu, X.F.3    Li, X.H.4    Zheng, M.Y.5    Li, H.L.6    Yu, K.Q.7    Chen, K.X.8    Shen, X.9    Jiang, H.L.10    Liu, H.11
  • 23
    • 70349321634 scopus 로고    scopus 로고
    • Identification of inhibitors of Yellow fever virus replication using a replicon-based high-throughput assay
    • Patkar, C. G.; Larsen, M.; Owston, M.; Smith, J. L.; Kuhn, R. J. Identification of inhibitors of Yellow fever virus replication using a replicon-based high-throughput assay. Antimicrob. Agents Chemother. 2009, 53, 4103-4114.
    • (2009) Antimicrob. Agents Chemother. , vol.53 , pp. 4103-4114
    • Patkar, C.G.1    Larsen, M.2    Owston, M.3    Smith, J.L.4    Kuhn, R.J.5
  • 26
    • 70349433777 scopus 로고    scopus 로고
    • Procaspase-3 activation as an anti-cancer strategy: Structure-activity relationship of procaspaseactivating ompound 1 (PAC-1) and its cellular co-localization with caspase-3
    • Peterson, Q. P.; Hsu, D. C.; Goode, D. R.; Novotny, C. J.; Totten, R. K.; Hergenrother, P. J. Procaspase-3 activation as an anti-cancer strategy: Structure-activity relationship of procaspaseactivating ompound 1 (PAC-1) and its cellular co-localization with caspase-3. J. Med. Chem. 2009, 52, 5721-5731.
    • (2009) J. Med. Chem. , vol.52 , pp. 5721-5731
    • Peterson, Q.P.1    Hsu, D.C.2    Goode, D.R.3    Novotny, C.J.4    Totten, R.K.5    Hergenrother, P.J.6
  • 27
    • 77954300352 scopus 로고    scopus 로고
    • MacroModel, version 9.5, Schrödinger LLC, 120 West 45th Street, Tower 45, New York, NY, USA
    • MacroModel, version 9.5, Schrödinger LLC, 120 West 45th Street, Tower 45, New York, NY, USA, 10036-4041.
  • 28
    • 77954298114 scopus 로고    scopus 로고
    • SHOP, version 1.0, Molecular Discovery Ltd., 215 Marsh Road, HA5 5NE Pinner, Middlesex, U. K
    • SHOP, version 1.0, Molecular Discovery Ltd., 215 Marsh Road, HA5 5NE Pinner, Middlesex, U. K.
  • 30
    • 0001940773 scopus 로고    scopus 로고
    • Preparation of optically active alpha, alpha-difluoro-betahydroxyketones
    • Iseki, K.; Asada, D.; Kuroki, Y. Preparation of optically active alpha, alpha-difluoro-betahydroxyketones. J. Fluorine Chem. 1999, 97, 85-89.
    • (1999) J. Fluorine Chem. , vol.97 , pp. 85-89
    • Iseki, K.1    Asada, D.2    Kuroki, Y.3
  • 32
    • 65249182633 scopus 로고    scopus 로고
    • SHOP: Receptor-based scaffold hopping by grid-based similarity searches
    • Bergmann, R.; Liljefors, T.; Sorensen, M. D.; Zamora, I. SHOP: Receptor-Based Scaffold HOPping by GRID-Based Similarity Searches. J. Chem. Info. Model. 2009, 49, 658-669.
    • (2009) J. Chem. Info. Model , vol.49 , pp. 658-669
    • Bergmann, R.1    Liljefors, T.2    Sorensen, M.D.3    Zamora, I.4
  • 33
    • 77954287086 scopus 로고    scopus 로고
    • Molecular Operating Environment, MOE, version 2008.10, Chemical Computing Group Inc., Suite 910-1010 Sherbrooke St. W, Montreal, Quebec, Canada H3A 2R7
    • Molecular Operating Environment, (MOE), version 2008.10, Chemical Computing Group Inc., Suite 910-1010 Sherbrooke St. W, Montreal, Quebec, Canada H3A 2R7.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.