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Volumn 8, Issue , 2014, Pages 383-390

Triazole derivatives with improved in vitro antifungal activity over azole drugs

Author keywords

Azole agents; CYP51; Molecular docking; Synthesis

Indexed keywords

1 (2 [2,4 DIFLUOROPHENYL] 2 HYDROXY 3 [1H 1,2,4 TRIAZOL 1 YL]PROPYL)PIPERIDIN 4 OL; 1 (2 [2,4 DIFLUOROPHENYL] 2 HYDROXY 3 [1H 1,2,4 TRIAZOL 1 YL]PROPYL)PIPERIDIN 4 YL 2 PHENYLACETATE; FERRIC ION; FLUCONAZOLE; FLUORINE; HALOGEN; IRON; ITRACONAZOLE; PIPERIDINE DERIVATIVE; STEROL 14ALPHA DEMETHYLASE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG; VORICONAZOLE; ANTIFUNGAL AGENT;

EID: 84898660012     PISSN: 11778881     EISSN: None     Source Type: Journal    
DOI: 10.2147/DDDT.S58680     Document Type: Article
Times cited : (28)

References (27)
  • 1
    • 0035889523 scopus 로고    scopus 로고
    • Trends in the epidemiology of opportunistic fungal infections: Predisposing factors and the impact of antimicrobial use practices
    • Singh N. Trends in the epidemiology of opportunistic fungal infections: predisposing factors and the impact of antimicrobial use practices. Clin Infect Dis. 2001; 33(10): 1692-1696.
    • (2001) Clin Infect Dis , vol.33 , Issue.10 , pp. 1692-1696
    • Singh, N.1
  • 2
    • 0032731909 scopus 로고    scopus 로고
    • Systemic antifungal agents against AIDS-related opportunistic infections: Current status and emerging drugs in development
    • Ablordeppey SY, Fan P, Ablordeppey JH, Mardenborough L. Systemic antifungal agents against AIDS-related opportunistic infections: current status and emerging drugs in development. Curr Med Chem. 1999; 6(12): 1151-1195.
    • (1999) Curr Med Chem , vol.6 , Issue.12 , pp. 1151-1195
    • Ablordeppey, S.Y.1    Fan, P.2    Ablordeppey, J.H.3    Mardenborough, L.4
  • 3
    • 0031797483 scopus 로고    scopus 로고
    • In vitro evaluation of voriconazole against clinical isolates of yeasts, moulds and dermatophytes in comparison with itraconazole, ketoconazole, amphotericin B and griseofulvin
    • Wildfeuer A, Seidl HP, Paule I, Haberreiter A. In vitro evaluation of voriconazole against clinical isolates of yeasts, moulds and dermatophytes in comparison with itraconazole, ketoconazole, amphotericin B and griseofulvin. Mycoses. 1998; 41(7-8): 309-319.
    • (1998) Mycoses , vol.41 , Issue.7-8 , pp. 309-319
    • Wildfeuer, A.1    Seidl, H.P.2    Paule, I.3    Haberreiter, A.4
  • 4
    • 0032173607 scopus 로고    scopus 로고
    • Antifungals: Mechanism of action and resistance, established and novel drugs
    • Georgopapadakou NH. Antifungals: mechanism of action and resistance, established and novel drugs. Curr Opin Microbiol. 1998; 1(5): 547-557.
    • (1998) Curr Opin Microbiol , vol.1 , Issue.5 , pp. 547-557
    • Georgopapadakou, N.H.1
  • 5
    • 0030033020 scopus 로고    scopus 로고
    • Antifungal agents: Chemotherapeutic targets and immunologic strategies
    • Georgopapadakou NH, Walsh TJ. Antifungal agents: chemotherapeutic targets and immunologic strategies. Antimicrob Agents Chemother. 1996; 40(2): 279-291.
    • (1996) Antimicrob Agents Chemother , vol.40 , Issue.2 , pp. 279-291
    • Georgopapadakou, N.H.1    Walsh, T.J.2
  • 6
    • 0038159878 scopus 로고    scopus 로고
    • Systemic mycoses in the immunocompromised host: An update in antifungal therapy
    • Kontoyiannis DP, Mantadakis E, Samonis G. Systemic mycoses in the immunocompromised host: an update in antifungal therapy. J Hosp Infect. 2003; 53(4): 243-258.
    • (2003) J Hosp Infect , vol.53 , Issue.4 , pp. 243-258
    • Kontoyiannis, D.P.1    Mantadakis, E.2    Samonis, G.3
  • 7
    • 0031969879 scopus 로고    scopus 로고
    • Clinical, cellular, and molecular factors that contribute to antifungal drug resistance
    • White TC, Marr KA, Bowden RA. Clinical, cellular, and molecular factors that contribute to antifungal drug resistance. Clin Microbiol Rev. 1998; 11(2): 382-402.
    • (1998) Clin Microbiol Rev , vol.11 , Issue.2 , pp. 382-402
    • White, T.C.1    Marr, K.A.2    Bowden, R.A.3
  • 8
    • 0142182539 scopus 로고    scopus 로고
    • Systemic antifungal therapy: New options, new challenges
    • Wong-Beringer A, Kriengkauykiat J. Systemic antifungal therapy: new options, new challenges. Pharmacotherapy. 2003; 23(11): 1441-1462.
    • (2003) Pharmacotherapy , vol.23 , Issue.11 , pp. 1441-1462
    • Wong-Beringer, A.1    Kriengkauykiat, J.2
  • 9
    • 0032882718 scopus 로고    scopus 로고
    • Antifungal agents: Mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance
    • Ghannoum MA, Rice LB. Antifungal agents: mode of action, mechanisms of resistance, and correlation of these mechanisms with bacterial resistance. Clin Microbiol Rev. 1999; 12(4): 501-517.
    • (1999) Clin Microbiol Rev , vol.12 , Issue.4 , pp. 501-517
    • Ghannoum, M.A.1    Rice, L.B.2
  • 11
    • 33646109826 scopus 로고    scopus 로고
    • Structure-based optimization of azole antifungal agents by CoMFA, CoMSIA, and molecular docking
    • Sheng CQ, Zhang WN, Ji HT, et al. Structure-based optimization of azole antifungal agents by CoMFA, CoMSIA, and molecular docking. J Med Chem. 2006; 49(8): 2512-2525.
    • (2006) J Med Chem , vol.49 , Issue.8 , pp. 2512-2525
    • Sheng, C.Q.1    Zhang, W.N.2    Ji, H.T.3
  • 12
    • 0034806952 scopus 로고    scopus 로고
    • In vitro activities of posaconazole (Sch 56592) compared with those of itraconazole and fluconazole against 3, 685 clinical isolates of Candida spp. and Cryptococcus neoformans
    • Pfaller MA, Messer SA, Hollis RJ, Jones RN. In vitro activities of posaconazole (Sch 56592) compared with those of itraconazole and fluconazole against 3, 685 clinical isolates of Candida spp. and Cryptococcus neoformans. Antimicrob Agents Chemother. 2001; 45(10): 2862-2864.
    • (2001) Antimicrob Agents Chemother , vol.45 , Issue.10 , pp. 2862-2864
    • Pfaller, M.A.1    Messer, S.A.2    Hollis, R.J.3    Jones, R.N.4
  • 14
    • 79960963679 scopus 로고    scopus 로고
    • Current concepts in antifungal pharmacology
    • Lewis RE. Current concepts in antifungal pharmacology. Mayo Clin Proc. 2011; 86(8): 805-817.
    • (2011) Mayo Clin Proc , vol.86 , Issue.8 , pp. 805-817
    • Lewis, R.E.1
  • 15
    • 23444446586 scopus 로고    scopus 로고
    • Antifungal agents. 11. N-substituted derivatives of 1-[(aryl)(4-aryl-1 H-pyrrol-3-yl) methyl]-1 H-imidazole: Synthesis, anti-candida activity, and QSAR studies
    • Di Santo R, Tafi A, Costi R, et al. Antifungal agents. 11. N-substituted derivatives of 1-[(aryl)(4-aryl-1 H-pyrrol-3-yl) methyl]-1 H-imidazole: synthesis, anti-candida activity, and QSAR studies. J Med Chem. 2005; 48(16): 5140-5153.
    • (2005) J Med Chem , vol.48 , Issue.16 , pp. 5140-5153
    • Di Santo, R.1    Tafi, A.2    Costi, R.3
  • 16
    • 0038341642 scopus 로고    scopus 로고
    • Antifungal agents: Mechanisms of action
    • Odds FC, Brown AJ, Gow NA. Antifungal agents: mechanisms of action. Trends Microbiol. 2003; 11(6): 272-279.
    • (2003) Trends Microbiol , vol.11 , Issue.6 , pp. 272-279
    • Odds, F.C.1    Brown, A.J.2    Gow, N.A.3
  • 17
    • 0029954699 scopus 로고    scopus 로고
    • The mechanism of the acyl-carbon bond cleavage reaction catalyzed by recombinant sterol 14 alpha-demethylase of Candida albicans (other names are: Lanosterol 14 alpha-demethylase, P-45014DM, and CYP51)
    • Shyadehi AZ, Lamb DC, Kelly SL, et al. The mechanism of the acyl-carbon bond cleavage reaction catalyzed by recombinant sterol 14 alpha-demethylase of Candida albicans (other names are: lanosterol 14 alpha-demethylase, P-45014DM, and CYP51). J Biol Chem. 1996; 271(21): 12445-12450.
    • (1996) J Biol Chem , vol.271 , Issue.21 , pp. 12445-12450
    • Shyadehi, A.Z.1    Lamb, D.C.2    Kelly, S.L.3
  • 18
    • 62549119545 scopus 로고    scopus 로고
    • Design, synthesis, and biological evaluation of novel triazole derivatives as inhibitors of cytochrome P450 14 alpha-demethylase
    • Chai X, Zhang J, Hu H, et al. Design, synthesis, and biological evaluation of novel triazole derivatives as inhibitors of cytochrome P450 14 alpha-demethylase. Eur J Med Chem. 2009; 44(5): 1913-1920.
    • (2009) Eur J Med Chem , vol.44 , Issue.5 , pp. 1913-1920
    • Chai, X.1    Zhang, J.2    Hu, H.3
  • 19
    • 61349104868 scopus 로고    scopus 로고
    • Design, synthesis, and biological evaluation of novel 1-(1H-1, 2, 4-triazole-1-yl)-2-(2, 4-difluorophenyl)-3-substituted benzylamino-2-propanols
    • Chai X, Zhang J, Yu S, et al. Design, synthesis, and biological evaluation of novel 1-(1H-1, 2, 4-triazole-1-yl)-2-(2, 4-difluorophenyl)-3-substituted benzylamino-2-propanols. Bioorg Med Chem Lett. 2009; 19(6): 1811-1814.
    • (2009) Bioorg Med Chem Lett , vol.19 , Issue.6 , pp. 1811-1814
    • Chai, X.1    Zhang, J.2    Yu, S.3
  • 20
    • 78651233022 scopus 로고    scopus 로고
    • New azoles with antifungal activity: Design, synthesis, and molecular docking
    • Chai X, Zhang J, Cao Y, et al. New azoles with antifungal activity: Design, synthesis, and molecular docking. Bioorg Med Chem Lett. 2011; 21(2): 686-689.
    • (2011) Bioorg Med Chem Lett , vol.21 , Issue.2 , pp. 686-689
    • Chai, X.1    Zhang, J.2    Cao, Y.3
  • 21
    • 79957515466 scopus 로고    scopus 로고
    • Design, synthesis and molecular docking studies of novel triazole as antifungal agent
    • Chai X, Zhang J, Cao Y, et al. Design, synthesis and molecular docking studies of novel triazole as antifungal agent. Eur J Med Chem. 2011; 46(7): 3167-3176.
    • (2011) Eur J Med Chem , vol.46 , Issue.7 , pp. 3167-3176
    • Chai, X.1    Zhang, J.2    Cao, Y.3
  • 22
    • 79957522536 scopus 로고    scopus 로고
    • Design, synthesis and antifungal evaluation of 1-(2-(2, 4-difluorophenyl)-2-hydroxy-3-(1H-1, 2, 4-triazol-1-yl)propyl)-1H-1, 2, 4-triazol-5(4H)-one
    • Jiang Y, Cao Y, Zhang J, et al. Design, synthesis and antifungal evaluation of 1-(2-(2, 4-difluorophenyl)-2-hydroxy-3-(1H-1, 2, 4-triazol-1-yl)propyl)-1H-1, 2, 4-triazol-5(4H)-one. Eur J Med Chem. 2011; 46(7): 3135-3141.
    • (2011) Eur J Med Chem , vol.46 , Issue.7 , pp. 3135-3141
    • Jiang, Y.1    Cao, Y.2    Zhang, J.3
  • 23
    • 79957470103 scopus 로고    scopus 로고
    • Design, synthesis and antifungal activities of novel 1, 2, 4-triazole derivatives
    • Xu J, Cao Y, Zhang J, et al. Design, synthesis and antifungal activities of novel 1, 2, 4-triazole derivatives. Eur J Med Chem. 2011; 46(7): 3142-3148.
    • (2011) Eur J Med Chem , vol.46 , Issue.7 , pp. 3142-3148
    • Xu, J.1    Cao, Y.2    Zhang, J.3
  • 24
    • 0023656331 scopus 로고
    • Isolation and characterization of an altered cytochrome P-450 from a yeast mutant defective in lanosterol 14 alpha-demethylation
    • Aoyama Y, Yoshida Y, Nishino T, et al. Isolation and characterization of an altered cytochrome P-450 from a yeast mutant defective in lanosterol 14 alpha-demethylation. J Biol Chem. 1987; 262(29): 14260-14264.
    • (1987) J Biol Chem , vol.262 , Issue.29 , pp. 14260-14264
    • Aoyama, Y.1    Yoshida, Y.2    Nishino, T.3
  • 26
    • 0037434588 scopus 로고    scopus 로고
    • Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14 alpha-demethylase of fungi
    • Ji HT, Zhang WN, Zhang M, et al. Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14 alpha-demethylase of fungi. J Med Chem. 2003; 46(4): 474-485.
    • (2003) J Med Chem , vol.46 , Issue.4 , pp. 474-485
    • Ji, H.T.1    Zhang, W.N.2    Zhang, M.3
  • 27
    • 0034729667 scopus 로고    scopus 로고
    • A three-dimensional model of lanosterol 14α-demethylase of Candida albicans and its interaction with azole antifungals
    • Ji H, Zhang W, Zhou Y, et al. A three-dimensional model of lanosterol 14α-demethylase of Candida albicans and its interaction with azole antifungals. J Med Chem. 2000: 43(13): 2493-2505.
    • (2000) J Med Chem , vol.43 , Issue.13 , pp. 2493-2505
    • Ji, H.1    Zhang, W.2    Zhou, Y.3


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