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Volumn 57, Issue 15, 2014, Pages 6729-6738

Constrained bithiazoles: Small molecule correctors of defective δf508-CFTR protein trafficking

Author keywords

[No Author keywords available]

Indexed keywords

ANILINE MUSTARD DERIVATIVE; CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR; METHYL 4 [[ 8 (( 5 CHLORO 2 METHOXYPHENYL)AMINO) 5,6 DIHYDRO 4H CYCLOHEPTA[1,2 D:3,4 D']BIS(THIAZOLE) 2 YL]AMINO] 4 OXOBUTANOIC ACID; N [ 9 [( 5 CHLORO 2 METHOXYPHENYL)AMINO] 4,5,6,7 TETRAHYDROCYCLOOCTA[1,2 D:3,4 D']BIS(THIAZOLE) 2 YL]ISOBUTYRAMIDE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG; CYCLOHEPTANE DERIVATIVE; CYCLOOCTANE DERIVATIVE; METHYL 4-((8-((5-CHLORO-2-METHOXYPHENYL)AMINO)-5,6-DIHYDRO-4H-CYCLOHEPTA(1,2-D-3,4-D′)BIS(THIAZOLE)-2-YL)AMINO)-4-OXOBUTANOATE; N-(9-((5-CHLORO-2-METHOXYPHENYL)AMINO)-4,5,6,7-TETRAHYDROCYCLOOCTA(1,2-D-3,4-D′)BIS(THIAZOLE)-2-YL)ISOBUTYRAMIDE;

EID: 84906081074     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm5007885     Document Type: Article
Times cited : (18)

References (30)
  • 1
    • 0036258208 scopus 로고    scopus 로고
    • Cystic fibrosis: A worldwide analysis of CFTR mutations-correlation with incidence data and application to screening
    • Bobadilla, J. L.; Macek, M., Jr.; Fine, J. P.; Farrell, P. M. Cystic fibrosis: a worldwide analysis of CFTR mutations-correlation with incidence data and application to screening Hum. Mutat. 2002, 19, 575-606
    • (2002) Hum. Mutat. , vol.19 , pp. 575-606
    • Bobadilla, J.L.1    Macek Jr., M.2    Fine, J.P.3    Farrell, P.M.4
  • 2
    • 84906094962 scopus 로고    scopus 로고
    • CF mutation database: (accessed 5/2/)
    • CF mutation database: genet.sickkids.on.ca/cftr/StatisticsPage.html (accessed 5/2/ 2014).
    • (2014)
  • 3
    • 84906077722 scopus 로고    scopus 로고
    • Cystic Fibrosis Foundation Patient Registry 2012 Annual Data Report: (accessed 5/2/)
    • Cystic Fibrosis Foundation Patient Registry 2012 Annual Data Report: http://www.cff.org/livingwithcf/qualityimprovement/patientregistryreport/ (accessed 5/2/ 2014).
    • (2014)
  • 4
    • 34347333381 scopus 로고    scopus 로고
    • Molecular targeting of CFTR as a therapeutic approach to cystic fibrosis
    • Amaral, M. D.; Kunzelmann, K. Molecular targeting of CFTR as a therapeutic approach to cystic fibrosis Trends Pharmacol. Sci. 2007, 28, 334-341
    • (2007) Trends Pharmacol. Sci. , vol.28 , pp. 334-341
    • Amaral, M.D.1    Kunzelmann, K.2
  • 5
    • 2942580461 scopus 로고    scopus 로고
    • CFTR and chaperones: Processing and degradation
    • Amaral, M. D. CFTR and chaperones: processing and degradation J. Mol. Neurosci. 2004, 23, 41-48
    • (2004) J. Mol. Neurosci. , vol.23 , pp. 41-48
    • Amaral, M.D.1
  • 6
    • 33745091537 scopus 로고    scopus 로고
    • Therapy through chaperones: Sense or anti-sense? Cystic fibrosis as a model disease
    • Amaral, M. D. Therapy through chaperones: sense or anti-sense? Cystic fibrosis as a model disease J. Inherit. Metab. Dis. 2005, 29, 477-487
    • (2005) J. Inherit. Metab. Dis. , vol.29 , pp. 477-487
    • Amaral, M.D.1
  • 7
    • 24644464284 scopus 로고    scopus 로고
    • Small-molecule correctors of defective Delta F508-CFTR cellular processing identified by high-throughput screening
    • Pedemonte, N.; Lukacs, G. L.; Du, K.; Caci, E.; Zegarra-Moran, O.; Galietta, L. J. V.; Verkman, A. S. Small-molecule correctors of defective Delta F508-CFTR cellular processing identified by high-throughput screening J. Clin. Invest. 2005, 115, 2564-2571
    • (2005) J. Clin. Invest. , vol.115 , pp. 2564-2571
    • Pedemonte, N.1    Lukacs, G.L.2    Du, K.3    Caci, E.4    Zegarra-Moran, O.5    Galietta, L.J.V.6    Verkman, A.S.7
  • 9
    • 84856629737 scopus 로고    scopus 로고
    • CFTR: Folding, Misfolding and Correcting the DeltaF508 Conformational Defect
    • Lukacs, G. L.; Verkman, A. S. CFTR: Folding, Misfolding and Correcting the DeltaF508 Conformational Defect Trends Mol. Med. 2012, 18, 81-91
    • (2012) Trends Mol. Med. , vol.18 , pp. 81-91
    • Lukacs, G.L.1    Verkman, A.S.2
  • 11
    • 84901605375 scopus 로고    scopus 로고
    • Understanding how cystic fibrosis mutations disrupt CFTR function: From single molecules to animal models
    • Wang, Y.; Wrennall, J. A.; Cai, Z.; Li, H.; Sheppard, D. N. Understanding how cystic fibrosis mutations disrupt CFTR function: From single molecules to animal models Int. J. Biochem. Cell B 2014, 52, 47-57
    • (2014) Int. J. Biochem. Cell B , vol.52 , pp. 47-57
    • Wang, Y.1    Wrennall, J.A.2    Cai, Z.3    Li, H.4    Sheppard, D.N.5
  • 13
    • 84890435909 scopus 로고    scopus 로고
    • Effect of ivacaftor on CFTR forms with missense mutations associated with defects in protein processing or function
    • Van Goor, F.; Yu, H.; Burton, B.; Hoffman, B. J. Effect of ivacaftor on CFTR forms with missense mutations associated with defects in protein processing or function J. Cyst. Fibros. 2014, 13, 29-36
    • (2014) J. Cyst. Fibros. , vol.13 , pp. 29-36
    • Van Goor, F.1    Yu, H.2    Burton, B.3    Hoffman, B.J.4
  • 14
    • 84897556769 scopus 로고    scopus 로고
    • Ivacaftor: A Review of Its Use in Patients with Cystic Fibrosis
    • Deeks, E. D. Ivacaftor: A Review of Its Use in Patients with Cystic Fibrosis Drugs 2013, 73, 1595
    • (2013) Drugs , vol.73 , pp. 1595
    • Deeks, E.D.1
  • 15
    • 84926090443 scopus 로고    scopus 로고
    • Combined effects of VX-770 and VX-809 on several functional abnormalities of F508del-CFTR channels
    • DOI: 10.1016/j.jcf.2014.04.003
    • Kopeikin, Z.; Yuksek, Z.; Yang, H.-Y.; Bompadre, S. G. Combined effects of VX-770 and VX-809 on several functional abnormalities of F508del-CFTR channels. J. Cystic Fibrosis 2014, DOI: 10.1016/j.jcf.2014.04.003.
    • (2014) J. Cystic Fibrosis
    • Kopeikin, Z.1    Yuksek, Z.2    Yang, H.-Y.3    Bompadre, S.G.4
  • 16
    • 53549097399 scopus 로고    scopus 로고
    • Potent s-cis-Locked Bithiazole Correctors of δf508 Cystic Fibrosis Transmembrane Conductance Regulator Cellular Processing for Cystic Fibrosis Therapy
    • Yu, G. J.; Yoo, C. L.; Yang, B.; Lodewyk, M. W.; Meng, L.; El-Idreesy, T. T.; Fettinger, J. C.; Tantillo, D. J.; Verkman, A. S.; Kurth, M. J. Potent s-cis-Locked Bithiazole Correctors of δF508 Cystic Fibrosis Transmembrane Conductance Regulator Cellular Processing for Cystic Fibrosis Therapy J. Med. Chem. 2008, 51, 6044-6054
    • (2008) J. Med. Chem. , vol.51 , pp. 6044-6054
    • Yu, G.J.1    Yoo, C.L.2    Yang, B.3    Lodewyk, M.W.4    Meng, L.5    El-Idreesy, T.T.6    Fettinger, J.C.7    Tantillo, D.J.8    Verkman, A.S.9    Kurth, M.J.10
  • 17
  • 18
    • 0043244862 scopus 로고    scopus 로고
    • BlmIII and BlmIV Nonribosomal Peptide Synthetase-Catalyzed Biosynthesis of the Bleomycin Bithiazole Moiety Involving Both in Cis and in Trans Aminoacylation
    • Du, L.; Chen, M.; Zhang, Y.; Shen, B. BlmIII and BlmIV Nonribosomal Peptide Synthetase-Catalyzed Biosynthesis of the Bleomycin Bithiazole Moiety Involving Both in Cis and in Trans Aminoacylation Biochemistry 2003, 42, 9731-9740
    • (2003) Biochemistry , vol.42 , pp. 9731-9740
    • Du, L.1    Chen, M.2    Zhang, Y.3    Shen, B.4
  • 19
    • 0009586942 scopus 로고    scopus 로고
    • Understanding protein folding via free-energy surfaces from theory and experiment
    • Dinner, A. R.; Sali, A.; Smith, L. J.; Dobson, C. M.; Karplus, M. Understanding protein folding via free-energy surfaces from theory and experiment Trends Biochem. Sci. 2000, 25, 331-339
    • (2000) Trends Biochem. Sci. , vol.25 , pp. 331-339
    • Dinner, A.R.1    Sali, A.2    Smith, L.J.3    Dobson, C.M.4    Karplus, M.5
  • 20
    • 41849133213 scopus 로고    scopus 로고
    • 4′-Methyl-4,5′-bithiazole-based correctors of defective DF508-CFTR cellular processing
    • Yoo, C. L.; Yu, G. J.; Yang, B.; Robins, L. I.; Verkman, A. S.; Kurth, M. J. 4′-Methyl-4,5′-bithiazole-based correctors of defective DF508-CFTR cellular processing Bioorg. Med. Chem. Lett. 2008, 18, 2610-2614
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2610-2614
    • Yoo, C.L.1    Yu, G.J.2    Yang, B.3    Robins, L.I.4    Verkman, A.S.5    Kurth, M.J.6
  • 21
    • 0000970604 scopus 로고
    • Mechanism of Intramolecular Photocycloadditons of Cyclooctenones
    • Pirrung, M. C.; Webste, N. J. G. Mechanism of Intramolecular Photocycloadditons of Cyclooctenones J. Org. Chem. 1987, 52, 3603-3613
    • (1987) J. Org. Chem. , vol.52 , pp. 3603-3613
    • Pirrung, M.C.1    Webste, N.J.G.2
  • 22
    • 70450206724 scopus 로고    scopus 로고
    • revision B.01; Gaussian, Inc. Wallingford, CT, (full reference in Supporting Information)
    • Frisch, M. J.; Gaussian 09, revision B.01; Gaussian, Inc., Wallingford, CT, 2009, (full reference in Supporting Information).
    • (2009) Gaussian 09
    • Frisch, M.J.1
  • 23
    • 33746563448 scopus 로고    scopus 로고
    • (full reference in Supporting Information)
    • Shao, Y.; Phys. Chem. Chem. Phys. 2006, 8, 3172-3191 (full reference in Supporting Information).
    • (2006) Phys. Chem. Chem. Phys. , vol.8 , pp. 3172-3191
    • Shao, Y.1
  • 24
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. III. The role of exact exchange
    • Becke, A. D. Density-functional thermochemistry. III. The role of exact exchange J. Chem. Phys. 1993, 98, 5648-5652
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 25
    • 34250817103 scopus 로고
    • A new mixing of Hartree-Fock and local-density-functional theories
    • Becke, A. D. A new mixing of Hartree-Fock and local-density-functional theories J. Chem. Phys. 1993, 98, 1372-1377
    • (1993) J. Chem. Phys. , vol.98 , pp. 1372-1377
    • Becke, A.D.1
  • 26
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Phys. Rev. B 1988, 37, 785-789
    • (1988) Phys. Rev. B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 27
    • 33751157732 scopus 로고
    • Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields
    • Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields J. Phys. Chem. 1994, 98, 11623-11627
    • (1994) J. Phys. Chem. , vol.98 , pp. 11623-11627
    • Stephens, P.J.1    Devlin, F.J.2    Chabalowski, C.F.3    Frisch, M.J.4
  • 28
    • 43049141516 scopus 로고    scopus 로고
    • The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: Two new functionals and systematic testing of four M06-class functionals and 12 other functionals
    • Zhao, Y.; Truhlar, D. G. The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals Theor. Chem. Acc. 2008, 120, 215-241
    • (2008) Theor. Chem. Acc. , vol.120 , pp. 215-241
    • Zhao, Y.1    Truhlar, D.G.2
  • 29
    • 40549127108 scopus 로고    scopus 로고
    • Density Functionals with Broad Applicability in Chemistry
    • Zhao, Y.; Truhlar, D. G. Density Functionals with Broad Applicability in Chemistry Acc. Chem. Res. 2008, 41, 157-167
    • (2008) Acc. Chem. Res. , vol.41 , pp. 157-167
    • Zhao, Y.1    Truhlar, D.G.2


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