메뉴 건너뛰기




Volumn 88, Issue 4, 2015, Pages 689-696

Benzopyrimido-pyrrolo-oxazine-dione (R)-BPO-27 inhibits CFTR chloride channel gating by competition with ATP

Author keywords

[No Author keywords available]

Indexed keywords

4 [[4 OXO 2 THIOXO 3 (3 TRIFLUOROMETHYL)PHENYL] 5 THIAZOLIDINYLIDENE]METHYLBENZOIC ACID; 6 (5 BROMOFURAN 2 YL) 7,9 DIMETHYL 8,10 DIOXO 11 PHENYL 7,8,9,10 TETRAHYDRO 6H BENZO[B]PYRIMIDO[4',5':3,4]PYRROLO[1,2 D][1,4]OXAZINE 2 CARBOXYLIC ACID; ADENOSINE TRIPHOSPHATE; CHLORIDE CHANNEL; CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR; OXAZINE DERIVATIVE; THIAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG; BENZOPYRIDOPYRIMIDINE; CFTR PROTEIN, HUMAN; PYRIMIDINE DERIVATIVE;

EID: 84946564780     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.115.098368     Document Type: Article
Times cited : (16)

References (39)
  • 1
    • 84896729978 scopus 로고    scopus 로고
    • Emerging drugs for cystic fibrosis
    • Amin R and Ratjen F (2014) Emerging drugs for cystic fibrosis. Expert Opin Emerg Drugs 19:143-155.
    • (2014) Expert Opin Emerg Drugs , vol.19 , pp. 143-155
    • Amin, R.1    Ratjen, F.2
  • 4
    • 0029787141 scopus 로고    scopus 로고
    • The cystic fibrosis transmembrane conductance regulator mediates transepithelial fluid secretion by human autosomal dominant polycystic kidney disease epithelium in vitro
    • Davidow CJ, Maser RL, Rome LA, Calvet JP, and Grantham JJ (1996) The cystic fibrosis transmembrane conductance regulator mediates transepithelial fluid secretion by human autosomal dominant polycystic kidney disease epithelium in vitro. Kidney Int 50:208-218.
    • (1996) Kidney Int , vol.50 , pp. 208-218
    • Davidow, C.J.1    Maser, R.L.2    Rome, L.A.3    Calvet, J.P.4    Grantham, J.J.5
  • 6
  • 7
    • 84860767348 scopus 로고    scopus 로고
    • Routine microsecond molecular dynamics simulations with AMBER on GPUS. 1. Generalized born
    • Götz AW, Williamson MJ, Xu D, Poole D, Le Grand S, and Walker RC (2012) Routine microsecond molecular dynamics simulations with AMBER on GPUs. 1. Generalized born. J Chem Theory Comput 8:1542-1555.
    • (2012) J Chem Theory Comput , vol.8 , pp. 1542-1555
    • Götz, A.W.1    Williamson, M.J.2    Xu, D.3    Poole, D.4    Le, G.S.5    Walker, R.C.6
  • 8
    • 33745772850 scopus 로고    scopus 로고
    • New insights into cystic fibrosis: Molecular switches that regulate CFTR
    • Guggino WB and Stanton BA (2006) New insights into cystic fibrosis: molecular switches that regulate CFTR. Nat Rev Mol Cell Biol 7:426-436.
    • (2006) Nat Rev Mol Cell Biol , vol.7 , pp. 426-436
    • Guggino, W.B.1    Stanton, B.A.2
  • 9
    • 84869987609 scopus 로고    scopus 로고
    • Conformer generation with OMEGA: Learning from the data set and the analysis of failures
    • Hawkins PC and Nicholls A (2012) Conformer generation with OMEGA: learning from the data set and the analysis of failures. J Chem Inf Model 52:2919-2936.
    • (2012) J Chem Inf Model , vol.52 , pp. 2919-2936
    • Hawkins, P.C.1    Nicholls, A.2
  • 10
    • 77951986384 scopus 로고    scopus 로고
    • Conformer generation with OMEGA: Algorithm and validation using high quality structures from the Protein Databank and Cambridge Structural Database
    • Hawkins PC, Skillman AG, Warren GL, Ellingson BA, and Stahl MT (2010) Conformer generation with OMEGA: Algorithm and validation using high quality structures from the Protein Databank and Cambridge Structural Database. J Chem Inf Model 50:572-584.
    • (2010) J Chem Inf Model , vol.50 , pp. 572-584
    • Hawkins, P.C.1    Skillman, A.G.2    Warren, G.L.3    Ellingson, B.A.4    Stahl, M.T.5
  • 12
    • 79953183131 scopus 로고    scopus 로고
    • Insights into the mechanisms underlying CFTR channel activity, the molecular basis for cystic fibrosis and strategies for therapy
    • Kim Chiaw P, Eckford PD, and Bear CE (2011) Insights into the mechanisms underlying CFTR channel activity, the molecular basis for cystic fibrosis and strategies for therapy. Essays Biochem 50:233-248.
    • (2011) Essays Biochem , vol.50 , pp. 233-248
    • Kim, C.P.1    Eckford, P.D.2    Bear, C.E.3
  • 13
    • 78650045527 scopus 로고    scopus 로고
    • On the mechanism of CFTR inhibition by a thiazolidinone derivative
    • Kopeikin Z, Sohma Y, Li M, and Hwang TC (2010) On the mechanism of CFTR inhibition by a thiazolidinone derivative. J Gen Physiol 136:659-671.
    • (2010) J Gen Physiol , vol.136 , pp. 659-671
    • Kopeikin, Z.1    Sohma, Y.2    Li, M.3    Hwang, T.C.4
  • 14
    • 34249859626 scopus 로고    scopus 로고
    • Dynamic regulation of cystic fibrosis transmembrane conductance regulator by competitive interactions of molecular adaptors
    • Lee JH, Richter W, Namkung W, Kim KH, Kim E, Conti M, and Lee MG (2007) Dynamic regulation of cystic fibrosis transmembrane conductance regulator by competitive interactions of molecular adaptors. J Biol Chem 282:10414-10422.
    • (2007) J Biol Chem , vol.282 , pp. 10414-10422
    • Lee, J.H.1    Richter, W.2    Namkung, W.3    Kim, K.H.4    Kim, E.5    Conti, M.6    Lee, M.G.7
  • 15
    • 69249209814 scopus 로고    scopus 로고
    • Therapeutic potential of cystic fibrosis transmembrane conductance regulator (CFTR) inhibitors in polycystic kidney disease
    • Li H and Sheppard DN (2009) Therapeutic potential of cystic fibrosis transmembrane conductance regulator (CFTR) inhibitors in polycystic kidney disease. BioDrugs 23: 203-216.
    • (2009) BioDrugs , vol.23 , pp. 203-216
    • Li, H.1    Sheppard, D.N.2
  • 16
    • 0036896008 scopus 로고    scopus 로고
    • Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion
    • Ma T, Thiagarajah JR, Yang H, Sonawane ND, Folli C, Galietta LJ, and Verkman AS (2002) Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion. J Clin Invest 110: 1651-1658.
    • (2002) J Clin Invest , vol.110 , pp. 1651-1658
    • Ma, T.1    Thiagarajah, J.R.2    Yang, H.3    Sonawane, N.D.4    Folli, C.5    Galietta, L.J.6    Verkman, A.S.7
  • 17
    • 84884699027 scopus 로고    scopus 로고
    • Modeling the conformational changes underlying channel opening in CFTR
    • Rahman KS, Cui G, Harvey SC, and McCarty NA (2013) Modeling the conformational changes underlying channel opening in CFTR. PLoS One 8:e74574.
    • (2013) PLoS One , vol.8 , pp. e74574
    • Rahman, K.S.1    Cui, G.2    Harvey, S.C.3    McCarty, N.A.4
  • 18
    • 84867328344 scopus 로고    scopus 로고
    • FRED and HYBRID docking performance on standardized datasets
    • McGann M (2012) FRED and HYBRID docking performance on standardized datasets. J Comput Aided Mol Des 26:897-906.
    • (2012) J Comput Aided Mol des , vol.26 , pp. 897-906
    • McGann, M.1
  • 19
    • 33750222000 scopus 로고    scopus 로고
    • In vivo phosphorylation of CFTR promotes formation of a nucleotide-binding domain heterodimer
    • Mense M, Vergani P, White DM, Altberg G, Nairn AC, and Gadsby DC (2006) In vivo phosphorylation of CFTR promotes formation of a nucleotide-binding domain heterodimer. EMBO J 25:4728-4739.
    • (2006) EMBO J , vol.25 , pp. 4728-4739
    • Mense, M.1    Vergani, P.2    White, D.M.3    Altberg, G.4    Nairn, A.C.5    Gadsby, D.C.6
  • 20
    • 84928493859 scopus 로고    scopus 로고
    • Full-open and closed CFTR channels, with lateral tunnels from the cytoplasm and an alternative position of the F508 region, as revealed by molecular dynamics
    • Mornon JP, Hoffmann B, Jonic S, Lehn P, and Callebaut I (2015) Full-open and closed CFTR channels, with lateral tunnels from the cytoplasm and an alternative position of the F508 region, as revealed by molecular dynamics. Cell Mol Life Sci 72:1377-1403.
    • (2015) Cell Mol Life Sci , vol.72 , pp. 1377-1403
    • Mornon, J.P.1    Hoffmann, B.2    Jonic, S.3    Lehn, P.4    Callebaut, I.5
  • 21
    • 3843066593 scopus 로고    scopus 로고
    • Discovery of glycine hydrazide pore-occluding CFTR inhibitors: Mechanism, structure-activity analysis, and in vivo efficacy
    • Muanprasat C, Sonawane ND, Salinas D, Taddei A, Galietta LJ, and Verkman AS (2004) Discovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy. J Gen Physiol 124:125-137.
    • (2004) J Gen Physiol , vol.124 , pp. 125-137
    • Muanprasat, C.1    Sonawane, N.D.2    Salinas, D.3    Taddei, A.4    Galietta, L.J.5    Verkman, A.S.6
  • 22
    • 28844466291 scopus 로고    scopus 로고
    • Base treatment corrects defects due to misfolding of mutant cystic fibrosis transmembrane conductance regulator
    • Namkung W, Kim KH, and Lee MG (2005) Base treatment corrects defects due to misfolding of mutant cystic fibrosis transmembrane conductance regulator. Gastroenterology 129:1979-1990.
    • (2005) Gastroenterology , vol.129 , pp. 1979-1990
    • Namkung, W.1    Kim, K.H.2    Lee, M.G.3
  • 23
    • 84869860229 scopus 로고    scopus 로고
    • Locating a plausible binding site for an open-channel blocker, GlyH-101, in the pore of the cystic fibrosis transmembrane conductance regulator
    • Norimatsu Y, Ivetac A, Alexander C, O'Donnell N, Frye L, Sansom MS, and Dawson DC (2012) Locating a plausible binding site for an open-channel blocker, GlyH-101, in the pore of the cystic fibrosis transmembrane conductance regulator. Mol Pharmacol 82:1042-1055.
    • (2012) Mol Pharmacol , vol.82 , pp. 1042-1055
    • Norimatsu, Y.1    Ivetac, A.2    Alexander, C.3    O'Donnell, N.4    Frye, L.5    Sansom, M.S.6    Dawson, D.C.7
  • 24
    • 1842479952 scopus 로고    scopus 로고
    • Exploring protein native states and large-scale conformational changes with a modified generalized born model
    • Onufriev A, Bashford D, and Case DA (2004) Exploring protein native states and large-scale conformational changes with a modified generalized born model. Proteins 55:383-394.
    • (2004) Proteins , vol.55 , pp. 383-394
    • Onufriev, A.1    Bashford, D.2    Case, D.A.3
  • 25
    • 76249112547 scopus 로고    scopus 로고
    • Fast and accurate predictions of binding free energies using MM-PBSA and MM-GBSA
    • Rastelli G, Del Rio A, Degliesposti G, and Sgobba M (2010) Fast and accurate predictions of binding free energies using MM-PBSA and MM-GBSA. J Comput Chem 31:797-810.
    • (2010) J Comput Chem , vol.31 , pp. 797-810
    • Rastelli, G.1    Del Rio, A.2    Degliesposti, G.3    Sgobba, M.4
  • 26
    • 15544371839 scopus 로고    scopus 로고
    • Assembly of functional CFTR chloride channels
    • Riordan JR (2005) Assembly of functional CFTR chloride channels. Annu Rev Physiol 67:701-718.
    • (2005) Annu Rev Physiol , vol.67 , pp. 701-718
    • Riordan, J.R.1
  • 27
    • 0032912589 scopus 로고    scopus 로고
    • Structure and function of the CFTR chloride channel
    • Sheppard DN and Welsh MJ (1999) Structure and function of the CFTR chloride channel. Physiol Rev 79(1, Suppl)S23-S45.
    • (1999) Physiol Rev , vol.79 , Issue.1 , pp. S23-S45
    • Sheppard, D.N.1    Welsh, M.J.2
  • 29
    • 79961218554 scopus 로고    scopus 로고
    • Potent, metabolically stable benzopyrimido-pyrrolo-oxazine-dione (BPO) CFTR inhibitors for polycystic kidney disease
    • Snyder DS, Tradtrantip L, Yao C, Kurth MJ, and Verkman AS (2011) Potent, metabolically stable benzopyrimido-pyrrolo-oxazine-dione (BPO) CFTR inhibitors for polycystic kidney disease. J Med Chem 54:5468-5477.
    • (2011) J Med Chem , vol.54 , pp. 5468-5477
    • Snyder, D.S.1    Tradtrantip, L.2    Yao, C.3    Kurth, M.J.4    Verkman, A.S.5
  • 30
    • 34247208037 scopus 로고    scopus 로고
    • Lectin conjugates as potent, nonabsorbable CFTR inhibitors for reducing intestinal fluid secretion in cholera
    • Sonawane ND, Zhao D, Zegarra-Moran O, Galietta LJ, and Verkman AS (2007) Lectin conjugates as potent, nonabsorbable CFTR inhibitors for reducing intestinal fluid secretion in cholera. Gastroenterology 132:1234-1244.
    • (2007) Gastroenterology , vol.132 , pp. 1234-1244
    • Sonawane, N.D.1    Zhao, D.2    Zegarra-Moran, O.3    Galietta, L.J.4    Verkman, A.S.5
  • 31
    • 47049088617 scopus 로고    scopus 로고
    • Nanomolar CFTR inhibition by pore-occluding divalent polyethylene glycolmalonic acid hydrazides
    • Sonawane ND, Zhao D, Zegarra-Moran O, Galietta LJ, and Verkman AS (2008) Nanomolar CFTR inhibition by pore-occluding divalent polyethylene glycolmalonic acid hydrazides. Chem Biol 15:718-728.
    • (2008) Chem Biol , vol.15 , pp. 718-728
    • Sonawane, N.D.1    Zhao, D.2    Zegarra-Moran, O.3    Galietta, L.J.4    Verkman, A.S.5
  • 32
    • 0032466648 scopus 로고    scopus 로고
    • Continuum solvent studies of the stability of RNA hairpin loops and helices
    • Srinivasan J, Miller J, Kollman PA, and Case DA (1998) Continuum solvent studies of the stability of RNA hairpin loops and helices. J Biomol Struct Dyn 16:671-682.
    • (1998) J Biomol Struct Dyn , vol.16 , pp. 671-682
    • Srinivasan, J.1    Miller, J.2    Kollman, P.A.3    Case, D.A.4
  • 33
    • 0842324677 scopus 로고    scopus 로고
    • Altered channel gating mechanism for CFTR inhibition by a high-affinity thiazolidinone blocker
    • Taddei A, Folli C, Zegarra-Moran O, Fanen P, Verkman AS, and Galietta LJ (2004) Altered channel gating mechanism for CFTR inhibition by a high-affinity thiazolidinone blocker. FEBS Lett 558:52-56.
    • (2004) FEBS Lett , vol.558 , pp. 52-56
    • Taddei, A.1    Folli, C.2    Zegarra-Moran, O.3    Fanen, P.4    Verkman, A.S.5    Galietta, L.J.6
  • 34
    • 0842300379 scopus 로고    scopus 로고
    • Prevention of toxininduced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor
    • Thiagarajah JR, Broadbent T, Hsieh E, and Verkman AS (2004) Prevention of toxininduced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor. Gastroenterology 126:511-519.
    • (2004) Gastroenterology , vol.126 , pp. 511-519
    • Thiagarajah, J.R.1    Broadbent, T.2    Hsieh, E.3    Verkman, A.S.4
  • 36
    • 70350070383 scopus 로고    scopus 로고
    • Nanomolar potency pyrimido-pyrrolo-quinoxalinedione CFTR inhibitor reduces cyst size in a polycystic kidney disease model
    • Tradtrantip L, Sonawane ND, Namkung W, and Verkman AS (2009) Nanomolar potency pyrimido-pyrrolo-quinoxalinedione CFTR inhibitor reduces cyst size in a polycystic kidney disease model. J Med Chem 52:6447-6455.
    • (2009) J Med Chem , vol.52 , pp. 6447-6455
    • Tradtrantip, L.1    Sonawane, N.D.2    Namkung, W.3    Verkman, A.S.4
  • 37
    • 14544300522 scopus 로고    scopus 로고
    • CFTR channel opening by ATP-driven tight dimerization of its nucleotide-binding domains
    • Vergani P, Lockless SW, Nairn AC, and Gadsby DC (2005) CFTR channel opening by ATP-driven tight dimerization of its nucleotide-binding domains. Nature 433: 876-880.
    • (2005) Nature , vol.433 , pp. 876-880
    • Vergani, P.1    Lockless, S.W.2    Nairn, A.C.3    Gadsby, D.C.4
  • 39
    • 48149087107 scopus 로고    scopus 로고
    • Small-molecule CFTR inhibitors slow cyst growth in polycystic kidney disease
    • Yang B, Sonawane ND, Zhao D, Somlo S, and Verkman AS (2008) Small-molecule CFTR inhibitors slow cyst growth in polycystic kidney disease. J Am Soc Nephrol 19:1300-1310.
    • (2008) J Am Soc Nephrol , vol.19 , pp. 1300-1310
    • Yang, B.1    Sonawane, N.D.2    Zhao, D.3    Somlo, S.4    Verkman, A.S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.