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Volumn 4, Issue 6, 2013, Pages 565-569

Discovery of a new class of potent MMP inhibitors by structure-based optimization of the arylsulfonamide scaffold

Author keywords

Desolvation; Docking; Free energy; MMP; Synthesis; X ray

Indexed keywords

CARBOXYLIC ACID; COLLAGENASE 3; INTERSTITIAL COLLAGENASE; MACROPHAGE ELASTASE; MATRILYSIN; MATRIX METALLOPROTEINASE INHIBITOR; NEUTROPHIL COLLAGENASE;

EID: 84879110483     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml300446a     Document Type: Article
Times cited : (18)

References (31)
  • 1
    • 0029007902 scopus 로고
    • Matrix metalloproteinase family
    • Baramova, E.; Foidart, J. M. Matrix metalloproteinase family. Cell Biol. Int. 1995, 19 (3), 239-42.
    • (1995) Cell Biol. Int. , vol.19 , Issue.3 , pp. 239-242
    • Baramova, E.1    Foidart, J.M.2
  • 2
    • 0035227794 scopus 로고    scopus 로고
    • The matrix metalloproteinase (MMP) and tissue inhibitor of metalloproteinase (TIMP) genes. Transcriptional and posttranscriptional regulation, signal transduction and cell-type-specific expression
    • Vincenti, M. P. The matrix metalloproteinase (MMP) and tissue inhibitor of metalloproteinase (TIMP) genes. Transcriptional and posttranscriptional regulation, signal transduction and cell-type-specific expression. Methods Mol. Biol. 2001, 151, 121-48.
    • (2001) Methods Mol. Biol. , vol.151 , pp. 121-148
    • Vincenti, M.P.1
  • 4
    • 79952168198 scopus 로고    scopus 로고
    • Predicting the binding mode of known NCp7 inhibitors to facilitate the design of novel modulators
    • Mori, M.; Manetti, F.; Botta, M. Predicting the binding mode of known NCp7 inhibitors to facilitate the design of novel modulators. J. Chem. Inf. Model. 2011, 51 (2), 446-54.
    • (2011) J. Chem. Inf. Model. , vol.51 , Issue.2 , pp. 446-454
    • Mori, M.1    Manetti, F.2    Botta, M.3
  • 5
    • 84864560962 scopus 로고    scopus 로고
    • Simple pseudo-dipeptides with a P2′ glutamate: A novel inhibitor family of matrix metalloproteases and other metzincins
    • Devel, L.; Beau, F.; Amoura, M.; Vera, L.; Cassar-Lajeunesse, E.; Garcia, S.; Czarny, B.; Stura, E. A.; Dive, V. Simple pseudo-dipeptides with a P2′ glutamate: a novel inhibitor family of matrix metalloproteases and other metzincins. J. Biol. Chem. 2012, 287 (32), 26647-56.
    • (2012) J. Biol. Chem. , vol.287 , Issue.32 , pp. 26647-26656
    • Devel, L.1    Beau, F.2    Amoura, M.3    Vera, L.4    Cassar-Lajeunesse, E.5    Garcia, S.6    Czarny, B.7    Stura, E.A.8    Dive, V.9
  • 8
    • 64549096788 scopus 로고    scopus 로고
    • A selective matrix metalloprotease 12 inhibitor for potential treatment of chronic obstructive pulmonary disease (COPD): Discovery of (S)-2-(8-(methoxycarbonylamino)dibenzo[b,d]furan-3-sulfonamido) -3-methylbutanoic acid (MMP408)
    • Li, W.; Li, J.; Wu, Y.; Wu, J.; Hotchandani, R.; Cunningham, K.; McFadyen, I.; Bard, J.; Morgan, P.; Schlerman, F.; Xu, X.; Tam, S.; Goldman, S. J.; Williams, C.; Sypek, J.; Mansour, T. S. A selective matrix metalloprotease 12 inhibitor for potential treatment of chronic obstructive pulmonary disease (COPD): discovery of (S)-2-(8-(methoxycarbonylamino)dibenzo[b,d]furan-3- sulfonamido)-3-methylbutanoic acid (MMP408). J. Med. Chem. 2009, 52 (7), 1799-802.
    • (2009) J. Med. Chem. , vol.52 , Issue.7 , pp. 1799-1802
    • Li, W.1    Li, J.2    Wu, Y.3    Wu, J.4    Hotchandani, R.5    Cunningham, K.6    McFadyen, I.7    Bard, J.8    Morgan, P.9    Schlerman, F.10    Xu, X.11    Tam, S.12    Goldman, S.J.13    Williams, C.14    Sypek, J.15    Mansour, T.S.16
  • 12
    • 0842289659 scopus 로고    scopus 로고
    • Crystal structure of the catalytic domain of human matrix metalloproteinase 10
    • Bertini, I.; Calderone, V.; Fragai, M.; Luchinat, C.; Mangani, S.; Terni, B. Crystal structure of the catalytic domain of human matrix metalloproteinase 10. J. Mol. Biol. 2004, 336 (3), 707-16.
    • (2004) J. Mol. Biol. , vol.336 , Issue.3 , pp. 707-716
    • Bertini, I.1    Calderone, V.2    Fragai, M.3    Luchinat, C.4    Mangani, S.5    Terni, B.6
  • 14
    • 0141726877 scopus 로고    scopus 로고
    • A 'rule of three' for fragment-based lead discovery?
    • Congreve, M.; Carr, R.; Murray, C.; Jhoti, H. A 'rule of three' for fragment-based lead discovery? Drug Discovery Today 2003, 8 (19), 876-7.
    • (2003) Drug Discovery Today , vol.8 , Issue.19 , pp. 876-877
    • Congreve, M.1    Carr, R.2    Murray, C.3    Jhoti, H.4
  • 16
    • 34547653144 scopus 로고    scopus 로고
    • Design, synthesis and biological activity of azasugar-based CD163 ectodomain shedding inhibitors
    • Attia, M. I.; Timmermann, M.; Hogger, P.; Herdeis, C. Design, synthesis and biological activity of azasugar-based CD163 ectodomain shedding inhibitors. Eur. J. Org. Chem. 2007, 22, 3669-3675.
    • (2007) Eur. J. Org. Chem. , vol.22 , pp. 3669-3675
    • Attia, M.I.1    Timmermann, M.2    Hogger, P.3    Herdeis, C.4
  • 18
    • 0037152603 scopus 로고    scopus 로고
    • Triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone as a new, selective and neutral system for the facile conversion of alcohols, thiols and selenols to alkyl halides in the presence of halide ions
    • Iranpoor, N.; Firouzabadi, H.; Aghapour, G.; Vaezzadeh, A. R. Triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone as a new, selective and neutral system for the facile conversion of alcohols, thiols and selenols to alkyl halides in the presence of halide ions. Tetrahedron 2002, 58 (43), 8689-8693.
    • (2002) Tetrahedron , vol.58 , Issue.43 , pp. 8689-8693
    • Iranpoor, N.1    Firouzabadi, H.2    Aghapour, G.3    Vaezzadeh, A.R.4
  • 20
    • 35548994892 scopus 로고    scopus 로고
    • Microwave-assisted transformation of esters into hydroxamic acids
    • Massaro, A.; Mordini, A.; Reginato, G.; Russo, F.; Taddei, M. Microwave-assisted transformation of esters into hydroxamic acids. Synthesis 2007, 20, 3201-3204.
    • (2007) Synthesis , vol.20 , pp. 3201-3204
    • Massaro, A.1    Mordini, A.2    Reginato, G.3    Russo, F.4    Taddei, M.5
  • 21
    • 78649319485 scopus 로고    scopus 로고
    • Structure-based approach to nanomolar, water soluble matrix metalloproteinases inhibitors (MMPIs)
    • Attolino, E.; Calderone, V.; Dragoni, E.; Fragai, M.; Richichi, B.; Luchinat, C.; Nativi, C. Structure-based approach to nanomolar, water soluble matrix metalloproteinases inhibitors (MMPIs). Eur. J. Med. Chem. 2010, 45 (12), 5919-5925.
    • (2010) Eur. J. Med. Chem. , vol.45 , Issue.12 , pp. 5919-5925
    • Attolino, E.1    Calderone, V.2    Dragoni, E.3    Fragai, M.4    Richichi, B.5    Luchinat, C.6    Nativi, C.7
  • 22
    • 78149250136 scopus 로고    scopus 로고
    • Insights from selective non-phosphinic inhibitors of MMP-12 tailored to fit with an S1′ loop canonical conformation
    • Devel, L.; Garcia, S.; Czarny, B.; Beau, F.; LaJeunesse, E.; Vera, L.; Georgiadis, D.; Stura, E.; Dive, V. Insights from selective non-phosphinic inhibitors of MMP-12 tailored to fit with an S1′ loop canonical conformation. J. Biol. Chem. 2010, 285 (46), 35900-9.
    • (2010) J. Biol. Chem. , vol.285 , Issue.46 , pp. 35900-35909
    • Devel, L.1    Garcia, S.2    Czarny, B.3    Beau, F.4    Lajeunesse, E.5    Vera, L.6    Georgiadis, D.7    Stura, E.8    Dive, V.9
  • 25
    • 78149361406 scopus 로고    scopus 로고
    • Third generation of matrix metalloprotease inhibitors: Gain in selectivity by targeting the depth of the S1′ cavity
    • Devel, L.; Czarny, B.; Beau, F.; Georgiadis, D.; Stura, E.; Dive, V. Third generation of matrix metalloprotease inhibitors: Gain in selectivity by targeting the depth of the S1′ cavity. Biochimie 2010, 92 (11), 1501-8.
    • (2010) Biochimie , vol.92 , Issue.11 , pp. 1501-1508
    • Devel, L.1    Czarny, B.2    Beau, F.3    Georgiadis, D.4    Stura, E.5    Dive, V.6
  • 30
    • 84962349001 scopus 로고    scopus 로고
    • Energies, structures, and electronic properties of molecules in solution with the C-PCM solvation model
    • Cossi, M.; Rega, N.; Scalmani, G.; Barone, V. Energies, structures, and electronic properties of molecules in solution with the C-PCM solvation model. J. Comput. Chem. 2003, 24 (6), 669-81.
    • (2003) J. Comput. Chem. , vol.24 , Issue.6 , pp. 669-681
    • Cossi, M.1    Rega, N.2    Scalmani, G.3    Barone, V.4
  • 31
    • 0035289779 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski, C. A.; Lombardo, F.; Dominy, B. W.; Feeney, P. J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Delivery Rev. 2001, 46 (1-3), 3-26.
    • (2001) Adv. Drug Delivery Rev. , vol.46 , Issue.1-3 , pp. 3-26
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.