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Volumn 49, Issue 13, 2006, Pages 3926-3932

Exploration of orally available calpain inhibitors 2: Peptidyl hemiacetal derivatives

Author keywords

[No Author keywords available]

Indexed keywords

CALPAIN; CALPASTATIN; N (4 FLUOROPHENYL)VALYLLEUCINAL; PEPTIDE DERIVATIVE; SJA 6017; SNJ 1715; UNCLASSIFIED DRUG;

EID: 33745637434     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm060157n     Document Type: Article
Times cited : (20)

References (43)
  • 1
    • 0003780792 scopus 로고    scopus 로고
    • Pharmacology and toxicology of calcium-dependent protease
    • Wang, K. K. W., Yuen, P.-W., Eds.; Taylor & Francis: Philadelphia
    • (a) Ono, Y.; Sorimachi, H.; Suzuki, K. Pharmacology and toxicology of calcium-dependent protease. In Calpain; Wang, K. K. W., Yuen, P.-W., Eds.; Taylor & Francis: Philadelphia, 1999; pp 1-3.
    • (1999) Calpain , pp. 1-3
    • Ono, Y.1    Sorimachi, H.2    Suzuki, K.3
  • 2
    • 0034903587 scopus 로고    scopus 로고
    • The calpain family and human disease
    • (b) Huang, Y.; Wang, K. K. The calpain family and human disease. Trends Mol. Med. 2001, 7, 355-362.
    • (2001) Trends Mol. Med. , vol.7 , pp. 355-362
    • Huang, Y.1    Wang, K.K.2
  • 3
    • 0027988820 scopus 로고
    • Calpain inhibition: An overview of its therapeutic potential
    • (a) Wang, K. K. W.; Yuen, P.-W. Calpain inhibition: an overview of its therapeutic potential. Trench Pharmacol. Sci. 1994, 15, 412-419.
    • (1994) Trench Pharmacol. Sci. , vol.15 , pp. 412-419
    • Wang, K.K.W.1    Yuen, P.-W.2
  • 4
    • 0032779857 scopus 로고    scopus 로고
    • Calpain inhibitors as therapeutic agents in nerve and muscle degeneration
    • (b) Stracher, A. Calpain inhibitors as therapeutic agents in nerve and muscle degeneration. Ann. N. Y. Acad. Sci. 1999, 884, 52-59.
    • (1999) Ann. N. Y. Acad. Sci. , vol.884 , pp. 52-59
    • Stracher, A.1
  • 5
    • 0029825747 scopus 로고    scopus 로고
    • Therapeutic potential of calpain inhibitors in neurodegenerative disorders
    • Yuen, P.-W.; Wang, K. K. W. Therapeutic potential of calpain inhibitors in neurodegenerative disorders. Expert Opin. Invest. Drugs 1996, 5, 1291-1304.
    • (1996) Expert Opin. Invest. Drugs , vol.5 , pp. 1291-1304
    • Yuen, P.-W.1    Wang, K.K.W.2
  • 6
    • 20344386015 scopus 로고    scopus 로고
    • Calpains and disease
    • Zatz, M.; Starling, A. Calpains and disease. N. Engl. J. Med. 2005, 352, 2413-2423.
    • (2005) N. Engl. J. Med. , vol.352 , pp. 2413-2423
    • Zatz, M.1    Starling, A.2
  • 7
    • 0033765620 scopus 로고    scopus 로고
    • A survey of calpain inhibitors
    • (a) Donkor, I. O. A survey of calpain inhibitors. Curr. Med. Chem. 2000, 7, 1171-1188.
    • (2000) Curr. Med. Chem. , vol.7 , pp. 1171-1188
    • Donkor, I.O.1
  • 8
    • 0031730811 scopus 로고    scopus 로고
    • Calpain inhibitors as potential treatment for stroke and other neurodegenerative disease: Recent trends and developments
    • (b) Wells G. J.; Bihovsky, R. Calpain inhibitors as potential treatment for stroke and other neurodegenerative disease: recent trends and developments. Expert Opin. Ther. Pat. 1998, 8, 1707-1727
    • (1998) Expert Opin. Ther. Pat. , vol.8 , pp. 1707-1727
    • Wells, G.J.1    Bihovsky, R.2
  • 9
    • 0034628448 scopus 로고    scopus 로고
    • Protease inhibitors: Current status and future prospects
    • Leung, D.; Abbenante, G.; Fairlie, D. P. Protease inhibitors: current status and future prospects. J. Med. Chem. 2000, 43, 305-341.
    • (2000) J. Med. Chem. , vol.43 , pp. 305-341
    • Leung, D.1    Abbenante, G.2    Fairlie, D.P.3
  • 10
    • 0021683468 scopus 로고
    • Comparative specificity and kinetic studies on porcine calpain I and calpain II with naturally occurring peptides and synthetic fluorogenic substrates
    • (a) Sasaki, T.; Kikuchi, T.; Yumoto, N.; Yoshimura, N.; Murachi, T. Comparative specificity and kinetic studies on porcine calpain I and calpain II with naturally occurring peptides and synthetic fluorogenic substrates. J. Biol. Chem. 1984, 259, 12489-12494.
    • (1984) J. Biol. Chem. , vol.259 , pp. 12489-12494
    • Sasaki, T.1    Kikuchi, T.2    Yumoto, N.3    Yoshimura, N.4    Murachi, T.5
  • 13
    • 6344285318 scopus 로고    scopus 로고
    • Crystal Structures of calpain-E64 and -leupeptin inhibitor complexes reveal mobile loops gating the active site
    • Moldoveanu, T.; Campbell, R. L.; Currier, D.; Davis, P. L. Crystal Structures of calpain-E64 and -leupeptin inhibitor complexes reveal mobile loops gating the active site. J. Mol. Biol. 2004, 343, 1313-1326.
    • (2004) J. Mol. Biol. , vol.343 , pp. 1313-1326
    • Moldoveanu, T.1    Campbell, R.L.2    Currier, D.3    Davis, P.L.4
  • 16
    • 0025970794 scopus 로고
    • Cell-penetrating inhibitors of calpain
    • Mehdi, S. Cell-penetrating inhibitors of calpain. Trends Biochem. Sci. 1991, 16, 150-153.
    • (1991) Trends Biochem. Sci. , vol.16 , pp. 150-153
    • Mehdi, S.1
  • 17
    • 0029815897 scopus 로고    scopus 로고
    • Novel peptidyl α-keto amide inhibitors of calpains and other cysteine proteases
    • Li, Z.; Ortega-Vilain, A.; Patil, G. S.; Chu, D.; Foreman, J. E. Novel peptidyl α-keto amide inhibitors of calpains and other cysteine proteases. J. Med. Chem. 1996, 39, 4089-4098.
    • (1996) J. Med. Chem. , vol.39 , pp. 4089-4098
    • Li, Z.1    Ortega-Vilain, A.2    Patil, G.S.3    Chu, D.4    Foreman, J.E.5
  • 19
    • 0030707575 scopus 로고    scopus 로고
    • SJA6017, a newly synthesized peptide aldehyde inhibitor of calpain: Amelioration of cataract in cultured rat lenses
    • (a) Fukiage, C.; Azuma, M.; Nakamura, Y.; Tamada, Y.; Nakamura, M.; Shearer, T. R. SJA6017, A newly synthesized peptide aldehyde inhibitor of calpain: amelioration of cataract in cultured rat lenses. Biochim. Biophys. Acta 1997, 1361, 304-312.
    • (1997) Biochim. Biophys. Acta , vol.1361 , pp. 304-312
    • Fukiage, C.1    Azuma, M.2    Nakamura, Y.3    Tamada, Y.4    Nakamura, M.5    Shearer, T.R.6
  • 20
    • 0037468475 scopus 로고    scopus 로고
    • Structure-activity relationship study and drug profile of N-(4-fluorophenylsulfonyl)-L-valyl-L-leucinal (SJA6017) as a potent calpain inhibitor
    • (b) Inoue, J.; Nakamura, M.; Cui, Y.; Sakai, Y.; Sakai, O.; Hill, J. R.; Wang, K. K. W.; Yuen, P.-W. Structure-activity relationship study and drug profile of N-(4-fluorophenylsulfonyl)-L-valyl-L-leucinal (SJA6017) as a potent calpain inhibitor. J. Med. Chem. 2003, 46, 868-871.
    • (2003) J. Med. Chem. , vol.46 , pp. 868-871
    • Inoue, J.1    Nakamura, M.2    Cui, Y.3    Sakai, Y.4    Sakai, O.5    Hill, J.R.6    Wang, K.K.W.7    Yuen, P.-W.8
  • 22
    • 0027215039 scopus 로고
    • Protective effects of calpain inhibitors against neuronal damage caused by cytotoxic hypoxia and ischemia in vivo
    • Rami, A.; Krieglstein, J. Protective effects of calpain inhibitors against neuronal damage caused by cytotoxic hypoxia and ischemia in vivo. Brain Res. 1993, 609, 67-70.
    • (1993) Brain Res. , vol.609 , pp. 67-70
    • Rami, A.1    Krieglstein, J.2
  • 23
    • 0028098014 scopus 로고
    • Neuroprotection with a calpain inhibitor in a model of focal cerebral ischemia
    • (a) Hong, S.-C.; Goto, Y.; Lanzino, G.; Saleau, S.; Kassel N. F.; Lee, K. S. Neuroprotection with a calpain inhibitor in a model of focal cerebral ischemia. Stroke 1994, 25, 663-669.
    • (1994) Stroke , vol.25 , pp. 663-669
    • Hong, S.-C.1    Goto, Y.2    Lanzino, G.3    Saleau, S.4    Kassel, N.F.5    Lee, K.S.6
  • 30
    • 33745643013 scopus 로고    scopus 로고
    • Unpublished results
    • Sakamoto, Y. Unpublished results.
    • Sakamoto, Y.1
  • 31
    • 0037124185 scopus 로고    scopus 로고
    • Exploration of peptidyl hydrazones as water-soluble calpain inhibitors
    • (a) Nakamura, M.; Inoue, J. Exploration of peptidyl hydrazones as water-soluble calpain inhibitors. Bioorg. Med. Chem. Lett. 2002, 12, 1603-1606.
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 1603-1606
    • Nakamura, M.1    Inoue, J.2
  • 32
    • 20444495275 scopus 로고    scopus 로고
    • Exploration of orally available calpain inhibitors: Peptidyl α-ketoamides containing an amphiphile at P3 site
    • (b) Shirasaki, Y.; Miyashita, H.; Yamaguchi, M.; Inoue, J.; Nakamura, M. Exploration of orally available calpain inhibitors: peptidyl α-ketoamides containing an amphiphile at P3 site. Bioorg. Med. Chem. 2005, 13, 4473-4484.
    • (2005) Bioorg. Med. Chem. , vol.13 , pp. 4473-4484
    • Shirasaki, Y.1    Miyashita, H.2    Yamaguchi, M.3    Inoue, J.4    Nakamura, M.5
  • 33
    • 0037375654 scopus 로고    scopus 로고
    • Exploration of cornea permeable calpain inhibitors as anticataract agents
    • Nakamura, M.; Yamaguchi, M.; Sakai, O.; Inoue, J. Exploration of cornea permeable calpain inhibitors as anticataract agents. Bioorg. Med. Chem. 2003, 11, 1371-1379.
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 1371-1379
    • Nakamura, M.1    Yamaguchi, M.2    Sakai, O.3    Inoue, J.4
  • 35
    • 0025058702 scopus 로고
    • α-diketone and α-keto ester derivatives of N-protected amino acids and peptides as novel inhibitors of cysteine and serine proteinases
    • (a) Angelastro, M. R.; Mehdi, S.; Burkhart, J. P.; Peet, N. P.; Bey, P. α-Diketone and α-keto ester derivatives of N-protected amino acids and peptides as novel inhibitors of cysteine and serine proteinases. J. Med. Chem. 1990, 33, 11-13.
    • (1990) J. Med. Chem. , vol.33 , pp. 11-13
    • Angelastro, M.R.1    Mehdi, S.2    Burkhart, J.P.3    Peet, N.P.4    Bey, P.5
  • 36
    • 0027484224 scopus 로고
    • Synthetic and naturally occurring protease inhibitors containing an electrophilic carbonyl group
    • (b) Mehdi, S. Synthetic and naturally occurring protease inhibitors containing an electrophilic carbonyl group. Bioorg. Chem. 1993, 21, 249-259.
    • (1993) Bioorg. Chem. , vol.21 , pp. 249-259
    • Mehdi, S.1
  • 37
    • 0343433408 scopus 로고    scopus 로고
    • Cysteine protease and their inhibitors
    • Otto, H.-H.; Schirmeister, T. Cysteine protease and their inhibitors. Chem. Rev. 1997, 97, 133-171.
    • (1997) Chem. Rev. , vol.97 , pp. 133-171
    • Otto, H.-H.1    Schirmeister, T.2
  • 39
    • 0027424453 scopus 로고
    • Peptide α-keto ester, peptide α-keto amide and peptide α-keto acid inhibitors of calpains and other cysteine proteases
    • Li, Z.; Patil, G. S.; Golubski, Z. E.; Hori, H.; Tehrani, K.; Foreman, J. E.; Eveleth, D. D.; Bartus, R. T.; Powers, J. C. Peptide α-keto ester, peptide α-keto amide and peptide α-keto acid inhibitors of calpains and other cysteine proteases. J. Med. Chem. 1993, 36, 3472-3480.
    • (1993) J. Med. Chem. , vol.36 , pp. 3472-3480
    • Li, Z.1    Patil, G.S.2    Golubski, Z.E.3    Hori, H.4    Tehrani, K.5    Foreman, J.E.6    Eveleth, D.D.7    Bartus, R.T.8    Powers, J.C.9
  • 41
    • 0035953319 scopus 로고    scopus 로고
    • Property-based design: Optimization of drug absorption and pharmacokinetics
    • van de Waterbeemed, H.; Smith, D. A.; Beaumont, K.; Walker, D. K. Property-based design: optimization of drug absorption and pharmacokinetics. J. Med. Chem. 2001, 44, 1313-1334.
    • (2001) J. Med. Chem. , vol.44 , pp. 1313-1334
    • Waterbeemed, H.1    Smith, D.A.2    Beaumont, K.3    Walker, D.K.4
  • 43
    • 0027403163 scopus 로고
    • A coomassie brilliant blue G-250-based colorimetric assay for measuring activity of calpain and other proteases
    • Buroker-Kilgore, M.; Wang, K. K. W. A coomassie brilliant blue G-250-based colorimetric assay for measuring activity of calpain and other proteases. Anal. Biochem. 1993, 208, 387-392.
    • (1993) Anal. Biochem. , vol.208 , pp. 387-392
    • Buroker-Kilgore, M.1    Wang, K.K.W.2


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