The synthesis of ketomethylene pseudopeptide analogues of dipeptide aldehyde inhibitors of calpain

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 2, 1999, Pages 139-140

  Angelastro, Michael R ^a   Marquart, Angela L ^a   Mehdi, Shujaath ^a   Koehl, Jack R ^a   Vaz, Roy J ^a   Philippe, Bey ^a   Peet, Norton P ^a  

^a SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CALPAIN; CALPASTATIN; PSEUDOPEPTIDE;

ARTICLE; AVIAN STOMACH; DRUG EFFECT; DRUG STRUCTURE; DRUG SYNTHESIS; SMOOTH MUSCLE; STRUCTURE ANALYSIS;

AVES; GALLUS GALLUS;

EID: 0033579980     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00704-5     Document Type: Article

References (14)

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11. All new compounds were characterized by spectroscopic (NMR, IR, MS) data. For representative compound 9: 1H NMR (300 MHz, CDCl3) 9.78 (s, 1H), 7.40-7.10 (series of m, 10 H), 5.29 (br d, J = 8.5 Hz; 1H), 5.08 (s, 2 H), 4.31 (dd, J = 8.5, 4.0 Hz, 1H), 3.29 (dddd, J = 8.5, 8.5, 6.0, 4.0 Hz, 1H), 3.08 (dd, J = 13.5, 6.0 Hz, 1H), 2.98 (dd, J = 18.5, 8.5 Hz, 1H), 2.68 (dd, J = 14.0, 8.5 Hz, 1H), 2.44 (dd, J = 18.5, 4.0 Hz, 1H), 2.25 (dqq, J = 4.0, 7.0, 7.0 Hz, 1H), 1.02 (d, J = 7.0 Hz, 3H), 0.77 (d, J = 7.0 Hz, 3H); HRMS for C23H27NO4 calc 382.2018, found 382.2023.
12. i values were determined as described in ref 4.
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