Significance of hydrogen bonding at the S(1)' subsite of calpain I.
alpha-Ketohydroxamates were synthesized as bioisosteres of alpha-ketoamides. The alpha-ketohydroxamates were generally more potent than the corresponding alpha-ketoamides. The potency of the compounds suggests that hydrogen bonding and steric bulk of substituents on the nitrogen atom of the ketoamide moiety influence calpain inhibition.
Donkor
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IO
Department of Pharmaceutical Sciences, The University of Tennessee, Johnson Bldg. Room 327E, 847Monroe Avenue, TN 38163, Memphis, USA. idonkor@utmem.edu
Zheng
X
X
Han
J
J
Lacy
C
C
Miller
D D
DD
D002154:Calpain / Q000737:chemistry*; D006860:Hydrogen Bonding
D002154:Calpain