1067189-39-2Relevant academic research and scientific papers
Synthesis and biological evaluation of N-mercaptoacylproline and N-mercaptoacylthiazolidine-4-carboxylic acid derivatives as leukotriene A4 hydrolase inhibitors
Enomoto, Hiroshi,Morikawa, Yuko,Miyake, Yurika,Tsuji, Fumio,Mizuchi, Maki,Suhara, Hiroshi,Fujimura, Ken-ichi,Horiuchi, Masato,Ban, Masakazu
supporting information; experimental part, p. 4529 - 4532 (2009/04/08)
We studied the synthetic modification of structurally similar N-mercaptoacyl-l-proline and (4R)-N-mercaptoacylthiazolidine-4-carboxylic acid to obtain potent leukotriene A4 (LTA4) hydrolase inhibitors. An N-mercaptoacyl group, (2S)-3-mercapto-2-methylpropionyl group, was effective for both scaffolds. Additional introduction of a large substituent such as 4-isopropylbenzylthio (3f), 4-tert-butylbenzylthio (3l) or 4-cyclohexylbenzylthio group (3m) with (S)-configuration at the C4 position of proline yielded much more potent LTA4 hydrolase inhibitors (IC50; 52, 31, and 34 nM, respectively) than captopril (IC50; 630,000 nM).
