期刊
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
卷 15, 期 6, 页码 1595-1598出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2005.01.065
关键词
cyclization-activated; paracetamol; peptide carrier; prodrug
Dipeptide esters of paracetamol were prepared in high yields. These compounds are quantitatively hydrolyzed to paracetamol and corresponding 2,5-diketopiperazines at pH 7.4 and 37 degrees C. The reactivity is increased in sarcosine and proline peptides and decreased by bulky side chains at both the N- and C-terminal residues of the dipeptide carrier. Moreover, dipeptide esters of paracetamol did not affect the levels of hepatic glutathione. Thus, dipeptides seem promising candidates as carriers for cyclization-activated prodrugs. (c) 2005 Elsevier Ltd. All rights reserved.
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