beta-lactam derivatives as enzyme inhibitors: Peptidic derivatives of (RS)-2-Oxo-4-phenylazetidine-1-alkanoic acids
4-Phenylazetidine-2-one was transformed into 4-phenylazetidine-1-alkanoic acids, which were reacted in the presence of diphenylphosphoroazidate with amino acid esters and dipeptide esters yielding beta-lactam peptides with different spacers between the lactam ring and the peptide moiety. All structu...
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Published in | Monatshefte für Chemie Vol. 138; no. 6; pp. 627 - 634 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
WIEN
Springer Nature
01.06.2007
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Subjects | |
Online Access | Get full text |
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Summary: | 4-Phenylazetidine-2-one was transformed into 4-phenylazetidine-1-alkanoic acids, which were reacted in the presence of diphenylphosphoroazidate with amino acid esters and dipeptide esters yielding beta-lactam peptides with different spacers between the lactam ring and the peptide moiety. All structures were established by elementary analyses, HPLC, optical rotation, and spectroscopic data and all new compounds were tested as inhibitors of PPE using standard procedures. Four compounds exhibited a weak activity compared with the standard inhibitor trifluoroacetyl-L-val-L-tyr-L-val. |
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ISSN: | 0026-9247 1434-4475 |
DOI: | 10.1007/s00706-007-0639-9 |