Synthesis of 2-{[2-(2-oxo-1-azacycloalkyl)acetamido]phenoxy}acetic acids and their activity as aminopeptidase M inhibitors | Zendy

Oldřich Farsa | Zendy; Milan Dockal | Zendy; Jana Kováciková | Zendy; Maria Benešová | Zendy

Open Access

Synthesis of 2-{[2-(2-oxo-1-azacycloalkyl)acetamido]phenoxy}acetic acids and their activity as aminopeptidase M inhibitors

Author(s) -

Oldřich Farsa,

Milan Dockal,

Jana Kováciková,

Maria Benešová

Publication year - 2008

Publication title -

journal of the serbian chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.227

H-Index - 45

eISSN - 1820-7421

pISSN - 0352-5139

DOI - 10.2298/jsc0809771f

Subject(s) - chemistry , moiety , ring (chemistry) , acetic acid , stereochemistry , aminopeptidase , benzene , in vitro , medicinal chemistry , organic chemistry , amino acid , biochemistry , leucine

A series of 9 phenoxyacetic acids substituted in the o-, m-, and p-po- sition of benzene ring with 2-(2-oxo-1-azacycloalkyl)acetamidic moiety con- taining 5-7-membered -lactam ring was prepared by a 4-step synthetic pro- cedure. Five selected substances of this series were tested in vitro for inhibition of porcine kidney aminopeptidase M. 2-{4-(2-(2-Oxoperhydroazepin-1-yl)acet- amido)phenoxy}acetic acid exhibited the highest activity with Ki = 243.6 M.

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