Synthesis and GCP II inhibitory activity of 4[4-(3-bromobenzyl)-5- hydroxyisoxazol-3-yl]benzoic acid heterocyclic analogs

M. Teus, A. Jirgensons, M. Dambrova, R. Mezhapuke

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

A method for the synthesis of analogs of glutamate carboxypeptidase II inhibitor 4-[4-(3-bromobenzyl)-5-hydroxyisoxazol-3-yl]benzoic acid-4-[4-(3-bromobenzyl-5-hydroxypyrazol-3-yl]-benzoic acid and 4-[4-(3-bromobenzyl)-3-hydroxyisoxazol-5-yl]benzoic acid from 4-(2-ethoxycarbonylacetyl)benzoic acid was developed. The GCP II inhibitory activity of all the compounds synthesized was determined. Substitution of the 5-hydroxyisoxazole group by the 5-hydroxypyrazole group led toa complete loss of activity, while replacement with the 3-hydroxyylisoxazole gave the compound with slightly less inhibitoer activity comparing with the initial compound.

Original languageEnglish
Pages (from-to)1440-1444
Number of pages5
JournalChemistry of Heterocyclic Compounds
Volume43
Issue number11
DOIs
Publication statusPublished - Nov 2007
Externally publishedYes

Keywords

  • 3-hydroxyisoxazole
  • 5-hydroxyisoxazole
  • 5-hydroxypyrazole
  • Glutamatecarboxypeptidase II inhibitors

Field of Science

  • 1.4 Chemical sciences

Publication Type

  • 1.1. Scientific article indexed in Web of Science and/or Scopus database

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