Conformationally-restricted vigabatrin analogs as irreversible and reversible inhibitors of γ-aminobutyric acid aminotransferase

Yue Pan, Kristi Calvert, Richard B. Silverman

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Compounds that inhibit γ-aminobutyric acid aminotransferase exhibit anticonvulsant activity; vigabatrin is a known irreversible inhibitor of this enzyme and anticonvulsant drug. Conformationally-restricted, five-membered- and six-membered-ring vigabatrin analogs were synthesized and tested as inhibitors of γ-aminobutyric acid aminotransferase. Two monofluorinated compounds, 4 and 5, are time-dependent inhibitors of the enzyme, and their potencies are comparable to that of vigabatrin. Compounds 6 and 7 are weak reversible inhibitors.

Original languageEnglish (US)
Pages (from-to)5719-5725
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume12
Issue number21
DOIs
StatePublished - Nov 1 2004

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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