Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists

Kazunori Motoshima, Kazuyuki Sugita, Yuichi Hashimoto, Minoru Ishikawa

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

Novel dipeptidyl peptidase IV (DPP-IV) inhibitors with a phenethylphenylphthalimide skeleton were prepared based on α-glucosidase inhibitors and liver X receptor (LXR) antagonists derived from thalidomide. Representative compounds showed non-competitive inhibition of DPP-IV and 28a exhibited 10-fold selectivity for DPP-IV over DPP-8. Compound 28a is the first non-competitive, selective DPP-IV inhibitor.

Original languageEnglish
Pages (from-to)3041-3045
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume21
Issue number10
DOIs
Publication statusPublished - 2011 May 15
Externally publishedYes

Keywords

  • Dipeptidyl peptidase IV
  • Enzyme inhibitor
  • Non-competitive inhibition
  • Phthalimide
  • Subtype selectivity

ASJC Scopus subject areas

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

Fingerprint Dive into the research topics of 'Non-competitive and selective dipeptidyl peptidase IV inhibitors with phenethylphenylphthalimide skeleton derived from thalidomide-related α-glucosidase inhibitors and liver X receptor antagonists'. Together they form a unique fingerprint.

Cite this