Coumarin-based prodrugs 2. Synthesis and bioreversibility studies of an esterase-sensitive cyclic prodrug of DADLE, an opioid peptide

Binghe Wang, Wei Wang, Huijuan Zhang, Daxian Shan, Terrill D. Smith

Research output: Contribution to journalArticlepeer-review

34 Scopus citations

Abstract

A coumarin-based esterase-sensitive cyclic prodrug of an opioid peptide, DADLE, was prepared. The cyclic prodrug quickly released (t( 1/4 ) = 761 min) its original peptide, DADLE, upon esterase catalyzed hydrolysis. Such a system can be used for the preparation of cyclic prodrugs of other biologically active peptides aimed at improving their bioavailability.

Original languageEnglish (US)
Pages (from-to)2823-2826
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume6
Issue number23
DOIs
StatePublished - Dec 3 1996
Externally publishedYes

ASJC Scopus subject areas

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

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