Chemical feasibility studies of a potential coumarin-based prodrug system

Binghe Wang, Huijuan Zhang, Wei Wang

Research output: Contribution to journalArticlepeer-review

42 Scopus citations

Abstract

By using model amines, several amides of coumarinic acid with the phenolic hydroxyl group protected as an ester were prepared. These model amides underwent a facile (t( 1/2 ) 1.5-31 min) lactonization to release the original amine compounds upon esterase catalyzed hydrolysis of the phenolic ester. Such a system can be used for the preparation of esterase-sensitive prodrugs of amine-containing compounds or peptids.

Original languageEnglish (US)
Pages (from-to)945-950
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume6
Issue number8
DOIs
StatePublished - Apr 23 1996
Externally publishedYes

ASJC Scopus subject areas

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

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