The impact of ionization states of matrix metalloproteinase inhibitors on docking-based inhibitor design

Haizhen Zhong, Melissa A. Wees, Theresa D. Faure, Carol Carrillo, Jack Arbiser, J. Phillip Bowen

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

The influence of ionization states of hydroxamates and retrohydroxamates and the presence of zinc ions in the active site were investigated using the wild-type and E402Q mutant of MMP-9. The deprotonated hydroxamates showed a significantly enhanced enrichment factor in the presence of zinc ions. A pharmacophore model was developed based on the deprotonated compounds and was used to identify four structurally diverse compounds with antiproliferative activities.

Original languageEnglish (US)
Pages (from-to)455-460
Number of pages6
JournalACS Medicinal Chemistry Letters
Volume2
Issue number6
DOIs
StatePublished - Jun 9 2011

Keywords

  • Protonation state
  • and zinc binding group
  • chalcone
  • curcumin

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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