A divergent synthesis of minor groove binders with tail group variation

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A new synthesis of polyamide minor groove binders in which diversity is introduced by the nucleophilic substitution of a 2-sulfido-1,3,2-diazaphospholidinyloxy substituent by volatile secondary amine nucleophiles is described. Such a method has potential value for economically investigating structure-activity relationships in this important class of compounds through library synthesis. As an example using this method are prepared two new minor groove binders with pyrrolidinyl or piperidinyl tail groups that are close relatives of highly active antibacterial minor groove binders with morpholinyl tail groups. The antibacterial activity found against Staphylococcus aureus and Mycobacterium spp. indicates that the pKa of this set of compounds is not the dominant factor in determining the antibacterial activity
Original languageEnglish
Pages (from-to)178-186
Number of pages8
JournalOrganic and Biomolecular Chemistry
Volume7
Issue number1
DOIs
Publication statusPublished - 2009

Keywords

  • synthesis
  • minor groove binders
  • tail group variation

Fingerprint Dive into the research topics of 'A divergent synthesis of minor groove binders with tail group variation'. Together they form a unique fingerprint.

  • Equipment

    x-ray diffractometer

    Alan Kennedy (Manager)

    Pure And Applied Chemistry

    Facility/equipment: Equipment

  • Cite this