Fluorescent probes of the isoxazole-dihydropyridine scaffold: MDR-1 binding and homology model Dedicated to the memory of Professor Robert O. Hutchins, peerless mentor and good friend

Monika I. Szabon-Watola, Sarah V. Ulatowski, Kathleen M. George, Christina D. Hayes, Scott A. Steiger, Nicholas R. Natale

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

Isoxazole-1,4-dihydropyridines (IDHPs) were tethered to fluorescent moieties using double activation via a lanthanide assisted Weinreb amidation. IDHP-fluorophore conjugate 3c exhibits the highest binding to date for IDHPs at the multidrug-resistance transporter (MDR-1), and IDHP-fluorophore conjugates 3c and 7 distribute selectively in SH-SY5Y cells. A homology model for IDHP binding at MDR-1 is presented which represents our current working hypothesis.

Original languageEnglish
Pages (from-to)117-121
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume24
Issue number1
DOIs
StatePublished - Jan 1 2014

Keywords

  • Dihydropyridine
  • Homology model
  • Isoxazole
  • Multidrug resistance transporter

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