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Fluorescent probes of the isoxazole-dihydropyridine scaffold: MDR-1 binding and homology model.

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.

SUBMITTER: Szabon-Watola MI 

PROVIDER: S-EPMC3987963 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Fluorescent probes of the isoxazole-dihydropyridine scaffold: MDR-1 binding and homology model.

Szabon-Watola Monika I MI   Ulatowski Sarah V SV   George Kathleen M KM   Hayes Christina D CD   Steiger Scott A SA   Natale Nicholas R NR  

Bioorganic & medicinal chemistry letters 20131204 1

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. ...[more]

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