Active transport system using calix[4]arene dimers

ORGN 444

Christine A. Winschel, winschelca@vcu.edu and Vladimir Sidorov, vasidorov@vcu.edu. Department of Chemistry, Virginia Commonwealth University, 1001 West Main Street, Richmond, VA 23284

The work presented here deals with the specifically tailored tetramethoxy calix[4]arene tetraurea and its response to Na+ and K+ ions.  This conformationally flexible calix[4]arene locks into a cone conformation in the presence of Na+ allowing dimerization and subsequent encapsulation of guest molecules.  In the presence of K+ the calix[4]arene flips two anisole units and adopts a 1-3 alternate conformation releasing the target substrate.  We envision this research leading to the active drug delivery system using the physiological Na+/K+ gradient as a driving force.  This research could: lower the required dosage of a drug, accelerate drug delivery and target multidrug-resistant tumors.  Preliminary studies including the synthesis, thermodynamics of guest encapsulation and transport efficiency will be discussed.

 

 

Bioorganic, Metal-Mediated Reactions, and Molecular Recognition
8:00 PM-10:00 PM, Tuesday, 30 August 2005 Washington DC Convention Center -- Hall A, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005