Dissolution of Cholesterol in Water by a Synthetic Receptor

Authors

  • Blake R. Peterson,

    1. Laboratorium für Organische Chemie, ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich (Switzerland), Telefax: Int. code + (1)261-3524
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  • Prof. Dr. François Diederich

    Corresponding author
    1. Laboratorium für Organische Chemie, ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich (Switzerland), Telefax: Int. code + (1)261-3524
    • Laboratorium für Organische Chemie, ETH-Zentrum, Universitätstrasse 16, CH-8092 Zürich (Switzerland), Telefax: Int. code + (1)261-3524
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  • This work was supported by ETH Zürich. We thank Dr. B. Jaun for his assistance in obtaining and interpreting the 2D NMR spectra of the macrotri-cyclic compounds and Drs. W. Amrein and P. James for recording the mass spectra.

  • Dedicated to Professor C. Rüchardt on the occasion of his 65th birthday

Abstract

original image

A new therapeutic approach to treating atherosclerosis? The chiral, D2-symmetrical cyclophane 1 is a selective receptor for cholesterol in water and dissolves the insoluble solid steroid efficiently through inclusion complexation. The cavity of 1 with dimensions of 9 x 13 x 11 Å has the ideal shape and hydrophobic surface for encapsulating steroids.

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