アザシクロファンを分子基盤とした水溶性ホストの合成とゲストデリバリー [in Japanese] Synthesis of Water-soluble Azacyclophane Hosts as a Guest-delivering Carrier [in Japanese]
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Various water-soluble azacyclophanes have been prepared and exhibited the following unique functions with regard to supramolecular functions in water : (1) The water-soluble supramolecular azacyclophanes composed of an adamantly-appended macrocyclic cyclophane with maltosyl-α-CD demonstrated the potentiality as hosts as well as transporters. (2) The water-soluble bis (cyclophane), tris (cyclophane), and pentakis (cyclophane) were synthesized on the basis of a molecular design that allows the connection of two, three, and five azacyclophanes, respectively. The guest-binding affinity of the present multi (cyclophane) s toward hydrophobic dyes was much enhanced, reflecting multivalency effects in macrocycles. (3) A new convenient strategy for the active sitedirected chemical modification of a lectin surface was demonstrated by using the water-soluble saccharide cyclophane. (4) In addition, a cyclophane-based resorcinarene tetramer, which is constructed with a tetraaza [126.96.36.199] paracyclophane and four resorcinarenes bearing hepta (carboxylic acid) residues that connect the macrocycle through amide linkages, was prepared. The cyclophane-based tetra (resorcinarene) acted as a host for both hydrophobic molecular guests and histone through hydrophobic and electrostatic interactions, respectively.
- J. Synth. Org. Chem. Jpn.
J. Synth. Org. Chem. Jpn. 64(10), 1041-1048, 2006-10-01
The Society of Synthetic Organic Chemistry, Japan