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 Synthesis of Water-soluble Azacyclophane Hosts as a Guest-delivering Carrier

この論文にアクセスする

この論文をさがす

著者

抄録

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 [6.1.6.1] 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.

収録刊行物

  • 有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN

    有機合成化学協会誌 : JOURNAL OF Synthetic Organic Chemistry JAPAN 64(10), 1041-1048, 2006-10-01

    The Society of Synthetic Organic Chemistry, Japan

参考文献:  51件中 1-51件 を表示

  • <no title>

    TABUSHI I.

    Top. Curr. Chem. 113, 145, 1983

    被引用文献1件

  • <no title>

    MURAKAMI Y.

    Comprehensive Supramolecular Chemistry 2, 419, 1996

    被引用文献1件

  • <no title>

    MURAKAMI Y.

    Top. Curr. Chem. 175, 133, 1995

    被引用文献1件

  • <no title>

    AGRAWAL A. K.

    Adv. Drug Deliv. Rev. 41, 135, 2000

    被引用文献1件

  • <no title>

    FUCHS S.

    Chem. Eur. J. 10, 1167, 2004

    被引用文献1件

  • <no title>

    MARSCHUTZ M. K.

    Biomater. 21, 1499, 2000

    被引用文献1件

  • <no title>

    CHUN L.

    Adv. Drug Deliv. Rev. 54, 695, 2002

    被引用文献1件

  • <no title>

    LI H.

    Med. Res. Rev. 22, 225, 2002

    被引用文献1件

  • <no title>

    NORI A.

    Adv. Drug Deliv. Rev. 57, 609, 2005

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    J. Incl. Phenom. Macro. Chem. 53, 57, 2005

    被引用文献1件

  • <no title>

    HAKOMORI S.

    Glycoconjugate J. 17, 627, 2000

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    Tetrahedron Lett. 46, 6589, 2005

    被引用文献1件

  • <no title>

    SLAVIK J.

    Biochem. Biophys. Acta 694, 1, 1982

    被引用文献1件

  • <no title>

    BENESI H. A.

    J. Am. Chem. Soc. 71, 2703, 1949

    被引用文献1件

  • <no title>

    REICHARDT C.

    Solvents and Solvent effects in Organic Chemistry, 1988

    被引用文献1件

  • <no title>

    DAM T. K.

    Chem. Rev. 102, 387, 2002

    被引用文献1件

  • <no title>

    LOTAN R.

    J. Biol. Chem. 250, 8518, 1975

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    J. Org. Chem. 69, 3509, 2004

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    Chem. Lett. 33, 548, 2004

    被引用文献1件

  • <no title>

    FORSTER T.

    Ann. Phys. 2, 55, 1948

    被引用文献1件

  • <no title>

    CHEUNG P.

    Mol. Endocrinol. 19, 563, 2005

    被引用文献1件

  • <no title>

    VELZEN E. U.

    Synthesis 8, 989, 1995

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    Tetrahedron Lett. 47, 4091, 2006

    被引用文献1件

  • <no title>

    KARLSSON R.

    J. Immunol. Methods 20, 121, 1997

    被引用文献1件

  • <no title>

    FAGERSTAM L. G.

    J. Chromato. 597, 397, 1992

    被引用文献1件

  • Biomimetic Control of Chemical Selectivity

    BRESLOW R.

    Acc. Chem. Res. 13, 170-177, 1980

    被引用文献3件

  • <no title>

    WINKLER J.

    J. Am. Chem. Soc. 105, 7198, 1983

    被引用文献1件

  • <no title>

    TABUSHI I.

    Acc. Chem. Res. 15, 66, 1982

    被引用文献2件

  • <no title>

    SEWARD E.

    J. Am. Chem. Soc. 112, 1783, 1990

    被引用文献1件

  • <no title>

    MURAKAMI Y.

    Chem. Rev. 96, 721, 1996

    被引用文献2件

  • <no title>

    ODASHIMA K.

    J. Am. Chem. Soc. 102, 2504, 1980

    被引用文献3件

  • <no title>

    ODASHIMA K.

    J. Org. Chem. 50, 4478, 1985

    被引用文献2件

  • <no title>

    MURAKAMI Y.

    Pure Appl. Chem. 65, 2319, 1993

    被引用文献1件

  • <no title>

    MURAKAMI Y.

    J. Am. Chem. Soc. 116, 2611, 1994

    被引用文献3件

  • <no title>

    FEWELL J. G.

    J. Control. Release. 109, 288, 2005

    DOI 被引用文献1件

  • <no title>

    UEKAMA K.

    Chem. Rev. 98, 2045-2076, 1998

    DOI 被引用文献27件

  • <no title>

    HAKOMORI S.

    Pure Appl. Chem. 63, 473, 1991

    被引用文献3件

  • <no title>

    KOBATA A.

    Acc. Chem. Res. 26, 319-324, 1993

    被引用文献3件

  • <no title>

    LEE Y. C.

    Pure Appl. Chem. 63, 499, 1991

    被引用文献2件

  • <no title>

    LEE Y. C.

    Acc. Chem. Res. 28, 321-327, 1995

    被引用文献21件

  • <no title>

    SIGAL G. B.

    J. Am. Chem. Soc. 118, 3789-3800, 1996

    被引用文献5件

  • <no title>

    LUNDQUIST J. J.

    Chem. Rev. 102, 555-578, 2002

    DOI 被引用文献7件

  • <no title>

    MATTEI S.

    Helv. Chim. Acta 80, 2391, 1997

    被引用文献1件

  • <no title>

    HAYASHIDA O.

    Tetrahedron 51, 8423, 1995

    被引用文献2件

  • Introduction and general overview of cyclodextrin chemistry

    SZEJTLI J.

    Chem. Rev. 98, 1743-1753, 1998

    被引用文献14件

  • <no title>

    HAYASHIDA O.

    Chem. Lett. 32, 288, 2003

    被引用文献1件

  • Lectins : Carbohydrate-specific proteins that mediate cellular recognition

    LIS H.

    Chem. Rev. 98, 637-674, 1998

    被引用文献8件

  • <no title>

    NEUROHR K. L.

    J. Biol. Chem. 255, 9205, 1980

    被引用文献1件

  • <no title>

    BANERJEE R.

    Proc. Natl. Acad. Sci. U.S.A. 91, 227, 1994

    被引用文献1件

  • <no title>

    TANADA S.

    J. Colloid Interface Sci. 181, 326, 1996

    被引用文献2件

  • <no title>

    HAYASHIDA O.

    Chem. Lett. 32, 632, 2003

    被引用文献2件

各種コード

  • NII論文ID(NAID)
    10018311599
  • NII書誌ID(NCID)
    AN0024521X
  • 本文言語コード
    JPN
  • 資料種別
    ART
  • ISSN
    00379980
  • NDL 記事登録ID
    8536451
  • NDL 雑誌分類
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL 請求記号
    Z17-256
  • データ提供元
    CJP書誌  NDL  J-STAGE 
ページトップへ