グリコシダーゼ阻害活性を有する 糖類似アルカロイド: 生物活性ならびに臨床応用への展望  [in Japanese] Glycosidase-Inhibiting Glycomimetic Alkaloids: Biological Activities and Therapeutic Perspectives  [in Japanese]

Access this Article

Search this Article

Author(s)

Abstract

Alkaloids mimicking the structures of sugars inhibit glycosidases because of a structural resemblance to the sugar moiety of the natural substrate. Glycosidases are involved in a wide range of important biological processes, such as intestinal digestion, post-translational processing of glycoproteins and the lysosomal catabolism of glycoconjugates. The realization that alkaloidal glycomimetics might have enormous therapeutic potential in many diseases such as viral infection, cancer and diabetes led to increasing interest and demand for these compounds. The usefulness of alkaloidal glycomimetics might not be restricted to the inhibition of glycosidases since a number of different competitive inhibitors, all known to stabilize proteins in their native conformation, are effective in rescuing the processing defect of the mutant enzyme protein. These compounds, which we call “chemical chaperones”, also may prove to be effective in correcting a number of other protein folding abnormalities in human genetic diseases.

Journal

  • Journal of Synthetic Organic Chemistry, Japan

    Journal of Synthetic Organic Chemistry, Japan 58(7), 666-675, 2000-07-01

    The Society of Synthetic Organic Chemistry, Japan

References:  97

  • <no title>

    RADEMACHER T. W.

    Annu. Rev. Biochem. 57, 785, 1988

    Cited by (2)

  • <no title>

    INOUE S.

    J. Antibiot. 19, 288, 1966

    Cited by (1)

  • <no title>

    INOUE S.

    Tetrahedron 24, 2125, 1968

    Cited by (2)

  • <no title>

    八木政広

    農化 50, 571, 1976

    Cited by (1)

  • <no title>

    SCHMIDT D. D.

    Naturwissenshaften 66, 584, 1979

    Cited by (1)

  • <no title>

    MURAO S.

    Agric.Biol.Chem. 44, 219, 1980

    Cited by (3)

  • <no title>

    ASANO N.

    Carbohydr.Res. 253, 235, 1994

    Cited by (3)

  • <no title>

    ASANO N.

    Carbohydr. Res. 259, 243, 1994

    Cited by (1)

  • <no title>

    KOYAMA M.

    Agric. Biol. Chem. 38, 1111, 1974

    Cited by (1)

  • <no title>

    EVANS S. V.

    Tetrahedron Lett. 26, 1465, 1985

    Cited by (1)

  • <no title>

    KATO A.

    J. Nat. Prod. 60, 312, 1997

    Cited by (1)

  • <no title>

    KITE G. C.

    Tetrahedron Lett. 29, 6483, 1988

    Cited by (2)

  • <no title>

    LIU P. S.

    J. Org. Chem. 52, 4717, 1987

    Cited by (1)

  • <no title>

    ASANO N.

    J. Nat. Prod. 60, 98, 1997

    Cited by (1)

  • <no title>

    ASANO N.

    J. Nat. Prod. 61, 625, 1998

    Cited by (1)

  • <no title>

    WELTER A.

    Phytochemistry 15, 747, 1976

    Cited by (1)

  • <no title>

    NASH R. J.

    Alkaloids: Chemical and Biological Perspectives .11, 345, 1996

    Cited by (1)

  • <no title>

    SHIBATA T.

    J. Antibiot. 41, 296, 1988

    Cited by (1)

  • <no title>

    MOLYNEUX R. J.

    J. Nat. Prod. 51, 1198, 1988

    Cited by (1)

  • <no title>

    NASH R. J.

    Phytochemistry 29, 111, 1990

    Cited by (1)

  • <no title>

    NASH R. J.

    Tetrahedron Lett. 35, 7849, 1994

    Cited by (1)

  • <no title>

    WORMARD M. R.

    Carbohydr. Lett. 2, 169, 1996

    Cited by (1)

  • <no title>

    SCHMID D. D.

    Naturwissenschaften 64, 535, 1977

    Cited by (1)

  • <no title>

    IWASA T.

    J. Antibiot. 23, 595, 1970

    Cited by (1)

  • <no title>

    KAMEDA Y.

    J. Antibiot. 37, 1301, 1984

    Cited by (4)

  • <no title>

    JUNGE B.

    Handbook of Experimental Pharmacology .119, 411, 1996

    Cited by (1)

  • <no title>

    PULS W.

    Handbook of Experimental Pharmacology .119, 497, 1996

    Cited by (1)

  • <no title>

    HORII S.

    J.Med.Chem. 29, 1038, 1986

    Cited by (4)

  • <no title>

    SAUNIER B.

    J. Biol. Chem. 257, 14155, 1982

    Cited by (2)

  • <no title>

    SZUMILO T.

    Arch. Biochem. Biophys. 247, 261, 1986

    Cited by (1)

  • <no title>

    ZENG Y.

    Glycobiology 7, 297, 1997

    Cited by (1)

  • <no title>

    SCHWEDEN J.

    Arch. Biochem. Biophys. 248, 335, 1986

    Cited by (1)

  • <no title>

    HEMPEL A.

    J. Med. Chem. 36, 4082, 1993

    Cited by (1)

  • <no title>

    ASANO N.

    J. Med. Chem. 41, 2565, 1998

    Cited by (1)

  • <no title>

    PAN Y. T.

    Biochemistry 22, 3975, 1983

    Cited by (2)

  • <no title>

    HORI H.

    Proc. Nat. Acad. Sci. USA 82, 93, 1985

    Cited by (1)

  • <no title>

    ELBEIN A. D.

    J. Biol. Chem. 259, 12409, 1984

    Cited by (1)

  • <no title>

    ROMERO P. A.

    FEBS Lett. 183, 29, 1985

    Cited by (1)

  • <no title>

    RATNER L.

    Nature 313, 277, 1985

    Cited by (1)

  • <no title>

    TYMS A. S.

    Lancet ii, 1025, 1987

    Cited by (1)

  • <no title>

    WALKER B. D.

    Proc. Natl. Acad. Sci. USA 84, 8120, 1987

    Cited by (1)

  • <no title>

    SUNKARA P. S.

    Lancet ii, 1206, 1989

    Cited by (1)

  • <no title>

    TAYLOR D. L.

    AIDS 5, 693, 1991

    Cited by (1)

  • <no title>

    BRIDGES C. G.

    Glycobiology 5, 249, 1995

    Cited by (1)

  • <no title>

    BLOCK T. M.

    Proc. Natl. Acad. Sci. USA 91, 2235, 1994

    Cited by (2)

  • <no title>

    MEHTA A.

    FEBS Lett. 430, 17, 1998

    Cited by (1)

  • <no title>

    HUMPHRIES M. J.

    Cancer Res. 46, 5215, 1986

    Cited by (1)

  • <no title>

    SPEARMAN M. A.

    Cancer Lett. 60, 185, 1991

    Cited by (1)

  • <no title>

    PILI R.

    Cancer Res. 55, 2920, 1995

    Cited by (1)

  • <no title>

    DORLING P. R.

    Neuropathol. Appl. Neurobiol. 4, 285, 1978

    Cited by (1)

  • <no title>

    COLEGATE S. M.

    Aust. J. Chem. 32, 2257, 1979

    Cited by (1)

  • <no title>

    MOLYNEUX R. J.

    Science 216, 190, 1982

    Cited by (1)

  • <no title>

    FELLOWS L. E.

    J. Chem. Soc., Chem. Commun. 1979, 977

    Cited by (1)

  • <no title>

    MOLYNEUX R. J.

    J. Nat. Prod. 56, 1356, 1993

    Cited by (1)

  • <no title>

    EZURE Y.

    Agric. Biol. Chem. 49, 1119, 1985

    Cited by (1)

  • <no title>

    EZURE Y.

    J. Antibiot. 41, 1142, 1988

    Cited by (1)

  • <no title>

    NASH R. J.

    Phytochemistry 24, 1620, 1985

    Cited by (1)

  • <no title>

    ASANO N.

    J. Med. Chem. 37, 3701, 1994

    Cited by (1)

  • <no title>

    DORLING P. R.

    Biochem. J. 191, 649, 1980

    Cited by (1)

  • <no title>

    TULSIANI D. P. R.

    J. Biol. Chem. 257, 7936, 1982

    Cited by (1)

  • <no title>

    BISHOFF J.

    J. Biol. Chem. 261, 4758, 1986

    Cited by (1)

  • <no title>

    KANG M. S.

    J. Virol. 46, 60, 1983

    Cited by (1)

  • <no title>

    ARUMUGHAN R. G

    J. Biol. Chem. 258, 11883, 1983

    Cited by (1)

  • <no title>

    FUHRMANN U.

    Nature 307, 755, 1984

    Cited by (2)

  • <no title>

    ELBEIN A. D.

    Arch. Biochem. Biophys. 235, 579, 1984

    Cited by (1)

  • <no title>

    GROSS V.

    Eur. J. Biochem. 150, 41, 1985

    Cited by (1)

  • <no title>

    HUMPHRIES M. J.

    Proc. Natl. Acad. Sci. USA 83, 1752, 1986

    Cited by (2)

  • <no title>

    DENNIS J. W.

    Cancer Res. 46, 5131, 1986

    Cited by (1)

  • <no title>

    DENNIS J. W.

    J. Natl. Cancer Inst. 81, 1028, 1989

    Cited by (1)

  • <no title>

    HUMPHRIES M. J.

    Cancer Res. 48, 1410, 1988

    Cited by (1)

  • <no title>

    WALL K. A.

    Proc. Natl. Acad. Sci. USA 85, 5644, 1988

    Cited by (1)

  • <no title>

    BOWLIN T. L.

    Biochem. Biophys. Res. Cornmun. 151, 846, 1988

    Cited by (1)

  • <no title>

    GRZEGORZEWSKI K.

    Cancer Commun. 1, 373, 1989

    Cited by (1)

  • <no title>

    FLEET G. W. J.

    Chem. Lett. 1986, 1051

    Cited by (1)

  • <no title>

    WOYNAROWSKA B.

    Anticancer Res. 12, 161, 1992

    Cited by (1)

  • <no title>

    AOYAGI T.

    J. Antibiot. 45, 1404, 1992

    Cited by (3)

  • <no title>

    TATSUTA K.

    J. Synth. Org. Chem. Jpn. 55, 970, 1997

    Cited by (1)

  • <no title>

    TSURUOKA T.

    J. Antibiot. 49, 155, 1996

    Cited by (1)

  • <no title>

    SLOANE B. F.

    Science 212, 1151, 1981

    Cited by (1)

  • <no title>

    AKAO H.

    Int. J. Biochern. 21, 739, 1989

    Cited by (1)

  • <no title>

    PLATT F. M.

    Science 276, 428, 1997

    Cited by (1)

  • <no title>

    CUMMINGS C. J.

    Nature Genet. 19, 148, 1998

    Cited by (1)

  • <no title>

    DESNICK R. J.

    The Metabolic and Molecular Bases of Inherited Disease .II, 2741, 1995

    Cited by (1)

  • <no title>

    FAN J. -Q.

    Nature Med. 5, 112, 1999

    Cited by (1)

  • <no title>

    LEGLER G.

    Carbohydr. Res. 155, 119, 1986

    Cited by (1)

  • <no title>

    HOHENSCHUTZ L. D.

    Phytochemistry 20, 811, 1981

    DOI  Cited by (1)

  • <no title>

    KAUSHAL G. P.

    J. Biol. Chem. 263, 17278, 1988

    Cited by (1)

  • <no title>

    GRUTERS R. A.

    Nature 330, 74, 1987

    DOI  Cited by (3)

  • <no title>

    WINCHESTER B.

    Biochem. J. 269, 227, 1990

    Cited by (1)

  • <no title>

    HARDICK D. J.

    Tetrahedron Lett. 48, 6285, 1992

    DOI  Cited by (1)

  • <no title>

    KAYAKIRI H.

    J. Org. Chem. 54, 4015, 1989

    DOI  Cited by (1)

  • <no title>

    ELBEIN A. D.

    J. Biol. Chem. 265, 15599, 1990

    Cited by (2)

  • <no title>

    CHOTAI K.

    J. Cell. Biochem. 21, 107, 1983

    DOI  Cited by (1)

  • <no title>

    ELBEIN A. D.

    J. Biol. Chem. 265, 15599, 1990

    Cited by (2)

  • <no title>

    PLATT F. M.

    J. Biol. Chem. 269, 8362-8365, 1994

    Cited by (6)

  • <no title>

    PLATT F. M.

    J. Biol. Chem. 272, 19365-19372, 1997

    Cited by (3)

  • <no title>

    PLATT F. M.

    J. Biol. Chem. 269, 27108-27114, 1994

    Cited by (3)

Codes

  • NII Article ID (NAID)
    10008820848
  • NII NACSIS-CAT ID (NCID)
    AN0024521X
  • Text Lang
    JPN
  • Article Type
    REV
  • ISSN
    00379980
  • NDL Article ID
    5397669
  • NDL Source Classification
    ZP11(科学技術--化学・化学工業--有機化学・有機化学工業)
  • NDL Call No.
    Z17-256
  • Data Source
    CJP  NDL  J-STAGE 
Page Top