Synthesis and biological evaluation of a new class of vaccine adjuvants: Aminoalkyl glucosaminide 4-phosphates (AGPs)

被引:64
作者
Johnson, DA [1 ]
Sowell, CG [1 ]
Johnson, CL [1 ]
Livesay, MT [1 ]
Keegan, DS [1 ]
Rhodes, MJ [1 ]
Ulrich, JT [1 ]
Ward, JR [1 ]
Cantrell, JL [1 ]
Brookshire, VG [1 ]
机构
[1] RIBI Immunochem Res Inc, Pharmaceut Discovery Div, Hamilton, MT 59840 USA
关键词
D O I
10.1016/S0960-894X(99)00374-1
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel series of acylated omega-aminoalkyl 2-amino-2-deoxy-4-phosphono-beta-D-glucopyranosides (aminoalkyl glucosaminide 4-phosphates) was synthesized and screened for immunostimulant activity. Several of these compounds enhance the production of tetanus toroid-specific antibodies in mice and augment vaccine-induced cytotoxic T cells against EG.7-ova target cells. (C) 1999 Elsevier Science Ltd. Pill rights reserved.
引用
收藏
页码:2273 / 2278
页数:6
相关论文
共 23 条
[1]   AN IMPROVED, CONVENIENT PROCEDURE FOR REDUCTION OF AMINO-ACIDS TO AMINOALCOHOLS - USE OF NABH4-H2SO4 [J].
ABIKO, A ;
MASAMUNE, S .
TETRAHEDRON LETTERS, 1992, 33 (38) :5517-5518
[2]  
BEUTLER B, 1989, ANNU REV IMMUNOL, V7, P625, DOI 10.1146/annurev.iy.07.040189.003205
[3]  
DEFORGE LE, 1992, J IMMUNOL, V148, P2133
[4]  
DURUM SK, 1985, ANNU REV IMMUNOL, V3, P263
[5]   Divergent synthesis and biological activities of lipid A analogues of shorter acyl chains [J].
Fukase, K ;
Fukase, Y ;
Oikawa, M ;
Liu, WC ;
Suda, Y ;
Kusumoto, S .
TETRAHEDRON, 1998, 54 (16) :4033-4050
[6]  
Gustafson G L, 1995, Prog Clin Biol Res, V392, P567
[7]   NITRIC-OXIDE - A CYTO-TOXIC ACTIVATED MACROPHAGE EFFECTOR MOLECULE [J].
HIBBS, JB ;
TAINTOR, RR ;
VAVRIN, Z ;
RACHLIN, EM .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1988, 157 (01) :87-94
[8]   MOLECULAR ADJUVANTS AND IMMUNOMODULATORS - NEW APPROACHES TO IMMUNIZATION [J].
JOHNSON, AG .
CLINICAL MICROBIOLOGY REVIEWS, 1994, 7 (03) :277-289
[9]   Chemical synthesis of the major constituents of Salmonella minnesota monophosphoryl lipid A [J].
Johnson, DA ;
Sowell, CG ;
Keegan, DS ;
Livesay, MT .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1998, 17 (09) :1421-1426
[10]  
JOHNSON DA, UNPUB J MED CHEM