Aminoalkyl glucosamine phosphate compounds and their use as adju

Details Aminoalkyl glucosamine phosphate compounds and their use as adju Aminoalkyl glucosamine phosphate compounds and their use as adju

1997-05-08

2000-09-05

Stucker, Jeffrey

Drug, bio-affecting and body treating compositions

Nonspecific immunoeffector, per se ; or nonspecific...

536 111, 536 184, 536117, 536119, A61K 4500, C07H 100, C07H 1500, C07H 1104

Patent

active

061139181

ABSTRACT:
Aminoalkyl glucosamine phosphate compounds that are adjuvants and immunoeffectors are described and claimed. The compounds have a 2-deoxy-2-amino glucose in glycosidic linkage with an aminoalkyl (aglycon) group. Compounds are phosphorylated at the 4 or 6 carbon on the glucosamine ring and comprise three 3-alkanoyloxyalkanoyl residues. The compounds augment antibody production in immunized animals as well as stimulate cytokine production and activate macrophages. Methods for using the compounds as adjuvants and immunoeffectors are also disclosed.

REFERENCES:
Bulusu et al., Cyclic Analogues of Lipid A: Synthesis and Biological Activities (1992) 3463-3469.
Ikeda et al., Synthesis of Biologically Active N-Acylated L-serine Containing Glucosamine-4-Phosphate Derivatives of Lipid A (1993) 1879-1881.
Miyajima et al., Lipid A and Related Compounds XXXI. Synthesis of Biologically Active N-Acylated L-Serine-Containing D-Glucosamine 4-Phosphate--(1996) 2268-2273.
Shimizu et al., Antitumor Activity and Biological Effects of Chemically Synthesized Monosaccharide Analogues of Lipid A in Mice (1985) 4621-4624.
Shimizu et al., Biological Activities of Chemically Synthesized N-acylated Serine-linked Lipid A Analog in Mice (1994) 659-665.
Shimizu et al., Biological Activities and Antitumor Effects of Synthetic Lipid A Analogs Linked N-Acylated Serine (1995) 425-431.

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