Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Patent
1994-02-14
1996-01-16
Griffin, Ronald W.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
4241941, 4242391, 514 54, 514867, 530350, A61K 3170
Patent
active
054847737
ABSTRACT:
This invention relates to treatment of antibiotic associated diarrhea, including Clostridium difficile associated diarrhea (CDAD) and pseudomembranous colitis (PMC), using oligosaccharide compositions which bind C. difficile toxin A. More specifically, the invention concerns neutralization of C. difficile toxin A associated with CDAD.
REFERENCES:
patent: 4137401 (1979-01-01), Lemieux et al.
patent: 4238473 (1980-12-01), Lemieux et al.
patent: 4362720 (1992-12-01), Lemieux et al.
patent: 4713240 (1987-12-01), Wilkins et al.
patent: 4863852 (1989-09-01), Wilkins et al.
patent: 5079353 (1992-01-01), Ratcliffe et al.
patent: 5098826 (1992-03-01), Wilkins et al.
patent: 5266315 (1993-11-01), Taguchi et al.
Abbas, S. A., et al., "Tumor-Associated Oligosaccharides I: Synthesis of Sialyl-Lewis.sup.a Antigenic Determinant", Sialic Acids, Proc. Japan-German Symp. Berlin 22-23 (1988).
Amvam-Zollo, P., et al., "Streptococcus pneumoniae Type XIV Polysaccharide: Synthesis of a Repeating Branched Tetrasaccharide with Dioxa-Type Spacer-Arms", Carbohydrate Research, 150:199-212 (1986).
Armstrong, G. D., et al., "Investigation of shiga-like toxin binding to chemically synthesized oligosaccharide sequences", J. Infect. Dis., 164:1160-7 (1991).
Barbut, F, et al., "Comparison of enterotoxin production, cytotoxin production, serogrouping and antimicrobial susceptibilities of Clostridium difficile strains isolated from AIDS and human immunodeficiency virus-negative patients", J. Clin. Microbiol. 31:740-2 (1993).
Bartlett, J G, et al., "Symptomatic relapse after oral vancomycin therapy of antibiotic-associated pseudomembranous colitis", Gastroenterology, 78:431-4 (1980).
Bartlett, J D, "Treatment of antibiotic-associated pseudomembranous colitis", Rev. Infect. Dis., 6, Suppl. 1:5235-41 (1984).
Bartlett, J G, et al., "Antibiotic-associated pseudomembranous colitis due to toxin-producing clostridia", N. Engl. J. Med. 298:531-534 (1978).
Chernyak, A. Y., et al., "A New Type of Carbohydrate-Containing Synthetic Antigen: Synthesis of Carbohydrate-Containing Polyacrylamide Copolymers having the Specificity of 0:3 and 0:4 Factors of Salmonella", Carbohydrate Research, 128: 269-282 (1984).
Clark, G F, et al., "Toxin A from Clostridium difficile binds to rabbit erythrocyte glycolipids with terminal .alpha.Gal(1-3).beta.Gal(14).beta.GIcNAc sequences", Arch. Biochem. Biophys., 257:217-29 (1987).
Cox, D., et al. "A New Synthesis of 4-O-.alpha.-D-Galactopyranosyl-D-Galacto-Pyranose", Carbohy. Res., 62: 245-252 (1978).
Cozart, J C, et al., "Clostridium difficile diarrhea in patients with AIDS versus non-AIDS controls. Method of treatment and clinical response to treatment", J. Clin. Gastroenterol. 16:192-4 (1993).
Dahmen, J., et al., "2-Bromoethyl glycosides: applications in the synthesis of spacer-arm glycosides," Carbohydrate Research, 118: 292-301 (1983).
Dahmen, J., et al., "Synthesis of space arm, lipid, and ethyl glycosides of the trisaccharide portion [.alpha.-D-Gal-(1-4)-.beta.-D-GIc] of the blood group p.sup.k antigen: preparation of neoglycoproteins", Carbohydrate Research, 127: 15-25 (1984).
Ekborg, G., et al., "Synthesis of Three Disaccharides for the Preparation of Immunogens bearing Immunodeterminants Known to Occur on Glycoproteins", Carbohydrate Research, 110: 55-67 (1982).
Eveillard, M. et al., "Identification and characterization of adhesive factors of Clostridium difficile involved in adhesion to human colonic enterocyte-like Caco-2 and mucus-secreting HT29 cells in culture", Molecular Microbiology, 7: 371-381 (1993).
Fernandez-Santana, V., et al., "Glycosides of Monoallyl Diethylene Glycol. A New type of Spacer group for Synthetic Oligosaccharides", J. Carbohydrate Chemistry, 8(3), 531-537 (1989).
Finegold, S. M., et al., "Therapy directed against Clostridium difficile and its toxins. Complications of therapy". In Rolfe, R. D. et al. (eds) C. difficile: It's Role in Intestinal Disease, Academic Press, Inc., San Diego Calif. 341-57 (1988).
Fugedi, P., et al., "Thioglycosides as Glycosylating Agents in Oligosaccharide Synthesis", Glycoconjugate J., 4:97-108 (1987).
Garegg, P. J., et al., "A Synthesis of 8-Methoxycarbonyloct-1-yl O-.alpha.-D-Galactopyranosyl-(1.fwdarw.3)-O-.beta.-D-Galactopyranosyl-(1.f wdarw.4)-2-Acetamido-2-Deoxy-.beta.-D-Glucopyranoside", Carbohy. Res., 136: 207-213 (1985).
Garegg, P. J., et al., "Synthesis of 6- and 6'-deoxy derivatives of methyl 4-O-.alpha.-D-galactopyranosyl-.beta.-D-galactopyranoside for studies of inhibition of pyelonephritogenic fimbriated E. coli adhesion to urinary epithelium-cell surfaces", Carbohy. Res., 137: 270-275 (1985).
Jacquinet, J. C., et al., "Synthesis of Blood-group Substances, Part 11. Synthesis of the Trisaccharide O-.alpha.-D-Galactopyranosyl-(1.fwdarw.3)-O-.beta.-D-galactopyranosyl-(1.f wdarw.4)-2-acetamido-2-deoxy-D-glucopyranose", J. C. S. Perkin, 1: 326-330 (1981).
Kameyama, A., et al., "Total synthesis of sialyl Lewis X", Carbohydrate Res., 209: c1-c4 (1991).
Kamiya, S, et al., "Analysis of purity of Clostridium difficile toxin A derived by affinity chromatography on immobilized bovine thyroglobulin", FEMS Microbiol. Lett., 56:331-6 (1988).
Keighley, M R B, "Antibiotic-associated pseudomembranous colitis: pathogenesis and management", Drugs, 20:449-56 (1980).
Koike, K., et al., "Total Synthesis of Globotriaosyl-E and Z-Ceramides and Isoglobotriaosyl-E Ceramide," Carbohydr. Res., 163: 189-208 (1987).
Kushnaryov, V. M., et al., "Effect of Clostridium difficile Enterotoxin A on Ultrastructure of Chinese Hamster Ovary Cells", Infection and Immunity, 57: 3914-3921 (1989).
Krivan, H C, et al., "Cell surface binding site for Clostridium difficile enterotoxin: evidence for a glycoconjugate containing the sequence .alpha.Gal(1-3).beta.Gal(1-4).beta.GIcNAc", Infect. Immun., 53:573-81 (1986).
Kirvan, H. C., et al., "Purification of Clostridium difficile toxin A by affinity chromatography on immobilized bovine thyroglobulin", Infect. Immun., 55:1873-7 (1987).
Lee, R. T., et al., "Synthesis of 3-(2-Aminoethylthio) PropylGlycosides", Carbohydrate Research, 37: 193-201 (1974).
Lemieux, R U, et al., "The properties of a `synthetic` antigen related to the blood-group Lewis A", J. Am. Chem. Soc., 97:4076-83 (1975).
Lyerly, D M, et al., "Clostridium difficile: Its Disease and Toxins", Clinical Microbiology Reviews, 1:18 (1988).
Lyerly, D M, "Epidemiology of Clostridium difficile disease", Clin. Microbiol. News 15:49-53 (1993).
Okamoto, K., et al., "Glycosidation of Sialic Acid," Tetrahedron, 47: 5835-5857 (1990).
Onderdonk, A B, et al., "Comparative effects of clindamycin and clindamycin metabolites in the hamster model for antibiotic-associated colitis", J. Antimicrob. Chem., 8:383-93 (1981).
Paulsen, "Advances in Selective Chemical Syntheses of Complex Oligosaccharides", Angew. Chem. Int. Ed. Eng., 21:155-173 (1982).
Paulsen, H., "Synthese von oligosaccharid-determinanten mit amid-spacer vom typ des T-antigens", Carbohydr. Res., 104:195-219 (1982).
Rana, S. S., et al., "Synthesis of Phenyl 2-Acetamido-2-Deoxy-3-O-.alpha.L-Fucopyranosyl-.beta.-D-Glucopyranoside and Related Compounds", Carbohydrate Research, 91: 149-157 (1981).
Schaubach, R., et al., "Tumor-Associated Antigen Synthesis of the Gal-.alpha.-(1.fwdarw.3)-Gal-.beta.-(1.fwdarw.4)-GICNAc Epitope. A specific Determinant for Metastatic Progression?," Liebigs Ann. Chem., 607-614 (1991).
Schmidt, "New Methods for the Synthesis of Glycosides and Oligosaccharides--Are There Alternatives to the Koenigs-Knorr Method?" Angew. Chem. Int. Ed. Eng., 25:212-235 (1986).
Sullivan, N M, et al., "Purification and characterization of toxin A and B from Clostridium difficile", Infect. Immun., 35:1032-40 (1983).
Tedesco, F J, "Pseudomembranous colitis: Pathogenesis and therapy", Med. Clin. North Am., 66:655-64 (1982).
Triadfilopoulos, G, et al., "Differential effects of Clostridium difficile toxin a and b on rabbit ileum", Gastroenterology, 93:273-9 (1987).
Tucker, K D, et al., "Toxin A of Clostridium difficile binds to carbohydrate antigens I, X, and Y", Infect. Immun., 59:73-8 (1991).
Von Eichel-Streiber, C.,
Armstrong Glen D.
Heerze Louis D.
Alberta Research Council
Dillahunty Mary Ann
Griffin Ronald W.
Swiss Gerald F.
LandOfFree
Treatment of antibiotic associated diarrhea does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Treatment of antibiotic associated diarrhea, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Treatment of antibiotic associated diarrhea will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-309416