Login| Sign Up| Help| Contact|

Patent Searching and Data


Title:
MANNOSE DERIVATIVES AS ANTAGONISTS OF BACTERIAL ADHESION
Document Type and Number:
WIPO Patent Application WO/2011/073112
Kind Code:
A3
Abstract:
Compounds of the formula (I) wherein n is 0, 1 or 2, R1 is aryl, heteroaryl or heterocyclyl, and R2 and R3 are hydrogen or a substituent as described in the specification, are useful for the prevention and treatment of bacterial infections, in particular of urinary infections caused by E. coli.

Inventors:
ERNST, Beat (Höhenweg 1, Magden, CH-4312, CH)
HEROLD, Janno (Hechtweg 18, Basel, CH-4052, CH)
Application Number:
EP2010/069436
Publication Date:
September 09, 2011
Filing Date:
December 13, 2010
Export Citation:
Click for automatic bibliography generation   Help
Assignee:
UNIVERSITY OF BASEL (Petersgraben 35, Basel, CH-4003, CH)
ERNST, Beat (Höhenweg 1, Magden, CH-4312, CH)
HEROLD, Janno (Hechtweg 18, Basel, CH-4052, CH)
International Classes:
C07H15/18; A61K31/7034; A61P31/04; C07H15/26
Domestic Patent References:
WO2005089733A22005-09-29
Foreign References:
US5444050A1995-08-22
CN101230079A2008-07-30
Other References:
KLEIN T. ET AL.: "FimH Antagonists for the Oral Treatment of Urinary Tract Infections: From Design and Synthesis to in Vitro and in Vivo Evaluation", J. MED. CHEM., vol. 53, no. 24, 24 November 2010 (2010-11-24), pages 8627 - 8641, XP002620404, DOI: 10.1021/jm101011y
HAN Z. ET AL.: "Structure-Based Drug Design and Optimization of Mannoside Bacterial FimH Antagonists", J. MED. CHEM., vol. 53, no. 12, 27 May 2010 (2010-05-27), pages 4779 - 4792, XP002620405, DOI: 10.1021/jm100438s
YANJUN FU ET AL: "Synthesis of a Sialyl Lewis.X. Mimetic Conjugated with DTPA, Potential Ligand of New Contrast Agenst for Medical Imaging", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, WILEY-VCH, WEINHEIM; DE, no. 23, 1 January 2002 (2002-01-01), pages 3966 - 3973, XP002458388, ISSN: 1434-193X
DUPRE B ET AL: "Glycomimetic selectin inhibitors: (alpha-D-mannopyranosyloxy)methylbi phenyls", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, PERGAMON, ELSEVIER SCIENCE, GB, vol. 6, no. 5, 5 March 1996 (1996-03-05), pages 569 - 572, XP004135030, ISSN: 0960-894X
KOGAN T P ET AL: "RATIONAL DESIGN AND SYNTHESIS OF SMALL MOLECULE, NON-OLIGOSACCHARIDE SELECTIN UNHIBITORS: (APLHA-D-MANNOPYRANOSYLOXY)BIPHENYL-SUBSTITUTED CARBOXYLIC ACIDS", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 38, no. 26, 22 December 1995 (1995-12-22), pages 4976 - 4984, XP000569683, ISSN: 0022-2623
IRANI R K ET AL: "STANNIC CHLORIDE PROMOTED SYNTHESIS OF MANNOSIDES", INDIAN JOURNAL OF CHEMISTRY, SECTION B: ORGANIC INCL. MEDICAL, COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH, IN, vol. 30B, 1 May 1991 (1991-05-01), pages 519 - 521, XP001018482, ISSN: 0019-5103
FIRON N. ET AL: "Aromatic alpha-glycosides of mannose are powerful inhibitors of the adherence of type 1 fimbriated Escherichia coli to yeast and intestinal epithelial cells", INFECT IMMUN., vol. 55, no. 2, February 1987 (1987-02-01), pages 472 - 476, XP002620406
SCHELL C ET AL: "SYNTHESIS, SELF-ASSEMBLING PROPERTIES AND INCORPORATION OF CARBOHYDRATE-SUBSTITUTED PORPHYRINS INTO CELL MEMBRANE MODELS", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 5, no. 2, 1 February 1999 (1999-02-01), pages 587 - 597, XP000822789, ISSN: 0947-6539, DOI: DOI:10.1002/(SICI)1521-3765(19990201)5:2<587::AID-CHEM587>3.0.CO;2-Z
NALEWAY J J ET AL: "Synthesis and use of new fluorogenic precipitating substrates", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 35, no. 46, 14 November 1994 (1994-11-14), pages 8569 - 8572, XP026608434, ISSN: 0040-4039, [retrieved on 19941114], DOI: DOI:10.1016/S0040-4039(00)78438-3
Attorney, Agent or Firm:
BECKER, Konrad (Aeschenvorstadt 24, Postfach 318, Basel, CH-4010, CH)
Download PDF: