WO2005092907A3 - Monosaccharide derivatives as anti-cancer and anti-inflammatory agents - Google Patents

Monosaccharide derivatives as anti-cancer and anti-inflammatory agents Download PDF

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Publication number
WO2005092907A3
WO2005092907A3 PCT/IB2005/000803 IB2005000803W WO2005092907A3 WO 2005092907 A3 WO2005092907 A3 WO 2005092907A3 IB 2005000803 W IB2005000803 W IB 2005000803W WO 2005092907 A3 WO2005092907 A3 WO 2005092907A3
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WO
WIPO (PCT)
Prior art keywords
inflammatory agents
inflammatory
monosaccharide derivatives
cancer
psoriasis
Prior art date
Application number
PCT/IB2005/000803
Other languages
French (fr)
Other versions
WO2005092907A2 (en
WO2005092907B1 (en
Inventor
Viswajanani Jitendra Sattigeri
Sudershan K Arora
Mohammad Salman
Venkata P Palle
Gyan Chand Yadav
Madan Pal Tanwar
Ashis Mukherjee
Ramamurthy Narayanan
Abdul Rehaman Abdul Rauf
Keshav Prabhakar Naik
Ajay Soni
Abhijit Ray
Raj Kumar Shirumalla
Kasim Abbas Mookhtiar
Original Assignee
Ranbaxy Lab Ltd
Viswajanani Jitendra Sattigeri
Sudershan K Arora
Mohammad Salman
Venkata P Palle
Gyan Chand Yadav
Madan Pal Tanwar
Ashis Mukherjee
Ramamurthy Narayanan
Abdul Rehaman Abdul Rauf
Keshav Prabhakar Naik
Ajay Soni
Abhijit Ray
Raj Kumar Shirumalla
Kasim Abbas Mookhtiar
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ranbaxy Lab Ltd, Viswajanani Jitendra Sattigeri, Sudershan K Arora, Mohammad Salman, Venkata P Palle, Gyan Chand Yadav, Madan Pal Tanwar, Ashis Mukherjee, Ramamurthy Narayanan, Abdul Rehaman Abdul Rauf, Keshav Prabhakar Naik, Ajay Soni, Abhijit Ray, Raj Kumar Shirumalla, Kasim Abbas Mookhtiar filed Critical Ranbaxy Lab Ltd
Publication of WO2005092907A2 publication Critical patent/WO2005092907A2/en
Publication of WO2005092907A3 publication Critical patent/WO2005092907A3/en
Publication of WO2005092907B1 publication Critical patent/WO2005092907B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H9/00—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical
    • C07H9/02—Compounds containing a hetero ring sharing at least two hetero atoms with a saccharide radical the hetero ring containing only oxygen as ring hetero atoms
    • C07H9/04—Cyclic acetals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/02—Monosaccharides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds disorder herein can be useful for inhibition and prevention of inflammation and associated pathologies including inflammatory and autoimmune diseases such as bronchial asthma, rheumatoid arthritis, type I diabetes, multiple sclerosis, allograft rejection or psoriasis. Pharmacological compositions containing compounds disclosed herein and the methods of treating bronchial asthma, chronic obstructive pulmonary disease, rheumatoid arthritis, multiple sclerosis, type I diabetes, psoriasis, allograft rejection, and other inflammatory and/or autoimmune disorders, using the compounds are also provided.
PCT/IB2005/000803 2004-03-26 2005-03-29 Monosaccharide derivatives as anti-cancer and anti-inflammatory agents WO2005092907A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US55693604P 2004-03-26 2004-03-26
US60/556,936 2004-03-26

Publications (3)

Publication Number Publication Date
WO2005092907A2 WO2005092907A2 (en) 2005-10-06
WO2005092907A3 true WO2005092907A3 (en) 2006-04-27
WO2005092907B1 WO2005092907B1 (en) 2006-06-01

Family

ID=34963728

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2005/000803 WO2005092907A2 (en) 2004-03-26 2005-03-29 Monosaccharide derivatives as anti-cancer and anti-inflammatory agents

Country Status (1)

Country Link
WO (1) WO2005092907A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1915160A2 (en) * 2005-07-22 2008-04-30 Ranbaxy Laboratories Limited Derivatives of monosaccharides for the treatment of copd and allergic rhinitis
US11254675B2 (en) * 2019-08-12 2022-02-22 Cadila Healthcare Limited Process for preparation of grapiprant

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6251618A (en) * 1985-08-30 1987-03-06 Chisso Corp Virus inactivator
US5010058A (en) * 1989-06-22 1991-04-23 501 Greenwich Pharmaceuticals Incorporated 3,5,6-substituted derivatives of 1,2-O-isopropylidene-α,D-glucofuranose and intermediates for preparing these derivatives
WO1993013117A2 (en) * 1991-12-20 1993-07-08 Greenwich Pharmaceuticals Incorporated 5- or 6-aminodeoxyfuranoside derivatives with antiinflammatory and antiproliferative activity
US5298494A (en) * 1989-01-09 1994-03-29 Greenwich Pharmaceuticals Incorporated Monosaccharides having anti-proliferation and anti-inflammatory activity, compositions and uses thereof
WO1994011381A1 (en) * 1992-11-13 1994-05-26 Greenwich Pharmaceuticals Incorporated Anti-proliferative and anti-inflammatory compounds: derivatives of pentose monosaccharides
FR2701949A1 (en) * 1993-02-22 1994-09-02 Picardie Jules Verne Universit Process for the synthesis of new disaccharide compounds without any glycoside link, products obtained by this process and their applications as surface-active medication or chelating agent
WO1994028910A1 (en) * 1993-06-11 1994-12-22 Boston Life Sciences, Inc. Immunomodulatory, anti-inflammatory, and anti-proliferative compounds: 5,6-dideoxy, 5-amino derivatives of idose and 6-deoxy, 6-amino derivatives of glucose
EP0714907A1 (en) * 1994-11-30 1996-06-05 F. Hoffmann-La Roche Ag Oligoribonucleotides with amide backbone
WO2000042053A1 (en) * 1999-01-12 2000-07-20 Ranbaxy Laboratories Limited Derivatives of monosaccharides as cell adhesion inhibitors
WO2004071515A1 (en) * 2003-02-12 2004-08-26 Ranbaxy Laboratories Limited Preparation of monosaccharide derivatives
US20040192885A1 (en) * 2003-03-31 2004-09-30 Council Of Scientific And Industrial Research Novel non-natural C-linked carbo-beta-peptides with robust secondary structures
WO2004099229A1 (en) * 2003-05-06 2004-11-18 Ranbaxy Laboratories Limited Process for the synthesis of base addition salts of 2,3-0-isopropylidene-1-0-substituted-5,6-dideoxy-5-n- (4-(2-hydroxy-2-oxoethyl)-phenylaminocarbonyl) amino-l-gulofuranosides

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6251618A (en) * 1985-08-30 1987-03-06 Chisso Corp Virus inactivator
US5298494A (en) * 1989-01-09 1994-03-29 Greenwich Pharmaceuticals Incorporated Monosaccharides having anti-proliferation and anti-inflammatory activity, compositions and uses thereof
US5010058A (en) * 1989-06-22 1991-04-23 501 Greenwich Pharmaceuticals Incorporated 3,5,6-substituted derivatives of 1,2-O-isopropylidene-α,D-glucofuranose and intermediates for preparing these derivatives
WO1993013117A2 (en) * 1991-12-20 1993-07-08 Greenwich Pharmaceuticals Incorporated 5- or 6-aminodeoxyfuranoside derivatives with antiinflammatory and antiproliferative activity
WO1994011381A1 (en) * 1992-11-13 1994-05-26 Greenwich Pharmaceuticals Incorporated Anti-proliferative and anti-inflammatory compounds: derivatives of pentose monosaccharides
FR2701949A1 (en) * 1993-02-22 1994-09-02 Picardie Jules Verne Universit Process for the synthesis of new disaccharide compounds without any glycoside link, products obtained by this process and their applications as surface-active medication or chelating agent
WO1994028910A1 (en) * 1993-06-11 1994-12-22 Boston Life Sciences, Inc. Immunomodulatory, anti-inflammatory, and anti-proliferative compounds: 5,6-dideoxy, 5-amino derivatives of idose and 6-deoxy, 6-amino derivatives of glucose
EP0714907A1 (en) * 1994-11-30 1996-06-05 F. Hoffmann-La Roche Ag Oligoribonucleotides with amide backbone
WO2000042053A1 (en) * 1999-01-12 2000-07-20 Ranbaxy Laboratories Limited Derivatives of monosaccharides as cell adhesion inhibitors
WO2004071515A1 (en) * 2003-02-12 2004-08-26 Ranbaxy Laboratories Limited Preparation of monosaccharide derivatives
US20040192885A1 (en) * 2003-03-31 2004-09-30 Council Of Scientific And Industrial Research Novel non-natural C-linked carbo-beta-peptides with robust secondary structures
WO2004099229A1 (en) * 2003-05-06 2004-11-18 Ranbaxy Laboratories Limited Process for the synthesis of base addition salts of 2,3-0-isopropylidene-1-0-substituted-5,6-dideoxy-5-n- (4-(2-hydroxy-2-oxoethyl)-phenylaminocarbonyl) amino-l-gulofuranosides

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
ANGEWANDTE CHEMIE, INTERNATIONAL EDITION IN ENGLISH ( 1968 ), 7(2), 134-5 CODEN: ACIEAY; ISSN: 0570-0833, 1968 *
AUSTRALIAN JOURNAL OF CHEMISTRY , 41(4), 563-73 CODEN: AJCHAS; ISSN: 0004-9425, 1988 *
CHEMICAL ABSTRACTS, vol. 110, no. 5, 30 January 1989, Columbus, Ohio, US; abstract no. 39250, MCADAM, DAVID P. ET AL: "The treatment of some carbohydrate alcohols and diols with N-dibromomethylene-N,N-dialkylammonium bromides: a synthesis of glycosyl bromides" XP002343642 *
CHEMISTRY--A EUROPEAN JOURNAL ( 1995 ), 1(8), 505-20 PUBLISHED IN: ANGEW. CHEM., INT. ED. ENGL., 34(21) CODEN: CEUJED; ISSN: 0947-6539, 1995 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1968, PAULSEN, HANS ET AL: "Hydrazine reactions. III. Preparation of N-aminoaziridines and rearrangements to hexulose hydrazones", XP002356668, retrieved from STN Database accession no. 68:96062 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1994, GOUETH, PIERRE Y. ET AL: "Synthesis of ether-linked di- and trisaccharide derivatives. Part II - Functionalization and potential applications of ether-linked di- and trisaccharides containing D-glucose", XP002356669, retrieved from STN Database accession no. 122:106286 *
DATABASE CA [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1995, DONDONI, ALESSANDRO ET AL: "Stereoselective homologation-amination of aldehydes by addition of their nitrones to C-2 metalated thiazoles - a general entry to .alpha.-amino aldehydes and amino sugars", XP002356667, retrieved from STN Database accession no. 124:176723 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 6 March 1987 (1987-03-06), KASHIWAMURA, NAOKI: "Preparation of O-(arylcarbamoyl)pentoses and -hexoses as virus inhibitors", XP002343675, retrieved from STN Database accession no. 1987:617998 *
GOODMAN, LEON ET AL: "Preparation of 6-acetamido-1,2,3,4-tetra-O-acetyl-6-deoxy-L- idothiopyranose", JOURNAL OF ORGANIC CHEMISTRY , 29(7), 1787-90 CODEN: JOCEAH; ISSN: 0022-3263, 1964, XP002343641 *
JOURNAL OF CARBOHYDRATE CHEMISTRY ( 1994 ), 13(5), 679-713 CODEN: JCACDM; ISSN: 0732-8303, 1994 *
TEWARI, NEETU ET AL: "Synthesis and bioevaluation of glycosyl ureas as .alpha.-glucosidase inhibitors and their effect on mycobacterium", BIOORGANIC & MEDICINAL CHEMISTRY , 11(13), 2911-2922 CODEN: BMECEP; ISSN: 0968-0896, 2003, XP002356663 *

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Publication number Publication date
WO2005092907A2 (en) 2005-10-06
WO2005092907B1 (en) 2006-06-01

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