JP2008531701A - 抗菌活性を有する、半合成転位バンコマイシン／デスメチル−バンコマイシンベースのグリコペプチド - Google Patents
抗菌活性を有する、半合成転位バンコマイシン／デスメチル−バンコマイシンベースのグリコペプチド Download PDFInfo
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- JP2008531701A JP2008531701A JP2007558123A JP2007558123A JP2008531701A JP 2008531701 A JP2008531701 A JP 2008531701A JP 2007558123 A JP2007558123 A JP 2007558123A JP 2007558123 A JP2007558123 A JP 2007558123A JP 2008531701 A JP2008531701 A JP 2008531701A
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- substituted
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- alkyl
- aryl
- heteroaryl
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- NUAQIRUAZSJTAI-YRPZDAAMSA-N O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@H](N)CC(C)C)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@H](N)CC(C)C)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 NUAQIRUAZSJTAI-YRPZDAAMSA-N 0.000 title claims abstract description 18
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- 229960003165 vancomycin Drugs 0.000 title claims abstract description 17
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- DQJCDTNMLBYVAY-ZXXIYAEKSA-N (2S,5R,10R,13R)-16-{[(2R,3S,4R,5R)-3-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-(ethylamino)-6-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy}-5-(4-aminobutyl)-10-carbamoyl-2,13-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazaheptadecan-1-oic acid Chemical compound NCCCC[C@H](C(=O)N[C@@H](C)C(O)=O)NC(=O)CC[C@H](C(N)=O)NC(=O)[C@@H](C)NC(=O)C(C)O[C@@H]1[C@@H](NCC)C(O)O[C@H](CO)[C@H]1O[C@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1 DQJCDTNMLBYVAY-ZXXIYAEKSA-N 0.000 title description 10
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- 125000005415 substituted alkoxy group Chemical group 0.000 claims description 3
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical group ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 claims description 2
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- 150000002431 hydrogen Chemical class 0.000 claims 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
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- 229910052708 sodium Inorganic materials 0.000 description 1
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- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/006—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure
- C07K9/008—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence being part of a ring structure directly attached to a hetero atom of the saccharide radical, e.g. actaplanin, avoparcin, ristomycin, vancomycin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US65763605P | 2005-02-28 | 2005-02-28 | |
| PCT/US2006/007021 WO2006093933A2 (en) | 2005-02-28 | 2006-02-27 | Semi-synthetic rearranged vancomycin/desmethyl-vancomycin-based glycopeptides with antibiotic activity |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009035654A Division JP2009102445A (ja) | 2005-02-28 | 2009-02-18 | 抗菌活性を有する、半合成転位バンコマイシン／デスメチル−バンコマイシンベースのグリコペプチド |
Publications (2)
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| JP2009035654A Pending JP2009102445A (ja) | 2005-02-28 | 2009-02-18 | 抗菌活性を有する、半合成転位バンコマイシン／デスメチル−バンコマイシンベースのグリコペプチド |
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| EP1818340A4 (en) | 2004-11-29 | 2009-02-25 | Univ Nagoya Nat Univ Corp | ANTIBIOTIC MONOMERS GLYCOPEPTIDE DERIVATIVES |
| US7368422B2 (en) * | 2005-02-28 | 2008-05-06 | Novartis Vaccines And Diagnostics Inc. | Semi-synthetic rearranged vancomycin/desmethyl-vancomycin-based glycopeptides with antibiotic activity |
| US20070185015A1 (en) * | 2005-02-28 | 2007-08-09 | Chiron Corporation and North China Pharmaceutical Corporation | Semi-synthetic desmethyl-vancomycin-based glycopeptides with antibiotic activity |
| US7632918B2 (en) * | 2005-02-28 | 2009-12-15 | Novartis Vaccines And Diagnostics, Inc. | Semi-synthetic glycopeptides with antibiotic activity |
| TW200808818A (en) | 2006-05-26 | 2008-02-16 | Shionogi & Co | Glycopeptide antibiotic derivatives |
| GB2449156B8 (en) * | 2007-05-08 | 2010-06-02 | Lead Therapeutics Inc | Semi-synthetic glycopeptides with antibacterial activity. |
| KR20100109936A (ko) * | 2007-12-26 | 2010-10-11 | 리드 테라퓨틱스, 인크. | 항박테리아제로서의 신규한 반(半)-합성 글리코펩티드 |
| WO2010048340A2 (en) * | 2008-10-24 | 2010-04-29 | Lead Therapeutics, Inc. | Novel semi-synthetic glycopeptides as antibacterial agents |
| GB2465863A (en) * | 2008-12-05 | 2010-06-09 | Lead Therapeutics Inc | Semi-synthetic heptapeptidic glycopeptides for the treatment of bacterial infections |
| WO2011060222A2 (en) * | 2009-11-13 | 2011-05-19 | Beckman Coulter, Inc. | Systems and methods for detecting the presence of a biological status using clustering |
Citations (5)
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| WO2001081372A2 (en) * | 2000-04-25 | 2001-11-01 | The Trustees Of Princeton University | Vancomycin analogs |
| JP2001524929A (ja) * | 1996-06-28 | 2001-12-04 | イーライ・リリー・アンド・カンパニー | アミド類 |
| JP2002533472A (ja) * | 1998-12-23 | 2002-10-08 | セラヴァンス インコーポレーテッド | グリコペプチド誘導体およびそれを含有する薬学的組成物 |
| WO2004019970A2 (en) * | 2002-08-30 | 2004-03-11 | K.U. Leuven Research And Development | Glycopeptide antibiotic and semisynthetic derivatives thereof and their use as antiviral agents |
| WO2004110473A1 (en) * | 2003-05-27 | 2004-12-23 | Theravance, Inc. | Use of a polyene macrolide antifungal agent in combination with a glycopeptide antibacterial agent |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4692327A (en) * | 1984-09-06 | 1987-09-08 | Fujimori Kogyo Co., Inc. | Laminated film for packaging |
| US5500410A (en) * | 1989-03-29 | 1996-03-19 | Gruppo Lepetit S.P.A. | Substituted alkylamide derivatives of teicoplanin |
| US5840684A (en) * | 1994-01-28 | 1998-11-24 | Eli Lilly And Company | Glycopeptide antibiotic derivatives |
| US5488131A (en) * | 1994-03-23 | 1996-01-30 | California Institute Of Technology | Synthesis of compounds with predetermined chirality |
| US6498238B1 (en) * | 1999-05-19 | 2002-12-24 | Princeton University | Glycopeptide antibacterial compounds, compositions containing same and methods of using same |
| US20030008812A1 (en) * | 2001-02-02 | 2003-01-09 | Christensen Burton G. | Glycopeptide derivatives |
| US7348309B2 (en) * | 2001-03-30 | 2008-03-25 | Wisconsin Alumni Research Foundation | Glycorandomization and production of novel vancomycin analogs |
| AU2003287605A1 (en) * | 2002-11-12 | 2004-06-03 | Enzon Pharmaceuticals, Inc. | Polymeric prodrugs of vancomycin |
| US7368422B2 (en) * | 2005-02-28 | 2008-05-06 | Novartis Vaccines And Diagnostics Inc. | Semi-synthetic rearranged vancomycin/desmethyl-vancomycin-based glycopeptides with antibiotic activity |
| US7632918B2 (en) * | 2005-02-28 | 2009-12-15 | Novartis Vaccines And Diagnostics, Inc. | Semi-synthetic glycopeptides with antibiotic activity |
-
2006
- 2006-02-24 US US11/361,311 patent/US7368422B2/en not_active Expired - Fee Related
- 2006-02-27 BR BRPI0607701-3A patent/BRPI0607701A2/pt not_active IP Right Cessation
- 2006-02-27 JP JP2007558123A patent/JP2008531701A/ja active Pending
- 2006-02-27 WO PCT/US2006/007021 patent/WO2006093933A2/en not_active Ceased
- 2006-02-27 EP EP06736361A patent/EP1858908A4/en not_active Withdrawn
- 2006-02-27 CA CA002599336A patent/CA2599336A1/en not_active Abandoned
- 2006-02-27 AU AU2006218743A patent/AU2006218743A1/en not_active Abandoned
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- 2008-03-05 US US12/043,076 patent/US20080214444A1/en not_active Abandoned
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2009
- 2009-02-18 JP JP2009035654A patent/JP2009102445A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001524929A (ja) * | 1996-06-28 | 2001-12-04 | イーライ・リリー・アンド・カンパニー | アミド類 |
| JP2002533472A (ja) * | 1998-12-23 | 2002-10-08 | セラヴァンス インコーポレーテッド | グリコペプチド誘導体およびそれを含有する薬学的組成物 |
| WO2001081372A2 (en) * | 2000-04-25 | 2001-11-01 | The Trustees Of Princeton University | Vancomycin analogs |
| WO2004019970A2 (en) * | 2002-08-30 | 2004-03-11 | K.U. Leuven Research And Development | Glycopeptide antibiotic and semisynthetic derivatives thereof and their use as antiviral agents |
| WO2004110473A1 (en) * | 2003-05-27 | 2004-12-23 | Theravance, Inc. | Use of a polyene macrolide antifungal agent in combination with a glycopeptide antibacterial agent |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006093933A3 (en) | 2007-03-08 |
| JP2009102445A (ja) | 2009-05-14 |
| AU2006218743A1 (en) | 2006-09-08 |
| US20070021328A1 (en) | 2007-01-25 |
| CA2599336A1 (en) | 2006-09-08 |
| AU2006218743A8 (en) | 2008-04-17 |
| BRPI0607701A2 (pt) | 2009-11-03 |
| US20080214444A1 (en) | 2008-09-04 |
| WO2006093933A2 (en) | 2006-09-08 |
| EP1858908A2 (en) | 2007-11-28 |
| EP1858908A4 (en) | 2010-01-27 |
| US7368422B2 (en) | 2008-05-06 |
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