NZ554405A - Method for preparing crystalline and crystal-like forms of purified lipopeptides - Google Patents
Method for preparing crystalline and crystal-like forms of purified lipopeptidesInfo
- Publication number
- NZ554405A NZ554405A NZ554405A NZ55440501A NZ554405A NZ 554405 A NZ554405 A NZ 554405A NZ 554405 A NZ554405 A NZ 554405A NZ 55440501 A NZ55440501 A NZ 55440501A NZ 554405 A NZ554405 A NZ 554405A
- Authority
- NZ
- New Zealand
- Prior art keywords
- daptomycin
- crystal
- solution
- crystalline
- crystallizing
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 53
- 108010028921 Lipopeptides Proteins 0.000 title claims 2
- 108010013198 Daptomycin Proteins 0.000 claims abstract 35
- DOAKLVKFURWEDJ-QCMAZARJSA-N daptomycin Chemical compound C([C@H]1C(=O)O[C@H](C)[C@@H](C(NCC(=O)N[C@@H](CCCN)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](C)C(=O)N[C@@H](CC(O)=O)C(=O)NCC(=O)N[C@H](CO)C(=O)N[C@H](C(=O)N1)[C@H](C)CC(O)=O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](CC(N)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)CCCCCCCCC)C(=O)C1=CC=CC=C1N DOAKLVKFURWEDJ-QCMAZARJSA-N 0.000 claims abstract 35
- 229960005484 daptomycin Drugs 0.000 claims abstract 35
- 150000001768 cations Chemical class 0.000 claims abstract 10
- 150000003839 salts Chemical class 0.000 claims abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 5
- 239000011549 crystallization solution Substances 0.000 claims abstract 5
- 239000000872 buffer Substances 0.000 claims abstract 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 10
- 239000000243 solution Substances 0.000 claims 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 238000002425 crystallisation Methods 0.000 claims 6
- 230000008025 crystallization Effects 0.000 claims 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 6
- 230000001376 precipitating effect Effects 0.000 claims 5
- 238000001556 precipitation Methods 0.000 claims 5
- 238000002360 preparation method Methods 0.000 claims 5
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 4
- 235000013772 propylene glycol Nutrition 0.000 claims 4
- 238000001914 filtration Methods 0.000 claims 3
- 238000000386 microscopy Methods 0.000 claims 3
- 230000003287 optical effect Effects 0.000 claims 3
- 239000006179 pH buffering agent Substances 0.000 claims 3
- 239000002244 precipitate Substances 0.000 claims 3
- 150000005846 sugar alcohols Polymers 0.000 claims 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 2
- JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical group OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 claims 2
- QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 claims 2
- 239000008000 CHES buffer Substances 0.000 claims 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims 2
- 239000007995 HEPES buffer Substances 0.000 claims 2
- 239000007987 MES buffer Substances 0.000 claims 2
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims 2
- MKWKNSIESPFAQN-UHFFFAOYSA-N N-cyclohexyl-2-aminoethanesulfonic acid Chemical compound OS(=O)(=O)CCNC1CCCCC1 MKWKNSIESPFAQN-UHFFFAOYSA-N 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- 239000006172 buffering agent Substances 0.000 claims 2
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims 2
- 239000001639 calcium acetate Substances 0.000 claims 2
- 229960005147 calcium acetate Drugs 0.000 claims 2
- 235000011092 calcium acetate Nutrition 0.000 claims 2
- 238000005119 centrifugation Methods 0.000 claims 2
- 150000001860 citric acid derivatives Chemical class 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 2
- OGGXGZAMXPVRFZ-UHFFFAOYSA-N dimethylarsinic acid Chemical class C[As](C)(O)=O OGGXGZAMXPVRFZ-UHFFFAOYSA-N 0.000 claims 2
- 229940096405 magnesium cation Drugs 0.000 claims 2
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- 229940044613 1-propanol Drugs 0.000 claims 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims 1
- MCNQUWLLXZZZAC-UHFFFAOYSA-N 4-cyano-1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-n-piperidin-1-ylpyrazole-3-carboxamide Chemical compound C1=CC(OC)=CC=C1C1=C(C#N)C(C(=O)NN2CCCCC2)=NN1C1=CC=C(Cl)C=C1Cl MCNQUWLLXZZZAC-UHFFFAOYSA-N 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 238000012835 hanging drop method Methods 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000001632 sodium acetate Substances 0.000 claims 1
- 235000017281 sodium acetate Nutrition 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 229940006486 zinc cation Drugs 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/64—Cyclic peptides containing only normal peptide links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/08—Linear peptides containing only normal peptide links having 12 to 20 amino acids
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Fodder In General (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25626800P | 2000-12-18 | 2000-12-18 | |
| US27474101P | 2001-03-09 | 2001-03-09 | |
| US34131501P | 2001-12-13 | 2001-12-13 | |
| US34052501P | 2001-12-13 | 2001-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ554405A true NZ554405A (en) | 2009-04-30 |
Family
ID=27500563
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ554405A NZ554405A (en) | 2000-12-18 | 2001-12-17 | Method for preparing crystalline and crystal-like forms of purified lipopeptides |
| NZ571597A NZ571597A (en) | 2000-12-18 | 2001-12-17 | Method for preparing crystalline and crystal-like forms of purified daptomycin lipopeptides |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ571597A NZ571597A (en) | 2000-12-18 | 2001-12-17 | Method for preparing crystalline and crystal-like forms of purified daptomycin lipopeptides |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US20030045484A1 (https=) |
| EP (3) | EP2261237B1 (https=) |
| JP (2) | JP2004525108A (https=) |
| KR (4) | KR20080036661A (https=) |
| CN (3) | CN1982330B (https=) |
| AT (1) | ATE535539T1 (https=) |
| AU (3) | AU2002246688A1 (https=) |
| CA (1) | CA2432096A1 (https=) |
| ES (2) | ES2691680T3 (https=) |
| IL (3) | IL156394A0 (https=) |
| NZ (2) | NZ554405A (https=) |
| WO (1) | WO2002056829A2 (https=) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6696412B1 (en) | 2000-01-20 | 2004-02-24 | Cubist Pharmaceuticals, Inc. | High purity lipopeptides, Lipopeptide micelles and processes for preparing same |
| US20060014674A1 (en) | 2000-12-18 | 2006-01-19 | Dennis Keith | Methods for preparing purified lipopeptides |
| US20090149453A1 (en) * | 2002-05-23 | 2009-06-11 | Activbiotics Pharma Llc | Methods and compositions for treating bacterial infections and diseases associated therewith |
| US20040077533A1 (en) * | 2002-05-23 | 2004-04-22 | Sayada Chalom B. | Methods and compositions for treating bacterial infections and diseases associated therewith |
| EP1531828A4 (en) * | 2002-05-23 | 2005-11-02 | Activbiotics Inc | METHODS OF TREATING BACTERIAL INFECTIONS AND ASSOCIATED DISEASES |
| WO2003103699A1 (en) | 2002-06-06 | 2003-12-18 | Vicuron Pharmaceuticals Inc. | Use of ramoplanin to treat diseases associated with the use of antibiotics |
| US20040126414A1 (en) * | 2002-12-12 | 2004-07-01 | Michaelis Arthur F. | Methods and compositions for treating and preventing ear infections |
| EP1575567A4 (en) * | 2002-12-12 | 2008-10-08 | Activbiotics Inc | METHOD AND REAGENTS FOR TREATING OR PREVENTING ATHEROSCLEROSIS AND DISEASES ASSOCIATED WITH IT |
| US7267624B2 (en) * | 2004-07-30 | 2007-09-11 | Acushnet Company | Golf ball dimple pattern |
| EP2043698A2 (en) * | 2006-07-20 | 2009-04-08 | Sicor, Inc. | Process for the preparation of solid sterile active pharmaceutical ingredient |
| WO2009144739A1 (en) * | 2008-05-26 | 2009-12-03 | Biocon Limited | Amorphous daptomycin and a method of purification thereof |
| SI2398817T2 (sl) * | 2009-02-19 | 2021-09-30 | Xellia Pharmaceuticals Aps | Postopek čiščenja lipopeptidov |
| CN101830970B (zh) * | 2009-03-12 | 2012-06-27 | 成都雅途生物技术有限公司 | 一种高纯度达托霉素(Daptomycin)的纯化制备方法 |
| CN101899094B (zh) * | 2009-06-01 | 2012-11-21 | 安徽丰原发酵技术工程研究有限公司 | 一种高纯达托霉素的制备方法 |
| JP2013511522A (ja) * | 2009-11-23 | 2013-04-04 | イーグル・ファーマシューティカルズ・インコーポレーテッド | ダプトマイシン製剤 |
| SG10201407724YA (en) * | 2009-11-23 | 2014-12-30 | Cubist Pharm Inc | Daptomycin compositions and related methods |
| KR101151878B1 (ko) * | 2010-06-08 | 2012-05-31 | 미원상사주식회사 | 지방산 트리펩타이드염 및 이를 함유하는 항균 조성물 |
| CN102276696B (zh) * | 2010-06-09 | 2014-11-05 | 上海来益生物药物研究开发中心有限责任公司 | 达托霉素的纯化方法 |
| CN103429228B (zh) | 2011-01-05 | 2016-10-26 | 赫士睿股份有限公司 | 万古霉素的喷雾干燥 |
| KR101034663B1 (ko) * | 2011-03-18 | 2011-05-17 | 김태욱 | 손목 피로를 저감시키는 마우스 |
| CN102206694B (zh) * | 2011-04-06 | 2013-10-16 | 山东新时代药业有限公司 | 一种含有癸酸的缓释组合物 |
| MX2013013760A (es) * | 2011-05-26 | 2014-01-08 | Cubist Pharm Inc | Composiciones de cb-183, 315 y metodos relacionados. |
| CN102241732B (zh) * | 2011-05-30 | 2015-01-21 | 浙江海正药业股份有限公司 | 一种脂肽化合物的纯化方法 |
| BR112013033239A2 (pt) | 2011-06-22 | 2016-09-06 | Vyome Biosciences | pró-farmácos de conjugado baseado em atifungicos e antibacterianos |
| CN102875652A (zh) * | 2011-07-13 | 2013-01-16 | 北大方正集团有限公司 | 一种分离纯化达托霉素的方法 |
| WO2013012101A1 (ko) * | 2011-07-15 | 2013-01-24 | 미원상사주식회사 | 지방산 트리펩타이드염 및 이를 함유하는 항균 조성물 |
| CN102718839B (zh) * | 2012-07-05 | 2017-05-24 | 鲁南新时代生物技术有限公司 | 一种分离纯化达托霉素的方法 |
| WO2014031681A1 (en) * | 2012-08-20 | 2014-02-27 | The University Of Chicago | Inhibiting gram positive bacteria |
| CN104043104B (zh) | 2013-03-15 | 2018-07-10 | 浙江创新生物有限公司 | 含盐酸万古霉素的喷雾干粉及其工业化制备方法 |
| CN104387444B (zh) * | 2014-11-13 | 2017-12-08 | 北大医药重庆大新药业股份有限公司 | 一种达托霉素杂质rs‑2高纯度样品的制备方法 |
| US10647746B2 (en) | 2016-04-08 | 2020-05-12 | Versitech Limited | Antibacterial cyclic lipopeptides |
| CN109476704B (zh) * | 2016-04-08 | 2022-08-16 | 港大科桥有限公司 | 抗菌环脂肽 |
| US11667674B2 (en) | 2016-04-08 | 2023-06-06 | Versitech Limited | Antibacterial cyclic lipopeptides |
| IT201600127655A1 (it) | 2016-12-16 | 2018-06-16 | Gnosis Spa | Processo per la purificazione di antibiotici lipopolipeptidici |
| US10072045B1 (en) | 2017-06-26 | 2018-09-11 | Ramapo Pharmaceuticals, Inc. | Antibacterial lipopeptides and methods for their preparation and use |
| IT201800006314A1 (it) * | 2018-06-14 | 2019-12-14 | Uso di resine a scambio cationico per la purificazione di antibiotici lipopolipeptidici | |
| WO2020086931A1 (en) * | 2018-10-25 | 2020-04-30 | Cidara Therapeutics, Inc. | Polymorph of echinocandin antifungal agent |
| WO2020128507A1 (en) * | 2018-12-21 | 2020-06-25 | Arecor Limited | Novel composition |
| CN112979756B (zh) * | 2019-12-13 | 2023-01-03 | 浙江昌海制药有限公司 | 达托霉素的提纯方法 |
| CN113480623B (zh) * | 2021-08-09 | 2022-12-27 | 广州天赐高新材料股份有限公司 | 一种脂肽组合物及其制备方法和应用 |
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| JPWO2024143514A1 (https=) * | 2022-12-28 | 2024-07-04 | ||
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