CA2925904C - Amphotericin b derivatives with improved therapeutic index - Google Patents
Amphotericin b derivatives with improved therapeutic index Download PDFInfo
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- CA2925904C CA2925904C CA2925904A CA2925904A CA2925904C CA 2925904 C CA2925904 C CA 2925904C CA 2925904 A CA2925904 A CA 2925904A CA 2925904 A CA2925904 A CA 2925904A CA 2925904 C CA2925904 C CA 2925904C
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- 238000000926 separation method Methods 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 235000021309 simple sugar Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 239000007909 solid dosage form Substances 0.000 description 1
- 239000012439 solid excipient Substances 0.000 description 1
- 238000000371 solid-state nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- 229940033663 thimerosal Drugs 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 239000003104 tissue culture media Substances 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- VSRBKQFNFZQRBM-UHFFFAOYSA-N tuaminoheptane Chemical compound CCCCCC(C)N VSRBKQFNFZQRBM-UHFFFAOYSA-N 0.000 description 1
- 210000005233 tubule cell Anatomy 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 229940070384 ventolin Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000007279 water homeostasis Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229940100445 wheat starch Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- 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
- A61P31/10—Antimycotics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361887729P | 2013-10-07 | 2013-10-07 | |
| US61/887,729 | 2013-10-07 | ||
| US201462045956P | 2014-09-04 | 2014-09-04 | |
| US62/045,956 | 2014-09-04 | ||
| PCT/US2014/059334 WO2015054148A1 (en) | 2013-10-07 | 2014-10-06 | Amphotericin b derivatives with improved therapeutic index |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2925904A1 CA2925904A1 (en) | 2015-04-16 |
| CA2925904C true CA2925904C (en) | 2021-11-23 |
Family
ID=52813555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2925904A Active CA2925904C (en) | 2013-10-07 | 2014-10-06 | Amphotericin b derivatives with improved therapeutic index |
Country Status (11)
| Country | Link |
|---|---|
| US (4) | US10323057B2 (OSRAM) |
| EP (1) | EP3055030B1 (OSRAM) |
| JP (2) | JP6600303B2 (OSRAM) |
| KR (2) | KR102321482B1 (OSRAM) |
| CN (2) | CN105848721B (OSRAM) |
| AU (2) | AU2014332214B2 (OSRAM) |
| CA (1) | CA2925904C (OSRAM) |
| DK (1) | DK3055030T3 (OSRAM) |
| ES (1) | ES2682328T3 (OSRAM) |
| SG (1) | SG11201602570WA (OSRAM) |
| WO (1) | WO2015054148A1 (OSRAM) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EP3055030B1 (en) | 2013-10-07 | 2018-05-02 | The Board of Trustees of the University of Illionis | Amphotericin b derivatives with improved therapeutic index |
| TWI702223B (zh) * | 2014-06-12 | 2020-08-21 | 日商塩野義製藥股份有限公司 | 多烯巨環內酯衍生物 |
| US20180273571A1 (en) * | 2015-01-08 | 2018-09-27 | The Board Of Trustees Of The University Of Illinois | Concise synthesis of urea derivatives of amphotericin b |
| EP3283171B1 (en) | 2015-04-15 | 2021-05-26 | Sfunga Therapeutics, Inc. | Derivatives of amphotericin b |
| WO2017100171A1 (en) * | 2015-12-08 | 2017-06-15 | Kalyra Pharmaceuticals, Inc. | Antifungal compounds and methods |
| DK3439668T3 (da) * | 2016-04-08 | 2024-09-02 | Univ Illinois | Småmolekylemedieret genoprettelse af luftvejsoverfladefysiologi i lungeepiteler ved human cystisk fibrose |
| WO2018106571A1 (en) * | 2016-12-06 | 2018-06-14 | Kalyra Pharmaceuticals, Inc. | Antifungal compounds and methods |
| JP7477177B2 (ja) * | 2018-09-07 | 2024-05-01 | ザ ボード オブ トラスティーズ オブ ザ ユニヴァーシティ オブ イリノイ | 毒性が低減されたハイブリッドアムホテリシンｂ誘導体 |
| EP4009984A4 (en) * | 2019-08-08 | 2023-09-06 | The Board Of Trustees Of The University Of Illinois | HYBRID AMPHOTERICIN B DERIVATIVES WITH REDUCED TOXICITY |
| CN111909226A (zh) * | 2020-08-11 | 2020-11-10 | 深圳市儿童医院 | 一种葡萄糖酸修饰的两性霉素b衍生物及其用途 |
| KR20240164801A (ko) | 2022-03-21 | 2024-11-20 | 더 보오드 오브 트러스티스 오브 더 유니버시티 오브 일리노이즈 | 암포테리신 b의 지질-코팅된 결정을 포함하는 이온 채널 보형 조성물 |
| EP4551584A2 (en) * | 2022-07-08 | 2025-05-14 | The Board Of Trustees Of The University Of Illinois | Transfer of c2'-epimerized sugars to the amphotericin b aglycone |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0431870A1 (en) * | 1989-12-08 | 1991-06-12 | Beecham Group p.l.c. | Amphotericin B derivatives |
| AU3460693A (en) * | 1992-02-12 | 1993-09-03 | Smithkline Beecham Plc | Amphotericin B derivative |
| WO2006078032A1 (ja) | 2005-01-24 | 2006-07-27 | Microbial Chemistry Research Foundation | 抗ペニシリン耐性肺炎球菌剤及び新規１６員環マクロライド誘導体 |
| AU2006226257A1 (en) | 2005-03-23 | 2006-09-28 | Consejo Superior De Investigaciones Cientificas | Polyene antibiotics, compositions containing said antibiotics, method and micro-organisms used to obtain same and applications thereof |
| WO2007096137A1 (en) * | 2006-02-23 | 2007-08-30 | Eth Zurich | Amphotericin derivatives |
| US20070238746A1 (en) * | 2006-04-06 | 2007-10-11 | Trixi Brandl | Thiazolyl-dihydro-chinazoline |
| DE102006060008A1 (de) | 2006-12-19 | 2008-06-26 | Patent-Treuhand-Gesellschaft für elektrische Glühlampen mbH | Lampe mit verbesserter Quetschungsgeometrie |
| GB0712881D0 (en) | 2007-07-03 | 2007-08-15 | Biosergen As | Compounds |
| MX365184B (es) | 2010-12-21 | 2019-05-21 | Centro De Investig Y De Estudios Avanzados Del I P N | Nuevos compuestos analogos de la anfotericina y composiciones farmaceuticas que los contienen. |
| WO2014165676A1 (en) | 2013-04-03 | 2014-10-09 | The Board Of Trustees Of The University Of Illinois | Amphotericin b derivative with reduced toxicity |
| EP3055030B1 (en) | 2013-10-07 | 2018-05-02 | The Board of Trustees of the University of Illionis | Amphotericin b derivatives with improved therapeutic index |
| EP3283171B1 (en) | 2015-04-15 | 2021-05-26 | Sfunga Therapeutics, Inc. | Derivatives of amphotericin b |
-
2014
- 2014-10-06 EP EP14853012.4A patent/EP3055030B1/en active Active
- 2014-10-06 CN CN201480065533.6A patent/CN105848721B/zh active Active
- 2014-10-06 WO PCT/US2014/059334 patent/WO2015054148A1/en not_active Ceased
- 2014-10-06 KR KR1020167011985A patent/KR102321482B1/ko active Active
- 2014-10-06 DK DK14853012.4T patent/DK3055030T3/en active
- 2014-10-06 US US15/026,520 patent/US10323057B2/en active Active
- 2014-10-06 KR KR1020217035284A patent/KR102548341B1/ko active Active
- 2014-10-06 ES ES14853012.4T patent/ES2682328T3/es active Active
- 2014-10-06 CN CN201910693627.2A patent/CN110407898B/zh active Active
- 2014-10-06 AU AU2014332214A patent/AU2014332214B2/en active Active
- 2014-10-06 CA CA2925904A patent/CA2925904C/en active Active
- 2014-10-06 JP JP2016519955A patent/JP6600303B2/ja active Active
- 2014-10-06 SG SG11201602570WA patent/SG11201602570WA/en unknown
-
2019
- 2019-06-17 US US16/443,728 patent/US11117920B2/en active Active
- 2019-08-02 US US16/530,109 patent/US11028114B2/en active Active
- 2019-10-04 JP JP2019183577A patent/JP7469862B2/ja active Active
- 2019-12-09 AU AU2019279928A patent/AU2019279928B2/en active Active
-
2021
- 2021-09-02 US US17/464,916 patent/US11970512B2/en active Active
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