DE2154436C3 - Als Partricin-methylester (SPA-S-160) bezeichneter Antibiotikakomplex mit Polyenstruktur - Google Patents
Als Partricin-methylester (SPA-S-160) bezeichneter Antibiotikakomplex mit PolyenstrukturInfo
- Publication number
- DE2154436C3 DE2154436C3 DE2154436A DE2154436A DE2154436C3 DE 2154436 C3 DE2154436 C3 DE 2154436C3 DE 2154436 A DE2154436 A DE 2154436A DE 2154436 A DE2154436 A DE 2154436A DE 2154436 C3 DE2154436 C3 DE 2154436C3
- Authority
- DE
- Germany
- Prior art keywords
- partricin
- methyl ester
- spa
- nitrogen
- antibiotic complex
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
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- -1 partricin methyl ester Chemical class 0.000 title claims description 29
- 230000003115 biocidal effect Effects 0.000 title claims description 12
- 150000004291 polyenes Polymers 0.000 title claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 44
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 30
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- NVJUPMZQNWDHTL-MJODAWFJSA-N partricin Chemical compound O1C(=O)CC(O)CC(=O)CC(O)CC(O)CC(O)CC(O)CC(O2)(O)CC(O)C(C(O)=O)C2CC(O[C@@H]2[C@@H]([C@H](N)[C@@H](O)[C@H](C)O2)O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C(C)C1C(C)CCC(O)CC(=O)C1=CC=C(N)C=C1 NVJUPMZQNWDHTL-MJODAWFJSA-N 0.000 claims description 24
- ALPPGSBMHVCELA-WHUUVLPESA-N methyl (19E,21E,23E,25E,27E,29E,31E)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[7-(4-aminophenyl)-5-hydroxy-7-oxoheptan-2-yl]-1,3,5,7,9,13,37-heptahydroxy-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylate methyl (19E,21E,23E,25E,27E,29E,31E)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylate Chemical compound CC1\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C(O[C@H]2[C@H]([C@@H](N)[C@H](O)[C@@H](C)O2)O)CC(O2)C(C(=O)OC)C(O)CC2(O)CC(O)CC(O)CC(O)CC(O)CC(=O)CC(O)CC(=O)OC1C(C)CCC(O)CC(=O)C1=CC=C(N)C=C1.C1=CC(NC)=CC=C1C(=O)CC(O)CCC(C)C1C(C)/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C(O[C@H]2[C@H]([C@@H](N)[C@H](O)[C@@H](C)O2)O)CC(O2)C(C(=O)OC)C(O)CC2(O)CC(O)CC(O)CC(O)CC(O)CC(=O)CC(O)CC(=O)O1 ALPPGSBMHVCELA-WHUUVLPESA-N 0.000 claims description 17
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- 125000000468 ketone group Chemical group 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- PGXWDLGWMQIXDT-UHFFFAOYSA-N methylsulfinylmethane;hydrate Chemical compound O.CS(C)=O PGXWDLGWMQIXDT-UHFFFAOYSA-N 0.000 description 1
- VCCPBPXMXHHRLN-UHFFFAOYSA-N methylsulfinylmethane;propan-2-one Chemical compound CC(C)=O.CS(C)=O VCCPBPXMXHHRLN-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 230000008693 nausea Effects 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N ortho-diethylbenzene Natural products CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- RLNUPSVMIYRZSM-UHFFFAOYSA-N patricin Chemical compound CC1OC(=O)C(C=2C=CC=CC=2)NC(=O)C2CC(=O)CCN2C(=O)C(CC=2C=CC(=CC=2)N(C)C)CCN(C)C(=O)C2CCCN2C(=O)C(CC)NC(=O)C1NC(=O)C1=NC=CC=C1O RLNUPSVMIYRZSM-UHFFFAOYSA-N 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 150000002960 penicillins Chemical class 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229940057838 polyethylene glycol 4000 Drugs 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 239000004455 soybean meal Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 150000005672 tetraenes Chemical class 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
- Y10S435/889—Streptomyces aureofaciens
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)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Genetics & Genomics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Compounds Of Unknown Constitution (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5227170A GB1359473A (en) | 1970-11-03 | 1970-11-03 | Polyenic antibiotic |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2154436A1 DE2154436A1 (de) | 1972-05-10 |
| DE2154436B2 DE2154436B2 (de) | 1978-12-21 |
| DE2154436C3 true DE2154436C3 (de) | 1979-11-29 |
Family
ID=10463283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2154436A Expired DE2154436C3 (de) | 1970-11-03 | 1971-11-02 | Als Partricin-methylester (SPA-S-160) bezeichneter Antibiotikakomplex mit Polyenstruktur |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3780173A (OSRAM) |
| JP (1) | JPS5550960B1 (OSRAM) |
| AU (1) | AU469517B2 (OSRAM) |
| BE (1) | BE774862A (OSRAM) |
| CA (1) | CA972349A (OSRAM) |
| CY (1) | CY932A (OSRAM) |
| DE (1) | DE2154436C3 (OSRAM) |
| ES (1) | ES396597A1 (OSRAM) |
| FR (1) | FR2112426B1 (OSRAM) |
| GB (1) | GB1359473A (OSRAM) |
| MY (1) | MY7800206A (OSRAM) |
| NL (1) | NL154513B (OSRAM) |
| ZA (1) | ZA717326B (OSRAM) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4035568A (en) * | 1971-06-07 | 1977-07-12 | Rutgers Research And Educational Foundation | Derivatives of polyene macrolide antibiotics |
| GB1413256A (en) * | 1973-05-14 | 1975-11-12 | Prodotti Antibiotici Spa | Water-solubilised antibiotics |
| GB1462442A (en) * | 1974-08-29 | 1977-01-26 | Prodotti Antibiotici Spa | Process for the recovery and purification of partricin |
| GB1463348A (en) * | 1974-09-03 | 1977-02-02 | Prodotti Antibiotici Spa | Water-solubilised compositions |
| GB1579649A (en) * | 1977-05-30 | 1980-11-19 | Ferrari L | Pharmaceutical compositions |
| PL124710B1 (en) * | 1979-07-18 | 1983-02-28 | Politechnika Gdanska | Process for preparing esters of antibiotics from polyene macrolids group and their n-substituted derivatives |
| US4237117A (en) * | 1979-10-05 | 1980-12-02 | Spa-Societa Prodotti Antibiotici S.P.A. | Method for the treatment of benign prostatic hypertrophy |
| US5811119A (en) * | 1987-05-19 | 1998-09-22 | Board Of Regents, The University Of Texas | Formulation and use of carotenoids in treatment of cancer |
| US4950432A (en) * | 1987-10-16 | 1990-08-21 | Board Of Regents, The University Of Texas System | Polyene microlide pre-liposomal powders |
| US4981690A (en) * | 1987-10-27 | 1991-01-01 | Board Of Regents, The University Of Texas System | Liposome-incorporated mepartricin |
| US5032404A (en) * | 1989-02-23 | 1991-07-16 | Board Of Regents, The University Of Texas System | Lipsome-incorporation of polyenes |
| IT1294740B1 (it) * | 1997-09-16 | 1999-04-12 | Prospa Bv | Derivati della partricina per il trattamento profilattico e/o curativo delle contaminazioni fungine di colture cellulari e di tessuti |
| IT1301807B1 (it) * | 1998-06-25 | 2000-07-07 | Tiberio Bruzzese | Formulazioni farmaceutiche iniettabili di derivati della partricina. |
| AU780724B2 (en) | 2000-01-14 | 2005-04-14 | Migenix Inc. | Derivatives of polyene macrolides and preparation and use thereof |
| ITMI20032280A1 (it) * | 2003-11-24 | 2005-05-25 | Tiberio Bruzzese | Formulazioni farmaceutiche contenenti derivati della partricina e loro uso orale per il trattamento di infezioni fungine e protozoarie localizzate |
| EP2852601A1 (en) | 2012-03-09 | 2015-04-01 | Blirt S.A. | Semisynthetic derivatives of nystatin a1 |
| AU2013276480B2 (en) | 2012-06-15 | 2018-01-04 | Blirt S.A. | N-substituted second generation derivatives of antifungal antibiotic Amphotericin B and methds of their preparation and application |
| CN104055787B (zh) | 2013-07-25 | 2017-04-26 | 北京蓝贝望生物医药科技股份有限公司 | 药用水溶性抗真菌大分子化合物 |
-
1970
- 1970-11-03 GB GB5227170A patent/GB1359473A/en not_active Expired
-
1971
- 1971-11-01 US US00194692A patent/US3780173A/en not_active Expired - Lifetime
- 1971-11-02 CA CA126,729A patent/CA972349A/en not_active Expired
- 1971-11-02 CY CY932A patent/CY932A/xx unknown
- 1971-11-02 AU AU35251/71A patent/AU469517B2/en not_active Expired
- 1971-11-02 DE DE2154436A patent/DE2154436C3/de not_active Expired
- 1971-11-02 ZA ZA717326A patent/ZA717326B/xx unknown
- 1971-11-02 JP JP7187524A patent/JPS5550960B1/ja active Pending
- 1971-11-03 ES ES71396597A patent/ES396597A1/es not_active Expired
- 1971-11-03 BE BE774862A patent/BE774862A/xx not_active IP Right Cessation
- 1971-11-03 FR FR7139428A patent/FR2112426B1/fr not_active Expired
- 1971-11-03 NL NL717115123A patent/NL154513B/xx not_active IP Right Cessation
-
1978
- 1978-12-31 MY MY1978206A patent/MY7800206A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CY932A (en) | 1978-06-23 |
| BE774862A (fr) | 1972-03-01 |
| JPS5550960B1 (OSRAM) | 1980-12-20 |
| ZA717326B (en) | 1972-12-27 |
| FR2112426B1 (OSRAM) | 1975-03-14 |
| DE2154436B2 (de) | 1978-12-21 |
| DE2154436A1 (de) | 1972-05-10 |
| NL154513B (nl) | 1977-09-15 |
| AU3525171A (en) | 1973-05-10 |
| NL7115123A (OSRAM) | 1972-05-05 |
| ES396597A1 (es) | 1974-05-16 |
| FR2112426A1 (OSRAM) | 1972-06-16 |
| AU469517B2 (en) | 1976-02-19 |
| MY7800206A (en) | 1978-12-31 |
| US3780173A (en) | 1973-12-18 |
| CA972349A (en) | 1975-08-05 |
| GB1359473A (en) | 1974-07-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BGA | New person/name/address of the applicant | ||
| C3 | Grant after two publication steps (3rd publication) |