IL42700A - Antibiotic g-52 and method for the production thereof - Google Patents
Antibiotic g-52 and method for the production thereofInfo
- Publication number
- IL42700A IL42700A IL42700A IL4270073A IL42700A IL 42700 A IL42700 A IL 42700A IL 42700 A IL42700 A IL 42700A IL 4270073 A IL4270073 A IL 4270073A IL 42700 A IL42700 A IL 42700A
- Authority
- IL
- Israel
- Prior art keywords
- acid addition
- pharmaceutically acceptable
- addition salt
- acceptable acid
- solvate
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 21
- VIAXDDBFFSKHGA-UHFFFAOYSA-N Antibiotic G52 Natural products CNC1CC(N)C(OC2OCC(C)(O)C(NC)C2O)C(O)C1OC3OC(=CCC3N)CN VIAXDDBFFSKHGA-UHFFFAOYSA-N 0.000 title claims 9
- ARCVBMPERJRMKB-UHFFFAOYSA-N antibiotic g-52 Chemical compound O1C(CNC)=CCC(N)C1OC1C(O)C(OC2C(C(NC)C(C)(O)CO2)O)C(N)CC1N ARCVBMPERJRMKB-UHFFFAOYSA-N 0.000 title claims 9
- 239000002253 acid Substances 0.000 claims 14
- 150000003839 salts Chemical class 0.000 claims 14
- 239000012453 solvate Substances 0.000 claims 12
- 239000000203 mixture Substances 0.000 claims 8
- URWAJWIAIPFPJE-UHFFFAOYSA-N Rickamicin Natural products O1CC(O)(C)C(NC)C(O)C1OC1C(O)C(OC2C(CC=C(CN)O2)N)C(N)CC1N URWAJWIAIPFPJE-UHFFFAOYSA-N 0.000 claims 6
- 229930192786 Sisomicin Natural products 0.000 claims 6
- 229960005456 sisomicin Drugs 0.000 claims 6
- URWAJWIAIPFPJE-YFMIWBNJSA-N sisomycin Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC=C(CN)O2)N)[C@@H](N)C[C@H]1N URWAJWIAIPFPJE-YFMIWBNJSA-N 0.000 claims 6
- 239000004480 active ingredient Substances 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 3
- 238000000855 fermentation Methods 0.000 claims 3
- 230000004151 fermentation Effects 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 244000005700 microbiome Species 0.000 claims 2
- 235000015097 nutrients Nutrition 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N Heavy water Chemical compound [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims 1
- 241000187720 Micromonospora zionensis Species 0.000 claims 1
- 238000000862 absorption spectrum Methods 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000000470 constituent Substances 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 239000006210 lotion Substances 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- 230000003472 neutralizing effect Effects 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 claims 1
- 239000002674 ointment Substances 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 239000008247 solid mixture Substances 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
Classifications
-
- 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
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
- C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
- C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
- C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
- C07H15/236—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2 a saccharide radical being substituted by an alkylamino radical in position 3 and by two substituents different from hydrogen in position 4, e.g. gentamicin complex, sisomicin, verdamycin
-
- 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
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
Claims (34)
1. A process for the preparation of an antibiotically active substance containing s isomicin and antibiotic G-52 or the pharmaceutically acceptable acid addition salts or solvates thereof or of the single constituents thereof by applying known separation techniques, which comprises cultivating a microorganism of the species Micromonospora zionensis a sample of which has been deposited under NRRL .5466 in an aqueous nutrient medium under aerobic conditions until substantial antibiotic activity is imparted to the said medium and isolating the desired product.
2. Process according to claim 1, wherein the microorganism is cultivated in a nutrient medium containing assimilable sources of at least nitrogen and carbon under submerged aerobic conditions.
3. Process according to claim 1 or 2 ,wherein the cultivation is effected at a temperature of from 23° to 38°C.
4. Process according to claim 3, wherein the temperatures is 35°C.
5. Process according to any of claims 1 to 4, wherein the cultivation is effected at a pH of 6.5 to 8.3. 422072800Is-ra2el -■ ' 4 er 3 , 1975
6. Process according to claim 5, wherein the cultivation is*'- effected at a pH of 7.2.
7. Process according to any one of claims 1 to 6, wherein the antibiotically active product is recovered from the fermentation medium.
8. . Process according to any one of claims 1 to 7, wherein the recovery comprises acidifying the fermentation medium, separating the mycelium therefrom, neutralising the fermentation medium, extracting and isolating the antibiotically active product.
9. Process according to any one on claims 1 to 8, wherein the antibiotically active product prior or subsequent to isolation, is converted into a pharmaceutically acceptable acid addition salt.
10. Process according to claim 8 or 9, wherein antibiotic G-52 having in the free form the stereochemical formula 42700-2 2028 Israel December 3, 1975 CG/aw is isolated in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
11. Process according to any one of claims 8 to 10, wherein sisomicin is isolated in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
12. Process according to any one of claims 8 to 10, wherein a mixture consisting of antibiotic G-52 and sisomicin is isolated in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
13. Process according to any one of claims 9 to 12, wherein the desired product is isolated as the sulfate.
14. Process as claimed in any one of claim 1 to 13, substantially as hereinbefore described and exemplified in any of Examples 1 to 5.
15. An antibiotically active product in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate, whenever prepared by a process as claimed in any one of claims 1 to 14.
16. Antibiotic G-52 whenever prepared by a process as claimed in claim 10 or 14. ■42700-2 2028 Israel December 3, 1975 CG/aw
17. Sisomicin whenever prepared by a process as claimed in claim 11 or 14.
18. An antibiotically active substance comprising antibiotic G-52, in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate. i
19. A product according to claim 18, being a solid composition having in its free form a nuclear magnetic resonance spectrum in deuterated water substantially as shown in Figure 1 and an infrared absorption spectrum in mineral oil substantially as shown in Figure 2, in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
20. Antibiotic G-52 having a stereochemical formula substantially as follows: 42700-2 • 2028 Israel December 3, 1975 .. · CG/aw in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
21. An antibiotically active product according to claim 18 comprising antibiotic G-52 and sisomicin in the free form or in the form of a pharmaceutically acceptable acid addition salt or solvate.
22. Product according to any one of claims 18 to 21, said product being the sulfate.
23. Pharmaceutical composition comprising as active ingredient antibiotic G-52 in the free form and/or in the form of pharmaceutically acceptable acid addition salt or solvate, together with a pharmaceutical carrier or excipient.
24. Pharmaceutical composition according to claim 23, wherein the antibiotically active product also contains sisomicin in the free form and/or in the form of a pharmaceutically acceptable acid addition salt or solvate.
25. Composition according to claim 23 or 24 in the form of dosage units.
26. Composition according to any one of claims 23 to 25 in the form of injectable preparations. 42700-2 1 2028 Israel December 3, 1975 ' CG/aw
27. Composition according to claim 23 or 24 in the form of ointments, creams or lotions.
28. Composition according to any one of claims 23 to 25 is shaped form.
29. Composition according to any one of claims 23 to 28 wherein the acid addition salt is the sulfate.
30. Composition according to any one of claims 23 to 29, substantially as described and exemplified herein.'
31. Method for the preparation of an antibiotically active composition as claimed in claim 23, which comprises bringing the active ingredient into a form suitable for therapeutic administration.
32. Method according to claim 31, wherein the active ingredient also contains sisomicin in the free form and/or in the form of a pharmaceutically acceptable acid addition salt or solvate.
33. Method according to claim 31 or 32 which comprises mixing said active ingredient with a pharmaceutical carrier or excipient.
34. Pharmaceutical composition whenever obtained according to any one of claims 31 to 33.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27183872A | 1972-07-14 | 1972-07-14 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42700A0 IL42700A0 (en) | 1973-10-25 |
| IL42700A true IL42700A (en) | 1976-07-30 |
Family
ID=23037307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42700A IL42700A (en) | 1972-07-14 | 1973-07-10 | Antibiotic g-52 and method for the production thereof |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS5713278B2 (en) |
| AR (1) | AR199112A1 (en) |
| AT (1) | ATA607973A (en) |
| BE (1) | BE802185A (en) |
| BG (1) | BG22409A3 (en) |
| CA (1) | CA984774A (en) |
| CH (1) | CH584754A5 (en) |
| DD (2) | DD107483A5 (en) |
| DE (1) | DE2334923A1 (en) |
| DK (1) | DK131791C (en) |
| FI (1) | FI50254C (en) |
| FR (1) | FR2247220B1 (en) |
| GB (1) | GB1424114A (en) |
| HU (1) | HU175176B (en) |
| IE (1) | IE38063B1 (en) |
| IL (1) | IL42700A (en) |
| LU (1) | LU67985A1 (en) |
| NL (1) | NL7309610A (en) |
| PH (1) | PH11419A (en) |
| PL (1) | PL87638B1 (en) |
| SE (1) | SE390541B (en) |
| ZA (1) | ZA734694B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62150190U (en) * | 1986-03-17 | 1987-09-22 | ||
| JPS6311876U (en) * | 1986-07-09 | 1988-01-26 | ||
| JPS63112078U (en) * | 1987-01-08 | 1988-07-19 |
-
1973
- 1973-07-06 CH CH993073A patent/CH584754A5/xx not_active IP Right Cessation
- 1973-07-10 CA CA176,036A patent/CA984774A/en not_active Expired
- 1973-07-10 IL IL42700A patent/IL42700A/en unknown
- 1973-07-10 IE IE1171/73A patent/IE38063B1/en unknown
- 1973-07-10 FR FR7325226A patent/FR2247220B1/fr not_active Expired
- 1973-07-10 SE SE7309696A patent/SE390541B/en unknown
- 1973-07-10 NL NL7309610A patent/NL7309610A/xx unknown
- 1973-07-10 GB GB3271973A patent/GB1424114A/en not_active Expired
- 1973-07-10 AT AT607973A patent/ATA607973A/en not_active Application Discontinuation
- 1973-07-10 DK DK382873A patent/DK131791C/en active
- 1973-07-10 DE DE19732334923 patent/DE2334923A1/en active Pending
- 1973-07-11 ZA ZA734694A patent/ZA734694B/en unknown
- 1973-07-11 BE BE133342A patent/BE802185A/en unknown
- 1973-07-11 LU LU67985A patent/LU67985A1/xx unknown
- 1973-07-11 PH PH14815A patent/PH11419A/en unknown
- 1973-07-11 FI FI732206A patent/FI50254C/en active
- 1973-07-11 JP JP7825173A patent/JPS5713278B2/ja not_active Expired
- 1973-07-12 DD DD172234A patent/DD107483A5/xx unknown
- 1973-07-12 DD DD179782*A patent/DD113169A5/xx unknown
- 1973-07-12 PL PL1973164031A patent/PL87638B1/pl unknown
- 1973-07-12 HU HU73SCHE438A patent/HU175176B/en unknown
- 1973-07-13 BG BG024094A patent/BG22409A3/en unknown
-
1974
- 1974-07-11 AR AR249016A patent/AR199112A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| DD107483A5 (en) | 1974-08-05 |
| GB1424114A (en) | 1976-02-11 |
| ZA734694B (en) | 1974-06-26 |
| FI50254B (en) | 1975-09-30 |
| FR2247220A1 (en) | 1975-05-09 |
| IL42700A0 (en) | 1973-10-25 |
| DK131791C (en) | 1976-02-02 |
| FI50254C (en) | 1976-01-12 |
| DE2334923A1 (en) | 1974-01-24 |
| PH11419A (en) | 1978-01-09 |
| DK131791B (en) | 1975-09-01 |
| IE38063B1 (en) | 1977-12-21 |
| SE390541B (en) | 1976-12-27 |
| IE38063L (en) | 1974-01-14 |
| JPS5713278B2 (en) | 1982-03-16 |
| HU175176B (en) | 1980-05-28 |
| LU67985A1 (en) | 1973-09-13 |
| ATA607973A (en) | 1977-11-15 |
| BG22409A3 (en) | 1977-02-20 |
| NL7309610A (en) | 1974-01-16 |
| BE802185A (en) | 1974-01-11 |
| FR2247220B1 (en) | 1976-12-31 |
| AU5797673A (en) | 1975-01-16 |
| JPS4955895A (en) | 1974-05-30 |
| PL87638B1 (en) | 1976-07-31 |
| CH584754A5 (en) | 1977-02-15 |
| DD113169A5 (en) | 1975-05-20 |
| CA984774A (en) | 1976-03-02 |
| AR199112A1 (en) | 1974-08-08 |
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