FR2426736A1 - Nebramycin antibiotic complex microbiological prodn. - by cultivation of nebramycin-resistant strains of Streptomyces tenebrarius - Google Patents
Nebramycin antibiotic complex microbiological prodn. - by cultivation of nebramycin-resistant strains of Streptomyces tenebrariusInfo
- Publication number
- FR2426736A1 FR2426736A1 FR7912950A FR7912950A FR2426736A1 FR 2426736 A1 FR2426736 A1 FR 2426736A1 FR 7912950 A FR7912950 A FR 7912950A FR 7912950 A FR7912950 A FR 7912950A FR 2426736 A1 FR2426736 A1 FR 2426736A1
- Authority
- FR
- France
- Prior art keywords
- nebramycin
- prodn
- complex
- strains
- streptomyces tenebrarius
- 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.)
- Granted
Links
- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 title abstract 13
- 229950011272 nebramycin Drugs 0.000 title abstract 10
- 241000187178 Streptoalloteichus tenebrarius Species 0.000 title abstract 3
- 230000003115 biocidal effect Effects 0.000 title abstract 2
- 230000002906 microbiologic effect Effects 0.000 title 1
- YPPFEJHOHNPKLT-UHFFFAOYSA-N Cuauhtemon-3-(2,3-epoxy-2,3-dihydroangelicat Natural products NC1CC(O)C(CN)OC1OC1C(O)C(OC2C(C(N)C(O)C(COC(N)=O)O2)O)C(N)CC1N YPPFEJHOHNPKLT-UHFFFAOYSA-N 0.000 abstract 3
- YPPFEJHOHNPKLT-PBSUHMDJSA-N nebramycin 5' Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](COC(N)=O)O2)O)[C@H](N)C[C@@H]1N YPPFEJHOHNPKLT-PBSUHMDJSA-N 0.000 abstract 3
- SQJLXMDBYVXCEL-UHFFFAOYSA-N nebramycin 5' Natural products C1CC(C)=CCCC(=C)C2COC(=O)C(=CCC=C(C)C)C21 SQJLXMDBYVXCEL-UHFFFAOYSA-N 0.000 abstract 3
- 229960000707 tobramycin Drugs 0.000 abstract 3
- 241001465754 Metazoa Species 0.000 abstract 2
- 235000015097 nutrients Nutrition 0.000 abstract 2
- XCSTZNJIQFIVPE-FQSMHNGLSA-N Nebramycin IV Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](COC(N)=O)O2)O)[C@H](N)C[C@@H]1N XCSTZNJIQFIVPE-FQSMHNGLSA-N 0.000 abstract 1
- 241000589516 Pseudomonas Species 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- XZNUGFQTQHRASN-XQENGBIVSA-N apramycin Chemical compound O([C@H]1O[C@@H]2[C@H](O)[C@@H]([C@H](O[C@H]2C[C@H]1N)O[C@@H]1[C@@H]([C@@H](O)[C@H](N)[C@@H](CO)O1)O)NC)[C@@H]1[C@@H](N)C[C@@H](N)[C@H](O)[C@H]1O XZNUGFQTQHRASN-XQENGBIVSA-N 0.000 abstract 1
- 229950006334 apramycin Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 239000003925 fat Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/46—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical bound to a cyclohexyl radical, e.g. kasugamycin
- C12P19/48—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical bound to a cyclohexyl radical, e.g. kasugamycin the cyclohexyl radical being substituted by two or more nitrogen atoms, e.g. destomycin, neamin
- C12P19/485—Having two saccharide radicals bound through only oxygen to non-adjacent ring carbons of the cyclohexyl radical, e.g. gentamycin, kanamycin, sisomycin, verdamycin, mutamycin, tobramycin, nebramycin, antibiotics 66-40B, 66-40D, XK-62-2, 66-40, G-418, G-52
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/465—Streptomyces
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Zoology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Virology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Molecular Biology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
In a new process for the microbioglical prodn. of the nebramycin complex, (a) a strain of Streptomyces tenebrarius which biosynthesises the nebramycin complex is cultivated in a nutrient medium contg. nebramycin 2, nebramycin 5' and/or nebramycin 6 and the individuals forming growing aerial mycelium and spores in the presence of 10-30 mg ml of these antibiotics are isolated; (b) the resulting new resistant strains are cultivated in a submerged aerobic culture in a nutrient medium contg. N- and C- sources, inorganic salts and (opt.) vegetable and/or animal fats at 30-42 degrees C (pref. 35-38 degrees C); and the nebramycin complex or nebramycin 2, nebramycin 4 and nebramycin 5' accumulating in the medium is isolated. Nebramycin 2 (apramycin) is used in the treatment of diseases of animals and plants (cf. US 3691279, 3853709, 3876767). Nebramycin 6 (tobramycin), produced by hydrolysis of nebramycin 5' (6"-O-carbamoyl-tobramycin), is a broad-spectrum antibiotic used in human medicine, esp. against polyresistant Pseudomonas strains. Use of selected nebramycin-resistant Streptomyces tenebrarius strains allows the prodn. of cultures with high nebramycin concns. thus giving improved yields.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU78GO1404A HU176103B (en) | 1978-05-23 | 1978-05-23 | Microbiological process for producing nebramycin complex |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2426736A1 true FR2426736A1 (en) | 1979-12-21 |
FR2426736B1 FR2426736B1 (en) | 1985-08-09 |
Family
ID=10996858
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7912950A Expired FR2426736B1 (en) | 1978-05-23 | 1979-05-22 | PROCESS FOR MANUFACTURING NEBRAMYCIN COMPLEX BY MICROBIOLOGICALLY |
Country Status (4)
Country | Link |
---|---|
AT (1) | AT363180B (en) |
DE (1) | DE2921022A1 (en) |
FR (1) | FR2426736B1 (en) |
HU (1) | HU176103B (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3691279A (en) * | 1970-04-15 | 1972-09-12 | Lilly Co Eli | Antibiotic nebramycin and preparation thereof |
US3853709A (en) * | 1970-10-26 | 1974-12-10 | Lilly Co Eli | Process for preparing nebramycin factors ii and vii |
US4032404A (en) * | 1976-07-14 | 1977-06-28 | Bristol-Myers Company | Fermentation process for producing apramycin and nebramycin factor V' |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1178489A (en) * | 1967-04-04 | 1970-01-21 | Lilly Co Eli | Tenebrimycin Antibiotics |
US3876767A (en) * | 1972-02-04 | 1975-04-08 | Lilly Co Eli | Treatment of swine dysentery with apramycin |
-
1978
- 1978-05-23 HU HU78GO1404A patent/HU176103B/en not_active IP Right Cessation
-
1979
- 1979-05-15 AT AT0357279A patent/AT363180B/en not_active IP Right Cessation
- 1979-05-22 FR FR7912950A patent/FR2426736B1/en not_active Expired
- 1979-05-23 DE DE19792921022 patent/DE2921022A1/en active Granted
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3691279A (en) * | 1970-04-15 | 1972-09-12 | Lilly Co Eli | Antibiotic nebramycin and preparation thereof |
US3853709A (en) * | 1970-10-26 | 1974-12-10 | Lilly Co Eli | Process for preparing nebramycin factors ii and vii |
US4032404A (en) * | 1976-07-14 | 1977-06-28 | Bristol-Myers Company | Fermentation process for producing apramycin and nebramycin factor V' |
Non-Patent Citations (4)
Title |
---|
CHEMICAL ABSTRACTS, volume 86, no. 15, 11 avril 1977, page 341, abrégé 104393x (COLUMBUS OHIO, US) & Dev. Ind. Microbiol. 1976, 17, 61-77; W.M. STARK et al. "The nebramycin fermentation: culture and fermentation development" * |
H. UMEZAWA "Index of antibiotics from actinomycetes", volume II, Japan Scientific Societies Press, 1978 (TOKYO, JP) "Nebramycin complex", page 737 * |
H. UMEZAWA "Index of antibiotics from actinomycetes", volume II, Japan Scientific Societies Press, 1978 (TOKYO, JP) "Nebramycin factor 4", page 738 * |
H. UMEZAWA "Index of antibiotics from actinomycetes", volume II, Japan Scientific Societies Press, 1978 (TOKYO, JP) "Nebramycin factor 5'", page 739 * |
Also Published As
Publication number | Publication date |
---|---|
FR2426736B1 (en) | 1985-08-09 |
ATA357279A (en) | 1980-12-15 |
HU176103B (en) | 1980-12-28 |
DE2921022C2 (en) | 1987-10-15 |
DE2921022A1 (en) | 1979-11-29 |
AT363180B (en) | 1981-07-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |