CH467336A - Verfahren zur Herstellung eines neuen Antibiotikums - Google Patents
Verfahren zur Herstellung eines neuen AntibiotikumsInfo
- Publication number
- CH467336A CH467336A CH288064A CH288064A CH467336A CH 467336 A CH467336 A CH 467336A CH 288064 A CH288064 A CH 288064A CH 288064 A CH288064 A CH 288064A CH 467336 A CH467336 A CH 467336A
- Authority
- CH
- Switzerland
- Prior art keywords
- bleomycin
- powder
- methanol
- mcg
- culture
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 29
- 238000004519 manufacturing process Methods 0.000 title claims description 18
- 230000003115 biocidal effect Effects 0.000 title claims description 9
- 230000008569 process Effects 0.000 title claims description 7
- OYVAGSVQBOHSSS-UAPAGMARSA-O bleomycin A2 Chemical compound N([C@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](O)C)C(=O)NCCC=1SC=C(N=1)C=1SC=C(N=1)C(=O)NCCC[S+](C)C)[C@@H](O[C@H]1[C@H]([C@@H](O)[C@H](O)[C@H](CO)O1)O[C@@H]1[C@H]([C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O1)O)C=1N=CNC=1)C(=O)C1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(N)=C1C OYVAGSVQBOHSSS-UAPAGMARSA-O 0.000 claims description 204
- 108010006654 Bleomycin Proteins 0.000 claims description 202
- 229960001561 bleomycin Drugs 0.000 claims description 195
- 239000000243 solution Substances 0.000 claims description 20
- 241001147844 Streptomyces verticillus Species 0.000 claims description 13
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 238000010828 elution Methods 0.000 claims description 8
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 6
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
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- 229940088623 biologically active substance Drugs 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 102
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 39
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- 108010035235 Phleomycins Proteins 0.000 description 26
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- 238000006243 chemical reaction Methods 0.000 description 23
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- 229920002472 Starch Polymers 0.000 description 19
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- 239000000126 substance Substances 0.000 description 15
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- 235000019270 ammonium chloride Nutrition 0.000 description 8
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- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
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- 239000008272 agar Substances 0.000 description 7
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- 238000010521 absorption reaction Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 6
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- 235000011164 potassium chloride Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- AFHFWLNCUQBZAU-UHFFFAOYSA-N propan-1-ol 2-pyridin-2-ylacetic acid hydrate Chemical compound O.CCCO.OC(=O)CC1=CC=CC=N1 AFHFWLNCUQBZAU-UHFFFAOYSA-N 0.000 description 1
- 229940007042 proteus vulgaris Drugs 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- NGFMICBWJRZIBI-UJPOAAIJSA-N salicin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=CC=C1CO NGFMICBWJRZIBI-UJPOAAIJSA-N 0.000 description 1
- 229940120668 salicin Drugs 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229940115939 shigella sonnei Drugs 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000020183 skimmed milk Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 229940074404 sodium succinate Drugs 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- C12P19/58—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound through only acyclic carbon atoms to a non-saccharide heterocyclic ring, e.g. bleomycin, phleomycin
-
- 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
- C07H15/26—Acyclic or carbocyclic radicals, substituted by hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
- C07K9/003—Peptides being substituted by heterocyclic radicals, e.g. bleomycin, phleomycin
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Genetics & Genomics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1017763 | 1963-03-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH467336A true CH467336A (de) | 1969-01-15 |
Family
ID=11742989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH288064A CH467336A (de) | 1963-03-05 | 1964-03-05 | Verfahren zur Herstellung eines neuen Antibiotikums |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3681491A (enExample) |
| CH (1) | CH467336A (enExample) |
| DE (1) | DE1217549B (enExample) |
| FR (3) | FR1572125A (enExample) |
| GB (1) | GB1038242A (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4051237A (en) * | 1975-08-28 | 1977-09-27 | Bristol-Myers Company | Glycopeptide antibiotics bu-2231 a and b and process for producing same |
| GB1567889A (en) | 1977-04-12 | 1980-05-21 | Nippon Kayaku Kk | Orally administrable anti-tumour compositions for enhancing absorption of antitumour agent into a gastrointestinal tomour site |
| US4314028A (en) * | 1979-07-13 | 1982-02-02 | Bristol-Myers Company | Fermentation process for producing tallysomycin compounds |
| US4246400A (en) * | 1979-07-13 | 1981-01-20 | Bristol-Myers Company | Tallysomycin compounds |
| EP0058838A1 (en) * | 1981-02-23 | 1982-09-01 | American Cyanamid Company | Antibiotic LL BO1208 alpha and LL BO1208 beta |
| CN104004804B (zh) * | 2013-02-26 | 2016-12-28 | 长沙天赐生物医药科技有限公司 | 一种博来霉素族衍生物的微生物发酵制备方法 |
| CN106220715B (zh) * | 2016-10-10 | 2019-08-23 | 华北制药集团新药研究开发有限责任公司 | 一种博来霉素的制备方法 |
| CN107090420B (zh) * | 2017-06-07 | 2021-01-26 | 青岛农业大学 | 一种苏云金芽孢杆菌的发酵培养方法 |
-
1964
- 1964-02-20 GB GB7158/64A patent/GB1038242A/en not_active Expired
- 1964-03-03 FR FR965856A patent/FR1572125A/fr not_active Expired
- 1964-03-05 DE DEZ10690A patent/DE1217549B/de active Pending
- 1964-03-05 CH CH288064A patent/CH467336A/de unknown
- 1964-06-03 FR FR976890A patent/FR3978M/fr not_active Expired
-
1965
- 1965-12-03 US US511448A patent/US3681491A/en not_active Expired - Lifetime
-
1966
- 1966-08-24 FR FR73977A patent/FR94103E/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3681491A (en) | 1972-08-01 |
| FR94103E (fr) | 1969-07-04 |
| FR1572125A (enExample) | 1969-06-27 |
| DE1217549B (de) | 1966-05-26 |
| FR3978M (enExample) | 1966-03-07 |
| GB1038242A (en) | 1966-08-10 |
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