GB1273643A - New antibiotic b-5050 and production thereof - Google Patents

New antibiotic b-5050 and production thereof

Info

Publication number
GB1273643A
GB1273643A GB3878270A GB3878270A GB1273643A GB 1273643 A GB1273643 A GB 1273643A GB 3878270 A GB3878270 A GB 3878270A GB 3878270 A GB3878270 A GB 3878270A GB 1273643 A GB1273643 A GB 1273643A
Authority
GB
United Kingdom
Prior art keywords
solvent
antibiotic
components
polar
absorption
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
Application number
GB3878270A
Inventor
Eiji Higashide
Toru Hasegawa
Hideo Ono
Mitsuko Asai
Masayuki Muroi
Toyokazu Kishi
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Takeda Pharmaceutical Co Ltd
Original Assignee
Takeda Chemical Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from JP5300670A external-priority patent/JPS4948518B1/ja
Application filed by Takeda Chemical Industries Ltd filed Critical Takeda Chemical Industries Ltd
Publication of GB1273643A publication Critical patent/GB1273643A/en
Expired legal-status Critical Current

Links

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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G11/00—Antibiotics
    • 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
    • C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
    • C12P19/62—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin the hetero ring having eight or more ring members and only oxygen as ring hetero atoms, e.g. erythromycin, spiramycin, nystatin

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Wood Science & Technology (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)

Abstract

1,273,643. Antibiotic B-5050. TAKEDA YAKUHIN KOGYO K.K. 12 Aug., 1970 [13 Aug., 1969; 17 June, 1970], No. 38782/70. Heading C2A. The new antibiotic B-5050, which is produced by aerobically cultivating a new strain of Streptomyces hygroscopicus having the accession number IFO-12995, is a macrolide substance comprising components B-5050-A, B, C, D, E and F and has the following general properties: Melting point 137‹ to 141‹ C. ; molecular weight 880Œ90; analysis, C=58À14%, H=7À88%, N=1À73% O=32À15Œ1À0; specific rotation [α]<SP>24</SP> D =-76À4‹Œ8‹ (C=1 in ethanol); no significant U.V. absorption; I.R. absorption bands at 3448, 2924, 1736, 1453, 1376, 1295, 1239, 1167, 1081, 1050, 968, 912, 861 and 840 cm<SP>-1</SP>.; and being a basic substance giving positive reactions to the Dragendorf and Erythromycin tests and a negative reaction to the carbomycin test, soluble in alkanols, ketones, chloroform, benzene, ether, ethyl acetate and aqueous acids and insoluble in neutral water and n-hexane. The components A, B, C, D, E and F have the same general properties as the composite antibiotic B-5050 and have individual distinguishing characteristics as follows: Antibiotic B-5050 is isolated from the fermentation broth, preferably after filtering off the mycelium, by rendering alkaline and extracting with a water-immiscible solvent. The mycelium may also be extracted using a water-miscible solvent. The crude solid is prepared by conventional procedures of absorption and elution, solvent extraction and final concentration and precipitation with a non-solvent. The components are separated by fractional chromatography on a column e.g. of silica gel or alumina, developing with a mixture of polar and non-polar solvent and progressively increasing the proportion of the latter whereby the components are successively eluted in their order of affinity for this solvent i.e. B-5050-A, then -B through to -F. Alternatively they may be separated by partition chromatography or liquid-liquid countercurrent distribution, using similar polar/non- polar solvent mixtures. A further method of separation involves extraction of a waterimmiscible solvent solution of the mixture with progressively acidic buffer solutions; or elution from a macroreticular non-ionic resin with aqueous methanol. The antibiotic and its components may be converted to their acid addition salts e.g. the hydrochloride, sulphate, tartrate or nicotinate. Pharmaceutical compositions having antibacterial activity comprise antibiotic B-5050 or one or more of its component antibiotics A to F together with a pharmaceutical carrier. They are preferably in a form for topical application e.g. an ointment.
GB3878270A 1969-08-13 1970-08-12 New antibiotic b-5050 and production thereof Expired GB1273643A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP6408069 1969-08-13
JP5300670A JPS4948518B1 (en) 1970-06-17 1970-06-17

Publications (1)

Publication Number Publication Date
GB1273643A true GB1273643A (en) 1972-05-10

Family

ID=26393690

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3878270A Expired GB1273643A (en) 1969-08-13 1970-08-12 New antibiotic b-5050 and production thereof

Country Status (16)

Country Link
AT (1) AT302526B (en)
BE (1) BE754819A (en)
CA (1) CA928237A (en)
CH (1) CH565861A5 (en)
CS (1) CS181204B2 (en)
DE (1) DE2039990C2 (en)
DK (1) DK124557B (en)
ES (1) ES382680A1 (en)
FI (1) FI46261C (en)
FR (1) FR2068492B1 (en)
GB (1) GB1273643A (en)
MY (1) MY7500012A (en)
NL (1) NL154782B (en)
NO (1) NO130362B (en)
SE (1) SE362263B (en)
YU (1) YU34907B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109652350A (en) * 2019-03-01 2019-04-19 中国农业科学院农业资源与农业区划研究所 One plant of tylosin degradation bacteria and its application

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3076746A (en) * 1959-05-24 1963-02-05 Sankyo Co New antibiotics azalomycin b and f and a process for the production thereof
US3142671A (en) * 1962-05-31 1964-07-28 Banyu Pharmaceutical Company L Glebomycin and salts thereof
US3271253A (en) * 1964-11-19 1966-09-06 Bristol Myers Co Antibiotic ossamycin and method of preparing same
JPH1024864A (en) * 1996-07-11 1998-01-27 Mitsubishi Agricult Mach Co Ltd Cover device for working vehicle

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109652350A (en) * 2019-03-01 2019-04-19 中国农业科学院农业资源与农业区划研究所 One plant of tylosin degradation bacteria and its application
CN109652350B (en) * 2019-03-01 2022-01-28 中国农业科学院农业资源与农业区划研究所 Tylosin degrading bacterium and application thereof

Also Published As

Publication number Publication date
YU206170A (en) 1979-10-31
CA928237A (en) 1973-06-12
ES382680A1 (en) 1972-11-16
MY7500012A (en) 1975-12-31
DE2039990C2 (en) 1981-10-29
SE362263B (en) 1973-12-03
DE2039990A1 (en) 1971-02-18
FR2068492B1 (en) 1974-08-30
BE754819A (en) 1971-01-18
AT302526B (en) 1972-10-25
YU34907B (en) 1980-04-30
DK124557B (en) 1972-10-30
FI46261B (en) 1972-10-31
NO130362B (en) 1974-08-19
NL154782B (en) 1977-10-17
FI46261C (en) 1973-02-12
CS181204B2 (en) 1978-03-31
NL7011997A (en) 1971-02-16
FR2068492A1 (en) 1971-08-27
CH565861A5 (en) 1975-08-29

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee