GB1021401A - Novel antibiotics and processes for their manufacture - Google Patents

Novel antibiotics and processes for their manufacture

Info

Publication number
GB1021401A
GB1021401A GB39130/62A GB3913062A GB1021401A GB 1021401 A GB1021401 A GB 1021401A GB 39130/62 A GB39130/62 A GB 39130/62A GB 3913062 A GB3913062 A GB 3913062A GB 1021401 A GB1021401 A GB 1021401A
Authority
GB
United Kingdom
Prior art keywords
gentamycin
nrrl
echinospora
produced
water
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
GB39130/62A
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.)
Scherico Ltd
Original Assignee
Scherico 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 US211153A external-priority patent/US3091572A/en
Application filed by Scherico Ltd filed Critical Scherico Ltd
Publication of GB1021401A publication Critical patent/GB1021401A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • C07H15/22Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234Cyclohexane 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
    • C07H15/236Cyclohexane 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
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00Microorganisms, 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
    • C12N1/20Bacteria; Culture media therefor
    • C12N1/205Bacterial isolates
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00Preparation of compounds containing saccharide radicals
    • C12P19/44Preparation of O-glycosides, e.g. glucosides
    • C12P19/46Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical bound to a cyclohexyl radical, e.g. kasugamycin
    • C12P19/48Preparation 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
    • C12P19/485Having 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
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12RINDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
    • C12R2001/00Microorganisms ; Processes using microorganisms
    • C12R2001/01Bacteria or Actinomycetales ; using bacteria or Actinomycetales
    • C12R2001/29Micromonospora

Landscapes

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

Abstract

Antibiotics gentamycin and/or BA-3 (fractions A and B) may be produced by incubating a microorganism of the species Micromonospora purpurea or Micromonospore echinospora, or a gentamycin and/or BA-3 producing mutant or variant thereof, until at least one compound having substantial antibiotic activity is produced and isolating at least one of the antibiotic compounds thus produced. The microorganism may be M. purpeyea NRRL 2953, M. echinospora NRRL 2985, Mechinospora var. ferruginea NRRL 2995 or M. echinospora var. pallida NRRL 2996. The micro-organism may be incubated under submerged aerobic conditions at a temperature from 25 DEG to 40 DEG C. and a pH from 6 to 8 in an aqueous nutrient medium containing assimilable carbon and nitrogen and, after incubation, the mycelium is extracted with acid and the antibiotic recovered from the acid extract by adsorption or fractionate salt precipitation or a combination of both methods. Gentamycin is a basic organic substance having a melting point of 102 DEG to 108 DEG .C with decomposition, a specific optical rotation [a ]25D = + 146 degrees (1% in water), an elementary analysis C = 50.40%, H = 8.52%, N = 13.47%, 0 = 27.81% and a M.W. of 543; it is very soluble in water, aqueous acid media and methanol and substantially insoluble in ether, benzene and halogenated hydrocarbons; it is transparent to U.V. radiation in the range 220 to 400 mm . The Specification gives details of its I.R. spectrum and antibacterial spectrum, and also refers to salts of gentamycin with acids, reaction products with bisulphite addition compounds of aldehydes and ketones, N- and O-acyl derivatives of gentamycin and Schiff's bases derived therefrom. BA-3 contains C, H, N and O, with no other elements present and has solubility characteristics similar to gentamycin; it is transparent to U.V. radiation in the range 220 to 400 mm and forms a sulphate which is a white amorphous powder, soluble in water and insoluble in ethanol, methanol and acetone. BA-3 may be resolved into fractions A and B by paper chromatography.ALSO:Pharmaceutical compositions suitable for use for injections, as topical ointments and as ophthalmic drops contain gentamycin sulphate with usual pharmaceutical carriers. The ophthalmic drops may also contain phenyl-ethyl alcohol.
GB39130/62A 1961-11-14 1962-10-16 Novel antibiotics and processes for their manufacture Expired GB1021401A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US15226261A 1961-11-14 1961-11-14
US19841462A 1962-05-23 1962-05-23
US211153A US3091572A (en) 1962-07-16 1962-07-16 Gentamycin and method of production

Publications (1)

Publication Number Publication Date
GB1021401A true GB1021401A (en) 1966-03-02

Family

ID=27387225

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39130/62A Expired GB1021401A (en) 1961-11-14 1962-10-16 Novel antibiotics and processes for their manufacture

Country Status (9)

Country Link
AT (1) AT246917B (en)
BE (1) BE624816A (en)
CA (2) CA922250A (en)
CH (1) CH428098A (en)
CY (1) CY357A (en)
DE (1) DE1218660B (en)
DK (1) DK120770B (en)
GB (1) GB1021401A (en)
NO (1) NO118368B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR128F (en) * 1962-04-02

Also Published As

Publication number Publication date
BE624816A (en) 1963-05-14
AT246917B (en) 1966-05-10
DK120770B (en) 1971-07-12
CH428098A (en) 1967-01-15
CA933153A (en) 1973-09-04
DE1218660B (en) 1966-06-08
CY357A (en) 1966-12-30
CA922250A (en) 1973-03-06
NO118368B (en) 1969-12-22

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