IE39909B1 - Novel antibiotics and process for their preparation - Google Patents

Novel antibiotics and process for their preparation

Info

Publication number
IE39909B1
IE39909B1 IE1639/74A IE163974A IE39909B1 IE 39909 B1 IE39909 B1 IE 39909B1 IE 1639/74 A IE1639/74 A IE 1639/74A IE 163974 A IE163974 A IE 163974A IE 39909 B1 IE39909 B1 IE 39909B1
Authority
IE
Ireland
Prior art keywords
hydrogen
prepared
hydrolysis
hydroxy
derivative
Prior art date
Application number
IE1639/74A
Other versions
IE39909L (en
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
Application filed by Scherico Ltd filed Critical Scherico Ltd
Publication of IE39909L publication Critical patent/IE39909L/en
Publication of IE39909B1 publication Critical patent/IE39909B1/en

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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (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)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

1480374 Mutamicins SCHERICO Ltd 1 Aug 1974 [6 Aug 1973] 33967/74 Heading C2C Novel mutamicins (I) and their acid addition salts and oxazolidene derivatives in which V 5 is hydrogen and W 5 is hydrogen, hydroxy or C 1-8 alkoxy or W 5 is hydrogen and V 5 is hydrogen, hydroxy, amino or C 1-8 alkoxy and one of V 2 and W 2 is hydrogen and the other is hydrogen or hydroxy with the proviso that when W 5 , V 2 and W 2 are hydrogen then V 2 is not hydroxy are prepared by fermentation of a mutant of Micromonospora inyoensis (preferably strain 15505-IG; NRRL 5742) in an aqueous nutrient medium containing a compound II until antibiotic activity is imparted to the medium followed by isolation of the mutamicin produced and, if desired, formation of the acid addition salt or oxazolidine derivative. Compounds I (V 2 = W<SP>2</SP> = V 5 = W 5 = H; V 2 = W 2 = V 5 = H, W 5 = OH; V 2 = W 2 = W 5 = H, W 2 = OH; V 2 = W 2 = W 5 = H, W 2 = NH 2 ; W 2 = W 5 = H, V 2 = V 5 = OH) are prepared. 2 - Dioxy - myoinosa - 1,3,5 - triamine is prepared by hydrolysis of the corresponding 3,5 di - N - acetyl derivative, 2 - deoxy - 5 - epistreptamine is prepared by hydrolysis of a corresponding 1,3,4,6-tetraacyl derivative. 2,5- Dideoxy streptamine may be prepared by reaction of the dicarbamate of 2-deoxy streptamine with iodomethyl - triphenylphosphorane to form the 5-iodo derivative followed by hydrogenolysis and hydrolysis. 5-O-methyl-2-deoxystreptamine may be prepared by methylating the dicarbamate of 2-deoxystreptamine and hydrolysis. 5-Amino-2,5-dideoxystreptamine may be prepared by periodate cleavage of an N,N- deacyl 2-deoxystreptamine and treatment with nitromethane under basic conditions to give 5-nitro-2,5-dideozystreptamine which is reduced. Compounds I are anti-bacterial agents and form a pharmaceutical composition. They may be used as disinfecting agents combined with detergents. [GB1480374A]
IE1639/74A 1973-08-06 1974-08-01 Novel antibiotics and process for their preparation IE39909B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US38575173A 1973-08-06 1973-08-06

Publications (2)

Publication Number Publication Date
IE39909L IE39909L (en) 1975-02-06
IE39909B1 true IE39909B1 (en) 1979-01-31

Family

ID=23522722

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1639/74A IE39909B1 (en) 1973-08-06 1974-08-01 Novel antibiotics and process for their preparation

Country Status (12)

Country Link
JP (2) JPS5749199B2 (en)
BE (1) BE818429A (en)
CH (1) CH606434A5 (en)
DE (1) DE2437159C2 (en)
FR (1) FR2240016B1 (en)
GB (1) GB1480374A (en)
IE (1) IE39909B1 (en)
IL (1) IL45387A (en)
IT (1) IT1043872B (en)
NL (1) NL7410364A (en)
SE (1) SE404375B (en)
ZA (2) ZA744939B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1529376A (en) * 1975-02-18 1978-10-18 Sterling Drug Inc Aminocyclitol antibiotics and processes therefor
US4171356A (en) * 1976-10-28 1979-10-16 Schering Corporation 2-Unsubstituted derivatives of 4,6-di-o-(aminoglycosyl)-1,3-diaminocyclitois, methods for their use as antibacterial agents and compositions useful therefor
JPS59134691U (en) * 1983-02-28 1984-09-08 トステム株式会社 Satsushi window ventilation system with insect screen
JPS6248816U (en) * 1985-09-17 1987-03-26

Also Published As

Publication number Publication date
AU7194074A (en) 1976-02-05
ZA744938B (en) 1975-08-27
JPS5749199B2 (en) 1982-10-20
IL45387A0 (en) 1974-11-29
JPS562080B2 (en) 1981-01-17
FR2240016B1 (en) 1977-06-03
IL45387A (en) 1978-10-31
DE2437159A1 (en) 1975-02-20
DE2437159C2 (en) 1983-03-24
BE818429A (en) 1975-02-03
SE404375B (en) 1978-10-02
JPS5042092A (en) 1975-04-16
IT1043872B (en) 1980-02-29
JPS5047951A (en) 1975-04-28
FR2240016A1 (en) 1975-03-07
NL7410364A (en) 1975-02-10
IE39909L (en) 1975-02-06
CH606434A5 (en) 1978-10-31
GB1480374A (en) 1977-07-20
ZA744939B (en) 1975-08-27
SE7409945L (en) 1975-02-07

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