GB1425081A - Antibiotics ws-3442a, b,c,d and e and n-acyl derivatives thereof - Google Patents

Antibiotics ws-3442a, b,c,d and e and n-acyl derivatives thereof

Info

Publication number
GB1425081A
GB1425081A GB2930273A GB2930273A GB1425081A GB 1425081 A GB1425081 A GB 1425081A GB 2930273 A GB2930273 A GB 2930273A GB 2930273 A GB2930273 A GB 2930273A GB 1425081 A GB1425081 A GB 1425081A
Authority
GB
United Kingdom
Prior art keywords
antibiotics
medium
antibiotic
cephen
oconh
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
GB2930273A
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.)
Fujisawa Pharmaceutical Co Ltd
Original Assignee
Fujisawa Pharmaceutical Co 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 JP6462472A external-priority patent/JPS552959B2/ja
Priority claimed from JP6856972A external-priority patent/JPS5628520B2/ja
Priority claimed from JP7322372A external-priority patent/JPS5443080B2/ja
Priority claimed from JP1630373A external-priority patent/JPS5529680B2/ja
Application filed by Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of GB1425081A publication Critical patent/GB1425081A/en
Expired legal-status Critical Current

Links

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
    • C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
    • C12P35/08—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin disubstituted in the 7 position
    • 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
    • C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
    • C12P35/06—Cephalosporin C; Derivatives thereof

Landscapes

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

Abstract

1425081 Cephen compounds FUJISAWA PHARMACEUTICAL CO Ltd 20 June 1973 [27 June 1972 7 July 1972 20 July 1972 8 Feb 1973] 29302/73 Heading C2C Cephen antibiotics WS-3442 A, B, C, D and E having the general Formula (I): wherein (A) R is H and R<SP>1</SP> is H; (B) R is H and R<SP>1</SP> is -OCONH 2 ; (C) R is -OCH 3 and R<SP>1</SP> is -OCONH 2 ; (D) R is -OCH 3 and R<SP>1</SP> is H; and (E) R is H and R<SP>1</SP> is -OH, are prepared by aerobically cultivating Streptomyces wadayamensis (ATCC. 21948) or an antibiotic WS-3442- producing mutant thereof in an aqueous nutrient medium under aerated submerged conditions until substantial antibiotic activity is imparted to the medium, and then recovering the WS-3442 antibiotics from the medium. The WS-3442 antibiotics may be N-acylated to give novel cephem antibiotics of general Formula (II): wherein R is H or methoxy, R<SP>1</SP> is H, hydroxyl or caramoyloxy, and A is an acyl radical, by reacting one or more WS-3442 antibiotics, before or after separation from the fermentation medium, with an N-acylating agent. The compounds (II) have antibacterial activity and may be admixed with a pharmaceutical diluent or carrier to give antibiotic pharmaceutical compositions.
GB2930273A 1972-06-27 1973-06-20 Antibiotics ws-3442a, b,c,d and e and n-acyl derivatives thereof Expired GB1425081A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP6462472A JPS552959B2 (en) 1972-06-27 1972-06-27
JP6856972A JPS5628520B2 (en) 1972-07-07 1972-07-07
JP7322372A JPS5443080B2 (en) 1972-07-20 1972-07-20
JP1630373A JPS5529680B2 (en) 1973-02-08 1973-02-08

Publications (1)

Publication Number Publication Date
GB1425081A true GB1425081A (en) 1976-02-18

Family

ID=27456549

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2930273A Expired GB1425081A (en) 1972-06-27 1973-06-20 Antibiotics ws-3442a, b,c,d and e and n-acyl derivatives thereof

Country Status (5)

Country Link
CH (2) CH596227A5 (en)
DE (1) DE2332065C2 (en)
FR (1) FR2190420B1 (en)
GB (1) GB1425081A (en)
NL (1) NL7308948A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095320A1 (en) * 1982-05-21 1983-11-30 Beecham Group Plc A process for the preparation of beta-lactam compounds

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2400562T3 (en) 2003-05-28 2013-04-10 Dsm Sinochem Pharmaceuticals Netherlands B.V. Cefem compound

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
YU35449B (en) * 1968-07-01 1981-02-28 Bristol Myers Co Process for producing 7-amino-cephalosporanic acid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0095320A1 (en) * 1982-05-21 1983-11-30 Beecham Group Plc A process for the preparation of beta-lactam compounds

Also Published As

Publication number Publication date
FR2190420B1 (en) 1977-07-15
DE2332065A1 (en) 1974-01-17
CH596308A5 (en) 1978-03-15
FR2190420A1 (en) 1974-02-01
NL7308948A (en) 1974-01-02
DE2332065C2 (en) 1984-11-22
CH596227A5 (en) 1978-03-15

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Legal Events

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