GB801536A - Antibiotically active derivatives of spiramycins - Google Patents

Antibiotically active derivatives of spiramycins

Info

Publication number
GB801536A
GB801536A GB37877/56A GB3787756A GB801536A GB 801536 A GB801536 A GB 801536A GB 37877/56 A GB37877/56 A GB 37877/56A GB 3787756 A GB3787756 A GB 3787756A GB 801536 A GB801536 A GB 801536A
Authority
GB
United Kingdom
Prior art keywords
spiramycins
neospiramycins
per
neospiramycin
spiramycin
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
GB37877/56A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB801536A publication Critical patent/GB801536A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07GCOMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G11/00Antibiotics

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Saccharide Compounds (AREA)

Abstract

Neospiramycins having in general greater antibacterial properties than the spiramycins are prepared by adjusting aqueous, alcoholic or aqueous alcoholic solutions of the corresponding spiramycins (spiramycin, spiramycins I, II and III or their mixtures) to a pH of 3 to 5 with an acid such as sulphuric acid and maintaining said solutions at a temperature between 20 DEG and 50 DEG C. until their antibacterial activity remains constant when tested against B. subtilis ATCC 6633. The reaction solution is made alkaline, e.g. to pH 10, with sodium hydroxide, extracted with a water-immiscible solvent and the neospiramycin isolated by evaporating the solvent at below 50 DEG C. It is further purified by recrystallization. Suitable water-immiscible solvents are aromatic hydrocarbons such as benzene, chlorinated hydrocarbons, e.g. chloroform or dichloroethane, ketones, e.g. methylisobutyl ketone, esters, e.g. ethyl or amyl acetate, and ethers, e.g. diisopropyl or diethyl ether. An inactive substance containing 51.8 per <FORM:0801536/IV (b)/1> <FORM:0801536/IV (b)/2> <FORM:0801536/IV (b)/3> cent carbon, 8.90 per cent hydrogen and 39.35 per oxygen remains after the removal of the neospiramycin. Neospiramycins I, II and III may be prepared directly from the correspinding spiramycins, or from (a) spiramycin complex, and (b) a mixture of spiramycins. In the case of (a) and (b) individual neospiramycins are obtained from the mixtures of neospiramycins by countercurrent distribution or chromatography on alumina. The properties of the neospiramycins are as follows: <TABS:0801536/IV (b)/1> <TABS:0801536/IV (b)/2>
GB37877/56A 1956-01-11 1956-12-11 Antibiotically active derivatives of spiramycins Expired GB801536A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR801536X 1956-01-11

Publications (1)

Publication Number Publication Date
GB801536A true GB801536A (en) 1958-09-17

Family

ID=9244072

Family Applications (1)

Application Number Title Priority Date Filing Date
GB37877/56A Expired GB801536A (en) 1956-01-11 1956-12-11 Antibiotically active derivatives of spiramycins

Country Status (1)

Country Link
GB (1) GB801536A (en)

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