FR2361418A1 - PROCESS FOR OBTAINING N-GLUCOSYL DERIVATIVES OF POLYENE MACROLIDES AS WELL AS THEIR SALTS, IN PARTICULAR N-METHYLGLUCAMINIC SALTS - Google Patents

PROCESS FOR OBTAINING N-GLUCOSYL DERIVATIVES OF POLYENE MACROLIDES AS WELL AS THEIR SALTS, IN PARTICULAR N-METHYLGLUCAMINIC SALTS

Info

Publication number
FR2361418A1
FR2361418A1 FR7711907A FR7711907A FR2361418A1 FR 2361418 A1 FR2361418 A1 FR 2361418A1 FR 7711907 A FR7711907 A FR 7711907A FR 7711907 A FR7711907 A FR 7711907A FR 2361418 A1 FR2361418 A1 FR 2361418A1
Authority
FR
France
Prior art keywords
salts
methylglucaminic
well
salt
obtaining
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.)
Granted
Application number
FR7711907A
Other languages
French (fr)
Other versions
FR2361418B1 (en
Inventor
Leonard Falkowski
Zuzanna Kowszyk-Gindifer
Zofia Plociennik
Jan Zielinski
Halina Dahlig
Jerzy Golik
Ewa Jakobs
Pawel Kolodziejczyk
Elzbieta Bylec
Danuta Roslik-Kaminska
Wladyslawa Wagner
Jan Pawlak
Edward Borowski
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.)
Politechnika Gdanska
Original Assignee
Politechnika Gdanska
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 Politechnika Gdanska filed Critical Politechnika Gdanska
Publication of FR2361418A1 publication Critical patent/FR2361418A1/en
Application granted granted Critical
Publication of FR2361418B1 publication Critical patent/FR2361418B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08Hetero rings containing eight or more ring members, e.g. erythromycins
    • 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)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Procédé de production des dérivés N-glucosyliques des macrolides polyéniques ainsi que de leurs sels, notamment des sels N-méthylglucaminiques doués de propriétés antifongiques, par réaction du macrolide polyénique contenant un groupe aminé avec un mono- ou un oligosaccharide de la série des aldoses ou de cétoses dans un solvant organique ou un mélange de tels solvants consistant dans le fait que le dérivé N-glucosylique produit est précipité du milieu réactif par l'eau ou une solution aqueuse d'un sel inorganique, de préférence de sulfate d'ammonium, soumis à l'épuration par cristallisation dans un alcanol supérieur, de préférence le n-butanol, puis transformé en sel, de préférence en sel N-méthylglucaminique, après quoi on le cristallise à partir d'un alcanol supérieur, de préférence le n-butanol.Process for producing N-glucosylic derivatives of polyene macrolides as well as their salts, in particular N-methylglucaminic salts endowed with antifungal properties, by reaction of the polyene macrolide containing an amino group with a mono- or an oligosaccharide of the aldose series or ketoses in an organic solvent or a mixture of such solvents consisting in the fact that the N-glucosyl derivative produced is precipitated from the reactive medium by water or an aqueous solution of an inorganic salt, preferably ammonium sulfate, subjected to purification by crystallization from a higher alkanol, preferably n-butanol, then converted to a salt, preferably an N-methylglucaminic salt, after which it is crystallized from a higher alkanol, preferably n- butanol.

FR7711907A 1976-04-22 1977-04-20 PROCESS FOR OBTAINING N-GLUCOSYL DERIVATIVES OF POLYENE MACROLIDES AS WELL AS THEIR SALTS, IN PARTICULAR N-METHYLGLUCAMINIC SALTS Granted FR2361418A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL1976188979A PL100966B1 (en) 1976-04-22 1976-04-22 METHOD OF OBTAINING N-GLYCOSYL DERIVATIVES OF POLYENUM MACROLIDES AND THEIR SALT, ESPECIALLY N-METHYL GLUCAMINE SALT

Publications (2)

Publication Number Publication Date
FR2361418A1 true FR2361418A1 (en) 1978-03-10
FR2361418B1 FR2361418B1 (en) 1980-04-18

Family

ID=19976536

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7711907A Granted FR2361418A1 (en) 1976-04-22 1977-04-20 PROCESS FOR OBTAINING N-GLUCOSYL DERIVATIVES OF POLYENE MACROLIDES AS WELL AS THEIR SALTS, IN PARTICULAR N-METHYLGLUCAMINIC SALTS

Country Status (21)

Country Link
JP (1) JPS52131594A (en)
AU (1) AU513015B2 (en)
BE (1) BE853893A (en)
BR (1) BR7702505A (en)
CA (1) CA1072088A (en)
CH (1) CH631995A5 (en)
CS (1) CS193092B2 (en)
DD (1) DD129331A5 (en)
DE (1) DE2717811C2 (en)
DK (1) DK178077A (en)
ES (1) ES458093A1 (en)
FR (1) FR2361418A1 (en)
GB (1) GB1582378A (en)
HU (1) HU177885B (en)
IN (1) IN144113B (en)
IT (1) IT1080375B (en)
NL (1) NL7704395A (en)
PL (1) PL100966B1 (en)
RO (1) RO71938A (en)
SE (1) SE7704604L (en)
YU (1) YU96677A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL122086B1 (en) * 1979-04-09 1982-06-30 Politechnika Gdanska Process for preparing amides of antibiotics from the group of polyene macrolides and their derivativesvykh makrolidov i ikh proizvodnykh
GB2122892B (en) * 1982-07-02 1986-01-29 Squibb & Sons Inc Nystantin pastille formulation
US9447136B2 (en) 2012-03-09 2016-09-20 Blirt S.A. Semisynthetic derivatives of Nystatin A1
BR112014031060A2 (en) 2012-06-15 2017-06-27 Blirt S A compound of formula 1a; pharmaceutical composition; use of the compound; method for treating fungal infection in a patient; plant protection product; method for treating fungal infection in a plant; antifungal building treatment product; method for treating a building; and compound for use

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI60877C (en) * 1971-08-13 1982-04-13 Politechnika Gdanska PROTECTION OF THERAPEUTIC ACTIVITIES OF THERAPEUTIC ACTIVITIES WITH A DISPENSABLE POLYENMACROLIDANTIBIOTICS-N-GLYCOSYL DERIVATIVES
DE2417993C2 (en) * 1974-04-11 1982-07-01 Leningradskij naučno-issledovatel'skij institut antibiotikov, Leningrad Polyene macrolide antibiotic complexes, processes for their preparation and pharmaceuticals containing these compounds

Also Published As

Publication number Publication date
CH631995A5 (en) 1982-09-15
BR7702505A (en) 1978-03-21
DD129331A5 (en) 1978-01-11
ES458093A1 (en) 1978-03-16
PL100966B1 (en) 1978-11-30
JPS5721278B2 (en) 1982-05-06
YU96677A (en) 1982-06-30
HU177885B (en) 1982-01-28
IN144113B (en) 1978-03-25
AU2441877A (en) 1978-10-26
RO71938A (en) 1981-11-04
NL7704395A (en) 1977-10-25
DE2717811A1 (en) 1977-10-27
JPS52131594A (en) 1977-11-04
BE853893A (en) 1977-08-16
GB1582378A (en) 1981-01-07
DK178077A (en) 1977-10-23
CS193092B2 (en) 1979-09-17
DE2717811C2 (en) 1983-10-20
CA1072088A (en) 1980-02-19
SE7704604L (en) 1977-10-23
FR2361418B1 (en) 1980-04-18
AU513015B2 (en) 1980-11-06
IT1080375B (en) 1985-05-16

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