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WO1995019777A3 - Use of diesters of muramyl peptides in oral form as immunostimulating agents - Google Patents

Use of diesters of muramyl peptides in oral form as immunostimulating agents Download PDF

Info

Publication number
WO1995019777A3
WO1995019777A3 PCT/FR1995/000077 FR9500077W WO9519777A3 WO 1995019777 A3 WO1995019777 A3 WO 1995019777A3 FR 9500077 W FR9500077 W FR 9500077W WO 9519777 A3 WO9519777 A3 WO 9519777A3
Authority
WO
WIPO (PCT)
Prior art keywords
diesters
oral form
muramyl peptides
immunostimulating agents
carbon atoms
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.)
Ceased
Application number
PCT/FR1995/000077
Other languages
French (fr)
Other versions
WO1995019777A2 (en
Inventor
Louis Chedid
Francoise Audibert
Pierre Lefrancier
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.)
Vacsyn SA
Original Assignee
Vacsyn 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 Vacsyn SA filed Critical Vacsyn SA
Priority to JP7519390A priority Critical patent/JPH09509409A/en
Priority to AU15809/95A priority patent/AU1580995A/en
Priority to EP95907694A priority patent/EP0741573A1/en
Publication of WO1995019777A2 publication Critical patent/WO1995019777A2/en
Publication of WO1995019777A3 publication Critical patent/WO1995019777A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7004—Monosaccharides having only carbon, hydrogen and oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/14—Peptides containing saccharide radicals; Derivatives thereof, e.g. bleomycin, phleomycin, muramylpeptides or vancomycin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Immunology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicinal Preparation (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The invention relates to an externally active immunostimulating pharmaceutical composition characterized in that it contains a diester having the general formula (I) wherein R is CH3, X is L-Ala or L-Thr, R1 is a hydrocarbonaceous group having from 1 to 4 carbon atoms, R2 is a hydrocarbonaceous group having 1 or 2 carbon atoms, in an externally administered formulation compatible with an administration of active principle comprised between 0.1 mg and 5 mg par kg of weight to human beings or animals.
PCT/FR1995/000077 1994-01-25 1995-01-24 Use of diesters of muramyl peptides in oral form as immunostimulating agents Ceased WO1995019777A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP7519390A JPH09509409A (en) 1994-01-25 1995-01-24 Oral muramyl peptide diester
AU15809/95A AU1580995A (en) 1994-01-25 1995-01-24 Use of diesters of muramyl peptides in oral form as immunostimulating agents
EP95907694A EP0741573A1 (en) 1994-01-25 1995-01-24 Use of diesters of muramyl peptides in oral form as immunostimulating agents

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9400786A FR2715305B1 (en) 1994-01-25 1994-01-25 Diesters of muramyl peptides in an oral form.
FR94/00786 1994-01-25

Publications (2)

Publication Number Publication Date
WO1995019777A2 WO1995019777A2 (en) 1995-07-27
WO1995019777A3 true WO1995019777A3 (en) 1996-03-07

Family

ID=9459376

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR1995/000077 Ceased WO1995019777A2 (en) 1994-01-25 1995-01-24 Use of diesters of muramyl peptides in oral form as immunostimulating agents

Country Status (6)

Country Link
EP (1) EP0741573A1 (en)
JP (1) JPH09509409A (en)
AU (1) AU1580995A (en)
CA (1) CA2181899A1 (en)
FR (1) FR2715305B1 (en)
WO (1) WO1995019777A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2730935A1 (en) * 1994-12-21 1996-08-30 Vacsyn Sa VACCINE WITH INCREASED IMMUNOGENICITY
FR2730936B1 (en) * 1994-12-21 1997-10-31 Vacsyn Sa VACCINE WITH INCREASED IMMUNOGENICITY
FR2732604B1 (en) * 1995-04-07 1997-06-06 Vacsyn Sa DERIVATIVES AND CONJUGATES OF MDP HAVING STIMULATORY ACTIVITY OF HEMATOPOIETIC FUNCTION AND COMPOSITIONS CONTAINING THEM

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4153684A (en) * 1976-03-10 1979-05-08 Agence Nationale De Valorisation De La Recherche (Anvar) Immunizing and anti-infectious adjuvant agents constituted by N-acetyl-muramyl-L-alanyl-D-glutamic acid derivatives
EP0026746A1 (en) * 1979-10-02 1981-04-08 Ciba-Geigy Ag Combinatory compositions for use in a method for enhancing the activity of antibiotics, antibiotic preparations having enhanced activity and process for their production
FR2672495A1 (en) * 1991-02-08 1992-08-14 Vacsyn France Sa Immunomodulatory compositions based on products containing at least one phosphated or sulphated group and a gel of an aluminium compound

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4153684A (en) * 1976-03-10 1979-05-08 Agence Nationale De Valorisation De La Recherche (Anvar) Immunizing and anti-infectious adjuvant agents constituted by N-acetyl-muramyl-L-alanyl-D-glutamic acid derivatives
EP0026746A1 (en) * 1979-10-02 1981-04-08 Ciba-Geigy Ag Combinatory compositions for use in a method for enhancing the activity of antibiotics, antibiotic preparations having enhanced activity and process for their production
FR2672495A1 (en) * 1991-02-08 1992-08-14 Vacsyn France Sa Immunomodulatory compositions based on products containing at least one phosphated or sulphated group and a gel of an aluminium compound

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
BREHMER, W. ET AL: "NONSPECIFIC IMMUNOSTIMULATION AGAINST AEROGENIC INFECTION OF TUBERCULOSIS AND INFLUENZA IN MICE BY SYNTHETIC MURAMYL DIPEPTIDE AND TREHALOSE DIMYCOLATE", INT. CON. SER.-EXCERPTA MED. (IMMUNOMODULATION MICROB. PROD. RELAT. SYNTH. COMPD.), vol. 563, pages 233 - 236 *
CHEDID, L. ET AL: "ENHANCEMENT OF NON-SPECIFIC IMMUNITY TO KLEBSIELLA PNEUMONIAE INFECTION BY A SYNTHETIC IMMUNOADJUVANT (N-ACETYLMURAMYL-L-ALANYL-D-ISOGLUTAMINE) AND SEVERAL ANALOGS", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCE USA, vol. 74, no. 5, pages 2089 - 2093 *
DENIS, M.: "IN VIVO MODULATION OF ATYPICAL MYCOBACTERIAL INFECTION: ADJUVANT THERAPY INCREASES RESISTANCE TO MYCOBACTERIUM AVIUM BY ENHANCING MACROPHAGE EFFECTOR FUNCTIONS", CELLULAR IMMUNOLOGY, vol. 134, no. 1, pages 42 - 53 *
JOHNSTON D. ET AL: "Effect of the adjuvant SAF-M on the immunogenicity of a murine B16 melanoma vaccine", VACCINE RES., 1993, 2/1 (55-64), USA *
MASIHI, K.N. ET AL: "EFFECT OF MURAMYL PEPTIDES ON REPLICATION OF HUMAN IMMUNODEFICIENCY VIRUS IN COMBINATION WITH ANTIRETROVIRALS", IXTH INTERNARIONAL CONFERENCE ON AIDS AND THE VITH INTERNATIONAL STD CONGRESS, BERLIN, pages 494 *
MASIHI, K.N. ET AL: "PROTECTIVE EFFECT OF MURAMYL DIPEPTIDE ANALOGS IN COMBINATION WITH TREHALOSE DIMYCOLATE AGAINST AEROGENIC INFLUENZA VIRUS AND MYCOBACTERIUM TUBERCULOSIS", JOURNAL OF BIOLOGICAL RESPONSE MODIFIERS, vol. 3, no. 6, pages 663 - 671 *
OHKAWA S. ET AL: "Immune responses induced by prototype vaccines for AIDS in rhesus monkeys", AIDS RES. HUM. RETROVIRUSES, 1994, 10/1 (27-38), USA *

Also Published As

Publication number Publication date
FR2715305B1 (en) 1996-03-15
AU1580995A (en) 1995-08-08
FR2715305A1 (en) 1995-07-28
JPH09509409A (en) 1997-09-22
WO1995019777A2 (en) 1995-07-27
EP0741573A1 (en) 1996-11-13
CA2181899A1 (en) 1995-07-27

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