CA1249700A - Compounds of the muramyl-peptide type and medicaments containing them - Google Patents

Compounds of the muramyl-peptide type and medicaments containing them

Info

Publication number
CA1249700A
CA1249700A CA000329122A CA329122A CA1249700A CA 1249700 A CA1249700 A CA 1249700A CA 000329122 A CA000329122 A CA 000329122A CA 329122 A CA329122 A CA 329122A CA 1249700 A CA1249700 A CA 1249700A
Authority
CA
Canada
Prior art keywords
residue
compound
alanyl
alkyl
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.)
Expired
Application number
CA000329122A
Other languages
English (en)
French (fr)
Inventor
Pierre Lefrancier
Monique Parant
Edgar Lederer
Louis Chedid
Francoise Audibert
Jean Choay
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.)
Bpifrance Financement SA
Original Assignee
Agence National de Valorisation de la Recherche ANVAR
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 Agence National de Valorisation de la Recherche ANVAR filed Critical Agence National de Valorisation de la Recherche ANVAR
Application granted granted Critical
Publication of CA1249700A publication Critical patent/CA1249700A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
    • C07K9/005—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure containing within the molecule the substructure with m, n > 0 and m+n > 0, A, B, D, E being heteroatoms; X being a bond or a chain, e.g. muramylpeptides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant
    • A61K9/1271—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers
    • A61K9/1272—Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers comprising non-phosphatidyl surfactants as bilayer-forming substances, e.g. cationic lipids or non-phosphatidyl liposomes coated or grafted with polymers
    • 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
    • A61P33/00—Antiparasitic agents
    • 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
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
    • A61K2039/55511—Organic adjuvants
    • A61K2039/5555—Muramyl dipeptides

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Immunology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biophysics (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Mycology (AREA)
  • Engineering & Computer Science (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • Dispersion Chemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Oncology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Communicable Diseases (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
CA000329122A 1978-06-05 1979-06-05 Compounds of the muramyl-peptide type and medicaments containing them Expired CA1249700A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7816793 1978-06-05
FR7816793A FR2428051A1 (fr) 1978-06-05 1978-06-05 Nouveaux composes du type muramyl-peptide et medicaments les contenant

Publications (1)

Publication Number Publication Date
CA1249700A true CA1249700A (en) 1989-01-31

Family

ID=9209095

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000329122A Expired CA1249700A (en) 1978-06-05 1979-06-05 Compounds of the muramyl-peptide type and medicaments containing them

Country Status (21)

Country Link
US (1) US4693998A (Direct)
EP (1) EP0006068B1 (Direct)
JP (1) JPS55392A (Direct)
AR (1) AR228240A1 (Direct)
AT (1) ATE4719T1 (Direct)
AU (1) AU536516B2 (Direct)
CA (1) CA1249700A (Direct)
CS (1) CS221505B2 (Direct)
DD (1) DD145274A5 (Direct)
DE (1) DE2966178D1 (Direct)
DK (1) DK150147C (Direct)
EG (1) EG14154A (Direct)
ES (1) ES481785A1 (Direct)
FR (1) FR2428051A1 (Direct)
HU (1) HU184041B (Direct)
IL (1) IL57476A (Direct)
MA (1) MA18474A1 (Direct)
OA (1) OA06274A (Direct)
PL (1) PL123483B1 (Direct)
PT (1) PT69725A (Direct)
SU (2) SU1326197A3 (Direct)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4368190A (en) * 1980-04-17 1983-01-11 Merck & Co., Inc. Immunologically active dipeptidyl 4-O-,6-O-acyl-2-amino-2-deoxy-D-glucose derivatives and methods for their preparation
JPS5784223A (en) * 1980-11-13 1982-05-26 Nissan Motor Co Ltd Vibration absorber of vehicle
FR2529463B1 (fr) * 1982-07-05 1986-01-10 Centre Nat Rech Scient Procede et dispositif pour l'encapsulation dans les erythrocytes d'au moins une substance a activite biologique, notamment des effecteurs allosteriques de l'hemoglobine et erythrocytes ainsi obtenus
DE3367596D1 (en) * 1982-07-23 1987-01-02 Ciba Geigy Ag Muramyl peptides and method for their preparation
US5134230A (en) * 1988-03-02 1992-07-28 Daiichi Pharmaceutical Co., Ltd. 2-Deoxy-2-aminoglucopyranoside derivatives
WO1990014837A1 (en) * 1989-05-25 1990-12-13 Chiron Corporation Adjuvant formulation comprising a submicron oil droplet emulsion
US6649746B1 (en) 1999-05-07 2003-11-18 University Of Virginia Patent Foundation Biological production of stable glutamine, poly-glutamine derivatives in transgenic organisms and their use for therapeutic purposes
CN109406709B (zh) * 2018-12-27 2020-11-10 福建省中医药研究院(福建省青草药开发服务中心) 一种太子参药材中氨基酸类成分的薄层鉴别方法
PL4126040T3 (pl) * 2020-03-26 2025-04-28 Nutrivert Inc. Lipofilowe enancjomery deacetyloglukozamino–muramylodipeptydu o aktywności przeciwzapalnej i wspomagającej wzrost

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2292486A1 (fr) * 1974-07-01 1976-06-25 Anvar Adjuvants immunologiques solubles dans l'eau, notamment pour vaccins, obtenus a partir de microbacteries et autres micro-organismes
CH613709A5 (en) * 1975-12-10 1979-10-15 Ciba Geigy Ag Process for the preparation of glucosamine derivatives
FR2369292A1 (fr) * 1976-11-02 1978-05-26 Anvar Agents adjuvants immunit
GB1573126A (en) * 1976-03-10 1980-08-13 Anvar Immunising and anti-infectious adjuvant agents comprising peptide derivatives of muramic acid
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
FR2355505A1 (fr) * 1976-06-24 1978-01-20 Anvar Nouvel agent adjuvant immunitaire
FR2358159A1 (fr) * 1976-07-16 1978-02-10 Anvar Le diamide de l'acide 2-(2-acetamido-2-deoxy-3 - o-d-glucopyranosyl) - d-propionyl-l-alanyl-d-glutamique et medicaments le contenant
FR2368282A1 (fr) * 1976-10-22 1978-05-19 Anvar Adjuvant immunologique constitue par le p-amino-phenyl de n-acetyl-muramyl-l-alanyl-d-isoglutamine
CA1138436A (en) * 1978-02-24 1982-12-28 Gerhard Baschang Process for the manufacture of novel antigens

Also Published As

Publication number Publication date
FR2428051A1 (fr) 1980-01-04
DD145274A5 (de) 1980-12-03
HU184041B (en) 1984-06-28
MA18474A1 (fr) 1979-12-31
AU536516B2 (en) 1984-05-10
DE2966178D1 (en) 1983-10-27
EP0006068A2 (fr) 1979-12-12
IL57476A (en) 1984-06-29
OA06274A (fr) 1981-06-30
EP0006068A3 (en) 1980-01-09
FR2428051B1 (Direct) 1981-12-04
US4693998A (en) 1987-09-15
EP0006068B1 (fr) 1983-09-21
DK150147C (da) 1988-01-18
SU1346046A3 (ru) 1987-10-15
JPS55392A (en) 1980-01-05
AR228240A1 (es) 1983-02-15
DK229479A (da) 1979-12-06
ATE4719T1 (de) 1983-10-15
SU1326197A3 (ru) 1987-07-23
ES481785A1 (es) 1980-02-16
PL216102A1 (Direct) 1980-03-24
IL57476A0 (en) 1979-10-31
DK150147B (da) 1986-12-15
EG14154A (en) 1983-09-30
CS221505B2 (en) 1983-04-29
JPH0233720B2 (Direct) 1990-07-30
PL123483B1 (en) 1982-10-30
AU4775679A (en) 1979-12-13
PT69725A (fr) 1979-07-01

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Legal Events

Date Code Title Description
MKEX Expiry