WO1987003485A1 - Composition pour le traitement de la diarrhee - Google Patents

Composition pour le traitement de la diarrhee Download PDF

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Publication number
WO1987003485A1
WO1987003485A1 PCT/NL1986/000041 NL8600041W WO8703485A1 WO 1987003485 A1 WO1987003485 A1 WO 1987003485A1 NL 8600041 W NL8600041 W NL 8600041W WO 8703485 A1 WO8703485 A1 WO 8703485A1
Authority
WO
WIPO (PCT)
Prior art keywords
substances
composition according
adhesine
diarrhoea
combatting
Prior art date
Application number
PCT/NL1986/000041
Other languages
English (en)
Inventor
Frits Karel De Graaf
Antonius Arnoldus Christiaan Jacobs
Original Assignee
Vereniging Voor Christelijk Wetenschappelijk Onder
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 Vereniging Voor Christelijk Wetenschappelijk Onder filed Critical Vereniging Voor Christelijk Wetenschappelijk Onder
Publication of WO1987003485A1 publication Critical patent/WO1987003485A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
    • C07K14/24—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Enterobacteriaceae (F), e.g. Citrobacter, Serratia, Proteus, Providencia, Morganella, Yersinia
    • C07K14/245—Escherichia (G)
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser

Definitions

  • compositions for combatting diarrhoea Compositions for combatting diarrhoea
  • V. cholearae ⁇ .coli appears to be the main procreator. No reliable figures are known with respect to slaughter cattle but the loss will certainly run into a year.
  • Enterotoxic E.coii stems distinguish themselves from commensal non-patho ⁇ eneous stems in that they comprise two important virulence factors, to wit: the production of enterotoxins and the presence of adhesion antigens.
  • the adhesion antigens of ⁇ .coli consist of electron microscopically visible thread-like appendixes on the bacterium surface indicated as fi briae or pili. Said fimbriae appear to be consisting of hundreds of identical protein sub-units having a molecular weight in the order of magnitude of 25,000. Through the fimbriae the bacterium appears to be capable of colonizing .the intestinalepitheliumand of proliferating the intestine in this way. As soon as the colonisation is effected the produced and excreted enterotoxin causes the development of diarrhoea.
  • K88 One of the adhesion antigens in enterotoxic E.coli- stems from piglets is indicated as K88.
  • Three variants of the K88 adhesine are known which can properly be immunologically distinguished.
  • the primary structure of the subunit,of which the adhesine is composed, of each of said variants has been completely elucidated by us.
  • conserved areas identical amino acid sequences in the subunit variants
  • variable amino acid sequences appear to be present on certain sites in which the three variants distinguish themselves from - . -
  • each variant fragment can be isolated which can block the binding of the adhesine carrying bacteria to erythrocytes (haemagglutination reaction) or to intestinal epithelial cells in low concentrations. Said fragments originate from the conserved parts of the subunit variants. Analysis of three isolated fragments showed that there is question here of the following tripeptides: serine-leucine-phenylalanine, isoleucine-alanine-phenylalanine and alanine-isoleucine- phenylalanine. Said peptides are resistant to decomposition by proteolytic enzymes from the gastro-intestinai tract.
  • amino acid sequences are present on certain sites which show a strong affinity for the adhesine receptors. Said amino acid sequences, therefore, possibly form an essential part of the natural receptor binding site.
  • the possibly occurring absorption of said substances by the intestinal epithelium can be prevented by coupling said substances to inert macromolecular carriers.
  • compositions according to the invention can also be used with adults to combat diarrhoea caused by enterotoxic E.coli-stems.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)

Abstract

Une composition thérapeutique pour le traitement et la prévention de la diarrhée comprend une ou plusieurs substances qui arrêtent les récepteurs d'adhésine présents sur l'épithélium intestinal. Lesdites substances sont de préférence des peptides, en particulier de Ser-Leu-Phe, de Ile-Ala-Phe et/ou de Ala-Ile-Phe.
PCT/NL1986/000041 1985-12-11 1986-12-09 Composition pour le traitement de la diarrhee WO1987003485A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL8503413A NL8503413A (nl) 1985-12-11 1985-12-11 Preparaten ter bestrijding van diarrhee.
NL8503413 1985-12-11

Publications (1)

Publication Number Publication Date
WO1987003485A1 true WO1987003485A1 (fr) 1987-06-18

Family

ID=19847002

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/NL1986/000041 WO1987003485A1 (fr) 1985-12-11 1986-12-09 Composition pour le traitement de la diarrhee

Country Status (4)

Country Link
EP (1) EP0248838A1 (fr)
JP (1) JPS63501950A (fr)
NL (1) NL8503413A (fr)
WO (1) WO1987003485A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992016551A1 (fr) * 1991-03-25 1992-10-01 Carlbiotech Ltd. A/S Composes peptidiques a petite chaine utiles pour le traitement du glaucome

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6818585B2 (en) * 1998-12-30 2004-11-16 Univation Technologies, Llc Catalyst compounds, catalyst systems thereof and their use in a polymerization process

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1595021A (en) * 1977-01-07 1981-08-05 Ciba Geigy Ag Process for the production of antidiarrheal agents

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU921712A1 (ru) * 1979-12-10 1982-04-23 Ереванский политехнический институт им.К.Маркса Станок дл обработки шатунных шеек коленчатых валов
DE3213740A1 (de) * 1982-04-14 1983-12-15 Oerlikon-Boehringer GmbH, 7320 Göppingen Wirbelgeraet
JPS591101A (ja) * 1982-05-24 1984-01-06 Komatsu Ltd クランクシヤフトミラ−

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1595021A (en) * 1977-01-07 1981-08-05 Ciba Geigy Ag Process for the production of antidiarrheal agents

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992016551A1 (fr) * 1991-03-25 1992-10-01 Carlbiotech Ltd. A/S Composes peptidiques a petite chaine utiles pour le traitement du glaucome
US5464821A (en) * 1991-03-25 1995-11-07 Carlbiotech, Ltd. Small peptidic compounds useful for the treatment of glaucoma

Also Published As

Publication number Publication date
NL8503413A (nl) 1987-07-01
JPS63501950A (ja) 1988-08-04
EP0248838A1 (fr) 1987-12-16

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