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DE19957043A1 - New defensins - Google Patents

New defensins

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Publication number
DE19957043A1
DE19957043A1 DE1999157043 DE19957043A DE19957043A1 DE 19957043 A1 DE19957043 A1 DE 19957043A1 DE 1999157043 DE1999157043 DE 1999157043 DE 19957043 A DE19957043 A DE 19957043A DE 19957043 A1 DE19957043 A1 DE 19957043A1
Authority
DE
Germany
Prior art keywords
defensins
defensin
carboxyl group
infections
cys
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.)
Withdrawn
Application number
DE1999157043
Other languages
German (de)
Inventor
Wolf-Georg Forssmann
Knut Adermann
Enno Kluever
Jose Ramon Conejo
Michael Nehls
Sigrid Wattler
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to DE1999157043 priority Critical patent/DE19957043A1/en
Priority to AU23593/01A priority patent/AU2359301A/en
Priority to PCT/EP2000/011770 priority patent/WO2001038349A2/en
Publication of DE19957043A1 publication Critical patent/DE19957043A1/en
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/46Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C07K14/47Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
    • C07K14/4701Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals not used
    • C07K14/4723Cationic antimicrobial peptides, e.g. defensins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides

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

Abstract

The invention relates to beta-defensins of the formula Z<1>-RCIGLXHKIGTC-Z<2>, wherein< > X = F or R and Z<1> and Z<2> are equal to each other or different from one another, Z<1> represents a substituted or unsubstituted amino acid residue, having at least one additional cysteine, Z<2> represents either a peptide residue of up to 20 amino acids, having at least two immediately adjacent cysteines or a carboxyl group or derivatized carboxyl group. The novel defensins can be used as antibiotic medicaments.

Description

Gegenstand der vorliegenden Erfindung sind neue β-Defensine gemäß Anspruch 1, Arzneimittel enthaltend die erfindungsgemäßen β-Defensine sowie Verwendungen der erfindungsgemäßen β-Defensine.The present invention relates to new β-defensins according to Claim 1, medicament containing the β-defensins according to the invention and uses of the β-defensins according to the invention.

Defensine sind Polypeptide mit antibiotischer Wirkung. Aufgrund der zunehmenden Antibiotikaresistenz insbesondere von pathogenen Mikro­ organismen ist es dringend erforderlich, das Arsenal der antibiotisch wirksamen Substanzen zu ergänzen, um diese Mikroorganismen erfolg­ reich zu bekämpfen. Defensine werden in Säugern in verschiedenen Geweben und Organen exprimiert.Defensins are polypeptides with an antibiotic effect. Due to the increasing antibiotic resistance especially of pathogenic micro Organisms urgently need the arsenal of antibiotic effective substances to supplement to make these microorganisms successful fight rich. Defensins are found in various mammals Tissues and organs expressed.

Das der Erfindung zu Grunde liegende technische Problem bestand darin weitere wirksame Defensine zur Verfügung zu stellen, die unter ande­ rem als Arzneimittel eingesetzt werden können.The technical problem underlying the invention was to provide further effective defensins, which among others rem can be used as a drug.

Erfindungsgemäß gelöst wird das angesprochene technische Problem durch
β-Defensine der Formel
According to the invention, the technical problem addressed is solved by
β-defensins of the formula

Z1-RCIGLXHKIGTC-Z2
Z 1 -RCIGLXHKIGTC-Z 2

wobei
X = F oder R ist und
Z1 gleich Z2 oder verschieden sind,
Z1 einen substituierten oder unsubstituierten Aminorest mit mindes­ tens einem weiteren Cys bedeutet,
Z2 ein Peptidrest von bis zu 20 Aminosäuren ist und mindestens zwei weitere unmittelbar benachbarte Cys oder eine Carboxylgruppe oder eine derivatisierte Carboxylgruppe bedeutet.
in which
X = F or R and
Z 1 are the same as Z 2 or are different,
Z 1 represents a substituted or unsubstituted amino radical with at least one further Cys,
Z 2 is a peptide residue of up to 20 amino acids and means at least two further immediately adjacent Cys or a carboxyl group or a derivatized carboxyl group.

In einer bevorzugten Ausführungsformen des erfindungsgemäßen β- Defensins bedeutet Z1 QDINSKRACYREGGECLQ und/oder QKINEPVSCIRNGGICQY und Z2 CNFRKCCKFQIPEKKTKIL und/oder GSPFKCCK.In a preferred embodiment of the β-defensin according to the invention, Z 1 means QDINSKRACYREGGECLQ and / or QKINEPVSCIRNGGICQY and Z 2 CNFRKCCKFQIPEKKTKIL and / or GSPFKCCK.

Fig. 1a zeigt einige Aminosäuresequenzen von bekannten humanen und murinen β-Defensinen. Die erfindungsgemäß besonders bevorzugten β- Defensine sind mBD5 (Seq ID. No 1) und mBD6 (Seq ID. No 2). Die anderen Sequenzen mBD1 bis mBD4 stammen aus der Maus und sind an sich bekannt, ebenso wie die Sequenzen hBD1 und hBD2. Letztere stammen aus dem Menschen. Figure 1a shows some amino acid sequences from known human and murine β-defensins. The β-defensins which are particularly preferred according to the invention are mBD5 (Seq ID. No 1) and mBD6 (Seq ID. No 2). The other sequences mBD1 to mBD4 originate from the mouse and are known per se, as are the sequences hBD1 and hBD2. The latter come from humans.

Fig. 1b zeigt die erfindungsgemäßen β-Defensine mBD5 (Seq ID. No 1) und mBD6 (Seq ID. No 2). FIG. 1b shows the inventive β-defensins mBD5 (Seq ID. No 1) and mBD6 (Seq ID. No 2).

Fig. 2 zeigt ein Expressionsmuster des erfindungsgemäßen β-Defensins mBD5 in verschiedenen Geweben oder Organen der Maus. Die Ordinate ist in relativen Expressionseinheiten angegeben. Fig. 2 shows a pattern of expression of the inventive β-defensin mBD5 in various tissues or organs of the mouse. The ordinate is given in relative expression units.

Fig. 3 zeigt ein Expressionmuster des erfindungsgemäßen β-Defensins mBD6 in verschiedenen Geweben oder Organen der Maus: Die Ordinate ist in relativen Expressionseinheiten angegeben. Fig. 3 shows the inventive β-defensin mBD6 in different tissues or organs of the mouse, an expression pattern: The ordinate is indicated in relative expression units.

Fig. 4 zeigt in Tabellenform die minimale Hemmkonzentration (MIC mi­ nimum inhibitory concentration) der erfindungsgemäßen β-Defensine gegenüber verschiedenen Mikroorganismen. Die Werte sind in µg/mL angegeben. Fig. 4, the minimum inhibitory concentration (MIC mi nimum inhibitory concentration) are presented in tabular form of the β-defensins of the invention against various microorganisms. The values are given in µg / mL.

Fig. 5 zeigt eine Dosis-Wirkungskurve der erfindungsgemäßen β- Defensine. Die Ordinate der oberen Kurve zeigt als Angabe den cfu-Wert (colony forming units), die Abszisse die steigende Konzentration des β- Defensins mBD5 sowie die daraus abgeleitete Ermittlung des IC50 Wert (inhibitory concentration) für mBD5 gegen E. coli. Die untere Kurve zeigt dies entsprechend für mBD6. Fig. 5 is a dose response curve showing the β- defensins of the invention. The ordinate of the upper curve shows the cfu value (colony forming units), the abscissa the increasing concentration of the β-defensin mBD5 and the derived determination of the IC 50 value (inhibitory concentration) for mBD5 against E. coli. The lower curve shows this accordingly for mBD6.

Fig. 6 zeigt die Regulierung des erfindungsgemäßen β-Defensins mBD5 in NIH-3T3 Zellen. Die Ordinate zeigt relative Expressionseinheiten. Fig. 6 shows the regulation of the inventive β-defensin mBD5 in NIH-3T3 cells. The ordinate shows relative expression units.

Die erfindungsgemäßen Arzneimittel enthalten als wirksamen Bestand­ teil mindestens ein erfindungsgemäßes β-Defensin. Dem Fachmann sind die gegebenenfalls zur Formulierung der β-Defensine als Arzneimittel einsetzbaren Hilfs- und Trägerstoffe geläufig. Die β-Defensine können in Mengen eingesetzt werden, die durch ihre therapeutische Breite defi­ niert sind. Typischerweise werden sie in Mengen von 1 µg bis 100 mg eingesetzt.The medicaments according to the invention contain as an effective stock partly at least one β-defensin according to the invention. The specialist are which may be used to formulate the β-defensins as drugs usable auxiliaries and carriers. The β-defensins can be found in Amounts are used that defi due to their therapeutic range are nated. They are typically used in amounts of 1 µg to 100 mg used.

Die Formulierungen der erfindungsgemäßen β-Defensine als Lösung für intravenöse, intramusculare, subkutane und topische Applikation sind bevorzugt.The formulations of the β-defensins according to the invention as a solution for intravenous, intramuscular, subcutaneous and topical application prefers.

Die erfindungsgemäßen β-Defensine sind zur Behandlung von Infektio­ nen geeignet. Insbesondere können die erfindungsgemäßen als antibio­ tisch wirksame Substanz eingesetzt werden. Das antibiotische Spektrum der erfindungsgemäßen β-Defensirie ist weit und reicht zum Beispiel zur Behandlung von Infektionen durch multiresistente Erreger, wie Strepto­ kokkus, Bacillus, Pseudomonas, Escherichia, Staphylokokkus und Candi­ da.The β-defensins according to the invention are for the treatment of infection suitable. In particular, the antibiotics according to the invention table active substance can be used. The antibiotic spectrum the β-defensie according to the invention is wide and, for example, sufficient for Treatment of infections caused by multi-resistant pathogens, such as strepto coccus, Bacillus, Pseudomonas, Escherichia, Staphylococcus and Candi there.

Claims (6)

1. β-Defensine der Formel
Z1-RCIGLXHKIGTC-Z2
wobei
X = F oder R ist und
Z1 gleich Z2 oder verschieden sind,
Z1 einen substituierten oder unsubstituierten Aminorest mit mindes­ tens einem weiteren Cys bedeutet,
Z2 ein Peptidrest von bis zu 20 Aminosäuren ist, und mindestens zwei weitere unmittelbar benachbarte Cys oder eine Carboxylgruppe oder derivatisierte Carboxylgruppe bedeutet.
1. β-defensins of the formula
Z 1 -RCIGLXHKIGTC-Z 2
in which
X = F or R and
Z 1 are the same as Z 2 or are different,
Z 1 represents a substituted or unsubstituted amino radical with at least one further Cys,
Z 2 is a peptide residue of up to 20 amino acids, and means at least two further immediately adjacent Cys or a carboxyl group or derivatized carboxyl group.
2. β-Defensin gemäß Anspruch 1, wobei
Z1 = QDINSKRACYREGGECLQ und/oder QKINEPVSCIRNGGICQY und
Z2 = CNFRKCCKFQIPEKKTKIL und/oder GSPFKCCK ist.
2. β-defensin according to claim 1, wherein
Z 1 = QDINSKRACYREGGECLQ and / or QKINEPVSCIRNGGICQY and
Z 2 = CNFRKCCKFQIPEKKTKIL and / or GSPFKCCK.
3. Arzneimittel enthaltend als wirksamen Bestandteil ein β-Defensin gemäß Anspruch 1 und/oder 2.3. Medicament containing a β-defensin as an active ingredient according to claim 1 and / or 2. 4. Verwendung eines β-Defensins nach Anspruch 1 und/oder 2 zur Be­ handlung von Infektionen. 4. Use of a β-defensin according to claim 1 and / or 2 for loading act of infections.   5. Verwendung eines β-Defensins nach Anspruch 1 und/oder 2 als anti­ biotisch wirksame Substanz.5. Use of a β-defensin according to claim 1 and / or 2 as anti biotically active substance. 6. Verwendung eines β-Defensins nach Anspruch 1 und/oder 2 zur Be­ handlung von Infektionen, insbesondere durch multiresistente Erre­ ger, wie Streptokokkus, Bacillus, Pseudomonas, Escherichia, Staphylokokkus und Candida.6. Use of a β-defensin according to claim 1 and / or 2 for loading treatment of infections, in particular through multi-resistant pathogens ger, such as streptococcus, bacillus, pseudomonas, escherichia, Staphylococcus and Candida.
DE1999157043 1999-11-26 1999-11-26 New defensins Withdrawn DE19957043A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
DE1999157043 DE19957043A1 (en) 1999-11-26 1999-11-26 New defensins
AU23593/01A AU2359301A (en) 1999-11-26 2000-11-25 Novel ss-defensins
PCT/EP2000/011770 WO2001038349A2 (en) 1999-11-26 2000-11-25 NOVEL ss-DEFENSINS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE1999157043 DE19957043A1 (en) 1999-11-26 1999-11-26 New defensins

Publications (1)

Publication Number Publication Date
DE19957043A1 true DE19957043A1 (en) 2001-06-07

Family

ID=7930487

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1999157043 Withdrawn DE19957043A1 (en) 1999-11-26 1999-11-26 New defensins

Country Status (3)

Country Link
AU (1) AU2359301A (en)
DE (1) DE19957043A1 (en)
WO (1) WO2001038349A2 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2002327026A1 (en) * 2001-09-21 2003-04-01 University Of Iowa Research Foundation Human and mouse beta-defensins, antimicrobial peptides
WO2004055041A2 (en) * 2002-12-13 2004-07-01 Case Western Reserve University Defensin-inducing peptides from fusobacterium
US7442375B2 (en) 2002-12-13 2008-10-28 Case Western Reserve University Compositions of beta-defensin inducing agents
AU2003301012A1 (en) * 2002-12-13 2004-07-09 Case Western Reserve University Use of beta-defensins for treating hiv infections
DE102005014687A1 (en) * 2005-03-29 2006-10-12 Henkel Kgaa Composition containing β-defensin 2
MX2011000568A (en) 2008-07-18 2011-02-23 Novozymes Adenium Biotech As Treatment of inflammatory bowel diseases with mammal beta defensins.
US9217021B2 (en) 2011-07-08 2015-12-22 Defensin Therapeutics Aps Oral treatment of inflammatory bowel disease

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1012285B1 (en) * 1997-09-10 2005-08-03 ZymoGenetics, Inc. Beta-defensins

Also Published As

Publication number Publication date
WO2001038349A2 (en) 2001-05-31
WO2001038349A3 (en) 2002-05-10
AU2359301A (en) 2001-06-04

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