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WO1999067286A3 - Novel staphylococcus peptides for bacterial interference - Google Patents

Novel staphylococcus peptides for bacterial interference Download PDF

Info

Publication number
WO1999067286A3
WO1999067286A3 PCT/US1999/014562 US9914562W WO9967286A3 WO 1999067286 A3 WO1999067286 A3 WO 1999067286A3 US 9914562 W US9914562 W US 9914562W WO 9967286 A3 WO9967286 A3 WO 9967286A3
Authority
WO
WIPO (PCT)
Prior art keywords
amino acid
group
peptides
cyclic
bacterial interference
Prior art date
Application number
PCT/US1999/014562
Other languages
French (fr)
Other versions
WO1999067286A2 (en
WO1999067286A9 (en
Inventor
Tom W Muir
Patricia Mayville
Richard P Novick
Guangyong Ji
Ronald Beavis
Original Assignee
Univ Rockefeller
Univ New York
Tom W Muir
Patricia Mayville
Richard P Novick
Guangyong Ji
Ronald Beavis
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 Univ Rockefeller, Univ New York, Tom W Muir, Patricia Mayville, Richard P Novick, Guangyong Ji, Ronald Beavis filed Critical Univ Rockefeller
Priority to CA002331888A priority Critical patent/CA2331888A1/en
Priority to EP99930780A priority patent/EP1090034A2/en
Priority to AU47238/99A priority patent/AU769791B2/en
Priority to JP2000555937A priority patent/JP2002519304A/en
Publication of WO1999067286A2 publication Critical patent/WO1999067286A2/en
Publication of WO1999067286A3 publication Critical patent/WO1999067286A3/en
Publication of WO1999067286A9 publication Critical patent/WO1999067286A9/en

Links

Classifications

    • 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
    • C07K14/305—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Micrococcaceae (F)
    • C07K14/31—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Micrococcaceae (F) from Staphylococcus (G)
    • 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
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

The present invention provides a cyclic peptide comprising structure (I) wherein X is selected from the group consisting of an amino acid, an amino acid analog, a peptidomimetic and a non-amide isostere, Z is selected from the group consisting of a synthetic amino acid and a biosynthetic amino acid, R is selected from the group consisting of oxygen, nitrogen and carbon, n is 0 to 10 and y is 1 to 10. The present invention also provides a cyclic peptide comprising the amino acid sequence of NH2-X(n)-Z-X(y)-COOH and a cyclic bond between the Z residue and COOH other than a thioester bond, wherein X is selected from the group consisting of an amino acid, an amino acid analog, a peptidomimetic and a non-amide isostere, Z is selected from the group consisting of a synthetic amino acid and a biosynthetic amino acid, n is 0 to 10 and y is 1 to 10. Methods of preparation including a cyclization protocol, and methods of use of the cyclic peptides of the invention are also disclosed.
PCT/US1999/014562 1998-06-24 1999-06-24 Novel staphylococcus peptides for bacterial interference WO1999067286A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002331888A CA2331888A1 (en) 1998-06-24 1999-06-24 Novel staphylococcus peptides for bacterial interference
EP99930780A EP1090034A2 (en) 1998-06-24 1999-06-24 Novel staphylococcus peptides for bacterial interference
AU47238/99A AU769791B2 (en) 1998-06-24 1999-06-24 Novel Staphylococcus peptides for bacterial interference
JP2000555937A JP2002519304A (en) 1998-06-24 1999-06-24 Novel Staphylococcus Peptides for Bacterial Interference

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10343898A 1998-06-24 1998-06-24
US09/103,438 1998-06-24

Publications (3)

Publication Number Publication Date
WO1999067286A2 WO1999067286A2 (en) 1999-12-29
WO1999067286A3 true WO1999067286A3 (en) 2000-03-16
WO1999067286A9 WO1999067286A9 (en) 2000-05-04

Family

ID=22295184

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/014562 WO1999067286A2 (en) 1998-06-24 1999-06-24 Novel staphylococcus peptides for bacterial interference

Country Status (5)

Country Link
EP (1) EP1090034A2 (en)
JP (1) JP2002519304A (en)
AU (1) AU769791B2 (en)
CA (1) CA2331888A1 (en)
WO (1) WO1999067286A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2019006768A (en) * 2016-12-13 2019-08-01 Ferring Bv Antimicrobial peptides.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006998A1 (en) * 1990-10-11 1992-04-30 Boehringer Ingelheim Kg Cyclopeptides, a method of preparing them, and their use as drugs
WO1997044349A1 (en) * 1996-05-22 1997-11-27 New York University BLOCKING EXPRESSION OF VIRULENCE FACTORS IN $i(S. AUREUS)
WO1999026968A1 (en) * 1997-11-26 1999-06-03 The University Of Nottingham Oligopeptides and their use as antibacterial agents against staphylococcus strains

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992006998A1 (en) * 1990-10-11 1992-04-30 Boehringer Ingelheim Kg Cyclopeptides, a method of preparing them, and their use as drugs
WO1997044349A1 (en) * 1996-05-22 1997-11-27 New York University BLOCKING EXPRESSION OF VIRULENCE FACTORS IN $i(S. AUREUS)
WO1999026968A1 (en) * 1997-11-26 1999-06-03 The University Of Nottingham Oligopeptides and their use as antibacterial agents against staphylococcus strains

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
A BALLIO ET AL.: "Novel bioactive lipodepsipeptides from Pseudomonas syringae: the pseudomycins", FEBS LETTERS, vol. 355, no. 1, 21 November 1994 (1994-11-21), AMSTERDAM NL, pages 96 - 100, XP002125309 *
C ZECHEL & H KESSLER: "Synthesis and conformational studies of enkephalin-like cyclic peptides and depsipeptides", PEPT. STRUCT. AND FUNCTION. PROC. OF THE IX AMERICAN PEPTIDE SYMPOSIUM,, 1985, Rockford, US, pages 507 - 510, XP002125308 *
M OTTO ET AL.: "Inhibition of virulence factor expression in Staphylococcus aureus by the Staphylococcus epidermidis agr pheromone and derivatives", FEBS LETTERS, vol. 450, no. 3, 7 May 1999 (1999-05-07), AMSTERDAM NL, pages 257 - 262, XP002125313 *
M T HAMANN ET AL.: "Kahalalides: bioactive peptides from a marine mollusk Elysia rufescens and its algal diet Bryopsis sp.", JOURNAL OF ORGANIC CHEMISTRY., vol. 61, no. 19, 1996, AMERICAN CHEMICAL SOCIETY. EASTON., US, pages 6594 - 6600, XP002125310, ISSN: 0022-3263 *
N FUKUCHI ET AL.: "Isolation and structural elucidation of syringostatins, phytotoxins produced by Pseudomonas syringae pv. syringae Lilac isolate.", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1., no. 7, 1992, CHEMICAL SOCIETY. LETCHWORTH., GB, pages 875 - 880, XP002125311, ISSN: 0300-922X *
P MAYVILLE ET AL.: "Structure-activity analysis of synthetic autoinducing thiolactone peptides from Staphylococcus aureus responsible for virulence", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA., vol. 96, no. 41, 16 February 1999 (1999-02-16), NATIONAL ACADEMY OF SCIENCE. WASHINGTON., US, pages 1218 - 1223, XP002125314, ISSN: 0027-8424 *
S TSUBOTANI ET AL.: "Ferrocins, new iron-containing peptide antibiotics produced by bacteria", JOURNAL OF ANTIBIOTICS, vol. 46, no. 2, February 1993 (1993-02-01), TOKYO JP, pages 287 - 293, XP002125312 *

Also Published As

Publication number Publication date
CA2331888A1 (en) 1999-12-29
WO1999067286A2 (en) 1999-12-29
AU4723899A (en) 2000-01-10
WO1999067286A9 (en) 2000-05-04
JP2002519304A (en) 2002-07-02
EP1090034A2 (en) 2001-04-11
AU769791B2 (en) 2004-02-05

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