WO2000069895A3 - Bufornin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins - Google Patents

Bufornin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins Download PDF

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Publication number
WO2000069895A3
WO2000069895A3 PCT/US2000/012909 US0012909W WO0069895A3 WO 2000069895 A3 WO2000069895 A3 WO 2000069895A3 US 0012909 W US0012909 W US 0012909W WO 0069895 A3 WO0069895 A3 WO 0069895A3
Authority
WO
WIPO (PCT)
Prior art keywords
amino acid
modified form
polar
bufornin
therapeutic agent
Prior art date
Application number
PCT/US2000/012909
Other languages
French (fr)
Other versions
WO2000069895A2 (en
Inventor
Gregory E Garcia
Richard K Gordon
Deborah R Moorad
Bhupendra P Doctor
Original Assignee
Us Army Med Res Mat Command
Gregory E Garcia
Richard K Gordon
Deborah R Moorad
Bhupendra P Doctor
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 Us Army Med Res Mat Command, Gregory E Garcia, Richard K Gordon, Deborah R Moorad, Bhupendra P Doctor filed Critical Us Army Med Res Mat Command
Priority to CA002369369A priority Critical patent/CA2369369A1/en
Priority to IL14641100A priority patent/IL146411A0/en
Priority to AU61975/00A priority patent/AU781608B2/en
Priority to JP2000618311A priority patent/JP2003502023A/en
Priority to EP00948495A priority patent/EP1179022A2/en
Publication of WO2000069895A2 publication Critical patent/WO2000069895A2/en
Publication of WO2000069895A3 publication Critical patent/WO2000069895A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/81Protease inhibitors
    • C07K14/8107Endopeptidase (E.C. 3.4.21-99) inhibitors
    • C07K14/8146Metalloprotease (E.C. 3.4.24) inhibitors, e.g. tissue inhibitor of metallo proteinase, TIMP
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00General protective or antinoxious agents
    • A61P39/02Antidotes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal 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)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Toxicology (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Oncology (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The compounds of the invention are generally described by the formula (I): X1X2B3X4B5X*6X7X8B9X10B11X12B13X14B15X16B17X*18X*19B20X21X22X23Q24F25Z*26X27X28B29X30B31B32X33X34B35B36X37Z38Z39, and the salts, esters, amides, and acyl forms thereof. Up to 15 amino acids may be truncated from the N-terminus and up to 6 amino acids may be truncated from the C-terminus. Each position represented by a letter indicates a single amino acid residue wherein B is a basic or polar/large amino acid or a modified form thereof; X is a small or hydrophobic amino acid or a modified form thereof; X* is a small or polar/large amino acid or a modified form thereof; Z is a polar/large or hydrophobic amino acid or a modified form thereof; Z* is Proline or a polar/large or hydrophobic amino acid or a modified form thereof. These compounds may be used to inhibit the protease activity of Botulinum B and tetanus toxins.
PCT/US2000/012909 1999-05-14 2000-05-11 Bufornin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins WO2000069895A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CA002369369A CA2369369A1 (en) 1999-05-14 2000-05-11 Buforin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins
IL14641100A IL146411A0 (en) 1999-05-14 2000-05-11 Buforin i as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins
AU61975/00A AU781608B2 (en) 1999-05-14 2000-05-11 Buforin I as a specific inhibitor and therapeutic agent for botulinum toxin B and tetanus neurotoxins
JP2000618311A JP2003502023A (en) 1999-05-14 2000-05-11 Buforin I as a specific inhibitor and therapeutic agent for botulinum toxin B and tetanus neurotoxin
EP00948495A EP1179022A2 (en) 1999-05-14 2000-05-11 Bufornin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US13421699P 1999-05-14 1999-05-14
US60/134,216 1999-05-14

Publications (2)

Publication Number Publication Date
WO2000069895A2 WO2000069895A2 (en) 2000-11-23
WO2000069895A3 true WO2000069895A3 (en) 2001-08-09

Family

ID=22462297

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2000/012909 WO2000069895A2 (en) 1999-05-14 2000-05-11 Bufornin 1 as a specific inhibitor and therapeutic agent for botulinum toxin b and tetanus neurotoxins

Country Status (6)

Country Link
EP (1) EP1179022A2 (en)
JP (1) JP2003502023A (en)
AU (1) AU781608B2 (en)
CA (1) CA2369369A1 (en)
IL (1) IL146411A0 (en)
WO (1) WO2000069895A2 (en)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7563874B2 (en) 1998-08-31 2009-07-21 The Regents Of The University Of California Therapeutic monoclonal antibodies that neutralize botulinum neurotoxins
KR20020051124A (en) * 2000-12-22 2002-06-28 이한웅 Anti-cancer Agent Comprising Bufforin Derivatives
JP2003009897A (en) 2001-07-03 2003-01-14 Keiji Oguma Method for separating and purifying botulinus toxin
EP2153848A3 (en) 2005-01-27 2010-07-21 The Regents of the University of California Therapeutic monoclonal antibodies that neutralize botulinium neurotoxins
CA2680741A1 (en) 2007-03-22 2009-01-15 The Regents Of The University Of California Therapeutic monoclonal antibodies that neutralize botulinum neurotoxins
US9000131B2 (en) 2008-07-31 2015-04-07 The Regents Of The University Of California Antibodies that neutralize botulinum neurotoxins
US9243057B2 (en) 2010-08-31 2016-01-26 The Regents Of The University Of California Antibodies for botulinum neurotoxins
CN111100195B (en) * 2018-10-25 2024-04-09 安尼根有限公司 Buforin derivative and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995033850A1 (en) * 1994-06-03 1995-12-14 Microbiological Research Authority Toxin assay
WO1998007440A1 (en) * 1996-08-24 1998-02-26 Samyang Genex Co., Ltd. A novel antimicrobial peptide isolated from bufo bufo gargarizans
WO1998054336A1 (en) * 1997-05-28 1998-12-03 Samyang Genex Corporation Method for mass production of antimicrobial peptide
WO1999037664A1 (en) * 1998-01-22 1999-07-29 Samyang Genex Corporation Novel peptides having biological activity

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995033850A1 (en) * 1994-06-03 1995-12-14 Microbiological Research Authority Toxin assay
WO1998007440A1 (en) * 1996-08-24 1998-02-26 Samyang Genex Co., Ltd. A novel antimicrobial peptide isolated from bufo bufo gargarizans
WO1998054336A1 (en) * 1997-05-28 1998-12-03 Samyang Genex Corporation Method for mass production of antimicrobial peptide
WO1999037664A1 (en) * 1998-01-22 1999-07-29 Samyang Genex Corporation Novel peptides having biological activity

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; GARCIA, GREGORY E. ET AL: "Buforin I, a natural peptide, inhibits botulinum neurotoxin B activity in vitro", XP002158848, retrieved from STN Database accession no. 133:54732 *
GARCIA GREGORY E ET AL: "Botulinum B toxin activity is inhibited by Buforin I.", FASEB JOURNAL, vol. 12, no. 8, 24 April 1998 (1998-04-24), Meeting of the American Society for Biochemistry and Molecular Biology;Washington, D.C., USA; May 16-20, 1998, pages A1472, XP002158847, ISSN: 0892-6638 *
J. APPL. TOXICOL. (1999), 19(SUPPL. 1), S19-S22 *

Also Published As

Publication number Publication date
EP1179022A2 (en) 2002-02-13
CA2369369A1 (en) 2000-11-23
JP2003502023A (en) 2003-01-21
WO2000069895A2 (en) 2000-11-23
IL146411A0 (en) 2002-07-25
AU781608B2 (en) 2005-06-02
AU6197500A (en) 2000-12-05

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