WO2013096697A3 - Isolation, identification, and used of antifungal compounds - Google Patents

Isolation, identification, and used of antifungal compounds Download PDF

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Publication number
WO2013096697A3
WO2013096697A3 PCT/US2012/071089 US2012071089W WO2013096697A3 WO 2013096697 A3 WO2013096697 A3 WO 2013096697A3 US 2012071089 W US2012071089 W US 2012071089W WO 2013096697 A3 WO2013096697 A3 WO 2013096697A3
Authority
WO
WIPO (PCT)
Prior art keywords
hydrogen
same
xylose
hydroxyl
isolation
Prior art date
Application number
PCT/US2012/071089
Other languages
French (fr)
Other versions
WO2013096697A2 (en
Inventor
Eric W. Schmidt
Joseph O. Falkinham
Peter W. JEFFS
Original Assignee
University Of Utah Research Foundation
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
Priority claimed from US13/332,345 external-priority patent/US8785376B2/en
Application filed by University Of Utah Research Foundation filed Critical University Of Utah Research Foundation
Priority to US14/367,277 priority Critical patent/US9879048B2/en
Publication of WO2013096697A2 publication Critical patent/WO2013096697A2/en
Publication of WO2013096697A3 publication Critical patent/WO2013096697A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K7/00Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/50Cyclic peptides containing at least one abnormal peptide link
    • C07K7/54Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring
    • C07K7/56Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation not occurring through 2,4-diamino-butanoic acid
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10Antimycotics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K9/00Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

In one aspect, the invention relates to isolated compounds useful as antifungal agents, for example, compounds having a structure represented by a formula: wherein R1 is hydrogen or hydroxyl; wherein R2 is hydrogen, a-xylose or β -xylose; and wherein R3 and R4 are each hydrogen or together oxygen, or a pharmaceutically acceptable salt therof; methods of isolating and puifying same; pharmaceutical compositions comprising same; agricultural compositions comprising same; and methods of treating and/or preventing fungal infections using same. In one aspect, R2 is not hydrogen or β-xylose when R1 is hydroxyl and R3 and R4 are together oxygen This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
PCT/US2012/071089 2010-12-20 2012-12-20 Isolation, identification, and used of antifungal compounds WO2013096697A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/367,277 US9879048B2 (en) 2010-12-20 2012-12-20 Isolation, identification, and uses of antifungal compounds

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US13/332,345 2011-12-20
US13/332,345 US8785376B2 (en) 2010-12-20 2011-12-20 Isolation, identification, and uses of antifungal compounds
US201261675802P 2012-07-25 2012-07-25
US61/675,802 2012-07-25

Publications (2)

Publication Number Publication Date
WO2013096697A2 WO2013096697A2 (en) 2013-06-27
WO2013096697A3 true WO2013096697A3 (en) 2015-06-18

Family

ID=48669701

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/071089 WO2013096697A2 (en) 2010-12-20 2012-12-20 Isolation, identification, and used of antifungal compounds

Country Status (1)

Country Link
WO (1) WO2013096697A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12004514B2 (en) 2020-12-07 2024-06-11 The Texas A&M University System Engineering the production of a conformational variant of occidiofungin that has enhanced inhibitory activity against fungal species

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8785376B2 (en) 2010-12-20 2014-07-22 Virginia Tech Intellectual Properties Isolation, identification, and uses of antifungal compounds
US10265374B2 (en) 2014-09-12 2019-04-23 Mississippi State University Occidiofungin formations and uses thereof
CN110590694B (en) * 2018-08-20 2022-10-18 成都中医药大学 Novel framework macrocyclic mixed peptide polyketide and preparation method and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5576298A (en) * 1992-11-30 1996-11-19 Research And Development Institute, Inc. At Montana State University Peptides from pseudomonas syringae possessing broad-spectrum antibiotic activity
US20100092526A1 (en) * 2008-09-26 2010-04-15 Nanobio Corporation Nanoemulsion therapeutic compositions and methods of using the same
US20110136729A1 (en) * 2009-05-26 2011-06-09 Shien Lu Occidiofungin, a unique antifungal glycopeptide produced by a strain of burkholderia contaminans
WO2011101631A1 (en) * 2010-02-17 2011-08-25 University College Cardiff Consultants Ltd Antimicrobial agent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5576298A (en) * 1992-11-30 1996-11-19 Research And Development Institute, Inc. At Montana State University Peptides from pseudomonas syringae possessing broad-spectrum antibiotic activity
US20100092526A1 (en) * 2008-09-26 2010-04-15 Nanobio Corporation Nanoemulsion therapeutic compositions and methods of using the same
US20110136729A1 (en) * 2009-05-26 2011-06-09 Shien Lu Occidiofungin, a unique antifungal glycopeptide produced by a strain of burkholderia contaminans
WO2011101631A1 (en) * 2010-02-17 2011-08-25 University College Cardiff Consultants Ltd Antimicrobial agent

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
LIN ET AL.: "Burkholdines from Burkholderia ambifaria: Antifungal Agents and Possible Virulence Factors", J. NAT. PROD., vol. 75, no. 9, 18 September 2012 (2012-09-18), pages 1518 - 1523, Retrieved from the Internet <URL:http://pubs.acs.org/doi/abs/10.1021/np300108u> [retrieved on 20130216] *
TAWFIK ET AL.: "Burkholdines 1097 and 1229, Potent Antifungal Peptides from Burkholderia ambifaria 2.2N", ORGANIC LETTERS, vol. 12, no. 4, 2010, pages 664 - 666, Retrieved from the Internet <URL:http://dukespace.lib.duke.edu> [retrieved on 20100216] *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12004514B2 (en) 2020-12-07 2024-06-11 The Texas A&M University System Engineering the production of a conformational variant of occidiofungin that has enhanced inhibitory activity against fungal species

Also Published As

Publication number Publication date
WO2013096697A2 (en) 2013-06-27

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