WO2024040156A3 - Novel cyclic gamma aapeptide pan-coronavirus inhibitor and method of treating coronavirus infection - Google Patents

Novel cyclic gamma aapeptide pan-coronavirus inhibitor and method of treating coronavirus infection Download PDF

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Publication number
WO2024040156A3
WO2024040156A3 PCT/US2023/072368 US2023072368W WO2024040156A3 WO 2024040156 A3 WO2024040156 A3 WO 2024040156A3 US 2023072368 W US2023072368 W US 2023072368W WO 2024040156 A3 WO2024040156 A3 WO 2024040156A3
Authority
WO
WIPO (PCT)
Prior art keywords
coronavirus
infection
cov
aapeptide
pan
Prior art date
Application number
PCT/US2023/072368
Other languages
French (fr)
Other versions
WO2024040156A2 (en
Inventor
Jianfeng Cai
Shibo Jiang
Lu LU
Songyi XUE
Xinling Wang
Lei Wang
Wei Xu
Shuai XIA
Original Assignee
University Of South Florida
Fudan University
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 University Of South Florida, Fudan University filed Critical University Of South Florida
Publication of WO2024040156A2 publication Critical patent/WO2024040156A2/en
Publication of WO2024040156A3 publication Critical patent/WO2024040156A3/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00Medicinal preparations containing peptides
    • A61K38/04Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/12Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Virology (AREA)
  • Medicinal Chemistry (AREA)
  • Communicable Diseases (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Peptides Or Proteins (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)

Abstract

A novel compound and method of treating and preventing coronavirus infection in a patient is presented. Cyclic γ AApeptide pan-coronavirus inhibitors which bind to RBD and HR1 on the spike protein were found to exhibit high proteolytic enzyme stability and good oral bioavailability. In particular, compound S-20-1 effectively inhibited infection by pseudotyped and authentic SARS-CoV-2 and pseudotyped variants of concern (VOCs), including B.1.617.2 (Delta) and B.1.529 (Omicron), as well as MERS-CoV, SARS-CoV, HCoV-OC43, HCoV-229E, and HCoV-NL63 as well as infection of a pseudotyped SARS-related coronavirus WIV1 (SARSr-CoV-WIV1) from bats.
PCT/US2023/072368 2022-08-17 2023-08-17 Novel cyclic gamma aapeptide pan-coronavirus inhibitor and method of treating coronavirus infection WO2024040156A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202263371671P 2022-08-17 2022-08-17
US63/371,671 2022-08-17

Publications (2)

Publication Number Publication Date
WO2024040156A2 WO2024040156A2 (en) 2024-02-22
WO2024040156A3 true WO2024040156A3 (en) 2024-04-11

Family

ID=89942272

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2023/072368 WO2024040156A2 (en) 2022-08-17 2023-08-17 Novel cyclic gamma aapeptide pan-coronavirus inhibitor and method of treating coronavirus infection

Country Status (1)

Country Link
WO (1) WO2024040156A2 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021181398A1 (en) * 2020-03-11 2021-09-16 Biolinerx Ltd. Cxcr4 inhibitor for the treatment of acute respiratory distress syndrome and viral infections
US20220033444A1 (en) * 2020-07-31 2022-02-03 The Regents Of The University Of California Cyclic Peptides, Methods of Synthesis, and Methods of Treatment
US20230042837A1 (en) * 2021-06-16 2023-02-09 University Of South Florida Cyclic compounds for treating cancer

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021181398A1 (en) * 2020-03-11 2021-09-16 Biolinerx Ltd. Cxcr4 inhibitor for the treatment of acute respiratory distress syndrome and viral infections
US20220033444A1 (en) * 2020-07-31 2022-02-03 The Regents Of The University Of California Cyclic Peptides, Methods of Synthesis, and Methods of Treatment
US20230042837A1 (en) * 2021-06-16 2023-02-09 University Of South Florida Cyclic compounds for treating cancer

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
HAO YAN: "Cyclic Peptidomimetics as Inhibitor for miR-155 Biogenesis", MOLECULAR PHARMACEUTICS, AMERICAN CHEMICAL SOCIETY, US, vol. 16, no. 2, 4 February 2019 (2019-02-04), US , pages 914 - 920, XP093159835, ISSN: 1543-8384, DOI: 10.1021/acs.molpharmaceut.8b01247 *
HUANG BO, ZHOU LI, LIU RUOCHUAN, WANG LEI, XUE SONGYI, SHI YAN, JEONG GEON HO, JEONG IN HO, LI SIHAO, YIN JUN, CAI JIANFENG: "Activation of E6AP/UBE3A-Mediated Protein Ubiquitination and Degradation Pathways by a Cyclic γ-AA Peptide", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 65, no. 3, 10 February 2022 (2022-02-10), US , pages 2497 - 2506, XP093081300, ISSN: 0022-2623, DOI: 10.1021/acs.jmedchem.1c01922 *
SONGYI XUE: "A novel cyclic γ-AApeptide-based long-acting pan-coronavirus fusion inhibitor with potential oral bioavailability by targeting two sites in spike protein", CELL DISCOVERY, NATURE PUBLISHING GROUP, GB, vol. 8, no. 1, GB , XP093159837, ISSN: 2056-5968, DOI: 10.1038/s41421-022-00455-6 *

Also Published As

Publication number Publication date
WO2024040156A2 (en) 2024-02-22

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