WO2022263927A3 - Plasmalogen derivatives and uses thereof - Google Patents

Plasmalogen derivatives and uses thereof Download PDF

Info

Publication number
WO2022263927A3
WO2022263927A3 PCT/IB2022/000336 IB2022000336W WO2022263927A3 WO 2022263927 A3 WO2022263927 A3 WO 2022263927A3 IB 2022000336 W IB2022000336 W IB 2022000336W WO 2022263927 A3 WO2022263927 A3 WO 2022263927A3
Authority
WO
WIPO (PCT)
Prior art keywords
diseases
compounds
blood
derivatives
disorders
Prior art date
Application number
PCT/IB2022/000336
Other languages
French (fr)
Other versions
WO2022263927A2 (en
Inventor
Mark Hasleton
Peter Sennhenn
Original Assignee
Phoska Biopharma Pte. Ltd.
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 Phoska Biopharma Pte. Ltd. filed Critical Phoska Biopharma Pte. Ltd.
Publication of WO2022263927A2 publication Critical patent/WO2022263927A2/en
Publication of WO2022263927A3 publication Critical patent/WO2022263927A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/004—Acyclic, carbocyclic or heterocyclic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur, selenium or tellurium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/10—Phosphatides, e.g. lecithin
    • C07F9/106—Adducts, complexes, salts of phosphatides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/117—Esters of phosphoric acids with cycloaliphatic alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/59—Hydrogenated pyridine rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/6552—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
    • C07F9/655363—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/6584—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Provided herein are compounds (e.g., compounds of Formulae (I) and (II)), and pharmaceutically acceptable salts, hydrates, solvates, polymorphs, co-crystals, tautomers, stereoisomers, isotopically labeled derivatives, and prodrugs thereof, and compositions, methods, uses, and kits thereof. The compounds provided herein include plasmalogens and plasmalogen derivatives. The compounds provided herein may cross the blood-brain barrier and/or blood-retinal barrier or be transported by the Mfsd2a protein. Accordingly, such compounds are useful for the treatment and/or prevention of various diseases and conditions (e.g., liver diseases, neurological diseases, ophthalmic diseases, metabolic disorders, mitochondrial diseases, cardiovascular diseases, infectious diseases, pulmonary diseases, skin diseases, genetic diseases, proliferative diseases, inflammatory diseases, autoimmune diseases, hematological diseases, painful conditions, psychiatric disorders, immune disorders, and spleen diseases).
PCT/IB2022/000336 2021-06-17 2022-06-16 Plasmalogen derivatives and uses thereof WO2022263927A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202163212034P 2021-06-17 2021-06-17
US63/212,034 2021-06-17

Publications (2)

Publication Number Publication Date
WO2022263927A2 WO2022263927A2 (en) 2022-12-22
WO2022263927A3 true WO2022263927A3 (en) 2023-03-23

Family

ID=82748498

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2022/000336 WO2022263927A2 (en) 2021-06-17 2022-06-16 Plasmalogen derivatives and uses thereof

Country Status (1)

Country Link
WO (1) WO2022263927A2 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007098585A1 (en) * 2006-02-28 2007-09-07 Phenomenome Discoveries Inc. Methods for the diagnosis of dementia and other neurological disorders
WO2013071418A1 (en) * 2011-11-17 2013-05-23 Phenomenome Discoveries Inc. Methods for the synthesis of plasmalogens and plasmalogen derivatives, and therapeutic uses thereof
WO2013071412A1 (en) * 2011-11-17 2013-05-23 Phenomenome Discoveries Inc. Methods for the synthesis of 13c labeled plasmalogen

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007098585A1 (en) * 2006-02-28 2007-09-07 Phenomenome Discoveries Inc. Methods for the diagnosis of dementia and other neurological disorders
WO2013071418A1 (en) * 2011-11-17 2013-05-23 Phenomenome Discoveries Inc. Methods for the synthesis of plasmalogens and plasmalogen derivatives, and therapeutic uses thereof
WO2013071412A1 (en) * 2011-11-17 2013-05-23 Phenomenome Discoveries Inc. Methods for the synthesis of 13c labeled plasmalogen

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
AREA-GOMEZ ESTELA ET AL: "Lipidomics study of plasma from patients suggest that ALS and PLS are part of a continuum of motor neuron disorders", SCIENTIFIC REPORTS, vol. 11, no. 1, 30 June 2021 (2021-06-30), XP093000296, Retrieved from the Internet <URL:http://www.nature.com/articles/s41598-021-92112-3> DOI: 10.1038/s41598-021-92112-3 *
DATABASE CAPLUS [online] Americal Chemical Astracts Service; 1 December 2012 (2012-12-01), TANG CHUAN-HO ET AL: "Phosphorylcholine-containing lipid molecular species profiling in biological tissue using a fast HPLC/QqQ-MS method", XP093000353, retrieved from STN Database accession no. 2012:1409478 *
DATABASE CAPLUS [online] American Chemical Abstracts Service; 1 October 2008 (2008-10-01), SUN GANG ET AL: "Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometric Analysis of Cellular Glycerophospholipids Enabled by Multiplexed Solvent Dependent Analyte-Matrix Interactions", XP093000357, retrieved from STN Database accession no. 2008:1068778 *
DATABASE CAPLUS [online] American Chemical Astracts Service; 14 December 2016 (2016-12-14), MAO KAI P ; ET AL: "Unsaturated plasma phospholipids are consistently lower in the patients diagnosed with gestational diabetes mellitus throughout pregnancy: A longitudinal metabolomics study of Chinese pregnant women part 1", XP093000337, retrieved from STN Database accession no. 2017:73589 *
DATABASE CAPLUS [online] Chemical Astracts; 30 July 2020 (2020-07-30), KARNANI NEERJA ; ET AL: "Maternal docosapentaenoic acid (DPA) for benefit of mother and/or child's mental health", XP093000303, retrieved from STN Database accession no. 2020:1469510 *
EDDAMIRAYFITAHIA ET AL: "High-Resolution Mass Spectrometry Unravels aBroad Range ofBioactive Lipid Species inOctopus cyanea andLoligo sp. By- products fromSouthwestern Madagascar", 1 January 2018 (2018-01-01), pages 1787 - 1793, XP055983135, Retrieved from the Internet <URL:https://link.springer.com/content/pdf/10.1007/s12649-017-9933-x.pdf> [retrieved on 20221118] *
HUYNH KEVIN ET AL: "Lipidomic Profiling of Murine Macrophages Treated with Fatty Acids of Varying Chain Length and Saturation Status", METABOLITES, vol. 8, no. 2, 23 April 2018 (2018-04-23), pages 29, XP093000315, DOI: 10.3390/metabo8020029 *
LANKALAPALLI RAVI S. ET AL: "Synthesis and Antioxidant Properties of an Unnatural Plasmalogen Analogue Bearing a trans O -Vinyl Ether Linkage", ORGANIC LETTERS, vol. 11, no. 13, 2 July 2009 (2009-07-02), US, pages 2784 - 2787, XP055983100, ISSN: 1523-7060, DOI: 10.1021/ol9009078 *
LAW KAI P ET AL: "Unsaturated plasma phospholipids are consistently lower in the patients diagnosed with gestational diabetes mellitus throughout pregnancy: A longitudinal metabolomics study of Chinese pregnant women part 1", CLINICA CHIMICA ACTA, ELSEVIER BV, AMSTERDAM, NL, vol. 465, 14 December 2016 (2016-12-14), pages 53 - 71, XP029907172, ISSN: 0009-8981, DOI: 10.1016/J.CCA.2016.12.010 *
LESSIG JACQUELINE ET AL: "HOCl-Mediated Glycerophosphocholine and Glycerophosphoethanolamine Generation from Plasmalogens in Phospholipid Mixtures", LIPIDS, vol. 45, no. 1, 1 January 2010 (2010-01-01), DE, pages 37 - 51, XP055983122, ISSN: 0024-4201, DOI: 10.1007/s11745-009-3365-8 *
TANG CHUAN-HO ET AL: "Phosphorylcholine-containing lipid molecular species profiling in biological tissue using a fast HPLC/QqQ-MS method", ANALYTICAL AND BIOANALYTICAL CHEMISTRY, vol. 404, no. 10, 1 December 2012 (2012-12-01), Berlin/Heidelberg, pages 2949 - 2961, XP093000342, ISSN: 1618-2642, Retrieved from the Internet <URL:https://link.springer.com/content/pdf/10.1007/s00216-012-6414-8.pdf> DOI: 10.1007/s00216-012-6414-8 *

Also Published As

Publication number Publication date
WO2022263927A2 (en) 2022-12-22

Similar Documents

Publication Publication Date Title
MX2021000887A (en) Heterocyclic spiro compounds and methods of use thereof for the treatment of cancer.
AR041566A1 (en) INDOL DERIVATIVES USEFUL FOR THE TREATMENT OF DISEASES
MX2022005232A (en) Small molecule degraders of helios and methods of use.
CU20210002A7 (en) DERIVATIVES OF 3- (5-HYDROXY-1-OXOISOINDOLIN-2-IL) PIPERIDINE-2,6-DIONA AND THEIR USE IN THE TREATMENT OF PROTEIN-DEPENDENT DISORDERS WITH ZINC 2 FINGERS OF THE IKAROS FAMILY (IKZF2)
MX2007004183A (en) Benzoimidazole derivatives useful as antiproliferative agents.
WO2021133896A8 (en) Transcriptional enhanced associate domain (tead) transcription factor inhibitors and uses thereof
CO2019008531A2 (en) Atazanavir (ATV) analogs to treat hiv infections.
EA200500174A1 (en) NEW BENZIMIDAZOLE DERIVATIVES USEFUL AS ANTIPROLIFERATIVE AGENTS
CA3180846A1 (en) Inhibitors of transcriptional enhanced associate domain (tead) and uses thereof
GEP20217242B (en) Pyrazolo[1,5-a]pyrazin-4-yl derivatives as jak-inhibitors
EA200500018A1 (en) BENZONE-CONDENSED HETEROARILAMIDE TYENOPIRIDIN DERIVATIVES USED AS THERAPEUTIC AGENTS, PHARMACEUTICAL COMPOSITIONS, INCLUDING THEM, AND THEIR APPLICATION
EA200601350A1 (en) NITROGEN-CONTAINING HETEROCYCLIC DERIVATIVES AND THEIR PHARMACEUTICAL APPLICATIONS
GEP20207105B (en) 1,1,1-trifluoro-3-hydroxypropan-2-yl carbamate derivatives and 1,1,1-trifluoro-4-hydroxybutan-2yl carbamate derivatives as magl inhibitors
MX2021010242A (en) Jak inhibitor compound and use thereof.
MX2022000244A (en) PYRROLO [2, 3-b] PYRAZINES AS HPK1 INHIBITOR AND THE USE THEREOF.
AR065622A1 (en) DERIVATIVES OF 3-CIANO -4- (4-PHENYL- PIPERIDIN -1- IL) PIRIDIN -2- ONA
HRP20070505A2 (en) Spiro-oxindole compounds and their uses as therapeutic agents
AR044005A1 (en) BICYCLE COMPOUNDS, PROCEDURE FOR PREPARATION, ITS USE TO PREPARE A MEDICINAL PRODUCT AND PHARMACEUTICAL COMPOSITIONS THAT UNDERSTAND THEM
PH12020552017A1 (en) 2,3-dihydro-1h-pyrrolizine-7-formamide derivative and application thereof
PH12019550226A1 (en) Apoptosis signal-regulating kinase 1 inhibitors and methods of use thereof
WO2010043953A3 (en) Novel bridged cyclic compounds as histone deacetylase inhibitors
MY183974A (en) Il17 and ifn-gamma inhibition for the treatment of autoimmune inflammation
WO2020097400A8 (en) Imidazopyridine derivatives and aza-imidazopyridine derivatives as janus kinase 2 inhibitors and uses thereof
PH12021550958A1 (en) Trifluoromethyl-substituted sulfonamide as bcl-2-selective inhibitor
WO2019099564A8 (en) Novel imidazopyrimidine compounds and uses thereof

Legal Events

Date Code Title Description
NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 22748422

Country of ref document: EP

Kind code of ref document: A2