AU2021241625B2 - Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity - Google Patents

Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity Download PDF

Info

Publication number
AU2021241625B2
AU2021241625B2 AU2021241625A AU2021241625A AU2021241625B2 AU 2021241625 B2 AU2021241625 B2 AU 2021241625B2 AU 2021241625 A AU2021241625 A AU 2021241625A AU 2021241625 A AU2021241625 A AU 2021241625A AU 2021241625 B2 AU2021241625 B2 AU 2021241625B2
Authority
AU
Australia
Prior art keywords
oligopeptide
animal
feed
substituted
composition
Prior art date
Legal status (The legal status 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 status listed.)
Active
Application number
AU2021241625A
Other languages
English (en)
Other versions
AU2021241625A1 (en
Inventor
Bernhard Kaltenboeck
Horace Disston NALLE Jr.
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nutrivert Inc
Original Assignee
Nutrivert Inc
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 Nutrivert Inc filed Critical Nutrivert Inc
Publication of AU2021241625A1 publication Critical patent/AU2021241625A1/en
Assigned to NUTRIVERT INC. reassignment NUTRIVERT INC. Amend patent request/document other than specification (104) Assignors: NUTRIVERT LLC
Application granted granted Critical
Publication of AU2021241625B2 publication Critical patent/AU2021241625B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23K—FODDER
    • A23K20/00—Accessory food factors for animal feeding-stuffs
    • A23K20/10—Organic substances
    • A23K20/142—Amino acids; Derivatives thereof
    • A23K20/147—Polymeric derivatives, e.g. peptides or proteins
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0802—Tripeptides with the first amino acid being neutral
    • C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
    • C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
    • A61K2039/55511—Organic adjuvants
    • A61K2039/5555—Muramyl dipeptides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Food Science & Technology (AREA)
  • Zoology (AREA)
  • Animal Husbandry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Microbiology (AREA)
  • Mycology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Peptides Or Proteins (AREA)
  • Fodder In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
AU2021241625A 2020-03-26 2021-03-25 Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity Active AU2021241625B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US202063000364P 2020-03-26 2020-03-26
US63/000,364 2020-03-26
PCT/US2021/024142 WO2021195372A1 (en) 2020-03-26 2021-03-25 Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity

Publications (2)

Publication Number Publication Date
AU2021241625A1 AU2021241625A1 (en) 2022-11-10
AU2021241625B2 true AU2021241625B2 (en) 2025-04-24

Family

ID=77892334

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2021241625A Active AU2021241625B2 (en) 2020-03-26 2021-03-25 Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity

Country Status (13)

Country Link
US (1) US12492222B2 (https=)
EP (1) EP4126040B1 (https=)
JP (1) JP7667177B2 (https=)
KR (1) KR102897673B1 (https=)
CN (1) CN115605226A (https=)
AU (1) AU2021241625B2 (https=)
BR (1) BR112022019202A2 (https=)
CA (1) CA3172936A1 (https=)
ES (1) ES3014076T3 (https=)
MX (1) MX2022011751A (https=)
PL (1) PL4126040T3 (https=)
WO (1) WO2021195372A1 (https=)
ZA (1) ZA202210586B (https=)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20160319278A1 (en) 2015-04-03 2016-11-03 University Of Massachusetts Fully stabilized asymmetric sirna
WO2017030973A1 (en) 2015-08-14 2017-02-23 University Of Massachusetts Bioactive conjugates for oligonucleotide delivery
US10478503B2 (en) 2016-01-31 2019-11-19 University Of Massachusetts Branched oligonucleotides
JP7406793B2 (ja) 2017-06-23 2023-12-28 ユニバーシティー オブ マサチューセッツ ２テイル自己デリバリー型ｓｉＲＮＡおよび関連方法
US11279930B2 (en) 2018-08-23 2022-03-22 University Of Massachusetts O-methyl rich fully stabilized oligonucleotides
CN113614232A (zh) 2019-01-18 2021-11-05 马萨诸塞大学 动态药代动力学修饰锚
US11820985B2 (en) 2019-03-26 2023-11-21 University Of Massachusetts Modified oligonucleotides with increased stability
KR20220047989A (ko) 2019-08-09 2022-04-19 유니버시티 오브 매사추세츠 Snp를 표적화하는 화학적으로 변형된 올리고뉴클레오타이드
US12365894B2 (en) 2019-09-16 2025-07-22 University Of Massachusetts Branched lipid conjugates of siRNA for specific tissue delivery
ES3014076T3 (en) 2020-03-26 2025-04-16 Nutrivert Inc Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity
JP7837560B2 (ja) 2020-03-26 2026-03-31 ユニバーシティー オブ マサチューセッツ 安定性の向上を有する修飾オリゴヌクレオチドの合成
WO2021242883A1 (en) 2020-05-26 2021-12-02 University Of Massachusetts Synthetic oligonucleotides having regions of block and cluster modifications
WO2024102639A1 (en) * 2022-11-08 2024-05-16 The Scripps Research Institute N-arylpyrazole nod2 agonists as promoters of immune checkpoint inhibitor therapy

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0635026B1 (en) * 1992-04-03 1999-11-10 Biochem Pharma Inc Novel lipophilic oligopeptides with immunomodulating activity
WO2016008946A1 (en) * 2014-07-16 2016-01-21 The Provost, Fellows, Foundation Scholars, And The Other Members Of Board, Of The College Of The Holy And Undivided Trinity Of Queen Elizabeth, Near Dublin Novel compounds
US20180371023A1 (en) * 2015-12-10 2018-12-27 Bharat Biotech International Limited Novel muramyl peptide derivative compound, synthesis and uses thereof
US20190125873A1 (en) * 2017-10-28 2019-05-02 Far Eastern Memorial Hospital Glucosamine peptide compounds for treating liver metabolic disorders

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2428051A1 (fr) * 1978-06-05 1980-01-04 Anvar Nouveaux composes du type muramyl-peptide et medicaments les contenant
SI9011830B (sl) 1990-09-27 1999-12-31 Univerza V Ljubljani, Fakulteta Za Farmacijo Novi N-acildipeptidi, postopki za njihovo pripravo in farmacevtski pripravki, ki jih vsebujejo
JPH0655107B2 (ja) 1991-03-13 1994-07-27 全国農業協同組合連合会 家畜，家禽，および魚介類用の抗仮性狂犬病ならびに抗病性飼料および飼料用添加物
AU3361093A (en) 1992-01-20 1993-08-03 Peptech (Uk) Limited Use of muramyl peptides for enhancing animal production
US5976580A (en) 1995-06-07 1999-11-02 Novus International, Inc. Nutrient formulation and process for enhancing the health, livability, cumulative weight gain or feed efficiency in poultry and other animals
CN1956707B (zh) 2004-03-26 2010-12-29 力奇制药公司 包含n-(2-(2-苯二酰亚氨基乙氧基)-乙酰基)-l-丙氨酰基-d-谷氨酸(lk-423)的耐胃酸的药物剂型
KR20090057035A (ko) 2006-08-21 2009-06-03 유나이티드 세러퓨틱스 코오포레이션 바이러스 감염의 치료를 위한 병용 요법
WO2008070564A1 (en) 2006-12-01 2008-06-12 The Government Of The U.S.A, As Represented By The Secretary, Departmentof Health And Human Services Uses of muramyl dipeptide (mdp) for treating inflammation
WO2009033690A1 (en) 2007-09-11 2009-03-19 Mondobiotech Laboratories Ag Bfgf (119-126) for therapeutic applications
CA2708044C (en) 2007-12-06 2017-01-03 Mary Irene Wray Combination therapies using melengestrol acetate and zilpaterol or its salts
CN101756026A (zh) 2008-12-11 2010-06-30 天津瑞贝特科技发展有限公司 增强虾、蟹硬壳速度的营养组合物及其制备方法、应用
DE102009002044A1 (de) 2009-03-31 2010-10-07 Evonik Degussa Gmbh Dipeptide als Futtermitteladditive
EP2711013A4 (en) 2011-05-18 2015-03-04 Ajinomoto Kk IMMUNSTIMULANDS FOR ANIMALS, FEED THEREFOR AND MANUFACTURING PROCESS THEREFOR
CN102578414B (zh) 2012-02-23 2014-01-01 青岛绿曼生物工程有限公司 促进猪生长育肥、提高免疫力的复方蜂胶饲料添加剂及其制备方法
US9884084B2 (en) 2012-05-16 2018-02-06 Snu R&Db Foundation Bone loss preventing and bone regeneration or bone formation promoting pharmaceutical composition comprising muramyl dipeptide
WO2017068149A1 (en) 2015-10-21 2017-04-27 Cysal Gmbh Aspartyl-dipeptides for aquaculture
CN109562158A (zh) 2016-06-23 2019-04-02 纽特莱特公司 在动物中促进生长和提高饲料转化率的方法
CN110191892B (zh) 2018-07-23 2022-04-26 深圳市健元医药科技有限公司 丙氨酸—赖氨酸—谷氨酸三肽衍生物及其应用
ES3014076T3 (en) 2020-03-26 2025-04-16 Nutrivert Inc Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0635026B1 (en) * 1992-04-03 1999-11-10 Biochem Pharma Inc Novel lipophilic oligopeptides with immunomodulating activity
WO2016008946A1 (en) * 2014-07-16 2016-01-21 The Provost, Fellows, Foundation Scholars, And The Other Members Of Board, Of The College Of The Holy And Undivided Trinity Of Queen Elizabeth, Near Dublin Novel compounds
US20180371023A1 (en) * 2015-12-10 2018-12-27 Bharat Biotech International Limited Novel muramyl peptide derivative compound, synthesis and uses thereof
US20190125873A1 (en) * 2017-10-28 2019-05-02 Far Eastern Memorial Hospital Glucosamine peptide compounds for treating liver metabolic disorders

Also Published As

Publication number Publication date
US12492222B2 (en) 2025-12-09
AU2021241625A1 (en) 2022-11-10
CN115605226A (zh) 2023-01-13
MX2022011751A (es) 2022-12-02
JP2023518973A (ja) 2023-05-09
EP4126040A1 (en) 2023-02-08
BR112022019202A2 (pt) 2022-11-08
WO2021195372A1 (en) 2021-09-30
NZ792610A (en) 2025-07-25
PL4126040T3 (pl) 2025-04-28
EP4126040A4 (en) 2024-04-24
ES3014076T3 (en) 2025-04-16
CA3172936A1 (en) 2021-09-30
EP4126040B1 (en) 2025-02-19
US20230174577A1 (en) 2023-06-08
KR102897673B1 (ko) 2025-12-09
ZA202210586B (en) 2023-05-31
JP7667177B2 (ja) 2025-04-22
EP4126040C0 (en) 2025-02-19
KR20220158773A (ko) 2022-12-01

Similar Documents

Publication Publication Date Title
AU2021241625B2 (en) Lipophilic enantiomers of desacetylglucosamine muramyl dipeptide with anti-inflammatory and growth promoting activity
US10626139B2 (en) Cationic steroidal antimicrobial compounds
JP4151765B2 (ja) 免疫調節活性を有する新規な置換プリニル誘導体
US20030086900A1 (en) Method of treatment using ligand-immunogen conjugates
CN106377757B (zh) 含氧碳氢衍生物作为多粘菌素的协同增效剂的应用
US20240173389A1 (en) Compositions and Methods For Reducing Immune Intolerance
US12220460B2 (en) Immunity-inducing agent and pharmaceutical composition containing same
WO1993005784A1 (fr) Agent de potentialisation immunitaire et de protection contre les infections, et son procede de production
US20100305069A1 (en) Oxazolidinone containing dimer compounds, compositions and methods to make and use
CN112839674A (zh) 包含抗原肽-佐剂核苷酸缀合体的免疫诱导剂及包含其的药物组合物
US20250222117A1 (en) Compound comprising raltitrexed or 5-mthf linked to a therapeutic agent, composition, and method of use
NZ560543A (en) Immunologically active compositions using pathogen associated molecular patterns (PAMP)
JPH01311093A (ja) 置換ｎ―グリコシルアミド類
JP6772186B2 (ja) 炎症の治療のための抗葉酸剤結合体
US20180125992A1 (en) Drug delivery conjugates of tertiary amine containing drugs
WO2025006896A1 (en) Low dose muramyl dipeptide analogue-containing compositions and methods of using same for immunoprotection
JP6803589B2 (ja) 抗腫瘍剤
US20230321250A1 (en) Cancer cell modulators
TW202611061A (zh) 新穎化合物及其治療用途
HK40050787A (en) Immune inducer comprising antigen peptide-adjuvant nucleotide conjugate and pharmaceutical composition comprising same
KR20140130705A (ko) 체강액 저류 억제제
US20170342110A1 (en) Glycopeptides and uses thereof
AU2002353785A1 (en) Method of Treatment Using Ligand-Immunogen Conjugates

Legal Events

Date Code Title Description
HB Alteration of name in register

Owner name: NUTRIVERT INC.

Free format text: FORMER NAME(S): NUTRIVERT LLC

FGA Letters patent sealed or granted (standard patent)