WO2016108586A1 - 안정성이 증가된 글루카곤 유도체 - Google Patents

안정성이 증가된 글루카곤 유도체 Download PDF

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Publication number
WO2016108586A1
WO2016108586A1 PCT/KR2015/014422 KR2015014422W WO2016108586A1 WO 2016108586 A1 WO2016108586 A1 WO 2016108586A1 KR 2015014422 W KR2015014422 W KR 2015014422W WO 2016108586 A1 WO2016108586 A1 WO 2016108586A1
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WO
WIPO (PCT)
Prior art keywords
cysteine
glucagon
acid
obesity
seq
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.)
Ceased
Application number
PCT/KR2015/014422
Other languages
English (en)
French (fr)
Korean (ko)
Inventor
김정국
이종민
김상윤
배성민
정성엽
권세창
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.)
Hanmi Pharmaceutical Co Ltd
Hanmi Pharmaceutical Industries Co Ltd
Original Assignee
Hanmi Pharmaceutical Co Ltd
Hanmi Pharmaceutical Industries Co 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
Priority to AU2015372818A priority Critical patent/AU2015372818A1/en
Priority to EP15875680.9A priority patent/EP3241841A4/en
Priority to EA201791333A priority patent/EA035527B1/ru
Priority to MA40709A priority patent/MA40709B1/fr
Application filed by Hanmi Pharmaceutical Co Ltd, Hanmi Pharmaceutical Industries Co Ltd filed Critical Hanmi Pharmaceutical Co Ltd
Priority to EP19172184.4A priority patent/EP3575314B1/en
Priority to NZ733464A priority patent/NZ733464B2/en
Priority to UAA201707040A priority patent/UA126960C2/uk
Priority to CA2972748A priority patent/CA2972748A1/en
Priority to MX2017008569A priority patent/MX2017008569A/es
Priority to MYPI2017000967A priority patent/MY185334A/en
Priority to BR112017014205-8A priority patent/BR112017014205B1/pt
Priority to PH1/2017/501222A priority patent/PH12017501222B1/en
Priority to TN2017000271A priority patent/TN2017000271A1/en
Priority to PE2022001996A priority patent/PE20230304A1/es
Priority to JP2017535417A priority patent/JP6797122B2/ja
Priority to HK18104685.2A priority patent/HK1248713A1/en
Priority to CR20170293A priority patent/CR20170293A/es
Priority to CN201580077186.3A priority patent/CN107636009B/zh
Priority to SG11201705376SA priority patent/SG11201705376SA/en
Priority to US15/540,729 priority patent/US11135271B2/en
Publication of WO2016108586A1 publication Critical patent/WO2016108586A1/ko
Priority to IL253206A priority patent/IL253206B/en
Priority to CONC2017/0006308A priority patent/CO2017006308A2/es
Anticipated expiration legal-status Critical
Priority to ZA2017/05015A priority patent/ZA201705015B/en
Priority to IL281375A priority patent/IL281375B/en
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • A61K38/22—Hormones
    • A61K38/26—Glucagons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/575—Hormones
    • C07K14/605—Glucagons

Definitions

  • overweight and obese increases blood pressure and cholesterol levels, causing the onset or worsening of various diseases such as heart disease, diabetes, arthritis, and the like.
  • overweight and obesity have become a major factor in increasing the incidence of atherosclerosis, hypertension, hyperlipidemia or heart disease in adults as well as children and adolescents.
  • Exendin-4 made from lizard venom with approximately 50% amino acid homology with GLP-1, is also known to activate the GLP-1 receptor to reduce hyperglycemia in diabetic patients.
  • drugs for treating obesity including GLP-1 or exendin-4, exhibit problems that cause side effects of vomiting and nausea.
  • X7 is threonine or valine
  • X24 is valine, leucine, glutamine or arginine
  • X27 is isoleucine or methionine
  • the glucagon derivative comprising the amino acid sequence of Formula 1 is a substitution, addition deletion or post-translational modification of an amino acid in the sequence of natural glucagon set forth in SEQ ID NO: 1 (eg, methylation, Silicified, ubiquitated, intramolecular covalent bonds), which have an altered pI compared to natural glucagon while maintaining glucagon receptor activity, resulting in increased solubility with pH of the solution, thereby enhancing chemical stability in vivo Encompasses peptides.
  • SEQ ID NO: 1 eg, methylation, Silicified, ubiquitated, intramolecular covalent bonds
  • Such polymers are preferably water-soluble (amphiphilic or hydrophilic), non-toxic and pharmaceutically inert, preferably homo-polymers or co-polymers of PEG, PEG, monomethyl-substituted polymers of PEG (mPEG) Or poly-amino acids such as poly-lysine, poly-aspartic acid and poly-glutamic acid.
  • the pharmaceutical composition of the present invention includes a glucagon derivative having a different pI, which is changed compared to natural glucagon, as an active ingredient, it exhibits improved solubility and high stability according to the pH of the solution, thereby providing stable glucagon for treating hypoglycemia or obesity. It can be usefully used in the preparation of the formulation.
  • the present invention provides a method for preventing or treating hypoglycemia or obesity, comprising administering to a subject the glucagon derivative or a pharmaceutical composition comprising the same.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Diabetes (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Endocrinology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Obesity (AREA)
  • Hematology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Zoology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Toxicology (AREA)
  • Immunology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Peptides Or Proteins (AREA)
PCT/KR2015/014422 2014-12-30 2015-12-30 안정성이 증가된 글루카곤 유도체 Ceased WO2016108586A1 (ko)

Priority Applications (24)

Application Number Priority Date Filing Date Title
PH1/2017/501222A PH12017501222B1 (en) 2014-12-30 2015-12-30 Glucagon derivatives with improved stability
EA201791333A EA035527B1 (ru) 2014-12-30 2015-12-30 Производные глюкагона с улучшенной стабильностью
MA40709A MA40709B1 (fr) 2014-12-30 2015-12-30 Dérivé du glucagon à stabilité améliorée
PE2022001996A PE20230304A1 (es) 2014-12-30 2015-12-30 Derivados de glucagon como agentes hipoglucemicos y antiobesidad
EP19172184.4A EP3575314B1 (en) 2014-12-30 2015-12-30 Glucagon derivative
NZ733464A NZ733464B2 (en) 2015-12-30 Glucagon derivatives with improved stability
UAA201707040A UA126960C2 (uk) 2014-12-30 2015-12-30 Похідна глюкагону
CA2972748A CA2972748A1 (en) 2014-12-30 2015-12-30 Glucagon derivative having improved stability
MX2017008569A MX2017008569A (es) 2014-12-30 2015-12-30 Derivados de glucagon con estabilidad mejorada.
MYPI2017000967A MY185334A (en) 2014-12-30 2015-12-30 Glucagon derivatives with improved stability
BR112017014205-8A BR112017014205B1 (pt) 2014-12-30 2015-12-30 Derivados de glucagon e seu uso, e uso de uma composição farmacêutica
SG11201705376SA SG11201705376SA (en) 2014-12-30 2015-12-30 Glucagon derivative having improved stability
TN2017000271A TN2017000271A1 (en) 2014-12-30 2015-12-30 Glucagon derivative having improved stability
AU2015372818A AU2015372818A1 (en) 2014-12-30 2015-12-30 Glucagon derivatives with improved stability
JP2017535417A JP6797122B2 (ja) 2014-12-30 2015-12-30 安定性が増加されたグルカゴン誘導体
HK18104685.2A HK1248713A1 (en) 2014-12-30 2015-12-30 Glucagon derivative having improved stability
CR20170293A CR20170293A (es) 2014-12-30 2015-12-30 Derivados de glucagón con estabilidad mejorada
CN201580077186.3A CN107636009B (zh) 2014-12-30 2015-12-30 具有改善的稳定性的胰高血糖素衍生物
EP15875680.9A EP3241841A4 (en) 2014-12-30 2015-12-30 Glucagon derivative having improved stability
US15/540,729 US11135271B2 (en) 2014-12-30 2015-12-30 Glucagon derivatives with improved stability
IL253206A IL253206B (en) 2014-12-30 2017-06-27 Glucagon derivatives with improved stability
CONC2017/0006308A CO2017006308A2 (es) 2014-12-30 2017-06-27 Derivados de glucagón
ZA2017/05015A ZA201705015B (en) 2014-12-30 2017-07-24 Glucagon derivatives with improved stability
IL281375A IL281375B (en) 2014-12-30 2021-03-09 Glucagon derivatives have improved stability

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR20140193800 2014-12-30
KR10-2014-0193800 2014-12-30

Publications (1)

Publication Number Publication Date
WO2016108586A1 true WO2016108586A1 (ko) 2016-07-07

Family

ID=56284642

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2015/014422 Ceased WO2016108586A1 (ko) 2014-12-30 2015-12-30 안정성이 증가된 글루카곤 유도체

Country Status (29)

Country Link
US (1) US11135271B2 (enExample)
EP (2) EP3575314B1 (enExample)
JP (2) JP6797122B2 (enExample)
KR (1) KR102291020B1 (enExample)
CN (1) CN107636009B (enExample)
AR (1) AR103322A1 (enExample)
AU (1) AU2015372818A1 (enExample)
CA (1) CA2972748A1 (enExample)
CL (1) CL2017001718A1 (enExample)
CO (1) CO2017006308A2 (enExample)
CR (1) CR20170293A (enExample)
DO (1) DOP2017000156A (enExample)
EA (1) EA035527B1 (enExample)
EC (1) ECSP17040923A (enExample)
ES (1) ES2976562T3 (enExample)
GT (1) GT201700150A (enExample)
HK (1) HK1248713A1 (enExample)
IL (2) IL253206B (enExample)
MA (1) MA40709B1 (enExample)
MX (1) MX2017008569A (enExample)
MY (1) MY185334A (enExample)
PE (2) PE20171154A1 (enExample)
PH (1) PH12017501222B1 (enExample)
SG (1) SG11201705376SA (enExample)
TN (1) TN2017000271A1 (enExample)
TW (1) TW201639878A (enExample)
UA (1) UA126960C2 (enExample)
WO (1) WO2016108586A1 (enExample)
ZA (1) ZA201705015B (enExample)

Cited By (11)

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US9764004B2 (en) 2015-10-26 2017-09-19 Eli Lilly And Company Glucagon receptor agonists
WO2018143729A1 (ko) 2017-02-03 2018-08-09 한미약품 주식회사 지속성이 증가된 생리활성 물질의 결합체 및 이의 용도
JP2018526333A (ja) * 2015-06-30 2018-09-13 ハンミ ファーマシューティカル カンパニー リミテッド グルカゴン誘導体及びその持続型結合体を含む組成物
KR20190076909A (ko) * 2017-12-22 2019-07-02 한미약품 주식회사 신규한 구조를 갖는 치료학적 효소 융합단백질 및 이의 용도
US10370426B2 (en) 2015-12-31 2019-08-06 Hanmi Pharm. Co., Ltd Triple glucagon/GLP-1/GIP receptor agonist
AU2017289014B2 (en) * 2016-06-29 2019-12-05 Hanmi Pharm. Co., Ltd. Glucagon derivative, conjugate thereof, composition comprising same and therapeutic use thereof
US11135271B2 (en) 2014-12-30 2021-10-05 Hanmi Pharm. Co., Ltd. Glucagon derivatives with improved stability
WO2021235907A1 (ko) 2020-05-22 2021-11-25 한미약품 주식회사 글루카곤 유도체의 지속형 결합체의 액상 제제
WO2022015082A1 (ko) 2020-07-15 2022-01-20 한미약품 주식회사 글루카곤 유도체 또는 이의 결합체의 간질환에 대한 치료적 용도
WO2022216129A1 (ko) 2021-04-09 2022-10-13 한미약품 주식회사 글루카곤 유도체를 포함하는 만성 신장 질환 예방 또는 치료용 약학 조성물
WO2023121370A1 (ko) 2021-12-22 2023-06-29 한미약품 주식회사 간 표적 물질 및 이의 용도

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US20210030847A1 (en) * 2018-01-23 2021-02-04 Xeris Pharmaceuticals, Inc. Treatment of post-bariatric hypoglycemia using mini-dose stable glucagon
KR20200078414A (ko) 2018-12-21 2020-07-01 한미약품 주식회사 인슐린 및 글루카곤을 포함하는 약학 조성물
CN109836486B (zh) * 2019-01-30 2020-09-08 北京双因生物科技有限公司 成纤维生长因子21变体、其融合蛋白及其用途
CN115536739B (zh) * 2022-07-04 2023-04-14 北京惠之衡生物科技有限公司 一种glp-1受体和gcg受体共激动多肽衍生物的制备方法

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WO2023121370A1 (ko) 2021-12-22 2023-06-29 한미약품 주식회사 간 표적 물질 및 이의 용도

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