RU2016122168A - Антисмысловые конъюгаты, направленные на аполипопротеин b - Google Patents
Антисмысловые конъюгаты, направленные на аполипопротеин b Download PDFInfo
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- RU2016122168A RU2016122168A RU2016122168A RU2016122168A RU2016122168A RU 2016122168 A RU2016122168 A RU 2016122168A RU 2016122168 A RU2016122168 A RU 2016122168A RU 2016122168 A RU2016122168 A RU 2016122168A RU 2016122168 A RU2016122168 A RU 2016122168A
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- Prior art keywords
- antisense oligonucleotide
- conjugate
- linker
- oligomer
- conjugated fragment
- Prior art date
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- 101710095342 Apolipoprotein B Proteins 0.000 title 1
- 102100040202 Apolipoprotein B-100 Human genes 0.000 title 1
- 230000000692 anti-sense effect Effects 0.000 title 1
- 108091034117 Oligonucleotide Proteins 0.000 claims 18
- 239000000074 antisense oligonucleotide Substances 0.000 claims 15
- 238000012230 antisense oligonucleotides Methods 0.000 claims 15
- 239000012634 fragment Substances 0.000 claims 8
- 102000018616 Apolipoproteins B Human genes 0.000 claims 5
- 108010027006 Apolipoproteins B Proteins 0.000 claims 5
- OVRNDRQMDRJTHS-CBQIKETKSA-N N-Acetyl-D-Galactosamine Chemical group CC(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@H](O)[C@@H]1O OVRNDRQMDRJTHS-CBQIKETKSA-N 0.000 claims 4
- 229920001223 polyethylene glycol Polymers 0.000 claims 4
- MBLBDJOUHNCFQT-UHFFFAOYSA-N N-acetyl-D-galactosamine Natural products CC(=O)NC(C=O)C(O)C(O)C(O)CO MBLBDJOUHNCFQT-UHFFFAOYSA-N 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 150000007523 nucleic acids Chemical class 0.000 claims 2
- 125000006850 spacer group Chemical group 0.000 claims 2
- LRSASMSXMSNRBT-UHFFFAOYSA-N 5-methylcytosine Chemical compound CC1=CNC(=O)N=C1N LRSASMSXMSNRBT-UHFFFAOYSA-N 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 230000002708 enhancing effect Effects 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 238000000338 in vitro Methods 0.000 claims 1
- 238000001727 in vivo Methods 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 108020004707 nucleic acids Proteins 0.000 claims 1
- 102000039446 nucleic acids Human genes 0.000 claims 1
- 239000002777 nucleoside Substances 0.000 claims 1
- 125000003835 nucleoside group Chemical group 0.000 claims 1
- 125000003729 nucleotide group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 claims 1
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- C12N15/00—Mutation or genetic engineering; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification; Use of hosts therefor
- C12N15/09—Recombinant DNA-technology
- C12N15/11—DNA or RNA fragments; Modified forms thereof; Non-coding nucleic acids having a biological activity
- C12N15/113—Non-coding nucleic acids modulating the expression of genes, e.g. antisense oligonucleotides; Antisense DNA or RNA; Triplex- forming oligonucleotides; Catalytic nucleic acids, e.g. ribozymes; Nucleic acids used in co-suppression or gene silencing
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7088—Compounds having three or more nucleosides or nucleotides
- A61K31/712—Nucleic acids or oligonucleotides having modified sugars, i.e. other than ribose or 2'-deoxyribose
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- 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
- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7088—Compounds having three or more nucleosides or nucleotides
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- C12N2310/00—Structure or type of the nucleic acid
- C12N2310/10—Type of nucleic acid
- C12N2310/11—Antisense
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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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- C12N2310/00—Structure or type of the nucleic acid
- C12N2310/30—Chemical structure
- C12N2310/31—Chemical structure of the backbone
- C12N2310/315—Phosphorothioates
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- C12N2310/00—Structure or type of the nucleic acid
- C12N2310/30—Chemical structure
- C12N2310/32—Chemical structure of the sugar
- C12N2310/323—Chemical structure of the sugar modified ring structure
- C12N2310/3231—Chemical structure of the sugar modified ring structure having an additional ring, e.g. LNA, ENA
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- C12N2310/00—Structure or type of the nucleic acid
- C12N2310/30—Chemical structure
- C12N2310/34—Spatial arrangement of the modifications
- C12N2310/341—Gapmers, i.e. of the type ===---===
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- C12N2320/32—Special delivery means, e.g. tissue-specific
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Diabetes (AREA)
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- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
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- Saccharide Compounds (AREA)
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Claims (16)
1. Конъюгат антисмыслового олигонуклеотида, содержащий олигомер с олигонуклеотидным мотивом SEQ ID NO 2, присоединенный к конъюгированному фрагменту (сегменту С), где конъюгированный фрагмент содержит одну или более групп N-ацетилгалактозамина.
2. Конъюгат антисмыслового олигонуклеотида по п. 1, где олигомер содержит по меньшей мере 2 аналога нуклеотида, повышающих аффинность, выбранных из группы, состоящей из звеньев закрытой нуклеиновой кислоты (LNA); звеньев 2'-O-алкил-РНК, звеньев 2'-ОМе-РНК, звеньев 2'-амино-ДНК и звеньев 2'-фтор-ДНК.
3. Конъюгат антисмыслового олигонуклеотида по п. 1, где олигомер соответствует SEQ ID NO 27: 5' GsTstsgsascsascstsgsTsC 3', где заглавные буквы означают бета-D-окси LNA, строчные буквы означают ДНК нуклеозиды, цитозины LNA представляют собой 5-метилцитозин, и все межнуклеозидные связи являются фосфоротиоатными, обозначенными символом s.
4. Конъюгат антисмыслового олигонуклеотида по п. 1, где олигомер способен снижать экспрессию АроВ в клетках, экспрессирующих АроВ.
5. Конъюгат антисмыслового олигонуклеотида по п. 1, где указанный конъюгированный фрагмент присоединен к указанному олигомеру посредством расщепляемого линкера (В).
6. Конъюгат антисмыслового олигонуклеотида по п. 5, где расщепляемый линкер содержит расщепляемый лизиновый линкер.
7. Конъюгат антисмыслового олигонуклеотида по п. 1, где конъюгированный фрагмент содержит от 1 до 3 групп N-ацетилгалактозамина.
8. Конъюгат антисмыслового олигонуклеотида по п. 1, где конъюгат олигонуклеотида содержит линкер Y, ковалентно связывающий конъюгированный фрагмент с олигомером.
9. Конъюгат антисмыслового олигонуклеотида по п. 8, где область линкера Y содержит жирную кислоту такую как С6 линкер.
10. Конъюгат антисмыслового олигонуклеотида по п. 1, где конъюгированный фрагмент содержит ПЭГ (от англ. polyethyleneglycol - полиэтиленгликоль) спейсер между группой (группами) N-ацетилгалактозамина и линкером (В и/или Y) или олигомером.
11. Конъюгат антисмыслового олигонуклеотида по п. 1, где конъюгированный фрагмент содержит три группы N-ацетилгалактозамина, каждая из которых независимо связана посредством ПЭГ спейсера с расщепляемым ди-лизиновым линкером.
12. Конъюгат антисмыслового олигонуклеотида по п. 1, где конъюгат содержит конъюгированный фрагмент, выбранный из группы, состоящей из Conj1, Conj2, Conj3, Conj4, Conj1a, Conj2a, Conj3a и Conj4a.
13. Конъюгат антисмыслового олигонуклеотида по п. 1, который состоит из SEQ ID NO 29 или SEQ ID NO 31.
14. Фармацевтическая композиция, содержащая конъюгат антисмыслового олигонуклеотида по любому из пп. 1-13 и фармацевтически приемлемый разбавитель, носитель, соль или адъювант.
15. Конъюгат антисмыслового олигонуклеотида или фармацевтическая композиция по любому из пп. 1-14 для применения в качестве лекарственного средства.
16. Способ ингибирования in vivo или in vitro АроВ в клетке, экспрессирующей АроВ, указанный способ включает введение конъюгата олигонуклеотида или фармацевтической композиции по любому из пп. 1-14 в указанную клетку для ингибирования АроВ в указанной клетке.
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP2013/073858 WO2014076195A1 (en) | 2012-11-15 | 2013-11-14 | Oligonucleotide conjugates |
| EP13192930.9 | 2013-11-14 | ||
| EPPCT/EP2013/073858 | 2013-11-14 | ||
| EPPCT/EP2013/073859 | 2013-11-14 | ||
| PCT/EP2013/073859 WO2014076196A1 (en) | 2012-11-15 | 2013-11-14 | Anti apob antisense conjugate compounds |
| EP13192930 | 2013-11-14 | ||
| EP14153266 | 2014-01-30 | ||
| EP14153266.3 | 2014-01-30 | ||
| EP14167879.7 | 2014-05-12 | ||
| EP14167879 | 2014-05-12 | ||
| PCT/EP2014/074554 WO2015071388A1 (en) | 2013-11-14 | 2014-11-14 | Apob antisense conjugate compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2016122168A true RU2016122168A (ru) | 2017-12-19 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016122168A RU2016122168A (ru) | 2013-11-14 | 2014-11-14 | Антисмысловые конъюгаты, направленные на аполипопротеин b |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20160289677A1 (ru) |
| EP (1) | EP3068885A1 (ru) |
| JP (1) | JP2017501684A (ru) |
| KR (1) | KR20160083876A (ru) |
| CN (1) | CN105722980A (ru) |
| CA (1) | CA2928349A1 (ru) |
| HK (1) | HK1220724A1 (ru) |
| MX (1) | MX2016005855A (ru) |
| RU (1) | RU2016122168A (ru) |
| WO (1) | WO2015071388A1 (ru) |
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| MX342945B (es) | 2009-07-06 | 2016-10-18 | Ontorii Inc * | Profármacos de ácido nucleico novedosos y métodos de uso de los mismos. |
| US10428019B2 (en) | 2010-09-24 | 2019-10-01 | Wave Life Sciences Ltd. | Chiral auxiliaries |
| EP3248982A1 (en) | 2011-07-19 | 2017-11-29 | Wave Life Sciences Ltd. | Thiosulfonate reagents for the synthesis of functionalized nucleic acids |
| CN104661664B (zh) | 2012-07-13 | 2020-07-03 | 波涛生命科学有限公司 | 手性控制 |
| CA2879023C (en) | 2012-07-13 | 2017-03-28 | Wave Life Sciences Japan | Asymmetric auxiliary group |
| SG11201503821YA (en) | 2012-11-15 | 2015-06-29 | Roche Innovation Ct Copenhagen As | Oligonucleotide conjugates |
| KR102482890B1 (ko) | 2013-05-01 | 2022-12-30 | 아이오니스 파마수티컬즈, 인코포레이티드 | 아포지질단백질 (a) 발현을 조절하는 조성물 및 방법 |
| US10144933B2 (en) | 2014-01-15 | 2018-12-04 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having immunity induction activity, and immunity induction activator |
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| CA3228833A1 (en) | 2021-08-19 | 2023-02-23 | Neumirna Therapeutics Aps | Antisense oligonucleotides targeting adenosine kinase |
| WO2023038517A1 (en) * | 2021-09-09 | 2023-03-16 | Sapreme Technologies B.V. | Semicarbazone-based saponin conjugate |
| CN115487308B (zh) * | 2022-09-29 | 2024-09-27 | 北京大学 | 反义核酸糖基缀合物及其制备方法和在肝癌治疗中的应用 |
| EP4512899A1 (en) | 2023-08-23 | 2025-02-26 | Lipigon Pharmaceuticals AB | Angptl4 aso compositions for treatment of atherosclerosis in humans |
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| KR20080068019A (ko) * | 2005-09-15 | 2008-07-22 | 산타리스 팔마 에이/에스 | 아포지단백질-ｂ100 발현 억제용 ｒｎａ 길항제 화합물 |
| EP3705125B1 (en) * | 2007-12-04 | 2023-07-05 | Alnylam Pharmaceuticals, Inc. | Carbohydrate conjugates as delivery agents for oligonucleotides |
| ES2572361T3 (es) * | 2008-12-31 | 2016-05-31 | Roche Innovation Ct Copenhagen As | Utilización de oligómeros de ANB antisentido de ApoB para el tratamiento de síndromes coronarios agudos |
| EP2440215B1 (en) * | 2009-06-12 | 2015-10-21 | Roche Innovation Center Copenhagen A/S | New potent anti apob antisense compounds |
| ES2562817T3 (es) * | 2010-02-24 | 2016-03-08 | Arrowhead Research Corporation | Composiciones para el suministro dirigido de ARNip |
| KR20130132475A (ko) * | 2010-12-17 | 2013-12-04 | 애로우헤드 리서치 코오포레이션 | ｓｉＲＮＡ의 갈락토오스 클러스터-약동학적 조절제 표적 물질 |
| RU2649367C2 (ru) * | 2013-01-30 | 2018-04-02 | Ф. Хоффманн-Ля Рош Аг | Конъюгаты углевода и lna-олигонуклеотида |
| KR102482890B1 (ko) * | 2013-05-01 | 2022-12-30 | 아이오니스 파마수티컬즈, 인코포레이티드 | 아포지질단백질 (a) 발현을 조절하는 조성물 및 방법 |
-
2014
- 2014-11-14 JP JP2016530901A patent/JP2017501684A/ja active Pending
- 2014-11-14 WO PCT/EP2014/074554 patent/WO2015071388A1/en not_active Ceased
- 2014-11-14 CN CN201480061955.6A patent/CN105722980A/zh active Pending
- 2014-11-14 KR KR1020167012465A patent/KR20160083876A/ko not_active Withdrawn
- 2014-11-14 US US15/036,218 patent/US20160289677A1/en not_active Abandoned
- 2014-11-14 HK HK16108771.0A patent/HK1220724A1/zh unknown
- 2014-11-14 CA CA2928349A patent/CA2928349A1/en not_active Abandoned
- 2014-11-14 RU RU2016122168A patent/RU2016122168A/ru unknown
- 2014-11-14 EP EP14799402.4A patent/EP3068885A1/en not_active Withdrawn
- 2014-11-14 MX MX2016005855A patent/MX2016005855A/es unknown
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| KR20160083876A (ko) | 2016-07-12 |
| CA2928349A1 (en) | 2015-05-21 |
| HK1220724A1 (zh) | 2017-05-12 |
| CN105722980A (zh) | 2016-06-29 |
| WO2015071388A1 (en) | 2015-05-21 |
| EP3068885A1 (en) | 2016-09-21 |
| MX2016005855A (es) | 2016-07-13 |
| JP2017501684A (ja) | 2017-01-19 |
| US20160289677A1 (en) | 2016-10-06 |
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