TWI488630B - 預防或治療澱粉樣β肽相關疾病或狀況的醫藥組合物 - Google Patents
預防或治療澱粉樣β肽相關疾病或狀況的醫藥組合物 Download PDFInfo
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- TWI488630B TWI488630B TW101147781A TW101147781A TWI488630B TW I488630 B TWI488630 B TW I488630B TW 101147781 A TW101147781 A TW 101147781A TW 101147781 A TW101147781 A TW 101147781A TW I488630 B TWI488630 B TW I488630B
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- Prior art keywords
- polar solvent
- water
- ethanol
- disease
- amyloid beta
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- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/64—Orobanchaceae (Broom-rape family)
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- 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
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- 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
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- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Applications Claiming Priority (1)
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| US201161576367P | 2011-12-16 | 2011-12-16 |
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| TWI488630B true TWI488630B (zh) | 2015-06-21 |
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| EP (1) | EP2792361B1 (https=) |
| JP (1) | JP6134331B2 (https=) |
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| SG (1) | SG11201403265VA (https=) |
| TW (1) | TWI488630B (https=) |
| WO (1) | WO2013087042A1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US20150291645A1 (en) * | 2014-04-10 | 2015-10-15 | Sinphar Pharmaceutical Co., Ltd. | Isoacteoside derivative and use thereof |
| TWI650131B (zh) * | 2014-07-03 | 2019-02-11 | 杏輝藥品工業股份有限公司 | 管花肉蓯蓉萃取物之用於製備保護眼部細胞之藥品或食品用途 |
| CN104922137B (zh) * | 2015-06-04 | 2018-07-31 | 苏州大学 | 苯乙醇苷类化合物Torenoside B的新用途 |
| KR102018085B1 (ko) * | 2017-12-06 | 2019-09-04 | 김좌진 | 악테오사이드를 함유하는 뇌종양 치료 및 전이 억제용 약학 조성물 |
| KR102135148B1 (ko) * | 2019-08-28 | 2020-07-20 | 김좌진 | 악테오사이드를 함유하는 뇌종양 치료 및 전이 억제용 약학 조성물 |
| CN110812375A (zh) * | 2019-12-12 | 2020-02-21 | 中国海洋大学 | 一种老鼠簕中苯乙醇苷类提取物及其制备方法与作为抗肝损伤药物的应用 |
| CN111632058A (zh) * | 2020-06-24 | 2020-09-08 | 新疆医科大学 | 毛蕊花糖苷在制备预防和治疗神经退行性疾病药物中的应用 |
| CN112225766A (zh) * | 2020-10-27 | 2021-01-15 | 杏辉天力（杭州）药业有限公司 | 一种由肉苁蓉萃取物中富集及分离苯乙醇苷类化合物的方法 |
Citations (2)
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|---|---|---|---|---|
| TW200416036A (en) * | 2003-02-18 | 2004-09-01 | Sinphar Pharmaceutical Co Ltd | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
| US20070004011A1 (en) * | 2005-06-20 | 2007-01-04 | I.R.B. Istituto Di Ricerche Biotecnologiche S.R.I. | Extracts obtained from cell line cultures from plants belonging to the Oleaceae family (e.g. Syringa vulgaris), their preparation and use |
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| KR100500584B1 (ko) * | 2002-08-12 | 2005-07-12 | 경희대학교 산학협력단 | 신경성장인자와 유사 작용을 갖는 육종용 추출물 및 이를함유하는 조성물 |
| KR100514076B1 (ko) * | 2003-01-10 | 2005-09-13 | 주식회사 엘컴사이언스 | 페닐에타노이드 유도체를 포함하는 퇴행성 뇌신경계질환의 예방 및 치료용 조성물 |
| CN1268341C (zh) * | 2003-03-04 | 2006-08-09 | 杏辉天力（杭州）药业有限公司 | 来源于管花肉苁蓉的含有苯乙醇苷的制剂及其制备方法和用途 |
| CN100345857C (zh) * | 2004-07-16 | 2007-10-31 | 北京华医神农医药科技有限公司 | 一种从肉苁蓉药材中提取、分离松果菊苷的方法 |
| JP5410683B2 (ja) * | 2008-02-19 | 2014-02-05 | 学校法人近畿大学 | カンカニクジュヨウから得られる肝保護剤及び抗ＴＮＦ−α作用剤 |
| CN101411753B (zh) * | 2008-12-04 | 2012-02-29 | 闫明 | 列当总苷在制备抗老年痴呆的药物中的应用 |
| CN101797307B (zh) * | 2010-04-09 | 2011-08-10 | 广州中医药大学 | 一种含苯乙醇苷的枇杷叶紫珠提取物及其制备方法 |
| TWI486162B (zh) * | 2010-06-16 | 2015-06-01 | Sinphar Pharmaceutical Co Ltd | 異類葉升麻苷或其醫藥學上可接受之鹽於抑制澱粉樣β肽生成、累積或聚集、以及製備預防或治療澱粉樣β肽相關疾病或狀況的藥物之用途 |
| CN102670631B (zh) * | 2011-12-01 | 2013-07-31 | 河南科技大学 | 一种四楞麻总苯乙醇苷组合物、制备方法及应用 |
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- 2012-12-17 CN CN201210548516.0A patent/CN103156867B/zh active Active
- 2012-12-17 AU AU2012350437A patent/AU2012350437B2/en active Active
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200416036A (en) * | 2003-02-18 | 2004-09-01 | Sinphar Pharmaceutical Co Ltd | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
| US20070004011A1 (en) * | 2005-06-20 | 2007-01-04 | I.R.B. Istituto Di Ricerche Biotecnologiche S.R.I. | Extracts obtained from cell line cultures from plants belonging to the Oleaceae family (e.g. Syringa vulgaris), their preparation and use |
Non-Patent Citations (2)
| Title |
|---|
| Giovanni, S. et al.,"Entacapone and Tolcapone, Two Catechol O-Methyltransferase Inhibitors, Block Fibril Formation of a-Synuclein and β-Amyloid and Protect against Amyloid-induced Toxicity", J. Biol. Chem. 2010, 285:14941-14954. * |
| Pu, F. et al,."Differential Effects of Buckwheat and Kudingcha Extract on Neuronal Damage in Cultured Hippocampal Neurons and Spatial Memory Impairment Induced by Scopolamine in an Eight-Arm Radial Maze", Journal of Health Science, 51(6) 636–644 (2005). 任璐 栽培管花肉苁蓉中苯乙醇苷的提取与纯化研究 碩士論文 江南大学 2006 * |
Also Published As
| Publication number | Publication date |
|---|---|
| MY171048A (en) | 2019-09-23 |
| TW201325597A (zh) | 2013-07-01 |
| WO2013087042A1 (zh) | 2013-06-20 |
| SG11201403265VA (en) | 2014-09-26 |
| KR102048289B1 (ko) | 2020-01-08 |
| EP2792361A1 (en) | 2014-10-22 |
| JP2015500300A (ja) | 2015-01-05 |
| AU2012350437B2 (en) | 2017-06-29 |
| CA2859227A1 (en) | 2013-06-20 |
| US20150087606A1 (en) | 2015-03-26 |
| EP2792361B1 (en) | 2019-03-27 |
| CN103156867A (zh) | 2013-06-19 |
| CA2859227C (en) | 2019-01-22 |
| JP6134331B2 (ja) | 2017-05-24 |
| KR20150002576A (ko) | 2015-01-07 |
| AU2012350437A1 (en) | 2014-07-31 |
| EP2792361A4 (en) | 2015-05-13 |
| CN103156867B (zh) | 2019-04-30 |
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