JP5221128B2 - センシンレン(Andrographispaniculata)由来の粗抽出物 - Google Patents
センシンレン(Andrographispaniculata)由来の粗抽出物 Download PDFInfo
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- JP5221128B2 JP5221128B2 JP2007510891A JP2007510891A JP5221128B2 JP 5221128 B2 JP5221128 B2 JP 5221128B2 JP 2007510891 A JP2007510891 A JP 2007510891A JP 2007510891 A JP2007510891 A JP 2007510891A JP 5221128 B2 JP5221128 B2 JP 5221128B2
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- inflammatory bowel
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- 230000002459 sustained effect Effects 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 210000003556 vascular endothelial cell Anatomy 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000003871 white petrolatum Substances 0.000 description 1
Classifications
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- 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)
- A61K36/19—Acanthaceae (Acanthus family)
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
Description
35USC§119(e)に準拠して、本出願は、2004年4月28日に出願された米国特許仮出願第60/566,477号の優先権を主張し、該仮出願の内容は、本明細書に援用される。
センシンレンの地上部分の乾燥粉末(1kg)を85%エタノールに懸濁した。懸濁物を2時間還流し、濾過した。残渣を85%エタノールで再び抽出した。これらのエタノール溶液を混合・冷却し、更に濃縮して、105gの目的抽出物を得た。HPLC分析によって、該抽出物が4.0%のアンドログラフォリドを含有することが示された。
in vitroアッセイを行って、センシンレン抽出物のTNFα及びIL−1β発現を阻害する効果を評価した。
in vivoアッセイを行い、炎症性腸疾患(IBD)を治療する際のセンシンレン抽出物の有効性を評価した。
以上において本発明の幾つかの態様を記載したが、本発明の技術思想及び範囲から逸脱することなく、多様な変更が可能であることが理解されるであろう。したがって、そのような他の実施態様もまた、特許請求の範囲内である。
Claims (10)
- 炎症性腸疾患の治療において使用するための組成物の調製方法であって、
センシンレン(Andrographis paniculata)の地上部分とエタノールとの混合物を還流する工程と、
前記混合物から抽出物を得る工程と、を含み、
前記抽出物は、2〜20重量%のアンドログラフォリド、1〜12重量%の14−デオキシ−11,12−デヒドロゲン−アンドログラフォリド、14−デオキシ−アンドログラフォリド、及び1〜5重量%のネオアンドログラフォリドを含む調製方法。 - 前記抽出物を、医薬組成物の作製のために加工する工程をさらに含む請求項1に記載の調製方法。
- 請求項1又は2に記載の調製方法から得られる組成物。
- 前記抽出物は、2〜20重量%のアンドログラフォリド、1〜12重量%の14−デオキシ−11,12−デヒドロゲン−アンドログラフォリド、及び1〜5重量%のネオアンドログラフォリドを含む請求項3記載の組成物。
- 治療によるヒト又は動物の身体の治療方法のために使用される請求項3又は4に記載の組成物。
- 炎症性腸疾患の治療方法のために使用される請求項3又は4に記載の組成物。
- 前記炎症性腸疾患は潰瘍性大腸炎である請求項6記載の組成物。
- 前記炎症性腸疾患はクローン病である請求項6記載の組成物。
- 2〜20重量%のアンドログラフォリド、1〜12重量%の14−デオキシ−11,12−デヒドロゲン−アンドログラフォリド、14−デオキシ−アンドログラフォリド、及び1〜5重量%のネオアンドログラフォリドを含む、炎症性腸疾患の治療のためのセンシンレンの組成物。
- 請求項9記載の組成物及び少なくとも1つの担体を含む、炎症性腸疾患の治療において使用するための医薬組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US56647704P | 2004-04-28 | 2004-04-28 | |
US60/566,477 | 2004-04-28 | ||
PCT/US2005/014288 WO2005104722A2 (en) | 2004-04-28 | 2005-04-26 | Crude extracts from andrographis paniculata |
Publications (2)
Publication Number | Publication Date |
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JP2007535542A JP2007535542A (ja) | 2007-12-06 |
JP5221128B2 true JP5221128B2 (ja) | 2013-06-26 |
Family
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Application Number | Title | Priority Date | Filing Date |
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JP2007510891A Expired - Fee Related JP5221128B2 (ja) | 2004-04-28 | 2005-04-26 | センシンレン(Andrographispaniculata)由来の粗抽出物 |
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Country | Link |
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US (3) | US7341748B2 (ja) |
EP (1) | EP1747008B1 (ja) |
JP (1) | JP5221128B2 (ja) |
KR (3) | KR101536892B1 (ja) |
AU (1) | AU2005237550B2 (ja) |
CA (1) | CA2564637C (ja) |
DK (1) | DK1747008T3 (ja) |
ES (1) | ES2534594T3 (ja) |
HU (1) | HUE025117T2 (ja) |
PL (1) | PL1747008T3 (ja) |
PT (1) | PT1747008E (ja) |
RU (1) | RU2383353C2 (ja) |
TW (1) | TWI373340B (ja) |
WO (1) | WO2005104722A2 (ja) |
Families Citing this family (18)
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---|---|---|---|---|
CA2559614A1 (en) * | 2004-03-11 | 2005-09-22 | Hutchison Medipharma Ltd. | Andrographolide and analogues as inhibitors of tnf.alpha. and il-1.beta.expression |
RU2383353C2 (ru) | 2004-04-28 | 2010-03-10 | Хатчисон Медифарма Энтерпрайзис Лимитед | Суммарные экстракты из andrographis paniculata |
JP2007176934A (ja) * | 2005-11-30 | 2007-07-12 | Kose Corp | 血小板活性化因子アセチルヒドロラーゼ機能調整剤 |
US20070202164A1 (en) * | 2006-02-28 | 2007-08-30 | Hutchison Medipharma Enterprises Limited | Andrographis Extract Formulations |
EP1882473A1 (en) * | 2006-07-28 | 2008-01-30 | Indena S.P.A. | Use of anthocyanosides to prepare formulations for the treatment of mucositis induced by antitumoral drugs |
US20090117209A1 (en) * | 2007-11-02 | 2009-05-07 | Hutchison Medipharma Enterprises Limited | Andrographis paniculata extract |
SG174892A1 (en) * | 2009-03-24 | 2011-11-28 | Univ Singapore | Use of andrographolide compounds for treating inflammation and airway disorders |
MD480Z5 (ro) * | 2011-07-07 | 2012-09-30 | Эльвира АНДОН | Metodă de tratament al colitei ulceroase nespecifice acute |
CN102702147B (zh) * | 2012-06-18 | 2016-06-08 | 辽宁利锋科技开发有限公司 | 穿心莲内酯类似物及其治疗的应用 |
CN103145661B (zh) * | 2013-03-25 | 2014-06-18 | 成都天台山制药有限公司 | 穿心莲内酯的新晶型 |
CN103145660B (zh) * | 2013-03-25 | 2014-09-17 | 成都天台山制药有限公司 | 穿心莲内酯及其制备方法 |
CN103223028A (zh) * | 2013-03-27 | 2013-07-31 | 张宗升 | 中药提取物 |
CN103766901A (zh) * | 2014-01-08 | 2014-05-07 | 浙江大学 | 一种穿心莲丙素在制备减肥食品或药品中的应用 |
JP6386761B2 (ja) * | 2014-03-19 | 2018-09-05 | 花王株式会社 | インボルクリン発現抑制剤 |
MY176459A (en) * | 2016-05-23 | 2020-08-10 | Univ Putra Malaysia | Extract of andrographis paniculata for cognitive enhancement |
WO2018081959A1 (en) | 2016-11-02 | 2018-05-11 | Nutrition Science Partners Limited | Extracts of andrographis paniculata, methods for preparation and use thereof |
CN107349253A (zh) * | 2017-06-23 | 2017-11-17 | 苏州凌科特新材料有限公司 | 无刺激医用消毒液及其制备方法 |
WO2022058422A1 (en) * | 2020-09-17 | 2022-03-24 | Dsm Ip Assets B.V. | Use of andrographis paniculata extract to protect against air pollution related diseases |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1012941B (zh) | 1989-07-29 | 1991-06-26 | 郭如明 | 穿心莲碱水法新工艺 |
US20030059471A1 (en) | 1997-12-15 | 2003-03-27 | Compton Bruce Jon | Oral delivery formulation |
JP2000034233A (ja) * | 1998-07-15 | 2000-02-02 | Sumitomo Forestry Co Ltd | 一酸化窒素産生抑制剤 |
JP2001058969A (ja) * | 1999-08-20 | 2001-03-06 | Nettairin Saisei Gijutsu Kenkyu Kumiai | 一酸化窒素産生抑制剤 |
JP2004505046A (ja) | 2000-07-28 | 2004-02-19 | イムファルム・アンパルトセルスカブ | 感冒、アレルギー性鼻炎および気道に関連した感染症の症状の処置方法 |
US6629835B2 (en) | 2000-08-01 | 2003-10-07 | Metaproteomics, Llc | Combinations of diterpene triepoxide lactones and ditepene lactones or triterpenes for synergistic inhibition of cyclooxygenase-2 |
US6358526B1 (en) | 2000-08-16 | 2002-03-19 | Rexall Sundown | Method of making tablets and tablet compositions produced therefrom |
US7270835B2 (en) | 2001-06-20 | 2007-09-18 | Metaproteomics, Llc | Compositions that treat or inhibit pathological conditions associated with inflammatory response |
US20030101076A1 (en) | 2001-10-02 | 2003-05-29 | Zaleski John R. | System for supporting clinical decision making through the modeling of acquired patient medical information |
US6753017B2 (en) | 2001-11-07 | 2004-06-22 | Jrs Pharma Lp | Process for preparing dry extracts |
JP2003171301A (ja) | 2001-11-09 | 2003-06-20 | Mahidol Univ | 歯周炎治療における補助剤としてのカルメグゲル |
JP4669920B2 (ja) | 2002-08-21 | 2011-04-13 | 沖縄県 | 血糖上昇抑制且つ血圧上昇抑制作用を有する機能性素材 |
CN1488376A (zh) | 2003-05-09 | 2004-04-14 | 江西诚志信丰药业有限责任公司 | 一种治疗肠道疾病及鼻窦炎的药物胶囊及其制备方法 |
CN1626076B (zh) | 2003-12-11 | 2010-10-06 | 天津天士力制药股份有限公司 | 一种穿心莲内酯滴丸及其制备方法 |
KR101065608B1 (ko) | 2003-12-29 | 2011-09-19 | 주식회사 엘지생활건강 | 안드로그라폴라이드 또는 안드로그라폴라이드를유효성분으로 함유하는 천심련 추출물을 포함하는가려움증 억제 또는 완화 조성물 |
CA2559614A1 (en) * | 2004-03-11 | 2005-09-22 | Hutchison Medipharma Ltd. | Andrographolide and analogues as inhibitors of tnf.alpha. and il-1.beta.expression |
RU2383353C2 (ru) | 2004-04-28 | 2010-03-10 | Хатчисон Медифарма Энтерпрайзис Лимитед | Суммарные экстракты из andrographis paniculata |
WO2005120455A1 (en) | 2004-06-12 | 2005-12-22 | Passion For Life Healthcare Limited | Soluble strip for oral or topical administration |
CN1628764A (zh) | 2004-08-19 | 2005-06-22 | 贵阳云岩西创药物科技开发有限公司 | 穿心莲制剂及其制备方法 |
US20070202164A1 (en) | 2006-02-28 | 2007-08-30 | Hutchison Medipharma Enterprises Limited | Andrographis Extract Formulations |
US20090117209A1 (en) | 2007-11-02 | 2009-05-07 | Hutchison Medipharma Enterprises Limited | Andrographis paniculata extract |
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Also Published As
Publication number | Publication date |
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DK1747008T3 (en) | 2015-03-30 |
KR20150047645A (ko) | 2015-05-04 |
EP1747008A4 (en) | 2009-04-22 |
RU2383353C2 (ru) | 2010-03-10 |
JP2007535542A (ja) | 2007-12-06 |
KR101536892B1 (ko) | 2015-07-14 |
WO2005104722A3 (en) | 2006-03-02 |
TW200538144A (en) | 2005-12-01 |
AU2005237550B2 (en) | 2010-09-23 |
PT1747008E (pt) | 2015-03-31 |
EP1747008A2 (en) | 2007-01-31 |
EP1747008B1 (en) | 2015-01-14 |
RU2006141834A (ru) | 2008-06-10 |
TWI373340B (en) | 2012-10-01 |
US20060246156A1 (en) | 2006-11-02 |
HUE025117T2 (en) | 2016-02-29 |
CA2564637A1 (en) | 2005-11-10 |
ES2534594T3 (es) | 2015-04-24 |
KR101534844B1 (ko) | 2015-07-07 |
USRE43423E1 (en) | 2012-05-29 |
PL1747008T3 (pl) | 2015-10-30 |
USRE42718E1 (en) | 2011-09-20 |
KR101531116B1 (ko) | 2015-06-23 |
CA2564637C (en) | 2013-09-10 |
AU2005237550A1 (en) | 2005-11-10 |
KR20130012979A (ko) | 2013-02-05 |
KR20070033982A (ko) | 2007-03-27 |
US7341748B2 (en) | 2008-03-11 |
WO2005104722A2 (en) | 2005-11-10 |
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