TWI331529B - - Google Patents
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- TWI331529B TWI331529B TW092103351A TW92103351A TWI331529B TW I331529 B TWI331529 B TW I331529B TW 092103351 A TW092103351 A TW 092103351A TW 92103351 A TW92103351 A TW 92103351A TW I331529 B TWI331529 B TW I331529B
- Authority
- TW
- Taiwan
- Prior art keywords
- water
- preparation
- ethanol
- polar solvent
- phenylethanoid
- Prior art date
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 107
- 238000002360 preparation method Methods 0.000 claims description 67
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 66
- 229930182470 glycoside Natural products 0.000 claims description 55
- 150000002338 glycosides Chemical class 0.000 claims description 54
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 39
- 241000336316 Cistanche tubulosa Species 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 23
- 239000002798 polar solvent Substances 0.000 claims description 23
- 239000003814 drug Substances 0.000 claims description 22
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- 238000009472 formulation Methods 0.000 claims description 14
- FSBUXLDOLNLABB-ISAKITKMSA-N echinacoside Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](OC(=O)\C=C\C=2C=C(O)C(O)=CC=2)[C@@H](CO[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)O[C@@H](OCCC=2C=C(O)C(O)=CC=2)[C@@H]1O FSBUXLDOLNLABB-ISAKITKMSA-N 0.000 claims description 13
- NJYVDFDTLLZVMG-UHFFFAOYSA-N echinacoside Natural products CC1OC(OC2C(O)C(OCCc3ccc(O)c(O)c3)OC(COC4OC(CO)C(O)C(O)C4O)C2OC(=O)C=Cc5cc(O)cc(O)c5)C(O)C(O)C1O NJYVDFDTLLZVMG-UHFFFAOYSA-N 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
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- 208000024827 Alzheimer disease Diseases 0.000 claims description 9
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- QFRYQWYZSQDFOS-UHFFFAOYSA-N verbascoside Natural products CC1OC(COC2C(O)C(COC3OC(C(O)C(O)C3O)C(=O)O)OC(Oc4cc(O)cc5OC(=CC(=O)c45)c6ccc(O)c(O)c6)C2O)C(O)C(O)C1O QFRYQWYZSQDFOS-UHFFFAOYSA-N 0.000 claims description 9
- 229930185474 acteoside Natural products 0.000 claims description 6
- FBSKJMQYURKNSU-ZLSOWSIRSA-N acteoside Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@H]1[C@H](OC(=O)\C=C\C=2C=C(O)C(O)=CC=2)[C@@H](CO)O[C@@H](OCCC=2C=C(O)C(O)=CC=2)[C@@H]1O FBSKJMQYURKNSU-ZLSOWSIRSA-N 0.000 claims description 6
- FBSKJMQYURKNSU-UKQWSTALSA-N acteoside I Natural products C[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO)[C@H]2OC(=O)C=Cc4ccc(O)c(O)c4)[C@H](O)[C@H](O)[C@H]1O FBSKJMQYURKNSU-UKQWSTALSA-N 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
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- MYRTYDVEIRVNKP-UHFFFAOYSA-N divinylbenzene Substances C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 2
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- GMZVRMREEHBGGF-UHFFFAOYSA-N Piracetam Chemical compound NC(=O)CN1CCCC1=O GMZVRMREEHBGGF-UHFFFAOYSA-N 0.000 description 5
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- XTWYTFMLZFPYCI-KQYNXXCUSA-N 5'-adenylphosphoric acid Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O XTWYTFMLZFPYCI-KQYNXXCUSA-N 0.000 description 4
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- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 4
- FPOYEEKZOOLVJA-WLLRULDYSA-N [(2s,4ar,6r,7r,8s,8ar)-2-(3,4-dihydroxyphenyl)-6-(hydroxymethyl)-8-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,4a,6,7,8,8a-hexahydro-2h-pyrano[2,3-b][1,4]dioxin-7-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate Chemical compound O[C@@H]1[C@H](O)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]1[C@H]2O[C@@H](C=3C=C(O)C(O)=CC=3)CO[C@@H]2O[C@H](CO)[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 FPOYEEKZOOLVJA-WLLRULDYSA-N 0.000 description 4
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- XDAXWJHQKZRSEY-UHFFFAOYSA-N 2-(3,4-dihydroxyphenyl)-2-hydroxyethyl 4-O-[(E)-caffeoyl]-3-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside Natural products OC1C(O)C(O)C(C)OC1OC1C(OC(=O)C=CC=2C=C(O)C(O)=CC=2)C(CO)OC(OCC(O)C=2C=C(O)C(O)=CC=2)C1O XDAXWJHQKZRSEY-UHFFFAOYSA-N 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-Phenylethanol Natural products OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
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- OBZROZJRGRPYKZ-IUKXOIARSA-N [(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate Chemical compound O([C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1OC[C@H]1[C@@H]([C@H](O)[C@@H](O)[C@H](C)O1)O)O)OCC(OC)C=1C=C(O)C(O)=CC=1)C(=O)\C=C\C1=CC=C(O)C(O)=C1 OBZROZJRGRPYKZ-IUKXOIARSA-N 0.000 description 2
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- ZYURHZPYMFLWSH-UHFFFAOYSA-N octacosane Chemical group CCCCCCCCCCCCCCCCCCCCCCCCCCCC ZYURHZPYMFLWSH-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- 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)
- A61K36/64—Orobanchaceae (Broom-rape family)
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/02—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating impedance
- G01N27/04—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating impedance by investigating resistance
- G01N27/12—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating impedance by investigating resistance of a solid body in dependence upon absorption of a fluid; of a solid body in dependence upon reaction with a fluid, for detecting components in the fluid
- G01N27/125—Composition of the body, e.g. the composition of its sensitive layer
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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
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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
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01M—TESTING STATIC OR DYNAMIC BALANCE OF MACHINES OR STRUCTURES; TESTING OF STRUCTURES OR APPARATUS, NOT OTHERWISE PROVIDED FOR
- G01M3/00—Investigating fluid-tightness of structures
- G01M3/02—Investigating fluid-tightness of structures by using fluid or vacuum
- G01M3/04—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point
- G01M3/16—Investigating fluid-tightness of structures by using fluid or vacuum by detecting the presence of fluid at the leakage point using electric detection means
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- G—PHYSICS
- G08—SIGNALLING
- G08B—SIGNALLING OR CALLING SYSTEMS; ORDER TELEGRAPHS; ALARM SYSTEMS
- G08B21/00—Alarms responsive to a single specified undesired or abnormal condition and not otherwise provided for
- G08B21/02—Alarms for ensuring the safety of persons
- G08B21/12—Alarms for ensuring the safety of persons responsive to undesired emission of substances, e.g. pollution alarms
- G08B21/16—Combustible gas alarms
Landscapes
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- Chemical & Material Sciences (AREA)
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Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW092103351A TW200416036A (en) | 2003-02-18 | 2003-02-18 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
| US10/618,740 US7087252B2 (en) | 2003-02-18 | 2003-07-15 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, Cistanche tubulosa (Schrenk.) Wight, process of making the same, and uses of the same |
| CA002457996A CA2457996C (en) | 2003-02-18 | 2004-02-17 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
| AU2004200624A AU2004200624B2 (en) | 2003-02-18 | 2004-02-17 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
| JP2004039317A JP4926376B2 (ja) | 2003-02-18 | 2004-02-17 | 草本植物である、ハマウツボ科の全寄生植物［ｃｉｓｔａｎｃｈｅｔｕｂｕｌｏｓａ（ｓｃｈｅｎｋ．）ｗｉｇｈｔ］から抽出されるフェニルエタノイド配糖体を含む医薬調製物、これの製造方法およびこれの使用 |
| KR1020040010530A KR20040074614A (ko) | 2003-02-18 | 2004-02-18 | 초본식물, 시스탄체 투부로사(스첸크) 위그트로부터추출되는 페닐에타노이드 글리코시드를 함유하는 의약제제, 그것의 제조방법, 및 그것의 사용 |
| US11/452,302 US20060233896A1 (en) | 2003-02-18 | 2006-06-14 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, Cistanche tubulosa (Schenk.) Wight, process of making the same, and uses of the same |
| JP2011220805A JP5352655B2 (ja) | 2003-02-18 | 2011-10-05 | 草本植物である、ハマウツボ科の全寄生植物［ｃｉｓｔａｎｃｈｅｔｕｂｕｌｏｓａ（ｓｃｈｅｎｋ．）ｗｉｇｈｔ］から抽出されるフェニルエタノイド配糖体を含む医薬調製物、これの製造方法およびこれの使用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW092103351A TW200416036A (en) | 2003-02-18 | 2003-02-18 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200416036A TW200416036A (en) | 2004-09-01 |
| TWI331529B true TWI331529B (en:Method) | 2010-10-11 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092103351A TW200416036A (en) | 2003-02-18 | 2003-02-18 | Medicinal preparation containing phenylethanoid glycosides extracted from herbaceous plant, cistanche tubulosa (schenk.) wight, process of making the same, and uses of the same |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7087252B2 (en:Method) |
| JP (2) | JP4926376B2 (en:Method) |
| KR (1) | KR20040074614A (en:Method) |
| AU (1) | AU2004200624B2 (en:Method) |
| CA (1) | CA2457996C (en:Method) |
| TW (1) | TW200416036A (en:Method) |
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| EP1736167B1 (en) * | 2005-06-20 | 2018-03-21 | I.R.B. Istituto Di Ricerche Biotecnologiche S.r.l. | Extracts obtained from cell line cultures from Syringa vulgaris IRB-SV25/B (DMS:16857), their preparation and use |
| JP4965132B2 (ja) * | 2006-01-27 | 2012-07-04 | 森下仁丹株式会社 | 更年期障害改善剤 |
| AR059545A1 (es) * | 2006-02-28 | 2008-04-09 | Bayer Consumer Care Ag | Combinacion de verbacosido y luteolina |
| CN100475189C (zh) * | 2006-10-17 | 2009-04-08 | 王海龙 | 一种化妆品组合物及其制备方法和应用 |
| JPWO2008093678A1 (ja) * | 2007-01-29 | 2010-05-20 | オリザ油化株式会社 | ヒアルロニダーゼ阻害剤 |
| US20080261896A1 (en) * | 2007-04-11 | 2008-10-23 | Sinphar Pharmaceutical Co., Ltd. | Testosterone generating and metabolizing enhancer |
| JP2008280271A (ja) * | 2007-05-09 | 2008-11-20 | Oriza Yuka Kk | 皮膚光老化予防剤 |
| JP2009196895A (ja) * | 2008-02-19 | 2009-09-03 | Oriza Yuka Kk | チロシナーゼ阻害剤 |
| JP2009196908A (ja) * | 2008-02-20 | 2009-09-03 | Yomeishu Seizo Co Ltd | リパーゼ阻害剤及び飲食品 |
| JP2009263279A (ja) * | 2008-04-25 | 2009-11-12 | Oriza Yuka Kk | エラスターゼ阻害剤 |
| 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 |
| CN102329346A (zh) * | 2011-05-31 | 2012-01-25 | 苏州派腾生物医药科技有限公司 | 一种从肉苁蓉中提取松果菊苷的方法 |
| CN102304156B (zh) * | 2011-06-24 | 2016-03-16 | 浙江爱诺药业股份有限公司 | 一种苯乙醇苷类成份及其制备方法和用途 |
| US20150087606A1 (en) * | 2011-12-16 | 2015-03-26 | Sinphar Tian-Li Pharmaceutical Co., Ltd. (Hangzhou) | Pharmaceutical composition for preventing or treating amyloid beta peptide-associated diseases or conditions |
| CN102670436B (zh) * | 2012-03-13 | 2013-09-25 | 珈侬生化科技(中国)有限公司 | 含管花肉苁蓉提取物的美白抗衰老化妆品及其制备方法 |
| JP6151003B2 (ja) * | 2012-10-26 | 2017-06-21 | 学校法人近畿大学 | カンカニクジュヨウから得られる抗糖尿病剤、ヒト又は動物用医薬および機能性食品 |
| US9339522B2 (en) * | 2013-05-30 | 2016-05-17 | Sinphar Pharmaceutical Co., Ltd. | Method for regulating blood glucose level |
| TWI619721B (zh) * | 2014-04-10 | 2018-04-01 | 杏輝藥品工業股份有限公司 | 異類葉升麻苷衍生物及其製造方法與用途 |
| MY190399A (en) | 2014-05-08 | 2022-04-21 | Access Business Group Int Llc | A composition comprising cistanche and ginkgo extracts, the composition useful for improving memory of a subject |
| CN105111255A (zh) * | 2015-08-12 | 2015-12-02 | 青海伊纳维康生物科技有限公司 | 一种肉苁蓉中松果菊苷和毛蕊花糖苷的提取分离方法 |
| TWI678211B (zh) * | 2016-01-12 | 2019-12-01 | 大陸商杏輝天力（杭州）藥業有限公司 | 管花肉蓯蓉萃取物及異類葉升麻苷於保護肌肉之用途 |
| CN108057038B (zh) * | 2018-02-24 | 2020-09-01 | 上海中医药大学附属曙光医院 | 一种治疗肝纤维化的组合物及其应用 |
| CN109369739A (zh) * | 2018-11-16 | 2019-02-22 | 山东省药学科学院 | 一种具有脑保护活性的过山蕨植物提取物及其制备方法 |
| 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 |
| CN112608404B (zh) * | 2020-12-01 | 2023-01-10 | 石河子大学 | 一种氨基功能化异质结构多孔微球及其制备方法和应用 |
| CN112586515A (zh) * | 2020-12-22 | 2021-04-02 | 长江绿银(无锡)科技有限公司 | 一种北美车前中提取化感物质和苯乙醇苷类化合物的方法 |
| CN115778971B (zh) * | 2023-01-08 | 2025-06-24 | 中国中医科学院中药研究所 | 一种包含肉苁蓉成分的药物组合物及其用途 |
| CN116549466A (zh) * | 2023-06-06 | 2023-08-08 | 上海泰楚生物技术有限公司 | 一种毛蕊花糖苷化合物在制备抗动脉血栓形成的药物中的应用 |
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|---|---|---|---|---|
| JPH07223964A (ja) * | 1994-02-01 | 1995-08-22 | Du Pont Merck Pharmaceut Co | ホスホリパーゼａ２阻害剤 |
| JPH0940597A (ja) * | 1994-12-13 | 1997-02-10 | Natl Sci Council | シナモフィリン及びその誘導体とこれらの製造方法及び血小板凝集抑制薬剤、気管弛緩薬剤、酸化防止剤及び血管弛緩薬剤 |
-
2003
- 2003-02-18 TW TW092103351A patent/TW200416036A/zh not_active IP Right Cessation
- 2003-07-15 US US10/618,740 patent/US7087252B2/en not_active Expired - Lifetime
-
2004
- 2004-02-17 CA CA002457996A patent/CA2457996C/en not_active Expired - Lifetime
- 2004-02-17 AU AU2004200624A patent/AU2004200624B2/en not_active Expired
- 2004-02-17 JP JP2004039317A patent/JP4926376B2/ja not_active Expired - Lifetime
- 2004-02-18 KR KR1020040010530A patent/KR20040074614A/ko not_active Ceased
-
2006
- 2006-06-14 US US11/452,302 patent/US20060233896A1/en not_active Abandoned
-
2011
- 2011-10-05 JP JP2011220805A patent/JP5352655B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA2457996A1 (en) | 2004-08-18 |
| JP5352655B2 (ja) | 2013-11-27 |
| AU2004200624B2 (en) | 2006-02-16 |
| JP4926376B2 (ja) | 2012-05-09 |
| KR20040074614A (ko) | 2004-08-25 |
| US7087252B2 (en) | 2006-08-08 |
| AU2004200624A1 (en) | 2004-09-02 |
| CA2457996C (en) | 2009-08-04 |
| US20060233896A1 (en) | 2006-10-19 |
| JP2004250449A (ja) | 2004-09-09 |
| JP2012021022A (ja) | 2012-02-02 |
| US20040162246A1 (en) | 2004-08-19 |
| TW200416036A (en) | 2004-09-01 |
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