JP2005519863A - 溶解性に優れたフラバノリグナン調製物 - Google Patents
溶解性に優れたフラバノリグナン調製物 Download PDFInfo
- Publication number
- JP2005519863A JP2005519863A JP2003524598A JP2003524598A JP2005519863A JP 2005519863 A JP2005519863 A JP 2005519863A JP 2003524598 A JP2003524598 A JP 2003524598A JP 2003524598 A JP2003524598 A JP 2003524598A JP 2005519863 A JP2005519863 A JP 2005519863A
- Authority
- JP
- Japan
- Prior art keywords
- flavanolignan
- solution
- water
- silymarin
- flavanolignans
- 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.)
- Pending
Links
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- SEBFKMXJBCUCAI-UHFFFAOYSA-N NSC 227190 Natural products C1=C(O)C(OC)=CC(C2C(OC3=CC=C(C=C3O2)C2C(C(=O)C3=C(O)C=C(O)C=C3O2)O)CO)=C1 SEBFKMXJBCUCAI-UHFFFAOYSA-N 0.000 claims description 64
- 239000000243 solution Substances 0.000 claims description 61
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- 235000017700 silymarin Nutrition 0.000 claims description 35
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 31
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- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 description 1
- 229940080345 gamma-cyclodextrin Drugs 0.000 description 1
- 239000007897 gelcap Substances 0.000 description 1
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- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 230000002218 hypoglycaemic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000005414 inactive ingredient Substances 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 150000005692 lignans Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
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- 235000010449 maltitol Nutrition 0.000 description 1
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 description 1
- 229940035436 maltitol Drugs 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000013081 microcrystal Substances 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000007932 molded tablet Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 229960005489 paracetamol Drugs 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 1
- 150000008104 phosphatidylethanolamines Chemical class 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 231100000004 severe toxicity Toxicity 0.000 description 1
- 229950000628 silibinin Drugs 0.000 description 1
- 229930193504 simalin Natural products 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
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- 239000003440 toxic substance Substances 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 229960005502 α-amanitin Drugs 0.000 description 1
Classifications
-
- 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
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
- A61K31/787—Polymers containing nitrogen containing heterocyclic rings having nitrogen as a ring hetero atom
- A61K31/79—Polymers of vinyl pyrrolidone
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
Landscapes
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Toxicology (AREA)
- Child & Adolescent Psychology (AREA)
- Gastroenterology & Hepatology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Plant Substances (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CZ20013153A CZ292832B6 (cs) | 2001-08-30 | 2001-08-30 | Způsob přípravy silymarinu se zvýšenou rozpustností |
| PCT/US2002/027713 WO2003020291A1 (en) | 2001-08-30 | 2002-08-30 | Increased solubility flavanolignan preparations |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005519863A true JP2005519863A (ja) | 2005-07-07 |
| JP2005519863A5 JP2005519863A5 (enExample) | 2009-09-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003524598A Pending JP2005519863A (ja) | 2001-08-30 | 2002-08-30 | 溶解性に優れたフラバノリグナン調製物 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7384919B2 (enExample) |
| EP (1) | EP1420802B1 (enExample) |
| JP (1) | JP2005519863A (enExample) |
| KR (1) | KR20040074052A (enExample) |
| CN (1) | CN1582159A (enExample) |
| AT (1) | ATE381340T1 (enExample) |
| AU (1) | AU2002323517B2 (enExample) |
| CA (1) | CA2458963A1 (enExample) |
| CZ (1) | CZ292832B6 (enExample) |
| DE (1) | DE60224202T2 (enExample) |
| MX (1) | MXPA04001700A (enExample) |
| NO (1) | NO20041300L (enExample) |
| NZ (1) | NZ531429A (enExample) |
| TW (1) | TWI238065B (enExample) |
| WO (1) | WO2003020291A1 (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008542427A (ja) * | 2005-06-09 | 2008-11-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 短時間加熱および急速乾燥による低溶解性活性物質をベースとする固溶体の生成法 |
| JP2011500709A (ja) * | 2007-10-17 | 2011-01-06 | エフ. オボカイティス,トッド | 化合物の固体状態を変化させる方法、及びその方法で製造した共アモルファス組成物 |
| JP2011507812A (ja) * | 2007-12-23 | 2011-03-10 | エウロメッド エセアー | 新規ミルクシスル抽出物、調製方法、および使用 |
| JP2012526739A (ja) * | 2009-05-14 | 2012-11-01 | エウロメッド・エセ・ア | ウイルス性肝炎の治療のための非晶質シリビニン |
| JP2015113332A (ja) * | 2013-12-16 | 2015-06-22 | 花王株式会社 | 生薬粉体 |
| JP2016053000A (ja) * | 2014-09-03 | 2016-04-14 | 株式会社ファンケル | 水分散性の良いシリマリン含有組成物 |
| JP2020535132A (ja) * | 2017-09-22 | 2020-12-03 | エウロメッド・エセ・ア | 溶解性が向上したオオアザミ抽出物 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ2008407A3 (cs) | 2008-06-26 | 2009-08-26 | Agra Group, A. S. | Vodorozpustný prípravek na bázi flavanonol lignanu a zpusob jeho prípravy |
| US20120083013A1 (en) * | 2009-05-19 | 2012-04-05 | Suntory Holdings Limited | Glucosyltransferase specific to position-4 of furofuran-type lignan, and polynucleotide encoding same |
| CN102228430B (zh) * | 2011-06-14 | 2015-12-09 | 中国中医科学院中药研究所 | 水飞蓟宾磷脂复合物的纳米混悬剂及其制备方法 |
| US8877259B2 (en) | 2012-02-09 | 2014-11-04 | Mary Kay Inc. | Cosmetic formulation |
| ITMI20121317A1 (it) * | 2012-07-27 | 2014-01-28 | Indena Spa | Composizioni per il trattamento della fatica oncologica |
| US10202598B2 (en) | 2014-05-30 | 2019-02-12 | Todd Frank Ovokaitys | Methods and systems for generation, use, and delivery of activated stem cells |
| WO2015187974A1 (en) | 2014-06-06 | 2015-12-10 | Ovokaitys Todd Frank | Methods and compositions for increasing the bioactivity of nutrients |
| US10384985B2 (en) | 2014-06-06 | 2019-08-20 | B.K. Consultants, Inc. | Methods and compositions for increasing the yield of, and beneficial chemical composition of, certain plants |
| KR101598752B1 (ko) * | 2015-01-28 | 2016-02-29 | 순천향대학교 산학협력단 | 표면적 및/또는 다공성이 조절된 당알콜을 담체로 이용한 리포솜 조성물 및 그의 제조방법 |
| KR20230129426A (ko) | 2020-12-08 | 2023-09-08 | 토드 프랭크 오보케이티스 | 줄기 세포 생산 증가를 위한 방법 및 시스템 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1554662A (en) * | 1976-05-05 | 1979-10-24 | Inverni Della Beffa Spa | Polyhydroxyphenylchromanones |
| IT1215291B (it) * | 1985-07-17 | 1990-01-31 | Inverni Della Beffa Spa | Complessi di flavanolignani con fosfolipidi, loro preparazione e relative composizioni farmaceutiche. |
| US4767508A (en) * | 1986-02-27 | 1988-08-30 | Nippon Mining Co., Ltd. | Strike plating solution useful in applying primer plating to electronic parts |
| IT1222012B (it) | 1987-07-10 | 1990-08-31 | Indena Spa | Composizioni farmaceutiche e cosmetiche contenenti complessi di flavonolignani con fosfolipidi |
| GB8716918D0 (en) * | 1987-07-17 | 1987-08-26 | Inverni Della Beffa Spa | Soluble derivatives of silybin |
| US5019562A (en) * | 1988-01-19 | 1991-05-28 | The Trustees Of The University Of Pennsylvania/Childrens Hospital Corporation | Growth inhibiting agent and the use thereof |
| IT1241673B (it) * | 1989-10-09 | 1994-01-27 | Istituto Biochimico Italiano | Complessi di inclusione di silibinina con ciclodestrina, loro preparazione e composizioni farmaceutiche che li contengono. |
| US5196448A (en) | 1991-01-22 | 1993-03-23 | Stiefel Laboratories, Inc. | Antiinflammatory compositions and method of use |
| DE19501266A1 (de) * | 1995-01-18 | 1996-07-25 | Madaus Ag | Verfahren zur Herstellung von Flavano-Lignan-Zubereitungen mit verbesserter Freisetzung und Resorbierbarkeit danach erhältliche Zubereitungen und deren Verwendung zur Herstellung von Arzneimitteln |
| CZ287657B6 (cs) | 1996-06-12 | 2001-01-17 | Mikrobiologický Ústav Av Čr | Glykosidy silybininu a způsob jejich výroby |
| DE19744459A1 (de) | 1997-10-08 | 1999-04-15 | Schwabe Willmar Gmbh & Co | Flavonolignan-Zubereitungen, insbesondere Silymarin-Zubereitungen |
-
2001
- 2001-08-30 CZ CZ20013153A patent/CZ292832B6/cs not_active IP Right Cessation
-
2002
- 2002-08-30 AU AU2002323517A patent/AU2002323517B2/en not_active Expired - Fee Related
- 2002-08-30 CN CNA028188268A patent/CN1582159A/zh active Pending
- 2002-08-30 JP JP2003524598A patent/JP2005519863A/ja active Pending
- 2002-08-30 EP EP02757502A patent/EP1420802B1/en not_active Expired - Lifetime
- 2002-08-30 MX MXPA04001700A patent/MXPA04001700A/es active IP Right Grant
- 2002-08-30 AT AT02757502T patent/ATE381340T1/de not_active IP Right Cessation
- 2002-08-30 DE DE60224202T patent/DE60224202T2/de not_active Expired - Lifetime
- 2002-08-30 WO PCT/US2002/027713 patent/WO2003020291A1/en not_active Ceased
- 2002-08-30 CA CA002458963A patent/CA2458963A1/en not_active Abandoned
- 2002-08-30 KR KR10-2004-7002975A patent/KR20040074052A/ko not_active Ceased
- 2002-08-30 NZ NZ531429A patent/NZ531429A/en not_active IP Right Cessation
- 2002-08-30 US US10/487,651 patent/US7384919B2/en not_active Expired - Fee Related
- 2002-09-13 TW TW091121077A patent/TWI238065B/zh not_active IP Right Cessation
-
2004
- 2004-03-29 NO NO20041300A patent/NO20041300L/no not_active Application Discontinuation
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008542427A (ja) * | 2005-06-09 | 2008-11-27 | ビーエーエスエフ ソシエタス・ヨーロピア | 短時間加熱および急速乾燥による低溶解性活性物質をベースとする固溶体の生成法 |
| JP2011500709A (ja) * | 2007-10-17 | 2011-01-06 | エフ. オボカイティス,トッド | 化合物の固体状態を変化させる方法、及びその方法で製造した共アモルファス組成物 |
| JP2011507812A (ja) * | 2007-12-23 | 2011-03-10 | エウロメッド エセアー | 新規ミルクシスル抽出物、調製方法、および使用 |
| JP2014074051A (ja) * | 2007-12-23 | 2014-04-24 | Euromed Sa | 新規ミルクシスル抽出物、調製方法、および使用 |
| JP2012526739A (ja) * | 2009-05-14 | 2012-11-01 | エウロメッド・エセ・ア | ウイルス性肝炎の治療のための非晶質シリビニン |
| JP2016026166A (ja) * | 2009-05-14 | 2016-02-12 | エウロメッド・エセ・ア | ウイルス性肝炎の治療のための非晶質シリビニン |
| JP2015113332A (ja) * | 2013-12-16 | 2015-06-22 | 花王株式会社 | 生薬粉体 |
| JP2016053000A (ja) * | 2014-09-03 | 2016-04-14 | 株式会社ファンケル | 水分散性の良いシリマリン含有組成物 |
| JP2020535132A (ja) * | 2017-09-22 | 2020-12-03 | エウロメッド・エセ・ア | 溶解性が向上したオオアザミ抽出物 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20040074052A (ko) | 2004-08-21 |
| CZ20013153A3 (cs) | 2003-04-16 |
| US20050101546A1 (en) | 2005-05-12 |
| TWI238065B (en) | 2005-08-21 |
| ATE381340T1 (de) | 2008-01-15 |
| CN1582159A (zh) | 2005-02-16 |
| DE60224202D1 (de) | 2008-01-31 |
| CA2458963A1 (en) | 2003-03-13 |
| CZ292832B6 (cs) | 2003-12-17 |
| DE60224202T2 (de) | 2008-12-04 |
| EP1420802B1 (en) | 2007-12-19 |
| AU2002323517B2 (en) | 2009-12-10 |
| NO20041300L (no) | 2004-03-29 |
| NZ531429A (en) | 2005-11-25 |
| EP1420802A4 (en) | 2005-02-09 |
| EP1420802A1 (en) | 2004-05-26 |
| MXPA04001700A (es) | 2005-04-11 |
| WO2003020291A1 (en) | 2003-03-13 |
| US7384919B2 (en) | 2008-06-10 |
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