ZA200201619B - Use of amino acids for making medicines for treating to insulin-resistance. - Google Patents

Use of amino acids for making medicines for treating to insulin-resistance. Download PDF

Info

Publication number: ZA200201619B
Authority: ZA; South Africa
Prior art keywords: insulin; composition; substance; manufacture; treatment
Prior art date: 1999-08-27

Application number

ZA200201619A

Other languages

English (en)

Inventor

Gerard Ribes

Pierre Roger Petit

Yves Sauvaire

Mohammed Taouis

Christophe Broca

Bernard Pau

Original Assignee

Innodia

Priority date (The priority date 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 date listed.)

1999-08-27

Filing date

2002-02-26

Publication date

2003-07-30

2002-02-26 Application filed by Innodia filed Critical Innodia

2003-07-30 Publication of ZA200201619B publication Critical patent/ZA200201619B/en

Links

239000003814 drug Substances 0.000 title claims abstract description 31
150000001413 amino acids Chemical class 0.000 title claims abstract description 27
208000001072 type 2 diabetes mellitus Diseases 0.000 title claims abstract description 27
206010022489 Insulin Resistance Diseases 0.000 title claims abstract description 25
229940079593 drug Drugs 0.000 title abstract description 3
238000011282 treatment Methods 0.000 claims abstract description 28
150000002596 lactones Chemical class 0.000 claims abstract description 5
NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 144
230000000694 effects Effects 0.000 claims description 76
102000004877 Insulin Human genes 0.000 claims description 72
108090001061 Insulin Proteins 0.000 claims description 72
229940125396 insulin Drugs 0.000 claims description 72
239000000203 mixture Substances 0.000 claims description 22
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108010001127 Insulin Receptor Proteins 0.000 claims description 20
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239000000126 substance Substances 0.000 claims description 20
238000004519 manufacturing process Methods 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 17
OSCCDBFHNMXNME-UHFFFAOYSA-N gamma-hydroxyisoleucine Natural products CC(O)C(C)C(N)C(O)=O OSCCDBFHNMXNME-UHFFFAOYSA-N 0.000 claims description 16
102000003993 Phosphatidylinositol 3-kinases Human genes 0.000 claims description 12
108090000430 Phosphatidylinositol 3-kinases Proteins 0.000 claims description 12
102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 claims description 12
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239000002253 acid Substances 0.000 claims 3
150000007513 acids Chemical class 0.000 claims 3
101710201824 Insulin receptor substrate 1 Proteins 0.000 claims 2
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OSCCDBFHNMXNME-YUPRTTJUSA-N (4S)-4-hydroxy-L-isoleucine zwitterion Chemical compound C[C@H](O)[C@H](C)[C@H](N)C(O)=O OSCCDBFHNMXNME-YUPRTTJUSA-N 0.000 description 13
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150000001412 amines Chemical class 0.000 description 3
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238000007912 intraperitoneal administration Methods 0.000 description 3
102000020233 phosphotransferase Human genes 0.000 description 3
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
102000004190 Enzymes Human genes 0.000 description 2
108090000790 Enzymes Proteins 0.000 description 2
108010034219 Insulin Receptor Substrate Proteins Proteins 0.000 description 2
102000043136 MAP kinase family Human genes 0.000 description 2
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DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
108091007960 PI3Ks Proteins 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
244000250129 Trigonella foenum graecum Species 0.000 description 2
235000001484 Trigonella foenum graecum Nutrition 0.000 description 2
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230000005540 biological transmission Effects 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
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238000005259 measurement Methods 0.000 description 2
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150000003905 phosphatidylinositols Chemical class 0.000 description 2
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108090000623 proteins and genes Proteins 0.000 description 2
210000002966 serum Anatomy 0.000 description 2
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241000287828 Gallus gallus Species 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
108700038106 Glucose transporter GLUT Proteins 0.000 description 1
102000052484 Glucose transporter GLUT Human genes 0.000 description 1
101150030450 IRS1 gene Proteins 0.000 description 1
208000031773 Insulin resistance syndrome Diseases 0.000 description 1
AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
108091005804 Peptidases Proteins 0.000 description 1
239000004365 Protease Substances 0.000 description 1
102000001253 Protein Kinase Human genes 0.000 description 1
241000700157 Rattus norvegicus Species 0.000 description 1
102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
ZSJLQEPLLKMAKR-UHFFFAOYSA-N Streptozotocin Natural products O=NN(C)C(=O)NC1C(O)OC(CO)C(O)C1O ZSJLQEPLLKMAKR-UHFFFAOYSA-N 0.000 description 1
150000003862 amino acid derivatives Chemical class 0.000 description 1
208000037849 arterial hypertension Diseases 0.000 description 1
230000035578 autophosphorylation Effects 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
230000033228 biological regulation Effects 0.000 description 1
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239000002775 capsule Substances 0.000 description 1
230000007248 cellular mechanism Effects 0.000 description 1
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210000001072 colon Anatomy 0.000 description 1
230000001609 comparable effect Effects 0.000 description 1
230000006378 damage Effects 0.000 description 1
230000002950 deficient Effects 0.000 description 1
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239000012636 effector Substances 0.000 description 1
230000002255 enzymatic effect Effects 0.000 description 1
238000006911 enzymatic reaction Methods 0.000 description 1
210000002919 epithelial cell Anatomy 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000284 extract Substances 0.000 description 1
235000021588 free fatty acids Nutrition 0.000 description 1
239000008103 glucose Substances 0.000 description 1
239000003102 growth factor Substances 0.000 description 1
210000003494 hepatocyte Anatomy 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
239000005556 hormone Substances 0.000 description 1
238000001114 immunoprecipitation Methods 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
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238000007918 intramuscular administration Methods 0.000 description 1
239000007928 intraperitoneal injection Substances 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
238000011835 investigation Methods 0.000 description 1
229960000310 isoleucine Drugs 0.000 description 1
AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000033001 locomotion Effects 0.000 description 1
238000004020 luminiscence type Methods 0.000 description 1
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238000000329 molecular dynamics simulation Methods 0.000 description 1
230000009456 molecular mechanism Effects 0.000 description 1
230000002969 morbid Effects 0.000 description 1
229960003966 nicotinamide Drugs 0.000 description 1
235000005152 nicotinamide Nutrition 0.000 description 1
239000011570 nicotinamide Substances 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
230000001575 pathological effect Effects 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
235000017924 poor diet Nutrition 0.000 description 1
108060006633 protein kinase Proteins 0.000 description 1
230000005180 public health Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
230000028327 secretion Effects 0.000 description 1
230000001235 sensitizing effect Effects 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
ZSJLQEPLLKMAKR-GKHCUFPYSA-N streptozocin Chemical compound O=NN(C)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O ZSJLQEPLLKMAKR-GKHCUFPYSA-N 0.000 description 1
229960001052 streptozocin Drugs 0.000 description 1
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238000002636 symptomatic treatment Methods 0.000 description 1
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150000003626 triacylglycerols Chemical class 0.000 description 1
239000001917 trigonella foenum graecum l. absolute Substances 0.000 description 1
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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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Diabetes (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Epidemiology (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Obesity (AREA)
Hematology (AREA)
Endocrinology (AREA)
Child & Adolescent Psychology (AREA)
Emergency Medicine (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Peptides Or Proteins (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

ZA200201619A 1999-08-27 2002-02-26 Use of amino acids for making medicines for treating to insulin-resistance. ZA200201619B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR9910874A FR2797767B1 (fr)	1999-08-27	1999-08-27	Utilisation d'acides amines pour la fabrication de medicaments destines au traitement des insulino-resistances

Publications (1)

Publication Number	Publication Date
ZA200201619B true ZA200201619B (en)	2003-07-30

Family

ID=9549397

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200201619A ZA200201619B (en)	1999-08-27	2002-02-26	Use of amino acids for making medicines for treating to insulin-resistance.

Country Status (14)

Country	Link
US (2)	US7402611B1 (de)
EP (2)	EP1206257B1 (de)
JP (1)	JP2003508435A (de)
CN (1)	CN1208055C (de)
AT (1)	ATE281159T1 (de)
AU (1)	AU7015700A (de)
CA (1)	CA2382835A1 (de)
DE (1)	DE60015560T2 (de)
DK (1)	DK1206257T3 (de)
ES (1)	ES2231247T3 (de)
FR (1)	FR2797767B1 (de)
PT (1)	PT1206257E (de)
WO (1)	WO2001015689A1 (de)
ZA (1)	ZA200201619B (de)

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FR2847897B1 (fr) *	2002-12-02	2006-02-24	Centre Nat Rech Scient	Procede de preparation de diasteroisomeres et d'enantiomeres de la 4-hydroxyisoleucine et de ses derives
CN1777581A (zh)	2003-03-19	2006-05-24	协和发酵工业株式会社	糖尿病治疗剂
FR2856297B1 (fr) *	2003-06-18	2005-08-05	Caster	Utilisation de (2s,3r,4s)-4-hydroxyisoleucine dans des compositions cosmetiques pour application topique
CN1921881A (zh) *	2003-10-27	2007-02-28	因诺迪亚公司	羟基化氨基酸用于治疗糖尿病的用途
US7645466B2 (en)	2004-03-02	2010-01-12	Tsi Group Limited	Methods for deriving, isolating, and/or extracting amino acid compositions from Fenugreek seed
WO2006017157A1 (en) *	2004-07-09	2006-02-16	Pure World Botanicals, Inc.	Weight loss composition
BRPI0607140A2 (pt) *	2005-02-18	2009-08-11	Innodia Inc	composto, uso do composto e/ou uso de um sal, lactona ou pró-medicamento farmaceuticamente aceitável do dito composto, composição farmacêutica, kit farmacêutico, método para estimular a captação de glicose pelas células musculares e/ou células de adipócito, método para estimular a secreção de insulina pelas células pancreáticas células-(beta) e método para o tratamento de um mamìfero que tem um distúrbio do metabolismo de carboidratos ou de lipìdios
JP2008538211A (ja) *	2005-03-22	2008-10-16	イノディアインク．	肥満及び関連する症候群の予防及び治療における使用のための化合物及び組成物
US20100048545A1 (en) *	2006-03-22	2010-02-25	Innodia Inc.	Compounds and Compositions for Use in the Prevention and Treatment of Disorders of Fat Metabolism and Obesity
US20100124583A1 (en) *	2008-04-30	2010-05-20	Xyleco, Inc.	Processing biomass
EP2123629A1 (de)	2007-02-22	2009-11-25	Ajinomoto Co., Inc.	Verfahren zur aufreinigung von 4-hydroxyisoleucin
BR122018010009B1 (pt)	2008-04-30	2021-05-04	Xyleco, Inc	Métodos de preparo de um material
CN108078973A (zh) *	2017-12-25	2018-05-29	郑州大学	4-羟基异亮氨酸的新用途
CN112089710B (zh) *	2020-08-07	2022-04-01	郑州大学	4-羟基异亮氨酸在制备抗肿瘤药物中的应用

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FR2695317B1 (fr) *	1992-09-07	1995-03-10	Monal Lab	Composition apte à stimuler la sécrétion d'insuline destinée au traitement du diabète non insulino-dépendant.
IL108583A (en)	1994-02-07	1997-06-10	Yissum Res Dev Co	Galactomannan emulsions and comestible products containing the same
GB9517443D0 (en) *	1994-12-17	1995-10-25	Univ Nottingham	Increasing creatine and glycogen concentration in muscle
FR2745718B1 (fr) *	1996-03-08	1998-05-07	Gestion Jouvenet Soc Civ De	Composition antidiabetique a base de 4-hydroxyisoleucine
AU7181198A (en) *	1996-11-13	1998-06-03	Receptron Corporation	Assays for non-insulin dependent diabetes
DE69830301T2 (de) *	1997-01-15	2006-02-02	Telik Inc., South San Francisco	Modulatoren von insulinrezeptor-aktivität
CA2206157C (en)	1997-05-26	2000-06-13	Cheng, Peter	Method of extraction of commercially valuable fractions of fenugreek

1999
- 1999-08-27 FR FR9910874A patent/FR2797767B1/fr not_active Expired - Fee Related
2000
- 2000-08-23 DK DK00958726T patent/DK1206257T3/da active
- 2000-08-23 JP JP2001519903A patent/JP2003508435A/ja active Pending
- 2000-08-23 EP EP00958726A patent/EP1206257B1/de not_active Expired - Lifetime
- 2000-08-23 DE DE60015560T patent/DE60015560T2/de not_active Expired - Fee Related
- 2000-08-23 WO PCT/FR2000/002361 patent/WO2001015689A1/fr not_active Ceased
- 2000-08-23 ES ES00958726T patent/ES2231247T3/es not_active Expired - Lifetime
- 2000-08-23 US US10/069,574 patent/US7402611B1/en not_active Expired - Fee Related
- 2000-08-23 AU AU70157/00A patent/AU7015700A/en not_active Abandoned
- 2000-08-23 CN CNB008133166A patent/CN1208055C/zh not_active Expired - Fee Related
- 2000-08-23 EP EP03291523A patent/EP1421937A1/de not_active Withdrawn
- 2000-08-23 CA CA002382835A patent/CA2382835A1/fr not_active Abandoned
- 2000-08-23 PT PT00958726T patent/PT1206257E/pt unknown
- 2000-08-23 AT AT00958726T patent/ATE281159T1/de not_active IP Right Cessation
2002
- 2002-02-26 ZA ZA200201619A patent/ZA200201619B/en unknown
2008
- 2008-07-21 US US12/176,827 patent/US20080287344A1/en not_active Abandoned

Also Published As

Publication number	Publication date
EP1206257B1 (de)	2004-11-03
JP2003508435A (ja)	2003-03-04
WO2001015689A1 (fr)	2001-03-08
US7402611B1 (en)	2008-07-22
ES2231247T3 (es)	2005-05-16
EP1206257A1 (de)	2002-05-22
ATE281159T1 (de)	2004-11-15
DE60015560D1 (de)	2004-12-09
CA2382835A1 (fr)	2001-03-08
HK1052456A1 (en)	2003-09-19
PT1206257E (pt)	2005-03-31
CN1208055C (zh)	2005-06-29
US20080287344A1 (en)	2008-11-20
CN1376062A (zh)	2002-10-23
FR2797767B1 (fr)	2002-06-14
AU7015700A (en)	2001-03-26
FR2797767A1 (fr)	2001-03-02
DK1206257T3 (da)	2005-03-14
EP1421937A1 (de)	2004-05-26
DE60015560T2 (de)	2005-12-15

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