TW200407157A - Process for producing fat composition containing hydrophobic components of glycyrrhiza - Google Patents
Process for producing fat composition containing hydrophobic components of glycyrrhiza Download PDFInfo
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- TW200407157A TW200407157A TW092107743A TW92107743A TW200407157A TW 200407157 A TW200407157 A TW 200407157A TW 092107743 A TW092107743 A TW 092107743A TW 92107743 A TW92107743 A TW 92107743A TW 200407157 A TW200407157 A TW 200407157A
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- Prior art keywords
- oil
- fat
- fatty acid
- licorice
- acid ester
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- 239000000203 mixture Substances 0.000 title claims abstract description 62
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 46
- 241000202807 Glycyrrhiza Species 0.000 title claims abstract 7
- 238000000034 method Methods 0.000 title claims description 19
- LTINPJMVDKPJJI-UHFFFAOYSA-N iodinated glycerol Chemical compound CC(I)C1OCC(CO)O1 LTINPJMVDKPJJI-UHFFFAOYSA-N 0.000 title abstract 3
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 42
- 229930195729 fatty acid Natural products 0.000 claims abstract description 42
- 239000000194 fatty acid Substances 0.000 claims abstract description 42
- -1 fatty acid ester Chemical class 0.000 claims abstract description 41
- 239000002904 solvent Substances 0.000 claims abstract description 39
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 38
- 235000013305 food Nutrition 0.000 claims abstract description 20
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 12
- 239000003925 fat Substances 0.000 claims description 74
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 claims description 67
- 244000303040 Glycyrrhiza glabra Species 0.000 claims description 64
- 229940010454 licorice Drugs 0.000 claims description 59
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 claims description 58
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 claims description 58
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 40
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 33
- 239000003960 organic solvent Substances 0.000 claims description 30
- 238000004519 manufacturing process Methods 0.000 claims description 28
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 150000002148 esters Chemical group 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 10
- 235000017443 Hedysarum boreale Nutrition 0.000 claims description 8
- 235000007858 Hedysarum occidentale Nutrition 0.000 claims description 8
- 239000001947 glycyrrhiza glabra rhizome/root Substances 0.000 claims description 8
- 150000004667 medium chain fatty acids Chemical group 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 229920000223 polyglycerol Polymers 0.000 claims description 5
- 229920005862 polyol Polymers 0.000 claims description 5
- 239000000052 vinegar Substances 0.000 claims description 5
- 235000021419 vinegar Nutrition 0.000 claims description 5
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims description 4
- 229940066675 ricinoleate Drugs 0.000 claims description 3
- WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 claims description 3
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 5
- 239000004378 Glycyrrhizin Substances 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- LPLVUJXQOOQHMX-UHFFFAOYSA-N glycyrrhetinic acid glycoside Natural products C1CC(C2C(C3(CCC4(C)CCC(C)(CC4C3=CC2=O)C(O)=O)C)(C)CC2)(C)C2C(C)(C)C1OC1OC(C(O)=O)C(O)C(O)C1OC1OC(C(O)=O)C(O)C(O)C1O LPLVUJXQOOQHMX-UHFFFAOYSA-N 0.000 claims 3
- 229960004949 glycyrrhizic acid Drugs 0.000 claims 3
- UYRUBYNTXSDKQT-UHFFFAOYSA-N glycyrrhizic acid Natural products CC1(C)C(CCC2(C)C1CCC3(C)C2C(=O)C=C4C5CC(C)(CCC5(C)CCC34C)C(=O)O)OC6OC(C(O)C(O)C6OC7OC(O)C(O)C(O)C7C(=O)O)C(=O)O UYRUBYNTXSDKQT-UHFFFAOYSA-N 0.000 claims 3
- 235000019410 glycyrrhizin Nutrition 0.000 claims 3
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims 1
- 125000005313 fatty acid group Chemical group 0.000 claims 1
- 150000003077 polyols Chemical class 0.000 claims 1
- 235000013402 health food Nutrition 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 6
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- 150000004665 fatty acids Chemical group 0.000 description 13
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 11
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- 238000003756 stirring Methods 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
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- 239000008158 vegetable oil Substances 0.000 description 4
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- 241000251468 Actinopterygii Species 0.000 description 3
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
- A23D9/007—Other edible oils or fats, e.g. shortenings or cooking oils characterised by ingredients other than fatty acid triglycerides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/48—Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae
- A61K36/484—Glycyrrhiza (licorice)
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS OR COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings or cooking oils
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/10—Natural spices, flavouring agents or condiments; Extracts thereof
- A23L27/11—Natural spices, flavouring agents or condiments; Extracts thereof obtained by solvent extraction
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or 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
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/06—Anti-spasmodics, e.g. drugs for colics, esophagic dyskinesia
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- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/10—Expectorants
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
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- Oil, Petroleum & Natural Gas (AREA)
- Botany (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Alternative & Traditional Medicine (AREA)
- Epidemiology (AREA)
- Biotechnology (AREA)
- Medical Informatics (AREA)
- Microbiology (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Pulmonology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Edible Oils And Fats (AREA)
- Medicines Containing Plant Substances (AREA)
- Fats And Perfumes (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- General Preparation And Processing Of Foods (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
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| JP2002102629 | 2002-04-04 |
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|---|---|---|---|
| TW092107743A TW200407157A (en) | 2002-04-04 | 2003-04-04 | Process for producing fat composition containing hydrophobic components of glycyrrhiza |
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|---|---|
| US (1) | US7166311B2 (enExample) |
| EP (1) | EP1491204B8 (enExample) |
| JP (1) | JP4685355B2 (enExample) |
| KR (1) | KR20040111455A (enExample) |
| CN (1) | CN1642565A (enExample) |
| AT (1) | ATE433757T1 (enExample) |
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| CA (1) | CA2478934A1 (enExample) |
| DE (1) | DE60328002D1 (enExample) |
| NO (1) | NO20044149L (enExample) |
| RU (1) | RU2279226C2 (enExample) |
| TW (1) | TW200407157A (enExample) |
| WO (1) | WO2003084556A1 (enExample) |
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| EP1643863A2 (en) * | 2003-07-10 | 2006-04-12 | Carl A. Forest | Foods, beverages, condiments, spices and salad dressings with specialized supplements |
| US20070128236A1 (en) * | 2003-10-24 | 2007-06-07 | Native Fire Actives Pty Ltd. | Extraction process |
| JP4714908B2 (ja) * | 2004-03-04 | 2011-07-06 | 学校法人日本大学 | 沙棘種子抽出物 |
| US20050208159A1 (en) * | 2004-03-16 | 2005-09-22 | Kang Kyung S | Phytoestrogenic composition comprising an extract of chinese licorice root, liquiritin or isoliquiritin |
| JPWO2005097152A1 (ja) * | 2004-03-31 | 2008-02-28 | 株式会社カネカ | 粘結性が改善されたウコン抽出物含有組成物 |
| WO2006106705A1 (ja) * | 2005-03-30 | 2006-10-12 | Kaneka Corporation | 発癌抑制用油脂含有組成物 |
| US8637091B2 (en) * | 2005-05-03 | 2014-01-28 | Tessenderlokerley Inc | Compositions comprising particles resulting from processing in a slurry mix |
| TW200806306A (en) * | 2006-02-24 | 2008-02-01 | Kaneka Corp | Oil-in-water emulsion composition containing licorice-derived polyphenol |
| EP1835014B1 (en) | 2006-03-14 | 2015-04-22 | Oilseeds Biorefinery Corporation | Oil extraction using fatty acid alkyl esters |
| US8192774B2 (en) | 2006-03-14 | 2012-06-05 | Oilseeds Biorefinery Corporation | Oil extraction |
| TW200808333A (en) * | 2006-04-17 | 2008-02-16 | Kaneka Corp | Licorice polyphenol preparation |
| JP4717769B2 (ja) * | 2006-09-20 | 2011-07-06 | 辻製油株式会社 | 油溶性物質含有可溶化組成物の製造方法 |
| JP2008179547A (ja) * | 2007-01-23 | 2008-08-07 | Pure Green Kk | 保存安定性に優れたポリフェノール類製剤及びその製造方法 |
| RU2316968C1 (ru) * | 2007-01-25 | 2008-02-20 | Государственное образовательное учреждение высшего профессионального образования "Московский государственный университет пищевых производств" Министерства образования Российской Федерации | Способ производства бисквита |
| US8236360B2 (en) * | 2007-05-02 | 2012-08-07 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract and products made there from |
| US8877266B2 (en) | 2007-05-02 | 2014-11-04 | Tom's Of Maine, Inc. | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
| US20080274063A1 (en) * | 2007-05-02 | 2008-11-06 | Chantal Bergeron | Supercritical CO2 liquorice extract anti-microbial and anti-inflammatory isolates and products made there from |
| JPWO2008143182A1 (ja) * | 2007-05-17 | 2010-08-05 | 株式会社カネカ | 甘草ポリフェノールを含有する組成物 |
| WO2009025277A1 (ja) * | 2007-08-22 | 2009-02-26 | Kaneka Corporation | 還元型補酵素ｑ10の製造方法、ならびに、その安定化方法 |
| JP5359218B2 (ja) * | 2007-11-22 | 2013-12-04 | 大正製薬株式会社 | 飲料 |
| JP5403942B2 (ja) * | 2008-05-09 | 2014-01-29 | 丸善製薬株式会社 | グルタチオン産生促進剤およびグルタチオンの欠乏に起因する疾患の予防・治療剤 |
| JP5334448B2 (ja) | 2008-05-09 | 2013-11-06 | 丸善製薬株式会社 | グルタチオン産生促進剤およびグルタチオンの欠乏に起因する疾患の予防・治療剤 |
| JP5334492B2 (ja) * | 2008-08-13 | 2013-11-06 | 富士化学工業株式会社 | 高濃度アスタキサンチン抽出物 |
| JP5285363B2 (ja) * | 2008-09-01 | 2013-09-11 | 理研ビタミン株式会社 | スープ用油脂組成物 |
| KR101066457B1 (ko) * | 2008-11-06 | 2011-09-21 | 경북대학교 산학협력단 | 데하이드로글리아스페린 유도체를 유효성분으로 포함하는 ｎａｄ(ｐ)ｈ:퀴논 산화환원효소 유도용 조성물 및 그 용도 |
| US9943560B2 (en) | 2010-02-06 | 2018-04-17 | James Zhou | Medical compositions containing liquorice extracts with synergistic effect |
| ES2676369T3 (es) * | 2010-07-22 | 2018-07-19 | Kaneka Corporation | Método para la fabricación de una sustancia bioactiva liposoluble |
| MX358308B (es) * | 2011-02-01 | 2018-08-14 | Kaneka Corp | Preparacion solubilizante en agua que contiene sustancia biologicamente activa y metodo para producirla. |
| JP2017060439A (ja) * | 2015-09-25 | 2017-03-30 | ジアングス フーシェン バイオテクノロジー有限公司 | 食用油の酸化反応における安定状態を改善又は維持する方法。 |
| US20220369660A1 (en) * | 2019-09-24 | 2022-11-24 | Societe Des Produits Nestle S.A. | Glycyrrhiza and the prevention of lc-pufa oxidation |
| EP4176731A4 (en) * | 2020-08-07 | 2024-07-10 | Kikkoman Corporation | FOOD AND BEVERAGE ITEMS |
| CN111956518A (zh) * | 2020-08-31 | 2020-11-20 | 刘婷 | 美白去斑霜 |
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| JPS62223291A (ja) * | 1986-03-25 | 1987-10-01 | Maruzen Kasei Kk | 抗酸化性・抗菌性物質の製造法 |
| JP2884166B2 (ja) * | 1988-11-15 | 1999-04-19 | 丸善製薬株式会社 | 抗皮膚糸状菌剤 |
| JP2794433B2 (ja) * | 1989-02-02 | 1998-09-03 | 丸善製薬株式会社 | 甘草疎水性フラボノイド製剤 |
| PH31242A (en) * | 1990-10-19 | 1998-06-18 | Cpc International Inc | Reduced calory fat mimetics comprising esterified propoxylated monoglycerides and diglycerides. |
| JP2848688B2 (ja) * | 1990-10-26 | 1999-01-20 | サンスター株式会社 | 口腔用組成物 |
| JPH10130161A (ja) | 1996-09-06 | 1998-05-19 | Otsuka Pharmaceut Co Ltd | ヘリコバクター・ピロリに対する組成物 |
| JP4563521B2 (ja) * | 1998-12-24 | 2010-10-13 | 丸善製薬株式会社 | コラーゲン産生促進剤および皮膚外用剤 |
| KR100283795B1 (ko) * | 1998-12-29 | 2001-03-02 | 이상윤 | 녹차 추출물을 이용한 유용성 항산화제의 제조방법 |
| JP4418550B2 (ja) * | 1999-02-17 | 2010-02-17 | 丸善製薬株式会社 | 疎水性甘草エキス含有組成物 |
| JP2001103932A (ja) | 1999-10-12 | 2001-04-17 | Higashimaru Shoyu Co Ltd | 甘草油性抽出物の可溶化製剤 |
| TWI329516B (en) | 2000-12-12 | 2010-09-01 | Kaneka Corp | Composition for preventing or ameliorating multiple risk factor syndromes and visceral fat-type obesity |
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2003
- 2003-04-04 WO PCT/JP2003/004312 patent/WO2003084556A1/ja not_active Ceased
- 2003-04-04 JP JP2003581796A patent/JP4685355B2/ja not_active Expired - Fee Related
- 2003-04-04 RU RU2004129313/13A patent/RU2279226C2/ru not_active IP Right Cessation
- 2003-04-04 AU AU2003236371A patent/AU2003236371A1/en not_active Abandoned
- 2003-04-04 CA CA002478934A patent/CA2478934A1/en not_active Abandoned
- 2003-04-04 EP EP03745912A patent/EP1491204B8/en not_active Expired - Lifetime
- 2003-04-04 KR KR10-2004-7015493A patent/KR20040111455A/ko not_active Withdrawn
- 2003-04-04 CN CNA038071762A patent/CN1642565A/zh active Pending
- 2003-04-04 AT AT03745912T patent/ATE433757T1/de not_active IP Right Cessation
- 2003-04-04 TW TW092107743A patent/TW200407157A/zh not_active IP Right Cessation
- 2003-04-04 DE DE60328002T patent/DE60328002D1/de not_active Expired - Lifetime
- 2003-04-04 US US10/508,903 patent/US7166311B2/en not_active Expired - Lifetime
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Also Published As
| Publication number | Publication date |
|---|---|
| CN1642565A (zh) | 2005-07-20 |
| DE60328002D1 (de) | 2009-07-30 |
| KR20040111455A (ko) | 2004-12-31 |
| US7166311B2 (en) | 2007-01-23 |
| ATE433757T1 (de) | 2009-07-15 |
| JP4685355B2 (ja) | 2011-05-18 |
| CA2478934A1 (en) | 2003-10-16 |
| AU2003236371A1 (en) | 2003-10-20 |
| JPWO2003084556A1 (ja) | 2005-08-11 |
| TWI341206B (enExample) | 2011-05-01 |
| RU2004129313A (ru) | 2005-04-20 |
| EP1491204A1 (en) | 2004-12-29 |
| RU2279226C2 (ru) | 2006-07-10 |
| US20050118289A1 (en) | 2005-06-02 |
| WO2003084556A1 (en) | 2003-10-16 |
| EP1491204B8 (en) | 2010-02-10 |
| NO20044149L (no) | 2004-11-04 |
| EP1491204A4 (en) | 2005-09-14 |
| EP1491204B1 (en) | 2009-06-17 |
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