MX2011009056A - Proceso para la preparacio de ajoeno. - Google Patents
Proceso para la preparacio de ajoeno.Info
- Publication number
- MX2011009056A MX2011009056A MX2011009056A MX2011009056A MX2011009056A MX 2011009056 A MX2011009056 A MX 2011009056A MX 2011009056 A MX2011009056 A MX 2011009056A MX 2011009056 A MX2011009056 A MX 2011009056A MX 2011009056 A MX2011009056 A MX 2011009056A
- Authority
- MX
- Mexico
- Prior art keywords
- allicin
- solution
- ajoene
- preparation
- aqueous solution
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- IXELFRRANAOWSF-FNORWQNLSA-N (E)-Ajoene Chemical compound C=CCSS\C=C\CS(=O)CC=C IXELFRRANAOWSF-FNORWQNLSA-N 0.000 title abstract 3
- IXELFRRANAOWSF-CYBMUJFWSA-N ajoene Natural products C=CCSSC=CC[S@](=O)CC=C IXELFRRANAOWSF-CYBMUJFWSA-N 0.000 title abstract 3
- IXELFRRANAOWSF-UHFFFAOYSA-N cis-ajoene Natural products C=CCSSC=CCS(=O)CC=C IXELFRRANAOWSF-UHFFFAOYSA-N 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- JDLKFOPOAOFWQN-VIFPVBQESA-N Allicin Natural products C=CCS[S@](=O)CC=C JDLKFOPOAOFWQN-VIFPVBQESA-N 0.000 abstract 4
- JDLKFOPOAOFWQN-UHFFFAOYSA-N allicin Chemical compound C=CCSS(=O)CC=C JDLKFOPOAOFWQN-UHFFFAOYSA-N 0.000 abstract 4
- 235000010081 allicin Nutrition 0.000 abstract 4
- 239000007864 aqueous solution Substances 0.000 abstract 3
- PFRGXCVKLLPLIP-UHFFFAOYSA-N diallyl disulfide Chemical compound C=CCSSCC=C PFRGXCVKLLPLIP-UHFFFAOYSA-N 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000003929 acidic solution Substances 0.000 abstract 1
- 230000008014 freezing Effects 0.000 abstract 1
- 238000007710 freezing Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/60—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/64—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton
- C07C323/65—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and sulfur atoms, not being part of thio groups, bound to the same carbon skeleton containing sulfur atoms of sulfone or sulfoxide groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P11/00—Preparation of sulfur-containing organic compounds
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Biotechnology (AREA)
- Communicable Diseases (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Environmental Sciences (AREA)
- Urology & Nephrology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Obesity (AREA)
- Vascular Medicine (AREA)
- Dentistry (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Plant Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
La presente invención se dirige a un proceso para la preparación de ajoeno que comprende la etapa de calentar una solución ácida que comprende alicina, y a ajoeno que se puede preparar por este proceso. La invención también se refiere a procesos para la preparación dealicina en los cuales (1) la fuente de planta alinasa se trata mecánicamente, el producto se somete a fuerzas centrifugas y la solución de alinasa preparada así se pone en contacto con una solución acuosa de aliina; o (2) una solución que comprende disulfuro de dialilo se oxida en la presencia de peroxomonosulfonato de potasio en 0 hasta 30°C y la alicina resultante se extrae en un solvente orgánico. Adicionalmente, la invención se refiere a un proceso para incrementar la concentración de alicina en una solución acuosa al congelar la solución acuosa.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0903869.6A GB0903869D0 (en) | 2009-03-05 | 2009-03-05 | Process for the preparation of ajoene |
| PCT/GB2010/050367 WO2010100486A2 (en) | 2009-03-05 | 2010-03-02 | Process for the preparation of ajoene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2011009056A true MX2011009056A (es) | 2011-12-16 |
Family
ID=40600604
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2011009056A MX2011009056A (es) | 2009-03-05 | 2010-03-02 | Proceso para la preparacio de ajoeno. |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US8623923B2 (es) |
| EP (1) | EP2403827B1 (es) |
| JP (1) | JP5785101B2 (es) |
| KR (1) | KR101769280B1 (es) |
| CN (1) | CN102356064B (es) |
| AU (1) | AU2010220214B2 (es) |
| BR (1) | BRPI1006735A2 (es) |
| CA (1) | CA2754232C (es) |
| DK (1) | DK2403827T3 (es) |
| ES (1) | ES2424636T3 (es) |
| GB (1) | GB0903869D0 (es) |
| HK (1) | HK1163659A1 (es) |
| IL (1) | IL214906A (es) |
| MX (1) | MX2011009056A (es) |
| MY (1) | MY155284A (es) |
| PL (1) | PL2403827T3 (es) |
| PT (1) | PT2403827E (es) |
| RU (1) | RU2542987C2 (es) |
| SI (1) | SI2403827T1 (es) |
| WO (1) | WO2010100486A2 (es) |
| ZA (1) | ZA201106203B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2649047B1 (en) * | 2010-12-08 | 2016-02-24 | Danmarks Tekniske Universitet | Compositions and medical uses of ajoene derivatives |
| CN102652520B (zh) * | 2012-05-23 | 2013-06-12 | 湖南常德九品福绿色食品有限公司 | 大蒜素多用油及其制备方法 |
| GB2505163A (en) * | 2012-07-13 | 2014-02-26 | Leptrex Ltd | Allium extracts |
| WO2015008019A1 (en) * | 2013-07-15 | 2015-01-22 | Leptrex Ltd | Improvements in or relating to allium extracts |
| CN103525878A (zh) * | 2013-08-27 | 2014-01-22 | 四川省荣桓科技有限责任公司 | 一种富含阿霍烯的组合物的制备方法 |
| GB201420902D0 (en) | 2014-11-25 | 2015-01-07 | Neem Biotech Ltd | A process for producing Ajoene |
| CN107119082B (zh) * | 2017-04-26 | 2021-05-04 | 深圳市阿霍烯生物科技有限公司 | 一种天然大蒜阿霍烯的制备方法 |
| CN114133346B (zh) * | 2021-12-06 | 2022-07-29 | 无锡江大百泰科技有限公司 | 蒜氨酸和大蒜素联合提取制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4665088A (en) * | 1984-11-14 | 1987-05-12 | The Research Foundation Of State University Of New York | (E-Z)-4,5,9-trithiadodeca-1,6,11-triene 9-oxides |
| US4643994A (en) | 1984-12-17 | 1987-02-17 | The Research Foundation Of State University Of New York | Novel organic trithio oxides and method for the preparation thereof |
| JPH0643323B2 (ja) * | 1985-11-28 | 1994-06-08 | 湧永製薬株式会社 | ニンニクの加工法 |
| JP2608252B2 (ja) | 1994-09-16 | 1997-05-07 | 名古屋製酪株式会社 | ニンニクの加工処理方法およびアホエン含有油脂の製造方法 |
| DE19500863A1 (de) * | 1995-01-13 | 1996-07-18 | Consortium Elektrochem Ind | Verfahren zur Herstellung von Ajoen |
| IL117934A0 (en) | 1996-04-16 | 1996-08-04 | Yeda Res & Dev | Continuous production of allicin |
| JP4515581B2 (ja) * | 2000-01-27 | 2010-08-04 | 名古屋製酪株式会社 | 血中尿酸低下作用剤 |
| GB2377219A (en) * | 2001-07-04 | 2003-01-08 | Neem Biotech Ltd | Preparation of allicin |
| CN1324142C (zh) * | 2003-03-18 | 2007-07-04 | 陆茂松 | 一种含有阿霍烯的脱脂大蒜提取物及其制备方法和应用 |
| RU2239630C1 (ru) | 2003-05-12 | 2004-11-10 | Государственный научно-исследовательский институт органической химии и технологии | Способ получения смеси z-и е-изомеров аджоена в соотношении 2:1. |
| CN101156930A (zh) | 2006-10-07 | 2008-04-09 | 朱永亮 | 一种治疗心脑血管系统疾病和癌症的大蒜爱健素及其制备方法 |
| CN101338329B (zh) | 2008-08-28 | 2011-02-09 | 山东省巨野晨农天然产物有限公司 | 一种从大蒜中制备大蒜素的方法 |
| CN101928735A (zh) | 2009-05-05 | 2010-12-29 | 广州军区广州总医院 | 阿藿烯(ajoene)的制备工艺 |
-
2009
- 2009-03-05 GB GBGB0903869.6A patent/GB0903869D0/en not_active Ceased
-
2010
- 2010-03-02 US US13/138,559 patent/US8623923B2/en not_active Expired - Fee Related
- 2010-03-02 KR KR1020117023262A patent/KR101769280B1/ko active IP Right Grant
- 2010-03-02 SI SI201030287T patent/SI2403827T1/sl unknown
- 2010-03-02 MX MX2011009056A patent/MX2011009056A/es active IP Right Grant
- 2010-03-02 RU RU2011140355/04A patent/RU2542987C2/ru not_active IP Right Cessation
- 2010-03-02 EP EP10707117.7A patent/EP2403827B1/en not_active Not-in-force
- 2010-03-02 PT PT107071177T patent/PT2403827E/pt unknown
- 2010-03-02 WO PCT/GB2010/050367 patent/WO2010100486A2/en active Application Filing
- 2010-03-02 CA CA2754232A patent/CA2754232C/en not_active Expired - Fee Related
- 2010-03-02 DK DK10707117.7T patent/DK2403827T3/da active
- 2010-03-02 BR BRPI1006735A patent/BRPI1006735A2/pt not_active Application Discontinuation
- 2010-03-02 AU AU2010220214A patent/AU2010220214B2/en not_active Ceased
- 2010-03-02 ES ES10707117T patent/ES2424636T3/es active Active
- 2010-03-02 PL PL10707117T patent/PL2403827T3/pl unknown
- 2010-03-02 JP JP2011552517A patent/JP5785101B2/ja not_active Expired - Fee Related
- 2010-03-02 MY MYPI2011004124A patent/MY155284A/en unknown
- 2010-03-02 CN CN201080010319.2A patent/CN102356064B/zh not_active Expired - Fee Related
-
2011
- 2011-08-23 ZA ZA2011/06203A patent/ZA201106203B/en unknown
- 2011-08-31 IL IL214906A patent/IL214906A/en not_active IP Right Cessation
-
2012
- 2012-05-11 HK HK12104666.1A patent/HK1163659A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US8623923B2 (en) | 2014-01-07 |
| IL214906A0 (en) | 2011-11-30 |
| JP5785101B2 (ja) | 2015-09-24 |
| KR20110128330A (ko) | 2011-11-29 |
| RU2542987C2 (ru) | 2015-02-27 |
| EP2403827A2 (en) | 2012-01-11 |
| WO2010100486A2 (en) | 2010-09-10 |
| US20110319496A1 (en) | 2011-12-29 |
| RU2011140355A (ru) | 2013-04-10 |
| EP2403827B1 (en) | 2013-05-08 |
| PT2403827E (pt) | 2013-07-24 |
| CN102356064B (zh) | 2014-11-05 |
| SI2403827T1 (sl) | 2013-09-30 |
| AU2010220214B2 (en) | 2015-09-03 |
| BRPI1006735A2 (pt) | 2016-02-23 |
| IL214906A (en) | 2015-08-31 |
| ZA201106203B (en) | 2015-02-25 |
| CA2754232A1 (en) | 2010-09-10 |
| PL2403827T3 (pl) | 2013-12-31 |
| CN102356064A (zh) | 2012-02-15 |
| MY155284A (en) | 2015-09-30 |
| WO2010100486A3 (en) | 2010-11-18 |
| GB0903869D0 (en) | 2009-04-22 |
| JP2012519679A (ja) | 2012-08-30 |
| KR101769280B1 (ko) | 2017-08-18 |
| ES2424636T3 (es) | 2013-10-07 |
| HK1163659A1 (en) | 2012-09-14 |
| DK2403827T3 (da) | 2013-08-05 |
| CA2754232C (en) | 2017-09-19 |
| AU2010220214A1 (en) | 2011-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |