ATE256652T1 - Verfahren zur synthese von mit curmumin verwandten verbindungen - Google Patents
Verfahren zur synthese von mit curmumin verwandten verbindungenInfo
- Publication number
- ATE256652T1 ATE256652T1 AT96937854T AT96937854T ATE256652T1 AT E256652 T1 ATE256652 T1 AT E256652T1 AT 96937854 T AT96937854 T AT 96937854T AT 96937854 T AT96937854 T AT 96937854T AT E256652 T1 ATE256652 T1 AT E256652T1
- Authority
- AT
- Austria
- Prior art keywords
- synthesis
- curcumin
- curmumin
- compounds related
- diketone
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 abstract 6
- 229940109262 curcumin Drugs 0.000 abstract 3
- 235000012754 curcumin Nutrition 0.000 abstract 3
- 239000004148 curcumin Substances 0.000 abstract 3
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 abstract 3
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000002587 enol group Chemical group 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/255—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/24—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
- C07C49/245—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings
- C07C49/248—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups containing six-membered aromatic rings having unsaturation outside the aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/552,904 US5679864A (en) | 1995-11-03 | 1995-11-03 | Process for the synthesis of curcumin-related compounds |
| PCT/US1996/017524 WO1997016403A1 (en) | 1995-11-03 | 1996-11-01 | Process for the synthesis of curcumin-related compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE256652T1 true ATE256652T1 (de) | 2004-01-15 |
Family
ID=24207300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT96937854T ATE256652T1 (de) | 1995-11-03 | 1996-11-01 | Verfahren zur synthese von mit curmumin verwandten verbindungen |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5679864A (de) |
| EP (1) | EP0861223B1 (de) |
| JP (1) | JP3346576B2 (de) |
| KR (1) | KR19990067279A (de) |
| AT (1) | ATE256652T1 (de) |
| AU (1) | AU7551096A (de) |
| BR (1) | BR9611412A (de) |
| CA (1) | CA2236600A1 (de) |
| DE (1) | DE69631155T2 (de) |
| DK (1) | DK0861223T3 (de) |
| ES (1) | ES2213183T3 (de) |
| HU (1) | HUP9901894A2 (de) |
| MX (1) | MX9803546A (de) |
| NO (1) | NO981974L (de) |
| PL (1) | PL326452A1 (de) |
| WO (1) | WO1997016403A1 (de) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU768189B2 (en) * | 1999-06-15 | 2003-12-04 | Nutri-Logics, Inc. | Nutrient formulations for disease reduction, and related treatment and component screening methods |
| US20030149113A1 (en) * | 2001-10-12 | 2003-08-07 | Caplan Michael J. | Conductance of improperly folded proteins through the secretory pathway and related methods for treating disease |
| US20030236300A1 (en) * | 1999-10-27 | 2003-12-25 | Yale University | Conductance of improperly folded proteins through the secretory pathway and related methods for treating disease |
| DE10029770A1 (de) * | 2000-06-16 | 2001-12-20 | Transmit Technologietransfer | Verwendung von Curcuminen zur Behandlung von soliden Tumoren,insbesondere von Hirntumoren |
| US6900356B2 (en) * | 2001-04-18 | 2005-05-31 | Laila Impex | Polyhydroxy curcumins having antioxidant activity |
| US7355081B2 (en) | 2002-04-17 | 2008-04-08 | The University Of North Carolina At Chapel Hill | Curcumin analogues and uses thereof |
| US6790979B2 (en) * | 2002-04-17 | 2004-09-14 | University Of North Carolina At Chapel Hill | Curcumin analogues and uses thereof |
| AU2002314566A1 (en) * | 2002-06-17 | 2003-12-31 | Ho-Jeong Kwon | Novel curcumin derivatives |
| DE102005008262A1 (de) * | 2005-02-22 | 2006-08-24 | Basf Ag | Verfahren zur Herstellung von Curcumin |
| WO2007110168A1 (en) * | 2006-03-29 | 2007-10-04 | Dsm Ip Assets B.V. | Curcumin synthesis |
| EP2037762A4 (de) * | 2006-06-05 | 2009-07-08 | Darrick S H L Kim | Verfahren zur herstellung von reinem curcumin |
| US7507864B2 (en) * | 2006-08-01 | 2009-03-24 | Salisbury University | Method for the synthesis of curcumin analogues |
| WO2008066151A1 (fr) | 2006-11-30 | 2008-06-05 | Tokyo Institute Of Technology | Nouveau dérivé curcumine |
| US8710272B2 (en) | 2007-01-08 | 2014-04-29 | Androscience Corporation | Compounds with (1 E, 6E)-1,7-bis-(3,4-dimethoxyphenyl)-4,4-disubstituted-hepta-1,6-diene-3,5-dione structural scaffold, their biological activity, and uses thereof |
| AU2008205312B2 (en) | 2007-01-08 | 2013-11-21 | Annji Pharmaceutical Co., Ltd. | Compounds with (substituted phenyl)-propenal moiety, their derivatives, biological activity, and uses thereof |
| US9000222B2 (en) | 2007-01-08 | 2015-04-07 | Androscience Corporation | Compounds with (1E, 6E)-1,7-bis-(3,4-dimethoxyphenyl)-4,4-disubstituted-hepta-1,6-diene-3,5-dione structural scaffold, their biological activity, and uses thereof |
| EP2749552B1 (de) * | 2007-04-17 | 2015-11-18 | Codman & Shurtleff, Inc. | Curcumin-Resveratrol-Hybride |
| US8383865B2 (en) * | 2007-04-17 | 2013-02-26 | Codman & Shurtleff, Inc. | Curcumin derivatives |
| MX2010001125A (es) | 2007-07-31 | 2010-09-30 | Androscience Corp | Composiciones incluyendo receptor androgeno de degradacion (ard) ponteciadores y metodos de tratamiento profilactico o terapeutico de trastornos de la piel y la caida de cabello. |
| US7745670B2 (en) * | 2008-06-27 | 2010-06-29 | Codman & Shurtleff, Inc. | Curcumin-Resveratrol hybrid molecule |
| US7985776B2 (en) | 2008-06-27 | 2011-07-26 | Codman & Shurtleff, Inc. | Iontophoretic delivery of curcumin and curcumin analogs for the treatment of Alzheimer's Disease |
| US20100286585A1 (en) * | 2009-01-26 | 2010-11-11 | Codman & Shurtleff, Inc. | Shunt Delivery of Curcumin |
| US7723515B1 (en) * | 2009-01-26 | 2010-05-25 | Codman & Shurtleff, Inc. | Methylene blue—curcumin analog for the treatment of alzheimer's disease |
| WO2010132815A1 (en) | 2009-05-15 | 2010-11-18 | The Research Foundation Of State University Of New York | Curcumin analogues as zinc chelators and their uses |
| US9393198B2 (en) * | 2010-03-22 | 2016-07-19 | Signpath Pharma Inc. | Intravenous curcumin and derivatives for treatment of neurodegenerative and stress disorders |
| US10449193B2 (en) | 2011-06-03 | 2019-10-22 | Signpath Pharma Inc. | Protective effect of DMPC, DMPG, DMPC/DMPG, lysoPG and lysoPC against drugs that cause channelopathies |
| EP3326616B1 (de) | 2011-06-03 | 2021-07-28 | Signpath Pharma Inc. | Liposomale abschwächung des arzneimittelinduzierten long-qt-syndroms mittels strom aus einem durch kalium verzögerten umrichter |
| US10349884B2 (en) | 2011-06-03 | 2019-07-16 | Sighpath Pharma Inc. | Liposomal mitigation of drug-induced inhibition of the cardiac ikr channel |
| US10532045B2 (en) | 2013-12-18 | 2020-01-14 | Signpath Pharma, Inc. | Liposomal mitigation of drug-induced inhibition of the cardiac IKr channel |
| US8753674B2 (en) | 2011-06-03 | 2014-06-17 | Signpath Pharma Inc. | Liposomal mitigation of drug-induced long QT syndrome and potassium delayed-rectifier current |
| US12004868B2 (en) | 2011-06-03 | 2024-06-11 | Signpath Pharma Inc. | Liposomal mitigation of drug-induced inhibition of the cardiac IKr channel |
| US10117881B2 (en) | 2011-06-03 | 2018-11-06 | Signpath Pharma, Inc. | Protective effect of DMPC, DMPG, DMPC/DMPG, LYSOPG and LYSOPC against drugs that cause channelopathies |
| US10238602B2 (en) | 2011-06-03 | 2019-03-26 | Signpath Pharma, Inc. | Protective effect of DMPC, DMPG, DMPC/DMPG, LysoPG and LysoPC against drugs that cause channelopathies |
| WO2013167770A1 (es) | 2012-05-08 | 2013-11-14 | Asac Compañía De Biotecnología E Investigacion Sa | Procedimiento para la síntesis de curcumina |
| HK1208907A1 (en) | 2012-06-14 | 2016-03-18 | Signpath Pharma Inc. | Method and system for measuring the pharmacokinetics of liposomal curcumin and its metabolite tetrahydrocurcumin |
| CA2882978A1 (en) | 2012-08-31 | 2014-03-06 | Signpath Pharma Inc. | Curcumin-er, a liposomal-plga sustained release nanocurcumin for minimizing qt prolongation for cancer therapy |
| CN108884112B (zh) | 2016-03-22 | 2021-03-02 | 国立研究开发法人科学技术振兴机构 | 姜黄素硼配合物和含有该姜黄素硼配合物的药物 |
| AU2017257496B2 (en) | 2016-04-27 | 2020-05-07 | Signpath Pharma, Inc. | Prevention of drug-induced atrio-ventricular block |
| CN110551026B (zh) * | 2018-06-04 | 2022-02-15 | 永胜光学股份有限公司 | 改质姜黄素及其制备方法 |
| US11434189B1 (en) * | 2021-10-20 | 2022-09-06 | I-Mei Foods Co., Ltd. | Method for isolating curcuminoids from turmeric rhizome |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE859145C (de) * | 1944-04-22 | 1952-12-11 | Hoechst Ag | Verfahren zur Herstellung von symmetrischen 1, 3-Diketonen |
| NL255427A (de) * | 1959-08-31 | |||
| DE1280849B (de) * | 1967-06-10 | 1968-10-24 | Ludwig Heumann & Co Chem Pharm | Verfahren zur Herstellung von Curcumin aus Vanillin und Acetylaceton |
| DE1282642B (de) * | 1967-12-09 | 1968-11-14 | Ludwig Heumann & Co Chemisch P | Verfahren zur Herstellung von Curcumin aus Vanillin und Acetylaceton |
-
1995
- 1995-11-03 US US08/552,904 patent/US5679864A/en not_active Expired - Lifetime
-
1996
- 1996-11-01 BR BR9611412-6A patent/BR9611412A/pt not_active IP Right Cessation
- 1996-11-01 PL PL96326452A patent/PL326452A1/xx unknown
- 1996-11-01 JP JP51756997A patent/JP3346576B2/ja not_active Expired - Fee Related
- 1996-11-01 DE DE69631155T patent/DE69631155T2/de not_active Expired - Fee Related
- 1996-11-01 AU AU75510/96A patent/AU7551096A/en not_active Abandoned
- 1996-11-01 AT AT96937854T patent/ATE256652T1/de not_active IP Right Cessation
- 1996-11-01 ES ES96937854T patent/ES2213183T3/es not_active Expired - Lifetime
- 1996-11-01 CA CA002236600A patent/CA2236600A1/en not_active Abandoned
- 1996-11-01 KR KR1019980703250A patent/KR19990067279A/ko not_active Withdrawn
- 1996-11-01 EP EP96937854A patent/EP0861223B1/de not_active Expired - Lifetime
- 1996-11-01 DK DK96937854T patent/DK0861223T3/da active
- 1996-11-01 WO PCT/US1996/017524 patent/WO1997016403A1/en not_active Ceased
- 1996-11-01 HU HU9901894A patent/HUP9901894A2/hu unknown
-
1998
- 1998-04-30 NO NO981974A patent/NO981974L/no unknown
- 1998-05-04 MX MX9803546A patent/MX9803546A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO981974D0 (no) | 1998-04-30 |
| AU7551096A (en) | 1997-05-22 |
| EP0861223B1 (de) | 2003-12-17 |
| HUP9901894A2 (hu) | 1999-09-28 |
| NO981974L (no) | 1998-06-03 |
| CA2236600A1 (en) | 1997-05-09 |
| WO1997016403A1 (en) | 1997-05-09 |
| MX9803546A (es) | 1998-11-29 |
| JP3346576B2 (ja) | 2002-11-18 |
| JPH11502232A (ja) | 1999-02-23 |
| US5679864A (en) | 1997-10-21 |
| PL326452A1 (en) | 1998-09-28 |
| BR9611412A (pt) | 1999-12-28 |
| DE69631155D1 (de) | 2004-01-29 |
| DK0861223T3 (da) | 2004-04-05 |
| EP0861223A1 (de) | 1998-09-02 |
| ES2213183T3 (es) | 2004-08-16 |
| KR19990067279A (ko) | 1999-08-16 |
| DE69631155T2 (de) | 2004-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification |
Ref document number: 0861223 Country of ref document: EP |
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| REN | Ceased due to non-payment of the annual fee |