ES473195A1 - Procedure for obtaining flavonas (Machine-translation by Google Translate, not legally binding) - Google Patents
Procedure for obtaining flavonas (Machine-translation by Google Translate, not legally binding)Info
- Publication number
- ES473195A1 ES473195A1 ES473195A ES473195A ES473195A1 ES 473195 A1 ES473195 A1 ES 473195A1 ES 473195 A ES473195 A ES 473195A ES 473195 A ES473195 A ES 473195A ES 473195 A1 ES473195 A1 ES 473195A1
- Authority
- ES
- Spain
- Prior art keywords
- flavonas
- translation
- procedure
- obtaining
- machine
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 229930003944 flavone Natural products 0.000 abstract 2
- 235000011949 flavones Nutrition 0.000 abstract 2
- 238000002955 isolation Methods 0.000 abstract 2
- GZSOSUNBTXMUFQ-NJGQXECBSA-N 5,7,3'-Trihydroxy-4'-methoxyflavone 7-O-rutinoside Natural products O(C[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](Oc2cc(O)c3C(=O)C=C(c4cc(O)c(OC)cc4)Oc3c2)O1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](C)O1 GZSOSUNBTXMUFQ-NJGQXECBSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- ZONYXWQDUYMKFB-UHFFFAOYSA-N SJ000286395 Natural products O1C2=CC=CC=C2C(=O)CC1C1=CC=CC=C1 ZONYXWQDUYMKFB-UHFFFAOYSA-N 0.000 abstract 1
- GAMYVSCDDLXAQW-AOIWZFSPSA-N Thermopsosid Natural products O(C)c1c(O)ccc(C=2Oc3c(c(O)cc(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@H](CO)O4)c3)C(=O)C=2)c1 GAMYVSCDDLXAQW-AOIWZFSPSA-N 0.000 abstract 1
- GZSOSUNBTXMUFQ-YFAPSIMESA-N diosmin Chemical compound C1=C(O)C(OC)=CC=C1C(OC1=C2)=CC(=O)C1=C(O)C=C2O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@@H]([C@H](O)[C@@H](O)[C@H](C)O2)O)O1 GZSOSUNBTXMUFQ-YFAPSIMESA-N 0.000 abstract 1
- 229960004352 diosmin Drugs 0.000 abstract 1
- IGBKNLGEMMEWKD-UHFFFAOYSA-N diosmin Natural products COc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(OC4OC(COC5OC(C)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 IGBKNLGEMMEWKD-UHFFFAOYSA-N 0.000 abstract 1
- 229930003949 flavanone Natural products 0.000 abstract 1
- 150000002207 flavanone derivatives Chemical class 0.000 abstract 1
- 235000011981 flavanones Nutrition 0.000 abstract 1
- 150000002212 flavone derivatives Chemical class 0.000 abstract 1
- 150000002213 flavones Chemical class 0.000 abstract 1
- VUYDGVRIQRPHFX-UHFFFAOYSA-N hesperidin Natural products COc1cc(ccc1O)C2CC(=O)c3c(O)cc(OC4OC(COC5OC(O)C(O)C(O)C5O)C(O)C(O)C4O)cc3O2 VUYDGVRIQRPHFX-UHFFFAOYSA-N 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N vitamin p Natural products O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/06—Benzopyran radicals
- C07H17/065—Benzo[b]pyrans
- C07H17/07—Benzo[b]pyran-4-ones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
Flavones are prepared by dissolving a flavanone in a basic solvent, dehydrogenating without isolation of an intermediate using iodine and then isolation of the flavone formed. Preferably, diosmin is prepared from hesperdidin. The process is easy to carry out and gives the final products in high yield and great purity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772740950 DE2740950A1 (en) | 1977-09-10 | 1977-09-10 | METHOD OF MANUFACTURING FLAVONS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES473195A1 true ES473195A1 (en) | 1979-11-16 |
Family
ID=6018705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES473195A Expired ES473195A1 (en) | 1977-09-10 | 1978-09-08 | Procedure for obtaining flavonas (Machine-translation by Google Translate, not legally binding) |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH636869A5 (en) |
| DE (1) | DE2740950A1 (en) |
| ES (1) | ES473195A1 (en) |
| FR (1) | FR2402655A1 (en) |
| IT (1) | IT1107693B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ193316A (en) * | 1979-04-10 | 1984-07-31 | Hoffmann La Roche | 3-alkoxyflavone derivatives and pharmaceutical compositions |
| IT1134205B (en) * | 1980-11-11 | 1986-08-13 | Bonomelli Spa | PROCESS FOR THE PRODUCTION OF FLAVONIC DERIVATIVES FOR MEDICINAL ACTIVITY |
| AU8045382A (en) * | 1981-12-14 | 1983-06-23 | Pennwalt Corp. | Chromones |
| FR2782518A1 (en) * | 1998-08-19 | 2000-02-25 | Innokem Sarl | Preparation of vasotropic diosmin from hesperidin by anhydrous reaction with iodine and pyridine with solid mineral base |
| FR2798932B1 (en) * | 1999-09-24 | 2001-12-07 | Isochem Sa | DIOSMINE PURIFICATION PROCESS |
| WO2010092592A2 (en) * | 2009-02-11 | 2010-08-19 | Elder Pharmaceuticals Ltd. | Process for the preparation of diosmin |
| CN102875621A (en) * | 2012-10-26 | 2013-01-16 | 成都澜绮制药有限公司 | Synthesis method of diosmin |
| CN103833810A (en) * | 2014-02-12 | 2014-06-04 | 李玉山 | New preparation technology of apigenin-7-neohesperidoside |
| EP3053930A1 (en) * | 2015-02-03 | 2016-08-10 | Interquim, S.A. | Process for the preparation of diosmin |
| CN113583063A (en) * | 2021-08-18 | 2021-11-02 | 陕西嘉禾生物科技股份有限公司 | Method for synthesizing cosmosiin by using naringin |
| CN114306363B (en) * | 2022-01-05 | 2022-11-08 | 成都亚中生物制药有限责任公司 | Method for industrially preparing citrus flavone bulk drug |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES465156A1 (en) * | 1977-12-16 | 1978-10-01 | Merck Quimica S A | Procedure for preparing glycosides with an unsaturated aglicon. (Machine-translation by Google Translate, not legally binding) |
-
1977
- 1977-09-10 DE DE19772740950 patent/DE2740950A1/en active Granted
-
1978
- 1978-09-08 ES ES473195A patent/ES473195A1/en not_active Expired
- 1978-09-08 CH CH942078A patent/CH636869A5/en not_active IP Right Cessation
- 1978-09-08 IT IT51027/78A patent/IT1107693B/en active
- 1978-09-08 FR FR7825878A patent/FR2402655A1/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| IT1107693B (en) | 1985-11-25 |
| FR2402655A1 (en) | 1979-04-06 |
| CH636869A5 (en) | 1983-06-30 |
| DE2740950C2 (en) | 1987-10-22 |
| IT7851027A0 (en) | 1978-09-08 |
| FR2402655B1 (en) | 1983-01-28 |
| DE2740950A1 (en) | 1979-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20010301 |