FR2402655A1 - Procede de preparation de flavones - Google Patents
Procede de preparation de flavonesInfo
- Publication number
- FR2402655A1 FR2402655A1 FR7825878A FR7825878A FR2402655A1 FR 2402655 A1 FR2402655 A1 FR 2402655A1 FR 7825878 A FR7825878 A FR 7825878A FR 7825878 A FR7825878 A FR 7825878A FR 2402655 A1 FR2402655 A1 FR 2402655A1
- Authority
- FR
- France
- Prior art keywords
- flavon
- preparation process
- isolation
- prepared
- hesperdidin
- 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.)
- Granted
Links
- 235000011949 flavones Nutrition 0.000 title abstract 3
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N flavone Chemical compound O1C2=CC=CC=C2C(=O)C=C1C1=CC=CC=C1 VHBFFQKBGNRLFZ-UHFFFAOYSA-N 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title 1
- 229930003944 flavone Natural products 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
- 238000000034 method Methods 0.000 abstract 1
- 239000002904 solvent Substances 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)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772740950 DE2740950A1 (de) | 1977-09-10 | 1977-09-10 | Verfahren zur herstellung von flavonen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2402655A1 true FR2402655A1 (fr) | 1979-04-06 |
| FR2402655B1 FR2402655B1 (no) | 1983-01-28 |
Family
ID=6018705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7825878A Granted FR2402655A1 (fr) | 1977-09-10 | 1978-09-08 | Procede de preparation de flavones |
Country Status (5)
| Country | Link |
|---|---|
| CH (1) | CH636869A5 (no) |
| DE (1) | DE2740950A1 (no) |
| ES (1) | ES473195A1 (no) |
| FR (1) | FR2402655A1 (no) |
| IT (1) | IT1107693B (no) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052086A1 (en) * | 1980-11-11 | 1982-05-19 | BONOMELLI S.p.A. | Process for producing flavone derivatives with medicinal activity |
| FR2782518A1 (fr) * | 1998-08-19 | 2000-02-25 | Innokem Sarl | Procede de fabrication industrielle de diosmine a partir de l'hesperidine par reaction avec de l'iode et de la pyridine |
| EP1086953A1 (fr) * | 1999-09-24 | 2001-03-28 | Isochem | Procédé de purification de la diosmine |
Families Citing this family (8)
| 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 |
| AU8045382A (en) * | 1981-12-14 | 1983-06-23 | Pennwalt Corp. | Chromones |
| WO2010092592A2 (en) * | 2009-02-11 | 2010-08-19 | Elder Pharmaceuticals Ltd. | Process for the preparation of diosmin |
| CN102875621A (zh) * | 2012-10-26 | 2013-01-16 | 成都澜绮制药有限公司 | 地奥司明的合成方法 |
| CN103833810A (zh) * | 2014-02-12 | 2014-06-04 | 李玉山 | 一种野漆树苷的制备新技术 |
| EP3053930A1 (en) | 2015-02-03 | 2016-08-10 | Interquim, S.A. | Process for the preparation of diosmin |
| CN113583063A (zh) * | 2021-08-18 | 2021-11-02 | 陕西嘉禾生物科技股份有限公司 | 一种利用柚皮苷合成大波斯菊苷的方法 |
| CN114306363B (zh) * | 2022-01-05 | 2022-11-08 | 成都亚中生物制药有限责任公司 | 一种工业化制备柑橘黄酮原料药的方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES465156A1 (es) * | 1977-12-16 | 1978-10-01 | Merck Quimica S A | Procedimiento para preparar glicosidos con un aglicon insa- turado. |
-
1977
- 1977-09-10 DE DE19772740950 patent/DE2740950A1/de active Granted
-
1978
- 1978-09-08 IT IT51027/78A patent/IT1107693B/it active
- 1978-09-08 CH CH942078A patent/CH636869A5/de not_active IP Right Cessation
- 1978-09-08 ES ES473195A patent/ES473195A1/es not_active Expired
- 1978-09-08 FR FR7825878A patent/FR2402655A1/fr active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052086A1 (en) * | 1980-11-11 | 1982-05-19 | BONOMELLI S.p.A. | Process for producing flavone derivatives with medicinal activity |
| FR2782518A1 (fr) * | 1998-08-19 | 2000-02-25 | Innokem Sarl | Procede de fabrication industrielle de diosmine a partir de l'hesperidine par reaction avec de l'iode et de la pyridine |
| WO2000011009A2 (fr) * | 1998-08-19 | 2000-03-02 | Innokem, S.A.R.L. | Procede de fabrication industrielle de diosmine a partir de l'hesperidine par reaction avec de l'iode et de la pyridine |
| WO2000011009A3 (fr) * | 1998-08-19 | 2000-06-29 | Innokem Sarl | Procede de fabrication industrielle de diosmine a partir de l'hesperidine par reaction avec de l'iode et de la pyridine |
| EP1086953A1 (fr) * | 1999-09-24 | 2001-03-28 | Isochem | Procédé de purification de la diosmine |
| FR2798932A1 (fr) * | 1999-09-24 | 2001-03-30 | Isochem Sa | Procede de purification de la diosmine |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2402655B1 (no) | 1983-01-28 |
| ES473195A1 (es) | 1979-11-16 |
| DE2740950A1 (de) | 1979-03-22 |
| CH636869A5 (en) | 1983-06-30 |
| DE2740950C2 (no) | 1987-10-22 |
| IT1107693B (it) | 1985-11-25 |
| IT7851027A0 (it) | 1978-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |