DE68913855T2 - Verfahren zur Herstellung von dimeren Alkaloiden. - Google Patents
Verfahren zur Herstellung von dimeren Alkaloiden.Info
- Publication number
- DE68913855T2 DE68913855T2 DE68913855T DE68913855T DE68913855T2 DE 68913855 T2 DE68913855 T2 DE 68913855T2 DE 68913855 T DE68913855 T DE 68913855T DE 68913855 T DE68913855 T DE 68913855T DE 68913855 T2 DE68913855 T2 DE 68913855T2
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- dimeric alkaloids
- anhydrovinblastine
- dimeric
- alkaloids
- 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 - Lifetime
Links
- 229930013930 alkaloid Natural products 0.000 title 1
- FFRFGVHNKJYNOV-DOVUUNBWSA-N 3',4'-Anhydrovinblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C=C(C2)CC)N2CCC2=C1NC1=CC=CC=C21 FFRFGVHNKJYNOV-DOVUUNBWSA-N 0.000 abstract 2
- GKWYINOZGDHWRA-UHFFFAOYSA-N catharanthine Natural products C1C(CC)(O)CC(CC2C(=O)OC)CN1CCC1=C2NC2=CC=CC=C12 GKWYINOZGDHWRA-UHFFFAOYSA-N 0.000 abstract 2
- WVTGEXAIVZDLCR-UHFFFAOYSA-N Vindoline Natural products CC1C2CN3CCCC14CCC5Nc6ccccc6C25C34 WVTGEXAIVZDLCR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 229940041181 antineoplastic drug Drugs 0.000 abstract 1
- CMKFQVZJOWHHDV-DYHNYNMBSA-N catharanthine Chemical compound C([C@@H]1C=C([C@@H]2[C@@]3(C1)C(=O)OC)CC)N2CCC1=C3NC2=CC=CC=C12 CMKFQVZJOWHHDV-DYHNYNMBSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 230000000415 inactivating effect Effects 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- CXBGOBGJHGGWIE-IYJDUVQVSA-N vindoline Chemical compound CN([C@H]1[C@](O)([C@@H]2OC(C)=O)C(=O)OC)C3=CC(OC)=CC=C3[C@]11CCN3CC=C[C@]2(CC)[C@@H]13 CXBGOBGJHGGWIE-IYJDUVQVSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G5/00—Alkaloids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/04—Dimeric indole alkaloids, e.g. vincaleucoblastine
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63198897A JP2564618B2 (ja) | 1988-08-11 | 1988-08-11 | ３’，４’−アンヒドロビンブラスチンの製造方法 |
| JP63198898A JP2582131B2 (ja) | 1988-08-11 | 1988-08-11 | 二量体アルカロイドの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE68913855D1 DE68913855D1 (de) | 1994-04-21 |
| DE68913855T2 true DE68913855T2 (de) | 1995-02-02 |
Family
ID=26511236
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE68927649T Expired - Fee Related DE68927649T2 (de) | 1988-08-11 | 1989-08-09 | Verfahren zur Herstellung von 3',4'-Anhydrovinblastin |
| DE68913855T Expired - Lifetime DE68913855T2 (de) | 1988-08-11 | 1989-08-09 | Verfahren zur Herstellung von dimeren Alkaloiden. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE68927649T Expired - Fee Related DE68927649T2 (de) | 1988-08-11 | 1989-08-09 | Verfahren zur Herstellung von 3',4'-Anhydrovinblastin |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US5037977A (de) |
| EP (2) | EP0354778B1 (de) |
| KR (1) | KR920001138B1 (de) |
| AT (1) | ATE147390T1 (de) |
| CA (1) | CA1334588C (de) |
| DE (2) | DE68927649T2 (de) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5432279A (en) * | 1989-03-04 | 1995-07-11 | Mitsui Petrochemical Industries, Inc. | Process for the preparation of binary indole alkaloids |
| US20030162803A1 (en) * | 1997-03-04 | 2003-08-28 | Bruce Schmidt | Anhydrovinblastine for the treatment of cancer |
| CA2219095A1 (en) * | 1997-03-04 | 1998-09-04 | Bruce Schmidt | Anhydrovinblastine for the treatment of cervical and lung cancer |
| AU783029B2 (en) * | 1997-03-04 | 2005-09-15 | University Of British Columbia, The | Anhydrovinblastine for the treatment of cervical and lung cancer |
| US6049419A (en) | 1998-01-13 | 2000-04-11 | 3M Innovative Properties Co | Multilayer infrared reflecting optical body |
| FR2779146B1 (fr) * | 1998-06-02 | 2002-01-18 | Roowin | Nouveaux derives de vinca-alcaloides et procedes de preparation |
| FR2822830B1 (fr) * | 2001-03-30 | 2003-06-06 | Commissariat Energie Atomique | Procede de reduction de la leurosine en anhydrovinblastine |
| CN103936769B (zh) * | 2014-04-30 | 2016-10-05 | 淮海工学院 | 一种制备高光学纯脱水长春碱的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2296418B1 (de) * | 1974-12-30 | 1978-07-21 | Anvar | |
| US4279817A (en) * | 1975-05-30 | 1981-07-21 | The United States Of America As Represented By The Department Of Health & Human Services | Method for producing dimer alkaloids |
| FR2544319B1 (fr) * | 1983-04-14 | 1985-08-09 | Fabre Sa Pierre | Procede de preparation de l'anhydrovinblastine |
| US4778885A (en) * | 1986-09-18 | 1988-10-18 | Allelix Inc. | Production of alkaloid dimers using ferric ion |
| CA1341261C (en) * | 1987-01-22 | 2001-06-26 | James P. Kutney | Process for the synthesis of 3',4'-anhydrovinblastine, vinblastine and vincristine |
-
1989
- 1989-08-08 US US07/390,903 patent/US5037977A/en not_active Expired - Fee Related
- 1989-08-09 EP EP89308089A patent/EP0354778B1/de not_active Expired - Lifetime
- 1989-08-09 DE DE68927649T patent/DE68927649T2/de not_active Expired - Fee Related
- 1989-08-09 EP EP93108543A patent/EP0569043B1/de not_active Expired - Lifetime
- 1989-08-09 AT AT93108543T patent/ATE147390T1/de not_active IP Right Cessation
- 1989-08-09 DE DE68913855T patent/DE68913855T2/de not_active Expired - Lifetime
- 1989-08-10 CA CA000607984A patent/CA1334588C/en not_active Expired - Fee Related
- 1989-08-10 KR KR1019890011386A patent/KR920001138B1/ko not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0569043A1 (de) | 1993-11-10 |
| DE68927649T2 (de) | 1997-06-19 |
| CA1334588C (en) | 1995-02-28 |
| EP0354778B1 (de) | 1994-03-16 |
| DE68913855D1 (de) | 1994-04-21 |
| EP0354778A3 (de) | 1991-04-17 |
| EP0569043B1 (de) | 1997-01-08 |
| KR900003188A (ko) | 1990-03-26 |
| EP0354778A2 (de) | 1990-02-14 |
| US5037977A (en) | 1991-08-06 |
| KR920001138B1 (ko) | 1992-02-06 |
| ATE147390T1 (de) | 1997-01-15 |
| DE68927649D1 (de) | 1997-02-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8332 | No legal effect for de | ||
| 8370 | Indication related to discontinuation of the patent is to be deleted | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |