GB2204036B - Process for the synthesis of vinblastine and vincristine - Google Patents
Process for the synthesis of vinblastine and vincristineInfo
- Publication number
- GB2204036B GB2204036B GB8801296A GB8801296A GB2204036B GB 2204036 B GB2204036 B GB 2204036B GB 8801296 A GB8801296 A GB 8801296A GB 8801296 A GB8801296 A GB 8801296A GB 2204036 B GB2204036 B GB 2204036B
- Authority
- GB
- United Kingdom
- Prior art keywords
- vinblastine
- vincristine
- synthesis
- 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
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 229960003048 vinblastine Drugs 0.000 title 1
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine 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)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 title 1
- 229960004528 vincristine Drugs 0.000 title 1
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 title 1
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 title 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000527897A CA1341261C (en) | 1987-01-22 | 1987-01-22 | Process for the synthesis of 3',4'-anhydrovinblastine, vinblastine and vincristine |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB8801296D0 GB8801296D0 (en) | 1988-02-17 |
| GB2204036A GB2204036A (en) | 1988-11-02 |
| GB2204036B true GB2204036B (en) | 1991-03-27 |
Family
ID=4134803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8801296A Expired - Lifetime GB2204036B (en) | 1987-01-22 | 1988-01-21 | Process for the synthesis of vinblastine and vincristine |
Country Status (11)
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1341262C (en) * | 1987-08-06 | 2001-06-26 | Camille A. Boulet | A new process of the synthesis of 3',4'-anhydrovinblastine, vinblastine and vincristine |
| US5047528A (en) * | 1987-01-22 | 1991-09-10 | University Of Bristish Columbia | Process of synthesis of vinblastine and vincristine |
| USRE37449E1 (en) | 1987-02-06 | 2001-11-13 | University Of British Columbia | Process of synthesis of 3′,4′-anhydrovinblastine, vinblastine and vincristine |
| US5037977A (en) * | 1988-08-11 | 1991-08-06 | Mitsui Petrochemical Industries Ltd. | Method for production of dimeric alkaloids |
| US5432279A (en) * | 1989-03-04 | 1995-07-11 | Mitsui Petrochemical Industries, Inc. | Process for the preparation of binary indole alkaloids |
| CA2011389A1 (en) * | 1989-03-04 | 1990-09-04 | Naoya Sakamoto | Process for the preparation of binary indole alkaloids |
| FR2779146B1 (fr) * | 1998-06-02 | 2002-01-18 | Roowin | Nouveaux derives de vinca-alcaloides et procedes de preparation |
| 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 (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2296418B1 (enrdf_load_stackoverflow) * | 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 |
| GB1551054A (en) * | 1976-03-04 | 1979-08-22 | Atta Ur Rahman | Syntheses of vinblastine vincristine and vinrosidine |
| FR2358412A1 (fr) * | 1976-07-13 | 1978-02-10 | Parcor | Procede de preparation de la vincamine et d'alcaloides apparentes |
-
1987
- 1987-01-22 CA CA000527897A patent/CA1341261C/en not_active Expired - Fee Related
-
1988
- 1988-01-20 SE SE8800170A patent/SE467874B/sv not_active IP Right Cessation
- 1988-01-20 DE DE3801450A patent/DE3801450C2/de not_active Expired - Fee Related
- 1988-01-21 GB GB8801296A patent/GB2204036B/en not_active Expired - Lifetime
- 1988-01-21 ZA ZA88408A patent/ZA88408B/xx unknown
- 1988-01-21 IL IL85154A patent/IL85154A/xx not_active IP Right Cessation
- 1988-01-21 NL NL8800134A patent/NL8800134A/nl not_active Application Discontinuation
- 1988-01-21 CH CH206/88A patent/CH675724A5/de not_active IP Right Cessation
- 1988-01-21 IT IT8819156A patent/IT1215751B/it active
- 1988-01-21 FR FR8800650A patent/FR2611202A1/fr active Granted
- 1988-01-22 JP JP63013473A patent/JPH0613531B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE3801450C2 (de) | 1999-02-25 |
| IL85154A0 (en) | 1988-06-30 |
| ZA88408B (en) | 1989-04-26 |
| IL85154A (en) | 1992-08-18 |
| GB8801296D0 (en) | 1988-02-17 |
| DE3801450A1 (de) | 1988-08-18 |
| SE8800170D0 (sv) | 1988-01-20 |
| IT8819156A0 (it) | 1988-01-21 |
| CA1341261C (en) | 2001-06-26 |
| SE467874B (sv) | 1992-09-28 |
| SE8800170L (sv) | 1988-07-23 |
| JPH01131187A (ja) | 1989-05-24 |
| CH675724A5 (enrdf_load_stackoverflow) | 1990-10-31 |
| FR2611202A1 (fr) | 1988-08-26 |
| IT1215751B (it) | 1990-02-22 |
| JPH0613531B2 (ja) | 1994-02-23 |
| GB2204036A (en) | 1988-11-02 |
| NL8800134A (nl) | 1988-08-16 |
| FR2611202B1 (enrdf_load_stackoverflow) | 1994-08-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 20000121 |