DK146765C - Fremgangsmaade til isolering af vindolin, catharantin, 3',4'-anhydrovinblastin, vincristin, vinblastin, leurosin, desacetylvinblastin og 4-desacetoxyvinblastin samt n-desmetylvinblastin i til vincristin omdannet form fra toerrede dele af planten vinca rosea l - Google Patents

Fremgangsmaade til isolering af vindolin, catharantin, 3',4'-anhydrovinblastin, vincristin, vinblastin, leurosin, desacetylvinblastin og 4-desacetoxyvinblastin samt n-desmetylvinblastin i til vincristin omdannet form fra toerrede dele af planten vinca rosea l

Info

Publication number: DK146765C
Authority: DK; Denmark
Prior art keywords: vindolin; velinin; vastlinin; desmetylinine; desacetylvinblastin
Prior art date: 1977-05-31

Application number

DK239178A

Other languages

Danish (da)

English (en)

Other versions

DK146765B (da

DK239178A (da

Inventor

Karola Jovanovics

Gyoergy Fekete

Eszter Dezseri

Lajos Dancsi

Csaba Lorincz

Bela Szarvady

Gyoergy Dobo

Csaba Szantay

Lajos Szabo

Original Assignee

Richter Gedeon Vegyeszet

Priority date (The priority date 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 date listed.)

1977-05-31

Filing date

1978-05-30

Publication date

1984-06-04

1978-05-30 Application filed by Richter Gedeon Vegyeszet filed Critical Richter Gedeon Vegyeszet

1978-12-01 Publication of DK239178A publication Critical patent/DK239178A/da

1983-12-27 Publication of DK146765B publication Critical patent/DK146765B/da

1984-06-04 Application granted granted Critical

1984-06-04 Publication of DK146765C publication Critical patent/DK146765C/da

Links

LVINNLJJGRZGKQ-VMJLQBTBSA-N 4-Desacetoxyvinblastine Natural products CC[C@]1(O)C[C@@H]2CN(CC[C@H]3[C@@H](Nc4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C)[C@H]7[C@](O)(C[C@]8(CC)C=CCN9CC[C@]67[C@H]89)C(=O)OC)C1 LVINNLJJGRZGKQ-VMJLQBTBSA-N 0.000 title 1
OBMKRZCOTHZPOB-UDMDOTTKSA-N 4-desacetoxyvinblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@](C[C@@]6(C=CCN([C@H]56)CC4)CC)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 OBMKRZCOTHZPOB-UDMDOTTKSA-N 0.000 title 1
LPGWZGMPDKDHEP-GKWAKPNHSA-N Leurosine 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@]6(CC)O[C@@H]6[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C LPGWZGMPDKDHEP-GKWAKPNHSA-N 0.000 title 1
WVTGEXAIVZDLCR-UHFFFAOYSA-N Vindoline Natural products CC1C2CN3CCCC14CCC5Nc6ccccc6C25C34 WVTGEXAIVZDLCR-UHFFFAOYSA-N 0.000 title 1
SASWULSUPROHRT-MCIGMTSASA-N Vindorosine Natural products CN([C@H]1[C@](O)([C@@H]2OC(C)=O)C(=O)OC)C3=CC=CC=C3[C@@]11CCN3CC=C[C@]2(CC)[C@@H]13 SASWULSUPROHRT-MCIGMTSASA-N 0.000 title 1
238000002955 isolation Methods 0.000 title 1
238000000034 method Methods 0.000 title 1
JXLYSJRDGCGARV-CFWMRBGOSA-N vinblastine 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-CFWMRBGOSA-N 0.000 title 1
229960003048 vinblastine Drugs 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
CXBGOBGJHGGWIE-ACSXSLCXSA-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-ACSXSLCXSA-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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Medicines Containing Plant Substances (AREA)
Peptides Or Proteins (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Extraction Or Liquid Replacement (AREA)
Compounds Of Unknown Constitution (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

DK239178A 1977-05-31 1978-05-30 Fremgangsmaade til isolering af vindolin, catharantin, 3',4'-anhydrovinblastin, vincristin, vinblastin, leurosin, desacetylvinblastin og 4-desacetoxyvinblastin samt n-desmetylvinblastin i til vincristin omdannet form fra toerrede dele af planten vinca rosea l DK146765C (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HU77RI638A HU178084B (en)	1977-05-31	1977-05-31	New process for the extraction of native vindoline,catharantine,3',4'-anhydrovinblastine,leurosine and,if desired,of other diinodle alkaloids from vinca rosea l.drogue
HURI000638		1977-05-31

Publications (3)

Publication Number	Publication Date
DK239178A DK239178A (da)	1978-12-01
DK146765B DK146765B (da)	1983-12-27
DK146765C true DK146765C (da)	1984-06-04

Family

ID=11001035

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK239178A DK146765C (da)	1977-05-31	1978-05-30	Fremgangsmaade til isolering af vindolin, catharantin, 3',4'-anhydrovinblastin, vincristin, vinblastin, leurosin, desacetylvinblastin og 4-desacetoxyvinblastin samt n-desmetylvinblastin i til vincristin omdannet form fra toerrede dele af planten vinca rosea l

Country Status (19)

Country	Link
US (1)	US4172077A (de)
JP (1)	JPS5439100A (de)
AT (1)	AT364469B (de)
AU (1)	AU515713B2 (de)
BE (1)	BE867670A (de)
CA (1)	CA1094552A (de)
CH (1)	CH640861A5 (de)
DD (1)	DD136139A5 (de)
DE (1)	DE2823461A1 (de)
DK (1)	DK146765C (de)
FR (1)	FR2393002A1 (de)
GB (1)	GB1602633A (de)
HU (1)	HU178084B (de)
IL (1)	IL54761A (de)
IT (1)	IT1096605B (de)
NL (1)	NL7805881A (de)
SE (1)	SE437829B (de)
SU (1)	SU867313A3 (de)
YU (1)	YU129378A (de)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2296418B1 (de) *	1974-12-30	1978-07-21	Anvar
FR2544318B1 (fr) *	1983-04-14	1985-08-16	Fabre Sa Pierre	Procede de preparation de vindoline et de catharanthine
US4778885A (en) *	1986-09-18	1988-10-18	Allelix Inc.	Production of alkaloid dimers using ferric ion
US4749787A (en) *	1986-10-23	1988-06-07	Harbor Branch Oceanographic Institution, Inc.	Process of isolating vinblastine from the plant catharanthis roseus
US4831133A (en) *	1987-05-01	1989-05-16	Allelix, Inc.	Extraction of alkaloids of Catharanthus roseus tissue
US5907044A (en) *	1997-07-30	1999-05-25	Degussa Aktiengellschaft	Method of isolating 1- N2 -((S)-ethoxycarbonyl)-3-phenylpropyl)-N6 -trifluoroacetyl!-L-lysyl-L-proline (lisinopril (TFA) ethyl ester, LPE)
WO2000006582A1 (en) *	1998-07-31	2000-02-10	Goldsmith Seeds, Inc.	Trimeric and polymeric alkaloids
AU775373B2 (en)	1999-10-01	2004-07-29	Immunogen, Inc.	Compositions and methods for treating cancer using immunoconjugates and chemotherapeutic agents
WO2005030237A1 (en) *	2003-09-26	2005-04-07	Señor Rafael Phil. Inc.	A pharmaceutical composition comprising catharanthus roseaus, (vinca rosea), its preparation and use thereof
CN100374446C (zh) *	2005-12-19	2008-03-12	东北林业大学	一种从长春花中分离文多灵、长春质碱、长春碱和长春新碱的方法
CN104262362B (zh) *	2014-09-01	2017-02-15	海南希源化工科技有限公司	一种长春碱的提取及纯化方法
CN104370910B (zh) *	2014-12-13	2016-08-31	海南大学	一种文多林的提取及纯化方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3097137A (en) *	1960-05-19	1963-07-09	Canadian Patents Dev	Vincaleukoblastine
US3205220A (en) *	1961-10-26	1965-09-07	Lilly Co Eli	Leurosidine and leurocristine and their production
US3392173A (en) *	1964-03-09	1968-07-09	Lilly Co Eli	Novel acyl derivatives of desacetyl-vincaleukoblastine and processes for their preparation
US3352868A (en) *	1964-04-01	1967-11-14	Lilly Co Eli	Dihydrovinblastine
US3370057A (en) *	1964-04-27	1968-02-20	Lilly Co Eli	Leurosine
US3225030A (en) *	1965-02-15	1965-12-21	Lilly Co Eli	Method of preparing leurosine and vincaleukoblastine
US3422112A (en) *	1968-01-22	1969-01-14	Lilly Co Eli	Indolyl vindolines
AT313485B (de) *	1971-09-17	1974-02-25	Richter Gedeon Vegyeszet	Verfahren zur selektiven Gewinnung von Vinblastin, Vinleurosin und Vinchristin oder deren Salzen
US3932417A (en) *	1973-10-24	1976-01-13	Eli Lilly And Company	Dimeric indole alkaloid purification process

1977
- 1977-05-31 HU HU77RI638A patent/HU178084B/hu not_active IP Right Cessation
1978
- 1978-05-22 US US05/908,584 patent/US4172077A/en not_active Expired - Lifetime
- 1978-05-22 IL IL54761A patent/IL54761A/xx not_active IP Right Cessation
- 1978-05-23 SE SE7805900A patent/SE437829B/sv not_active IP Right Cessation
- 1978-05-26 CH CH580878A patent/CH640861A5/de not_active IP Right Cessation
- 1978-05-30 CA CA304,370A patent/CA1094552A/en not_active Expired
- 1978-05-30 SU SU782621102A patent/SU867313A3/ru active
- 1978-05-30 NL NL7805881A patent/NL7805881A/xx not_active Application Discontinuation
- 1978-05-30 DD DD78205659A patent/DD136139A5/de unknown
- 1978-05-30 AU AU36649/78A patent/AU515713B2/en not_active Expired
- 1978-05-30 DK DK239178A patent/DK146765C/da not_active IP Right Cessation
- 1978-05-30 AT AT0391578A patent/AT364469B/de not_active IP Right Cessation
- 1978-05-30 DE DE19782823461 patent/DE2823461A1/de not_active Ceased
- 1978-05-30 GB GB24214/78A patent/GB1602633A/en not_active Expired
- 1978-05-30 YU YU01293/78A patent/YU129378A/xx unknown
- 1978-05-30 FR FR7816106A patent/FR2393002A1/fr active Granted
- 1978-05-31 IT IT24055/78A patent/IT1096605B/it active
- 1978-05-31 JP JP6443378A patent/JPS5439100A/ja active Pending
- 1978-05-31 BE BE188205A patent/BE867670A/xx not_active IP Right Cessation

Also Published As

Publication number	Publication date
YU129378A (en)	1983-10-31
US4172077A (en)	1979-10-23
SE7805900L (sv)	1978-12-01
GB1602633A (en)	1981-11-11
IL54761A (en)	1981-09-13
FR2393002A1 (fr)	1978-12-29
IT1096605B (it)	1985-08-26
JPS5439100A (en)	1979-03-24
DD136139A5 (de)	1979-06-20
IL54761A0 (en)	1978-07-31
FR2393002B1 (de)	1983-05-20
AT364469B (de)	1981-10-27
IT7824055A0 (it)	1978-05-31
DK146765B (da)	1983-12-27
CH640861A5 (de)	1984-01-31
SU867313A3 (ru)	1981-09-23
ATA391578A (de)	1981-03-15
BE867670A (fr)	1978-09-18
HU178084B (en)	1982-03-28
AU515713B2 (en)	1981-04-16
NL7805881A (nl)	1978-12-04
CA1094552A (en)	1981-01-27
DE2823461A1 (de)	1978-12-14
AU3664978A (en)	1979-12-06
DK239178A (da)	1978-12-01
SE437829B (sv)	1985-03-18

Legal Events

Date	Code	Title	Description
1988-04-04	PBP	Patent lapsed

Publication	Publication Date	Title
IT1080037B (it)	1985-05-16	Protesi trisferica per spalla
DK452279A (da)	1979-10-26	Holdeorgan med en aaben ring
DK545680A (da)	1981-06-22	Retrirefkejtineter med direkte aflaesning
ES258141Y (es)	1982-05-16	Conjunto de cierre
FI802446A7 (fi)	1981-01-01	-Laktaamien valmistus ja käyttö.
DK146765C (da)	1984-06-04	Fremgangsmaade til isolering af vindolin, catharantin, 3',4'-anhydrovinblastin, vincristin, vinblastin, leurosin, desacetylvinblastin og 4-desacetoxyvinblastin samt n-desmetylvinblastin i til vincristin omdannet form fra toerrede dele af planten vinca rosea l
AT376036B (de)	1984-10-10	Einrichtung zur fehlerkompensation
IT1101280B (it)	1985-09-28	Prova immunochimica con l'impiego di reagenti marcati
NO784318L (no)	1979-06-26	Fremgangsmaate for bestemmelse av prothrombin
SE7802667L (sv)	1978-09-10	Forfarande for bestemning av peroxidas
ES260304Y (es)	1982-10-16	Instrumento de acupresion
NO148533C (no)	1983-11-09	Homokinetisk universalledd
ATA108080A (de)	1982-01-15	Autofluorographieverfahren und dafuer verwendbare zusammensetzung
BR8002496A (pt)	1980-12-09	Conjunto de trilhos
FI803750L (fi)	1981-06-18	Anordning foer torkning av papper medelst het gas
DK255279A (da)	1979-12-21	Piperidinderivater af 1,3,5-triazoxycloheptan-2,4-dion samt fremgangsmaade til fremstilling og anvendelse af disse
IT8053172V0 (it)	1980-04-29	Portachiavi
FI781143A7 (fi)	1978-10-15	Kompass
AT364444B (de)	1981-10-27	Prothese
FI813798L (fi)	1982-06-02	Foerfarande foer avlaegsnande av en belaeggning av antrakinon
TR20265A (tr)	1980-12-08	Fraksiyonlandirma usulue
SE7809953L (sv)	1979-03-29	Brickett samt forfarande for tillverkning av densamma
SE405171B (sv)	1978-11-20	Forfarande for koncentrationsbestemning
FI55909B (fi)	1979-06-29	Kompass i synnerhet foer skidorientering
DK318378A (da)	1979-01-17	Beta-lactamforbindelser fremgangsmaade til fremstilling heraf og forbindelsernes anvendelse