HU223267B1 - Eljárás taxánok elõállítására Taxus fajok sejtjeinek tenyésztésével - Google Patents
Eljárás taxánok elõállítására Taxus fajok sejtjeinek tenyésztésével Download PDFInfo
- Publication number
- HU223267B1 HU223267B1 HU0302357A HUP0302357A HU223267B1 HU 223267 B1 HU223267 B1 HU 223267B1 HU 0302357 A HU0302357 A HU 0302357A HU P0302357 A HUP0302357 A HU P0302357A HU 223267 B1 HU223267 B1 HU 223267B1
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- HU
- Hungary
- Prior art keywords
- acid
- medium
- taxanes
- taxol
- production
- Prior art date
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- 238000000034 method Methods 0.000 claims abstract description 137
- OVMSOCFBDVBLFW-VHLOTGQHSA-N 5beta,20-epoxy-1,7beta,13alpha-trihydroxy-9-oxotax-11-ene-2alpha,4alpha,10beta-triyl 4,10-diacetate 2-benzoate Chemical compound O([C@@H]1[C@@]2(C[C@H](O)C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)O)C(=O)C1=CC=CC=C1 OVMSOCFBDVBLFW-VHLOTGQHSA-N 0.000 claims abstract description 90
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- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229910052709 silver Inorganic materials 0.000 claims abstract description 35
- 239000004332 silver Substances 0.000 claims abstract description 35
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 31
- 229930192334 Auxin Natural products 0.000 claims abstract description 30
- 239000002363 auxin Substances 0.000 claims abstract description 30
- 239000003112 inhibitor Substances 0.000 claims abstract description 30
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- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229930015704 phenylpropanoid Natural products 0.000 claims abstract description 9
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- GEWDNTWNSAZUDX-WQMVXFAESA-N (-)-methyl jasmonate Chemical compound CC\C=C/C[C@@H]1[C@@H](CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-WQMVXFAESA-N 0.000 claims description 44
- GEWDNTWNSAZUDX-UHFFFAOYSA-N methyl 7-epi-jasmonate Natural products CCC=CCC1C(CC(=O)OC)CCC1=O GEWDNTWNSAZUDX-UHFFFAOYSA-N 0.000 claims description 44
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- UUUGYDOQQLOJQA-UHFFFAOYSA-L vanadyl sulfate Chemical compound [V+2]=O.[O-]S([O-])(=O)=O UUUGYDOQQLOJQA-UHFFFAOYSA-L 0.000 description 1
- 229940041260 vanadyl sulfate Drugs 0.000 description 1
- 229910000352 vanadyl sulfate Inorganic materials 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
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- PVVLIIZIQXDFSP-PNVYSBBASA-N verticillin Chemical compound N([C@@H]1N2C(=O)[C@]3(C)SS[C@]2(C(N3C)=O)C2)C3=CC=CC=C3[C@]12[C@@]12C[C@]3(SS4)C(=O)N(C)[C@]4(C)C(=O)N3[C@H]2NC2=CC=CC=C12 PVVLIIZIQXDFSP-PNVYSBBASA-N 0.000 description 1
- 229930190165 verticillin Natural products 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
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- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
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- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
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Abstract
A találmány tárgya eljárás taxol, bakkatin III és más taxolszerűvegyületek vagy taxánok előállítására nagyon magas hozammal ismertTaxus fajokból, például T. brevifolia, T. canadensis, T. cuspidata, T.baccata, T. globosa, T. floridana, T. wallichiana, T. media és T.chinensis fajokból származó sejttenyészetek segítségével. Atenyésztési feltételek, így a tápközeg összetétele, valamint azeljárásmódok változtatásával a Taxus fajok sejttenyészetévelelőállított különböző taxánok kihozatala fokozható. Különösen előnyösfokozószerek az ezüstion vagy ezüstkomplex, jazmonsav vagy annakmetil-észtere, auxinnal rokon növekedésszabályozók, valamint a fenil--propanoid bioszintetikus utat gátló inhibitorok, például 3,4-dimetilén-dioxi-6-nitro-cinnaminsav. Ezek a fokozószerek alkalmazhatókönmagukban vagy egymással kombinálva, vagy más hozamfokozókörülményekkel kombinálva. Az említett hozamfokozó módszerek bármelyTaxus faj esetén, különösen a T. chinensis sejttenyészetei eseténfokozzák a taxánok hozamát. ŕ
Claims (30)
- SZABADALMI IGÉNYPONTOK1. Eljárás taxánok előállítására Taxus fajok sejttenyészeteivel magas hozammal, azzal jellemezve, hogy egy Taxus faj kalluszból vagy szuszpenziós tenyészetből származó sejtjeit szuszpenziós tenyészetben egy vagy több tápközegben növesztést és termékképzési körülmények között tenyésztjük, és a sejtekből vagy a sejttenyészet tápközegéből vagy mindkettőből egy vagy több taxánt kinyerünk, ahol a tápközegek a fenil-propanoidmetabolizmust gátló inhibitort tartalmaznak.
- 2. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy fenil-propanoid-metabolizmust gátló inhibitorként 3,4-metilén-dioxi-6-nitro-cinnaminsavat, 3,4-metiléndioxi-cinnaminsavat, 3-(3,4-metilén-dioxi-fenil)-propionsavat, 3,4-metilén-dioxi-fenil-ecetsavat, 4-fluor-L-fenilalanint, 4-hidroxi-fenil-piroszőlősavat, 4-fluor-DL-tirozint, transz-3,4-dimetoxi-cinnaminsavat, fenil-propionsavat, L-2-hidroxi-3-fenil-propionsavat, 2-hidroxi-4,6-dimetoxi-benzoesavat, β-dietanol-amino-etil-difenilpropil-acetát-hidrokloridot, vinil-imidazolt, ammóniumoxalátot, szinapinsavat vagy 1-amino-benzotriazolt alkalmazunk.
- 3. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegek közül legalább egyhez a következő fokozószerek valamelyikét adagoljuk:a) etilén aktivitását gátló inhibitor,b) jazmonáttal rokon vegyület,c) auxinnal rokon növekedésszabályozó.
- 4. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekhez ezüstöt tartalmazó vegyületet, ezüstkomplexet vagy ezüstiont adagolunk.
- 5. A 3. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegek közül legalább egyhez jazmonsavat vagy annak alkil-észterét adagoljuk.
- 6. Az 5. igénypont szerinti eljárás, azzal jellemezve, hogy a jazmonsav alkil-észtereként 1-6 szénatomos alkil-észtert alkalmazunk.
- 7. Az 5. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekhez ezüstöt tartalmazó vegyületet, ezüstkomplexet vagy ezüstiont is adagolunk.
- 8. A 3. igénypont szerinti eljárás, azzal jellemezve, hogy auxinnal rokon növekedésszabályozóként a következő vegyületek közül egyet vagy többet alkalmazunk: 1-naftalin-ecetsav, 2-naftalin-ecetsav, 1-naftalin-acetamid/naftil-acetamid, N-(l-naftil)-ftálaminsav, 1-naftoxi-ecetsav, 2-naftoxi-ecetsav, β-naftoxi-ecetsav, 1-naftoxi-acetamid, 3-klór-fenoxi-ecetsav, 4-klór-fenoxi-ecetsav, 3-jód-fenoxi-ecetsav, indol-acetamid, indol-ecetsav, indoil-acetát, indol-acetil-leucin, y-(3-indol)-vajsav, 4amino-3,5,6-triklór-pikolinsav, 4-amino-3,5,6-triklór-pikolinsav-metil-észter, 3,6-diklór-o-ánizssav, 3,7-diklór8-kinolinkarbonsav, fenil-ecetsav, 2-jód-fenil-ecetsav, 3jód-fenil-ecetsav, 2-metoxi-fenil-ecetsav, klórprofam, 4klór-indol-3-ecetsav, 5-klór-indol-3-ecetsav, 3-klór-indol-3-ecetsav, 5-bróm-4-klór-3-indoil-butirát, indol-acetil-fenil-alanin, indol-acetil-glicin, indol-acetil-alanin, 4klór-indol, p-klór-fenoxi-izovajsav, 1-pirenoxil-benzoesav, lizofoszfatidinsav, 1-naftil-N-metil-karbamát és etil5-klór-lH-indazol-3-il-acetát-3-indol-butánsav.
- 9. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekben taxánprekurzort is alkalmazunk.
- 10. A 9. igénypont szerinti eljárás, azzal jellemezve,30 hogy taxánprekurzorként a-fenil-alanint, β-fenil-alanint vagy ezek elegyét alkalmazzuk.
- 11. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközeghez glutamint is adagolunk.
- 12. Az 1. igénypont szerinti eljárás, azzal jellemez35 ve, hogy a tápközeghez glutaminsavat, aszpartinsavat vagy ezek elegyét is adagolunk.
- 13. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekhez szénforrásként maltózt adunk.40
- 14. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekhez szénforrásként szacharózt adagolunk.
- 15. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tápközegekhez szénforrásként glükózt, fruk45 tózt vagy ezek elegyét adagoljuk.
- 16. A 13. igénypont szerinti eljárás, azzal jellemezve, hogy primer szénforrásként maltózt, szacharózt, glükózt, fruktózt vagy ezek elegyét alkalmazzuk.
- 17. Az 1. igénypont szerinti eljárás, azzal jellemez50 ve, hogy a sejtek növesztéséhez, valamint a taxol és a taxánok termeléséhez azonos tápközeget alkalmazunk.
- 18. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a taxánok termelését a tápközeg összetételének megváltoztatásával indukáljuk.55
- 19. A 18. igénypont szerinti eljárás, azzal jellemezve, hogy a taxántermelés során legalább egyszer kicseréljük a tápközeget.
- 20. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a tenyésztési lépésben legalább egyszer kicse60 réljük a tápközeget.HU 223 267 Bl
- 21. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a taxántermelés során taxánt távolítunk el a tenyészetből.
- 22. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a Taxus faj sejtjeit hozzáadagolásos-szakaszos eljárásban tenyésztjük.
- 23. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a termékképzési periódusban a taxánok termelékenységét legalább 15 mg/l/nap értéken tartjuk.
- 24. Az 1. igénypont szerinti eljárás, azzal jellemez- 10 ve, hogy a taxolt a sejtekből vagy a sejttenyészet tápközegéből vagy mindkettőből nyeljük ki.
- 25. A 24. igénypont szerinti eljárás, azzal jellemezve, hogy a taxoltermelés időszakában a taxol termelékenységét legalább 10 mg/l/nap értéken tartjuk.
- 26. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy a sejtekből vagy a sejttenyészet tápközegéből vagy mindkettőből bakkatin Ill-at nyerünk ki.
- 27. A 26. igénypont szerinti eljárás, azzal jellemezve, hogy a taxántermelő periódusban a bakkatin III termelékenységét legalább 15 mg/l/nap értéken tartjuk.
- 28. Az 1. igénypont szerinti eljárás, azzal jellemez5 ve, hogy Taxus fajként T brevifolia, T. canadensis, T.chinensis, T. cuspidata, T. baccata, T. globosa, T. floridana, T. wallichiana vagy T. média fajt tenyésztünk.
- 29. Az 1. igénypont szerinti eljárás, azzal jellemezve, hogy egy Taxus faj sejtjeivel kallusztenyészetben vagy szuszpenziós tenyészetben fokozószer nélküli tápközegben ELISA-elemzéssel mérve a háttérértéknél több taxolt állítunk elő.
- 30. Az 1. igénypont szerinti eljárás, azzal jellemez15 ve, hogy egy Taxus faj sejtjeinek szuszpenziós tenyészetével egy ezüst-tioszulfátot, metil-jazmonátot és 1naftalin-ecetsavat tartalmazó tápközegen 10 mg/l/nap termelékenységgel állítunk elő taxánokat.
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| HU0302357A HU223267B1 (hu) | 1996-05-24 | 1997-05-27 | Eljárás taxánok elõállítására Taxus fajok sejtjeinek tenyésztésével |
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Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100070388A (ko) * | 1996-05-24 | 2010-06-25 | 디에프비 바이오테크 인코포레이티드 | 탁수스종의 세포 배양에 의한 탁산의 생산 증진 방법 |
| KR100287465B1 (ko) * | 1997-06-25 | 2001-05-02 | 나까니시 히로유끼 | 탁산형 디테르펜의 제조방법 |
| TW200304947A (en) * | 2002-02-08 | 2003-10-16 | Bristol Myers Squibb Co | Compositions and methods for latering biosynthesis of taxanes and taxane-related compounds |
| WO2006129988A1 (en) * | 2005-06-03 | 2006-12-07 | Samyang Genex Corporation | Mass production of secondary metabolite in plant cell culture by treatment of saccharide mixture in medicum |
| US8053238B2 (en) | 2005-10-31 | 2011-11-08 | Unhwa Corporation | Isolated population of plant single cells and method of preparing the same |
| US8017397B2 (en) * | 2005-10-31 | 2011-09-13 | Unhwa Corporation | Isolated population of plant single cells and method of preparing same |
| KR101064518B1 (ko) | 2007-09-21 | 2011-09-19 | 주식회사 운화 | 저장근을 가지는 초본식물의 형성층 유래 식물줄기세포주 및 이의 분리방법 |
| KR101100867B1 (ko) * | 2008-05-14 | 2012-01-02 | 주식회사 운화 | 주목의 형성층 또는 전형성층 유래 식물줄기세포주를 유효성분으로 함유하는 항산화, 항염증 또는 항노화용 조성물 |
| WO2010148338A1 (en) | 2009-06-18 | 2010-12-23 | Phyton Holdings, Llc | Production of alkaloids by liliaceae cell culture |
| FR2952072B1 (fr) | 2009-11-05 | 2013-09-27 | Pf Medicament | Procede de production de triptolide |
| WO2013164834A1 (en) * | 2012-05-04 | 2013-11-07 | Phyto Biotech Pvt. Ltd. | Cost-effective process for commercial production of paclitaxel |
| CN103570647A (zh) * | 2013-11-06 | 2014-02-12 | 湖南农业大学 | 从红豆杉细胞培养液中制备高纯度紫杉醇的方法 |
| DK3077523T3 (da) | 2013-12-02 | 2020-07-20 | Phyton Holdings Llc | Produktion af thapsigarginer ved hjælp af Thapsia cellesuspensionskultur |
| US10058542B1 (en) | 2014-09-12 | 2018-08-28 | Thioredoxin Systems Ab | Composition comprising selenazol or thiazolone derivatives and silver and method of treatment therewith |
| WO2016150860A1 (en) | 2015-03-20 | 2016-09-29 | Phyton Biotech Gmbh | Production of ingenol, ingenol esters and/or tiglian-3-one derivatives by euphorbiaceae plant cell suspension cultures |
| CN105349592B (zh) * | 2015-12-09 | 2018-11-27 | 天津艾赛博生物技术有限公司 | 代谢互补的植物细胞系混种培养生产次级代谢产物的方法 |
| CN106636242A (zh) * | 2016-12-20 | 2017-05-10 | 天津艾赛博生物技术有限公司 | 一种红豆杉细胞长期培养生产紫杉烷的调控方法 |
| JP7359527B2 (ja) * | 2017-05-31 | 2023-10-11 | トヨタ自動車株式会社 | 電池搭載構造 |
| WO2022026613A2 (en) * | 2020-07-28 | 2022-02-03 | Impello Biosciences, Inc. | Methods and compositions for altering secondary metabolites in plants |
| CN113416689B (zh) * | 2021-08-04 | 2023-01-10 | 海南鑫开源医药科技有限公司 | 一种利用植物细胞发酵技术生产高丽槐素的方法 |
| CN115948494B (zh) * | 2022-09-12 | 2024-07-16 | 昆明理工大学 | 一种利用三七细胞合成齐墩果烷型皂苷的方法 |
Family Cites Families (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3270112D1 (en) | 1981-08-11 | 1986-04-30 | Mitsui Petrochemical Ind | Method for producing secondary metabolites of plants |
| WO1986002463A1 (fr) | 1984-10-19 | 1986-04-24 | Alain Zarudiansky | Systeme de lunettes |
| JPH0833258B2 (ja) | 1987-10-09 | 1996-03-29 | 三洋電機株式会社 | 吸収冷凍装置 |
| DE3801023A1 (de) | 1988-01-13 | 1989-07-27 | Schering Ag | Verfahren zur steigerung von enzym-aktivitaeten und der syntheseleistung von organismen |
| EP0378921A3 (en) | 1988-12-21 | 1990-09-19 | Idaho Research Foundation, Inc. | Enhancement of plant metabolite production by timed elicitation |
| US5019504A (en) * | 1989-03-23 | 1991-05-28 | The United States Of America As Represented By The Secretary Of Agriculture | Production of taxol or taxol-like compounds in cell culture |
| US5334529A (en) | 1989-06-27 | 1994-08-02 | Escagenetics Corporation | Stably transformed coffee plant cells and plantlets |
| US5015744A (en) | 1989-11-14 | 1991-05-14 | Florida State University | Method for preparation of taxol using an oxazinone |
| CA2083595C (en) | 1990-05-25 | 2003-03-25 | Clarence A. Ryan, Jr. | Method of inducing plant defense mechanisms |
| JPH05507629A (ja) | 1991-02-12 | 1993-11-04 | 新日本製鐵株式会社 | イチイの組織培養によるタキソールの生産方法 |
| US5244775A (en) * | 1991-03-20 | 1993-09-14 | Hitachi, Ltd. | Method of manufacturing an optical disc |
| JP3222466B2 (ja) | 1991-04-19 | 2001-10-29 | ザ・ユニバーシティ・オブ・ミシシッピー | タクサン類を単離するための方法および組成物 |
| US5248625A (en) | 1991-06-06 | 1993-09-28 | Lsi Logic Corporation | Techniques for forming isolation structures |
| KR930702323A (ko) | 1991-07-17 | 1993-09-08 | 하지메 나까가와 | 항종양 활성을 가진 화합물(nsc-lsc1) 및 그의 제조방법 |
| US5344775A (en) | 1991-11-15 | 1994-09-06 | Escagenetics Corporation | Synthesis of taxanes in culture using pseudocalluscells |
| US5407816A (en) | 1992-02-20 | 1995-04-18 | Phyton Catalytic, Inc. | Enhanced production of taxol and taxanes by cell cultures of taxus species |
| US5445809A (en) | 1992-03-03 | 1995-08-29 | Research And Development Institute At Montana State University | Production of taxol from the yew tree |
| US5451392A (en) | 1992-03-03 | 1995-09-19 | The Research And Development Institute At Montana State University | Production of taxol |
| JPH05244971A (ja) | 1992-03-06 | 1993-09-24 | Nippon Oil Co Ltd | タキサン類化合物の製造方法 |
| WO1993019585A1 (en) | 1992-04-01 | 1993-10-14 | Union Camp Corporation | Induction of somatic embryogenesis in taxus, and the production of taxane-ring containing alkaloids therefrom |
| US5850032A (en) | 1992-04-01 | 1998-12-15 | Union Camp Corporation | Method for production of plant biological products in precocious neomorphic embryoids |
| CA2434692A1 (en) | 1992-04-07 | 1993-10-08 | Paul M. Cino | Callus cell induction and the preparation of taxanes |
| US5322779A (en) | 1992-04-16 | 1994-06-21 | The Research And Development Institute, Inc. At Montana State University | Taxol production by taxomyces andreanae |
| CA2136213A1 (en) | 1992-05-21 | 1993-11-25 | Richard N. Arteca | Cultured taxu tissues as a source of taxol, related taxanes and other novel anti-tumor/anti-viral compounds |
| JP2967532B2 (ja) | 1992-06-11 | 1999-10-25 | 日石三菱株式会社 | タキサン類化合物の製造方法 |
| US5279953A (en) | 1992-06-24 | 1994-01-18 | Esca Genetics Corporation | In vivo production of taxanes |
| JP3162217B2 (ja) | 1992-12-24 | 2001-04-25 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JP3144947B2 (ja) | 1993-04-08 | 2001-03-12 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JPH06296493A (ja) | 1993-04-14 | 1994-10-25 | Nippon Steel Corp | タキソールの生産方法 |
| KR950005081B1 (ko) | 1993-07-06 | 1995-05-18 | 산림청임목육종연구소 | 주목 종자의 씨눈 유래의 체세포배 및 체세포배성세포 혹은 그 배양배지로부터 택솔(Taxol) 및 그 유도체를 생산하는 방법 |
| JP3434892B2 (ja) | 1994-06-28 | 2003-08-11 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| WO1995014103A1 (fr) | 1993-11-15 | 1995-05-26 | Mitsui Petrochemical Industries, Ltd. | Procede de production de diterpene de taxane et procede de recolte de cellules de culture capables de produire du diterpene de taxane a haut rendement |
| JPH07308197A (ja) | 1994-05-18 | 1995-11-28 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH0856680A (ja) * | 1994-08-25 | 1996-03-05 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH0856681A (ja) | 1994-08-25 | 1996-03-05 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH08116981A (ja) | 1994-10-18 | 1996-05-14 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH07308196A (ja) | 1994-05-18 | 1995-11-28 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JP3488492B2 (ja) | 1993-11-15 | 2004-01-19 | 三井化学株式会社 | タキサン型ジテルペン高産生培養細胞の取得方法 |
| JP2967034B2 (ja) | 1994-03-07 | 1999-10-25 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JPH07255495A (ja) | 1994-03-28 | 1995-10-09 | Ishikawajima Harima Heavy Ind Co Ltd | タキソールの製造方法 |
| US5547866A (en) | 1994-07-20 | 1996-08-20 | The Regents Of The University Of California | Taxane production in haploid-derived cell cultures |
| JPH0870880A (ja) | 1994-09-05 | 1996-03-19 | Osaka Organic Chem Ind Ltd | タキソールの培養生産法 |
| CA2163614C (en) * | 1994-11-25 | 2002-12-31 | Yukihito Yukimune | Method of producing a taxane-type diterpene |
| JP3549594B2 (ja) | 1994-11-25 | 2004-08-04 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JPH08163991A (ja) | 1994-12-15 | 1996-06-25 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH08149984A (ja) | 1994-11-30 | 1996-06-11 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH08205881A (ja) * | 1994-12-05 | 1996-08-13 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH08154693A (ja) | 1994-12-05 | 1996-06-18 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JP3746550B2 (ja) | 1994-12-05 | 2006-02-15 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JP3019736B2 (ja) | 1994-12-07 | 2000-03-13 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JPH08198863A (ja) * | 1995-01-25 | 1996-08-06 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| US5620875A (en) | 1995-02-17 | 1997-04-15 | University Of Portland | Transfer of taxol from yew tree cuttings into a culture medium over time |
| US6248572B1 (en) | 1995-04-27 | 2001-06-19 | Samyang, Genex, Corporation | Production of taxol from taxus plant cell culture adding silver nitrate |
| KR960037826A (ko) | 1995-04-27 | 1996-11-19 | 김경환 | 택서스속 식물세포의 반연속식 배양방법 |
| US5900367A (en) | 1995-04-29 | 1999-05-04 | Samyang Genex Co., Ltd. | Method for purifying taxol from taxus biomass |
| JPH08298993A (ja) | 1995-05-02 | 1996-11-19 | Nippon Steel Corp | イチイの組織培養によるタキサン化合物の製造法 |
| US5965438A (en) | 1995-06-07 | 1999-10-12 | Phyton, Inc. | Cryopreservation of plant cells |
| JPH0928392A (ja) | 1995-07-17 | 1997-02-04 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| JPH0956387A (ja) | 1995-08-22 | 1997-03-04 | Mitsui Petrochem Ind Ltd | タキサン型ジテルペンの製造方法 |
| US5670663A (en) | 1996-02-14 | 1997-09-23 | Regents Of The University Of California | Recovery of taxanes from conifers |
| KR20100070388A (ko) * | 1996-05-24 | 2010-06-25 | 디에프비 바이오테크 인코포레이티드 | 탁수스종의 세포 배양에 의한 탁산의 생산 증진 방법 |
| JPH1042888A (ja) | 1996-07-30 | 1998-02-17 | Jumoku Seiri Kinousei Butsushitsu Gijutsu Kenkyu Kumiai | タキソールの培養生産方法 |
| JPH1052294A (ja) | 1996-08-09 | 1998-02-24 | Nippon Oil Co Ltd | タキサン類化合物の製造方法（ｉ） |
| JPH1052295A (ja) | 1996-08-09 | 1998-02-24 | Nippon Oil Co Ltd | タキサン類化合物の製造方法（ｉｉ） |
| JPH1052296A (ja) | 1996-08-09 | 1998-02-24 | Nippon Oil Co Ltd | タキサン類化合物の製造方法（ｉｉｉ） |
| ATE258594T1 (de) | 1997-02-19 | 2004-02-15 | Phytobiotech Inc | Verfahren zur steigerung des wachstums von pflanzenzellkulturen |
| KR100287465B1 (ko) | 1997-06-25 | 2001-05-02 | 나까니시 히로유끼 | 탁산형 디테르펜의 제조방법 |
| JPH1146782A (ja) | 1997-08-05 | 1999-02-23 | Mitsui Chem Inc | ラジカル発生剤処理による植物二次代謝産物の生産促進方法 |
| US6030818A (en) | 1997-12-22 | 2000-02-29 | Bcm Developpement, Inc. | Bacterial mass production of taxanes and paclitaxel |
| JP3897267B2 (ja) | 1998-03-26 | 2007-03-22 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| JP2000106893A (ja) | 1998-10-06 | 2000-04-18 | Kobe Tennenbutsu Kagaku Kk | タキサン型ジテルペン類の製造方法 |
| JP3815919B2 (ja) | 1999-05-26 | 2006-08-30 | 三井化学株式会社 | タキサン型ジテルペンの製造方法 |
| US6365407B1 (en) | 2001-03-05 | 2002-04-02 | Council Of Scientific & Industrial Research | Culture medium composition useful for induction and proliferation of Taxus calli |
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1997
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