CN102131814B - 新型表鬼臼毒素的(多)氨基烷基氨基烷基酰胺、烷基-脲或烷基-磺酰胺衍生物、其制备方法及其作为抗癌剂在治疗中的用途 - Google Patents
新型表鬼臼毒素的(多)氨基烷基氨基烷基酰胺、烷基-脲或烷基-磺酰胺衍生物、其制备方法及其作为抗癌剂在治疗中的用途 Download PDFInfo
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- CN102131814B CN102131814B CN200980132593.4A CN200980132593A CN102131814B CN 102131814 B CN102131814 B CN 102131814B CN 200980132593 A CN200980132593 A CN 200980132593A CN 102131814 B CN102131814 B CN 102131814B
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- China
- Prior art keywords
- amino
- compound
- hydroxyl
- naphtho
- dioxole
- 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.)
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- ORNJZOFEKOQENK-CSOBDCEPSA-N COc(cc(C(C([C@H](CO1)[C@@H](c2c3)NC(CCCCBr)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O Chemical compound COc(cc(C(C([C@H](CO1)[C@@H](c2c3)NC(CCCCBr)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O ORNJZOFEKOQENK-CSOBDCEPSA-N 0.000 description 1
- YYZRNSFCMCMLHB-YIAWVWNTSA-N COc(cc(C([C@H](C(CO1)[C@@H](c2c3)NC(NCCCCCNCCCNCCCCNCCCN)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O Chemical compound COc(cc(C([C@H](C(CO1)[C@@H](c2c3)NC(NCCCCCNCCCNCCCCNCCCN)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O YYZRNSFCMCMLHB-YIAWVWNTSA-N 0.000 description 1
- IAVLQAYCNSUWBL-OUJWWCIXSA-N COc(cc(C([C@H](C(CO1)[C@@H](c2c3)NC(NCCCCNCCCCNCCCN)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O Chemical compound COc(cc(C([C@H](C(CO1)[C@@H](c2c3)NC(NCCCCNCCCCNCCCN)=O)C1=O)c2cc1c3OCO1)cc1OC)c1O IAVLQAYCNSUWBL-OUJWWCIXSA-N 0.000 description 1
- OIXVZDARYNIATB-HCVBKAHASA-N COc(cc(C([C@H](C(CO1)[C@@H]2NC(CCNCCCCNCCCN)=O)C1=O)c1c2cc2OCOc2c1)cc1OC)c1O Chemical compound COc(cc(C([C@H](C(CO1)[C@@H]2NC(CCNCCCCNCCCN)=O)C1=O)c1c2cc2OCOc2c1)cc1OC)c1O OIXVZDARYNIATB-HCVBKAHASA-N 0.000 description 1
- JKSXTZKZYSAINQ-GUQXXGRISA-N COc(cc(C([C@H](C([C@@H](c1c2)NC(CCCCNCCCCN)=O)=CO3)C3=O)c1cc1c2OCO1)cc1OC)c1O Chemical compound COc(cc(C([C@H](C([C@@H](c1c2)NC(CCCCNCCCCN)=O)=CO3)C3=O)c1cc1c2OCO1)cc1OC)c1O JKSXTZKZYSAINQ-GUQXXGRISA-N 0.000 description 1
- 0 COc(cc(C([C@]([C@](CO1)[C@@](c2c3)N(*)*N(*)*)C1=O)c2cc1c3OCO1)cc1OC)c1O Chemical compound COc(cc(C([C@]([C@](CO1)[C@@](c2c3)N(*)*N(*)*)C1=O)c2cc1c3OCO1)cc1OC)c1O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
- A61K31/36—Compounds containing methylenedioxyphenyl groups, e.g. sesamin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0855629 | 2008-08-19 | ||
| FR0855629A FR2935143B1 (fr) | 2008-08-19 | 2008-08-19 | Nouveaus derives (poly)aminoalkylaminoalkylamides, alkyl-urees, ou alkyl-sulfonamides d'epipodophyllotoxine, leur procede de preparation et leur application en therapeuthique comme agent cancereux |
| PCT/EP2009/060739 WO2010020663A1 (en) | 2008-08-19 | 2009-08-19 | New (poly)aminoalkylaminoalkylamide, alkyl-urea, or alkyl-sulfonamide derivatives of epipodophyllotoxin, a process for preparing them, and application thereof in therapy as anticancer agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102131814A CN102131814A (zh) | 2011-07-20 |
| CN102131814B true CN102131814B (zh) | 2014-03-26 |
Family
ID=40332868
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200980132593.4A Expired - Fee Related CN102131814B (zh) | 2008-08-19 | 2009-08-19 | 新型表鬼臼毒素的(多)氨基烷基氨基烷基酰胺、烷基-脲或烷基-磺酰胺衍生物、其制备方法及其作为抗癌剂在治疗中的用途 |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US8288567B2 (enExample) |
| EP (1) | EP2326653B1 (enExample) |
| JP (1) | JP5558470B2 (enExample) |
| KR (1) | KR20110041513A (enExample) |
| CN (1) | CN102131814B (enExample) |
| AR (1) | AR073089A1 (enExample) |
| AU (1) | AU2009284086B2 (enExample) |
| BR (1) | BRPI0917237A2 (enExample) |
| CA (1) | CA2733688A1 (enExample) |
| FR (1) | FR2935143B1 (enExample) |
| GE (1) | GEP20125689B (enExample) |
| IL (1) | IL211268A0 (enExample) |
| MA (1) | MA32513B1 (enExample) |
| MX (1) | MX2011001348A (enExample) |
| NZ (1) | NZ590625A (enExample) |
| RU (1) | RU2529676C2 (enExample) |
| TW (1) | TW201011034A (enExample) |
| UA (1) | UA106876C2 (enExample) |
| WO (1) | WO2010020663A1 (enExample) |
| ZA (1) | ZA201100650B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102603761B (zh) * | 2012-02-02 | 2013-12-25 | 华东师范大学 | 含有异羟肟酸结构的表鬼臼毒化合物及制备方法和用途 |
| CN103664977B (zh) * | 2013-12-26 | 2018-01-30 | 天津工业大学 | 4‑斯德酮取代苯氨基表鬼臼毒素衍生物及其制备方法和应用 |
| CN104945409A (zh) * | 2015-05-15 | 2015-09-30 | 东华大学 | 一种抗肿瘤活性化合物鬼臼毒素ppt的前药及其制备方法 |
| CN110294764B (zh) * | 2019-07-15 | 2021-04-20 | 中国科学院兰州化学物理研究所 | 一种偶氮键连接的鬼臼毒素衍生物及其制备方法 |
| CN113200994B (zh) * | 2021-04-27 | 2022-05-17 | 济宁市第一人民医院 | 鬼臼毒素羧酸酯类衍生物在制备抗肿瘤产品中的应用 |
| CN113214281B (zh) * | 2021-05-19 | 2022-05-17 | 济宁市第一人民医院 | 一类苯磺酰胺苯丁酸鬼臼毒素酯类衍生物的合成及在抗癌药物中的应用 |
| CN113801129A (zh) * | 2021-09-30 | 2021-12-17 | 大连民族大学 | 一种鬼臼毒素脂质衍生物、纳米载体及其制备方法和在肿瘤治疗中的应用 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070066837A1 (en) * | 2003-02-18 | 2007-03-22 | Ahmed Kamal | Podophyllotoxin derivatives as antitumor agents |
| CN1946727A (zh) * | 2004-04-16 | 2007-04-11 | 皮埃尔法布雷医药公司 | 表鬼臼毒素的(多)氨基烷基氨基乙酰胺衍生物,它们的制备方法和它们在治疗中作为抗癌剂的应用 |
| FR2921369A1 (fr) * | 2007-09-25 | 2009-03-27 | Pierre Fabre Medicament Sa | Nouveau procede de preparation de derives (poly) aminoalkylaminoacetamide d'epipodophyllotoxine,utiles pour leurs applications en therapeutique comme agent anticancereux. |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5300500A (en) * | 1989-02-23 | 1994-04-05 | The University Of North Carolina At Chapel Hill | 4 beta-amino podophyllotoxin analog compounds and methods |
| TW221441B (enExample) * | 1991-01-25 | 1994-03-01 | Taiho Pharmaceutical Co Ltd | |
| FR2742439B1 (fr) | 1995-12-14 | 1998-03-06 | Pf Medicament | Procede de preparation de la 4'-demethylepipodophyllotoxine a partir de la podophyllotoxine |
| FR2810321B1 (fr) * | 2000-06-20 | 2002-07-26 | Adir | Nouveaux derives de podophyllotoxine carbamate et thiocarbamate, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| EP1377588B1 (en) | 2002-03-28 | 2005-08-10 | Council of Scientific and Industrial Research | 4-beta-1''-[(2''-(substituted benzoyl)anilino] podophyllotoxin analogues useful as anticancer agents |
| US6566393B1 (en) * | 2002-06-21 | 2003-05-20 | The University Of North Carolina At Chapel Hill | Etoposide analogs and methods of use thereof |
| US7176236B2 (en) * | 2002-06-21 | 2007-02-13 | University Of North Carolina At Chapel Hill | Water-soluble etoposide analogs and methods of use thereof |
| FR2859208B1 (fr) * | 2003-09-02 | 2006-01-21 | Servier Lab | Nouveaux derives de 9-amino-podophyllotoxine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2888849B1 (fr) * | 2005-07-19 | 2007-10-05 | Pierre Fabre Medicament Sa | Procede de preparation de la 4b-amino-4'-demethyl-4-desoxypodophyllotoxine |
-
2008
- 2008-08-19 FR FR0855629A patent/FR2935143B1/fr not_active Expired - Fee Related
-
2009
- 2009-08-18 TW TW098127718A patent/TW201011034A/zh unknown
- 2009-08-19 GE GEAP200912109A patent/GEP20125689B/en unknown
- 2009-08-19 US US12/737,645 patent/US8288567B2/en not_active Expired - Fee Related
- 2009-08-19 MX MX2011001348A patent/MX2011001348A/es active IP Right Grant
- 2009-08-19 EP EP09782006.2A patent/EP2326653B1/en active Active
- 2009-08-19 UA UAA201103228A patent/UA106876C2/uk unknown
- 2009-08-19 WO PCT/EP2009/060739 patent/WO2010020663A1/en not_active Ceased
- 2009-08-19 AR ARP090103186A patent/AR073089A1/es unknown
- 2009-08-19 CA CA2733688A patent/CA2733688A1/en not_active Abandoned
- 2009-08-19 BR BRPI0917237A patent/BRPI0917237A2/pt not_active IP Right Cessation
- 2009-08-19 JP JP2011523421A patent/JP5558470B2/ja not_active Expired - Fee Related
- 2009-08-19 CN CN200980132593.4A patent/CN102131814B/zh not_active Expired - Fee Related
- 2009-08-19 AU AU2009284086A patent/AU2009284086B2/en not_active Ceased
- 2009-08-19 KR KR1020117003236A patent/KR20110041513A/ko not_active Ceased
- 2009-08-19 RU RU2011108485/04A patent/RU2529676C2/ru not_active IP Right Cessation
- 2009-08-19 NZ NZ590625A patent/NZ590625A/en not_active IP Right Cessation
-
2011
- 2011-01-26 ZA ZA2011/00650A patent/ZA201100650B/en unknown
- 2011-01-28 MA MA33569A patent/MA32513B1/fr unknown
- 2011-02-17 IL IL211268A patent/IL211268A0/en unknown
-
2012
- 2012-07-17 US US13/551,119 patent/US8492567B2/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20070066837A1 (en) * | 2003-02-18 | 2007-03-22 | Ahmed Kamal | Podophyllotoxin derivatives as antitumor agents |
| CN1946727A (zh) * | 2004-04-16 | 2007-04-11 | 皮埃尔法布雷医药公司 | 表鬼臼毒素的(多)氨基烷基氨基乙酰胺衍生物,它们的制备方法和它们在治疗中作为抗癌剂的应用 |
| FR2921369A1 (fr) * | 2007-09-25 | 2009-03-27 | Pierre Fabre Medicament Sa | Nouveau procede de preparation de derives (poly) aminoalkylaminoacetamide d'epipodophyllotoxine,utiles pour leurs applications en therapeutique comme agent anticancereux. |
Non-Patent Citations (2)
| Title |
|---|
| 4-酰胺基-4-脱氧-4"-去甲表鬼臼毒素衍生物的合成和抗肿瘤活性;王志光,等;《药学学报》;19930630;第28卷(第6期);第424页表1 * |
| Synthesis and Biological Activity of Sulfonamide Derivatives of Epipodophyllotoxin;Dominique Guianvarc’h,等;《Journal of Medicinal Chemistry》;20040330;第47卷(第9期);第2365-2374页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP5558470B2 (ja) | 2014-07-23 |
| NZ590625A (en) | 2012-01-12 |
| RU2011108485A (ru) | 2012-09-27 |
| RU2529676C2 (ru) | 2014-09-27 |
| US20110172257A1 (en) | 2011-07-14 |
| US20120283281A1 (en) | 2012-11-08 |
| KR20110041513A (ko) | 2011-04-21 |
| HK1156621A1 (en) | 2012-06-15 |
| CA2733688A1 (en) | 2010-02-25 |
| MX2011001348A (es) | 2011-03-29 |
| ZA201100650B (en) | 2011-09-28 |
| US8492567B2 (en) | 2013-07-23 |
| AR073089A1 (es) | 2010-10-13 |
| CN102131814A (zh) | 2011-07-20 |
| MA32513B1 (fr) | 2011-07-03 |
| FR2935143B1 (fr) | 2010-12-03 |
| FR2935143A1 (fr) | 2010-02-26 |
| GEP20125689B (en) | 2012-11-12 |
| WO2010020663A1 (en) | 2010-02-25 |
| JP2012500249A (ja) | 2012-01-05 |
| EP2326653A1 (en) | 2011-06-01 |
| EP2326653B1 (en) | 2013-12-11 |
| IL211268A0 (en) | 2011-04-28 |
| UA106876C2 (uk) | 2014-10-27 |
| US8288567B2 (en) | 2012-10-16 |
| BRPI0917237A2 (pt) | 2015-11-10 |
| TW201011034A (en) | 2010-03-16 |
| AU2009284086A1 (en) | 2010-02-25 |
| AU2009284086B2 (en) | 2014-02-06 |
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