JP2004517882A5 - - Google Patents
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- JP2004517882A5 JP2004517882A5 JP2002557346A JP2002557346A JP2004517882A5 JP 2004517882 A5 JP2004517882 A5 JP 2004517882A5 JP 2002557346 A JP2002557346 A JP 2002557346A JP 2002557346 A JP2002557346 A JP 2002557346A JP 2004517882 A5 JP2004517882 A5 JP 2004517882A5
- Authority
- JP
- Japan
- Prior art keywords
- use according
- alkyl
- tumor
- group
- treatment
- 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.)
- Pending
Links
- DFBIRQPKNDILPW-CIVMWXNOSA-N Triptolide Chemical compound O=C1OCC([C@@H]2C3)=C1CC[C@]2(C)[C@]12O[C@H]1[C@@H]1O[C@]1(C(C)C)[C@@H](O)[C@]21[C@H]3O1 DFBIRQPKNDILPW-CIVMWXNOSA-N 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 239000000651 prodrug Substances 0.000 claims 12
- 229940002612 prodrug Drugs 0.000 claims 12
- YKUJZZHGTWVWHA-UHFFFAOYSA-N triptolide Natural products COC12CC3OC3(C(C)C)C(O)C14OC4CC5C6=C(CCC25C)C(=O)OC6 YKUJZZHGTWVWHA-UHFFFAOYSA-N 0.000 claims 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
- 229910052799 carbon Inorganic materials 0.000 claims 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 5
- 125000006413 ring segment Chemical group 0.000 claims 5
- 238000011282 treatment Methods 0.000 claims 5
- 206010028980 Neoplasm Diseases 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 238000011394 anticancer treatment Methods 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 4
- 208000029742 colonic neoplasm Diseases 0.000 claims 4
- -1 fluoroalkyl sulfonates Chemical class 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 150000002485 inorganic esters Chemical class 0.000 claims 3
- 208000020816 lung neoplasm Diseases 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 2
- 208000026310 Breast neoplasm Diseases 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 2
- 206010009944 Colon cancer Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 229930194542 Keto Natural products 0.000 claims 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims 2
- 150000001299 aldehydes Chemical class 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 150000007942 carboxylates Chemical class 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 150000002016 disaccharides Chemical group 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 125000000468 ketone group Chemical group 0.000 claims 2
- 208000037841 lung tumor Diseases 0.000 claims 2
- 150000002772 monosaccharides Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 235000021317 phosphate Nutrition 0.000 claims 2
- 229920000570 polyether Polymers 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 208000023958 prostate neoplasm Diseases 0.000 claims 2
- 125000003396 thiol group Chemical class [H]S* 0.000 claims 2
- 150000004043 trisaccharides Chemical class 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims 1
- 150000008052 alkyl sulfonates Chemical class 0.000 claims 1
- 125000005228 aryl sulfonate group Chemical group 0.000 claims 1
- 229910052796 boron Inorganic materials 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 210000001072 colon Anatomy 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-M fluorosulfonate Chemical compound [O-]S(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-M 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 150000002823 nitrates Chemical class 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 claims 1
- 125000005208 trialkylammonium group Chemical group 0.000 claims 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims 1
- 230000004614 tumor growth Effects 0.000 claims 1
- 0 CC(C*N(*)*)C(C)=O Chemical compound CC(C*N(*)*)C(C)=O 0.000 description 3
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/766,156 US6620843B2 (en) | 2001-01-19 | 2001-01-19 | Anticancer treatment using triptolide prodrugs |
| PCT/US2002/001650 WO2002056835A2 (en) | 2001-01-19 | 2002-01-18 | Anticancer treatment using triptolide prodrugs |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004517882A JP2004517882A (ja) | 2004-06-17 |
| JP2004517882A5 true JP2004517882A5 (enExample) | 2006-02-02 |
Family
ID=25075572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002557346A Pending JP2004517882A (ja) | 2001-01-19 | 2002-01-18 | トリプトライドプロドラッグを使用する抗癌処置 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6620843B2 (enExample) |
| EP (1) | EP1359909B1 (enExample) |
| JP (1) | JP2004517882A (enExample) |
| AT (1) | ATE406155T1 (enExample) |
| AU (1) | AU2002237884B2 (enExample) |
| CA (1) | CA2435322A1 (enExample) |
| DE (1) | DE60228544D1 (enExample) |
| WO (1) | WO2002056835A2 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2485794C (en) * | 2002-05-31 | 2012-10-16 | Pharmagenesis, Inc. | Triptolide derivatives for modulation of apoptosis and immunosuppression |
| CN100398544C (zh) * | 2002-09-18 | 2008-07-02 | 成都达远药物有限公司 | 高免疫抑制活性的水溶性雷公藤内酯醇衍生物及其应用 |
| WO2004058246A1 (en) * | 2002-12-17 | 2004-07-15 | Pharmagenesis, Inc. | Triptolide derivatives as immunomodulator and anticancer agents |
| US6943259B2 (en) * | 2003-02-25 | 2005-09-13 | Pharmagenesis, Inc. | Halogenated triptolide derivatives as immunomodulators and anticancer agents |
| WO2005062913A2 (en) * | 2003-12-24 | 2005-07-14 | Pharmagenesis, Inc. | Triplide 5,6-derivatives as immunomodulators and anticancer agents |
| WO2005077008A2 (en) * | 2004-02-09 | 2005-08-25 | Pharmagenesis, Inc. | Methods for isolation of triptolide compounds from tripterygium wilfordii |
| AU2005218610B2 (en) * | 2004-03-02 | 2011-08-18 | Pharmagenesis, Inc. | Triptolide lactone ring derivatives as immunomodulators and anticancer agents |
| US20070244080A1 (en) * | 2004-06-25 | 2007-10-18 | Pharmagenesis, Inc. | Method for Treatment of Inflammatory Disorders Using Triptolide Compounds |
| US8617906B2 (en) | 2004-10-13 | 2013-12-31 | Pharmagenesis, Inc. | Identification and screening of triptolide target molecules |
| EP1946758A1 (en) * | 2007-01-18 | 2008-07-23 | Pierre Fabre Medicament | Treatment of acute myeloid leukemia |
| US20100087337A1 (en) * | 2008-09-10 | 2010-04-08 | Bind Biosciences, Inc. | High Throughput Fabrication of Nanoparticles |
| EP2393818A4 (en) * | 2009-02-05 | 2013-09-04 | Pharmagenesis Inc | TRIPTOLID C-RING DERIVATIVES AS ANTITUMULAR AGENTS AND IMMUNOMODULATORS |
| PL2427467T3 (pl) * | 2009-05-07 | 2016-04-29 | Univ Minnesota | Proleki tryptolidu |
| US9150600B2 (en) | 2009-05-07 | 2015-10-06 | Regents Of The University Of Minnesota | Triptolide prodrugs |
| WO2011127291A2 (en) * | 2010-04-07 | 2011-10-13 | Caritas St. Elizabeth Medical Center Of Boston, Inc. | Compositions and methods for the treatment of a neoplasia |
| WO2013130603A1 (en) | 2012-02-27 | 2013-09-06 | Board Of Regents, The University Of Texas System | Ganglioside gd2 as a marker and target on cancer stem cells |
| WO2017136739A1 (en) * | 2016-02-04 | 2017-08-10 | The Johns Hopkins University | Glucose conjugates of triptolide, analogs and uses thereof |
| CN107698653B (zh) * | 2017-10-11 | 2019-08-27 | 中国农业科学院蜜蜂研究所 | 一种雷公藤甲素半抗原及其制备方法与应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4005108A (en) | 1973-04-03 | 1977-01-25 | Research Corporation | Novel anti-leukemic diterpenoid triepoxides |
| US5919816A (en) * | 1994-11-14 | 1999-07-06 | Bionumerik Pharmaceuticals, Inc. | Formulations and methods of reducing toxicity of antineoplastic agents |
| US5663335A (en) * | 1996-03-01 | 1997-09-02 | Pharmagenesis, Inc. | Immunosuppressive compounds and methods |
| US5962516A (en) | 1997-02-28 | 1999-10-05 | Pharmagenesis, Inc. | Immunosuppressive compounds and methods |
| US6548537B1 (en) * | 1998-09-02 | 2003-04-15 | Pharmagenesis, Inc. | Triptolide prodrugs having high aqueous solubility |
| AU764123B2 (en) * | 1998-09-02 | 2003-08-07 | Pharmagenesis, Inc. | Triptolide prodrugs having high aqueous solubility |
| US6294546B1 (en) * | 1999-08-30 | 2001-09-25 | The Broad Of Trustees Of The Leland Stanford Junior University | Uses of diterpenoid triepoxides as an anti-proliferative agent |
| EP1390358A4 (en) * | 2001-03-15 | 2004-06-16 | Pharmagenesis Inc | AMINO ACID DERIVATIVES OF TRIPTOLIDE COMPOUNDS AS IMMUNOMODULATORS AND ANTICROPHES |
-
2001
- 2001-01-19 US US09/766,156 patent/US6620843B2/en not_active Expired - Fee Related
-
2002
- 2002-01-18 AU AU2002237884A patent/AU2002237884B2/en not_active Ceased
- 2002-01-18 JP JP2002557346A patent/JP2004517882A/ja active Pending
- 2002-01-18 WO PCT/US2002/001650 patent/WO2002056835A2/en not_active Ceased
- 2002-01-18 AT AT02704187T patent/ATE406155T1/de not_active IP Right Cessation
- 2002-01-18 DE DE60228544T patent/DE60228544D1/de not_active Expired - Fee Related
- 2002-01-18 CA CA002435322A patent/CA2435322A1/en not_active Abandoned
- 2002-01-18 EP EP02704187A patent/EP1359909B1/en not_active Expired - Lifetime
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