JP2005533760A5 - - Google Patents
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- Publication number
- JP2005533760A5 JP2005533760A5 JP2003586144A JP2003586144A JP2005533760A5 JP 2005533760 A5 JP2005533760 A5 JP 2005533760A5 JP 2003586144 A JP2003586144 A JP 2003586144A JP 2003586144 A JP2003586144 A JP 2003586144A JP 2005533760 A5 JP2005533760 A5 JP 2005533760A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- compound according
- hydrogen
- composition
- cancer
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 85
- 239000000203 mixture Substances 0.000 claims 30
- 229910052739 hydrogen Inorganic materials 0.000 claims 29
- 239000001257 hydrogen Substances 0.000 claims 29
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 24
- 150000002431 hydrogen Chemical class 0.000 claims 23
- 206010028980 Neoplasm Diseases 0.000 claims 19
- 201000011510 cancer Diseases 0.000 claims 19
- 239000003814 drug Substances 0.000 claims 16
- 238000002360 preparation method Methods 0.000 claims 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 13
- 230000033115 angiogenesis Effects 0.000 claims 12
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 12
- 201000010099 disease Diseases 0.000 claims 12
- 208000035475 disorder Diseases 0.000 claims 12
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 11
- 238000000034 method Methods 0.000 claims 11
- 125000004104 aryloxy group Chemical group 0.000 claims 10
- 208000024891 symptom Diseases 0.000 claims 10
- 125000005843 halogen group Chemical group 0.000 claims 9
- 125000002947 alkylene group Chemical group 0.000 claims 8
- 239000003937 drug carrier Substances 0.000 claims 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 7
- 230000001772 anti-angiogenic effect Effects 0.000 claims 6
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- -1 benzyloxy compound Chemical class 0.000 claims 5
- 230000002113 chemopreventative effect Effects 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 230000000069 prophylactic effect Effects 0.000 claims 5
- 206010006187 Breast cancer Diseases 0.000 claims 4
- 208000026310 Breast neoplasm Diseases 0.000 claims 4
- 150000003934 aromatic aldehydes Chemical class 0.000 claims 4
- 230000015572 biosynthetic process Effects 0.000 claims 4
- 125000004474 heteroalkylene group Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical group [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 3
- 239000006186 oral dosage form Substances 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 230000002194 synthesizing effect Effects 0.000 claims 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 2
- ZONYXWQDUYMKFB-UHFFFAOYSA-N SJ000286395 Natural products O1C2=CC=CC=C2C(=O)CC1C1=CC=CC=C1 ZONYXWQDUYMKFB-UHFFFAOYSA-N 0.000 claims 2
- 208000002495 Uterine Neoplasms Diseases 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 229930003949 flavanone Natural products 0.000 claims 2
- 150000002207 flavanone derivatives Chemical class 0.000 claims 2
- 235000011981 flavanones Nutrition 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 150000007529 inorganic bases Chemical class 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 206010046766 uterine cancer Diseases 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 1
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 claims 1
- OEIJRRGCTVHYTH-UHFFFAOYSA-N Favan-3-ol Chemical compound OC1CC2=CC=CC=C2OC1C1=CC=CC=C1 OEIJRRGCTVHYTH-UHFFFAOYSA-N 0.000 claims 1
- CITFYDYEWQIEPX-UHFFFAOYSA-N Flavanol Natural products O1C2=CC(OCC=C(C)C)=CC(O)=C2C(=O)C(O)C1C1=CC=C(O)C=C1 CITFYDYEWQIEPX-UHFFFAOYSA-N 0.000 claims 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 235000005513 chalcones Nutrition 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 235000011987 flavanols Nutrition 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 238000007911 parenteral administration Methods 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 claims 1
- 0 COC(c1cc(*)c(*)c(*)c1)=O Chemical compound COC(c1cc(*)c(*)c(*)c1)=O 0.000 description 2
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/126,407 US20030229136A1 (en) | 2002-04-18 | 2002-04-18 | Novel flavanoids as chemotherapeutic, chemopreventive, and antiangiogenic agents |
| PCT/US2003/012658 WO2003089423A2 (en) | 2002-04-18 | 2003-04-18 | Novel flavanoids and chalcones as chemotherapeutic, chemopreventive, and antiangiogenic agents |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010051084A Division JP2010138192A (ja) | 2002-04-18 | 2010-03-08 | 化学療法剤、化学予防剤、および抗脈管形成剤としての新規なフラバノイドおよびカルコン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005533760A JP2005533760A (ja) | 2005-11-10 |
| JP2005533760A5 true JP2005533760A5 (enExample) | 2006-04-06 |
| JP4610198B2 JP4610198B2 (ja) | 2011-01-12 |
Family
ID=29248416
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003586144A Expired - Fee Related JP4610198B2 (ja) | 2002-04-18 | 2003-04-18 | 化学療法剤、化学予防剤、および抗脈管形成剤としての新規なフラバノイドおよびカルコン |
| JP2010051084A Withdrawn JP2010138192A (ja) | 2002-04-18 | 2010-03-08 | 化学療法剤、化学予防剤、および抗脈管形成剤としての新規なフラバノイドおよびカルコン |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010051084A Withdrawn JP2010138192A (ja) | 2002-04-18 | 2010-03-08 | 化学療法剤、化学予防剤、および抗脈管形成剤としての新規なフラバノイドおよびカルコン |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US20030229136A1 (enExample) |
| EP (1) | EP1495014B1 (enExample) |
| JP (2) | JP4610198B2 (enExample) |
| AT (1) | ATE437865T1 (enExample) |
| AU (1) | AU2003231069A1 (enExample) |
| CA (1) | CA2484080C (enExample) |
| DE (1) | DE60328593D1 (enExample) |
| WO (1) | WO2003089423A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006298781A (ja) * | 2005-04-15 | 2006-11-02 | Geno Membrane:Kk | エストロン３硫酸トランスポーター活性阻害剤 |
| WO2011009826A2 (en) | 2009-07-21 | 2011-01-27 | ADAMED Sp.z o.o. | Novel chalcone derivatives with cytotoxic activity |
| KR101220417B1 (ko) * | 2010-11-04 | 2013-01-10 | 건국대학교 산학협력단 | 세포사멸 유도 활성을 갖는 칼콘 유도체 |
| KR101283004B1 (ko) | 2011-10-17 | 2013-07-05 | 건국대학교 산학협력단 | 벤조칼콘을 유효성분으로 포함하는 항암제 조성물 |
| WO2013054998A1 (ko) * | 2011-10-13 | 2013-04-18 | 건국대학교 산학협력단 | 신규한 칼콘 유도체 및 이를 유효성분으로 하는 항암제 조성물 |
| KR101424360B1 (ko) * | 2012-07-03 | 2014-08-01 | 영남대학교 산학협력단 | 하이드록시 챨콘 화합물을 유효성분으로 함유하는 항암용 조성물 |
| CN102993157B (zh) * | 2012-11-21 | 2015-04-01 | 上海交通大学 | α-萘黄酮衍生物及其制备方法、用途 |
| KR101524770B1 (ko) * | 2013-08-29 | 2015-06-01 | 건국대학교 산학협력단 | 세포주기 조절을 통한 항암 효과를 보이는 폴리페놀 |
| CN104059045B (zh) * | 2014-05-27 | 2016-07-06 | 上海交通大学 | 水溶性α-萘黄酮醇衍生物及其制备方法、用途 |
| PL233278B1 (pl) * | 2017-09-21 | 2019-09-30 | Univ Przyrodniczy We Wroclawiu | 5,7,4’-Tripropoksynaringenina i sposób otrzymywania 5,7,4’-tripropoksynaringeniny |
| PL233579B1 (pl) * | 2017-09-21 | 2019-11-29 | Univ Przyrodniczy We Wroclawiu | 7-Izopropoksynaringenina, 7,4�-diizopropoksynaringenina i sposob jednoczesnego otrzymywania 7-izopropoksynaringeniny oraz 7,4�-diizopropoksynaringeniny |
| CN108670966A (zh) * | 2018-07-10 | 2018-10-19 | 浙江工业大学 | 二氢吡喃酮类化合物在制备抗肿瘤药物中的应用 |
| CN108904491A (zh) * | 2018-07-10 | 2018-11-30 | 浙江工业大学 | 一种黄烷酮类化合物在制备抗肿瘤药物中的应用 |
| AU2022380979A1 (en) | 2021-11-02 | 2024-06-06 | Flare Therapeutics Inc. | Pparg inverse agonists and uses thereof |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE787838R (fr) * | 1971-08-25 | 1973-02-22 | Delalande Sa | Nouveaux derives du cinnamoyl-5 benzofuranne, leur procede de preparation et leur utilisation en therapeutique |
| JPH0617304B2 (ja) * | 1982-09-09 | 1994-03-09 | 理化学研究所 | 制癌剤 |
| USH1427H (en) | 1988-04-06 | 1995-04-04 | Briet; Phillipe | Substituted flavonoid compounds, their salts, their manufacture and their use in combination with interleukin-2 |
| KR0139296B1 (ko) | 1988-11-21 | 1998-05-15 | 가와무라 시게꾸니 | 칼콘 유도체 및 그 제조 방법 |
| JPH0725761A (ja) | 1993-07-09 | 1995-01-27 | Kureha Chem Ind Co Ltd | 軟骨保護剤 |
| ATE286038T1 (de) * | 1996-03-05 | 2005-01-15 | Sterix Ltd | Verbindungen mit sulfonsäure-amidgruppe |
| FR2748025B1 (fr) * | 1996-04-25 | 1998-10-30 | Adir | Nouveaux acides et esters de la diosmetine, et les compositions pharmaceutiques les contenant |
| KR100447918B1 (ko) * | 1996-07-25 | 2005-09-28 | 동아제약주식회사 | 대장을포함한위장관보호작용을갖는플라본및플라바논화합물 |
| GB9706202D0 (en) * | 1997-03-25 | 1997-05-14 | James Robinson Ltd | Neutral colouring photochromic 2H-naphthol[1,2-b]pyrans and heterocyclic pyrans |
| DE19742025A1 (de) | 1997-09-24 | 1999-03-25 | Beiersdorf Ag | Verwendung von Flavonen und Flavonoiden zur Hautaufhellung oder zur Verhinderung der durch oxidative Proteinaggregation hervorgerufenen Altersflecken |
| US5879592A (en) * | 1997-12-10 | 1999-03-09 | Ppg Industries, Inc. | Water soluble photochromic compounds, compositions and optical elements comprising the compounds |
| DE19755504A1 (de) * | 1997-12-13 | 1999-06-17 | Beiersdorf Ag | Verwendung von Flavonen und Flavonoiden gegen die UV-induzierte Zersetzung von Dibenzoylmethan und dessen Derivaten |
| FR2781153B1 (fr) * | 1998-07-15 | 2001-08-03 | Lafon Labor | Composition therapeutique a base de flavonoides destinee a etre utilisee dans le traitement des tumeurs par des agents cytotoxiques |
| US5961892A (en) * | 1998-09-11 | 1999-10-05 | Ppg Industries Ohio, Inc. | Polyalkoxylated naphthopyrans |
| JP2003504327A (ja) | 1999-07-08 | 2003-02-04 | プレンダーガスト、パトリック、ティ． | 感染症の治療を目的としたフラボン類、クマリン類および関連化合物の使用 |
| GB9920910D0 (en) * | 1999-09-03 | 1999-11-10 | Indena Spa | Novel chalcones |
| GB9920908D0 (en) | 1999-09-03 | 1999-11-10 | Indena Spa | Chalcone coumarins |
| US6677350B1 (en) | 1999-09-22 | 2004-01-13 | Advanced Life Sciences, Inc. | Beta-fluoroethyl thiourea compounds and use |
| EP1214308A2 (en) * | 1999-09-23 | 2002-06-19 | Vereniging Voor Christelijk Wetenschappelijk Onderwijs | Novel flavonoids |
| US20010047032A1 (en) | 1999-12-30 | 2001-11-29 | Castillo Gerardo M. | Polyhydroxylated aromatic compounds for the treatment of amyloidosis and alpha-synuclein fibril diseases |
| DE10053496A1 (de) * | 2000-10-27 | 2002-05-08 | Peter Fuerst | Zusammensetzungen enthaltend Flavonoide und Phloridzin oder Phloretin |
| JP4813652B2 (ja) * | 2000-12-04 | 2011-11-09 | 丸善製薬株式会社 | マトリックスメタロプロテアーゼ阻害剤 |
| KR100472694B1 (ko) * | 2000-12-30 | 2005-03-07 | 한국생명공학연구원 | 플라바논 유도체 및 이를 포함하는 혈중 지질 농도 관련질환의 예방 및 치료용 조성물 |
| US20020160983A1 (en) * | 2001-03-16 | 2002-10-31 | Alberto Bargiotti | Substituted benzopyranones as telomerase inhibitors |
-
2002
- 2002-04-18 US US10/126,407 patent/US20030229136A1/en not_active Abandoned
-
2003
- 2003-04-18 AU AU2003231069A patent/AU2003231069A1/en not_active Abandoned
- 2003-04-18 WO PCT/US2003/012658 patent/WO2003089423A2/en not_active Ceased
- 2003-04-18 AT AT03724194T patent/ATE437865T1/de not_active IP Right Cessation
- 2003-04-18 JP JP2003586144A patent/JP4610198B2/ja not_active Expired - Fee Related
- 2003-04-18 DE DE60328593T patent/DE60328593D1/de not_active Expired - Lifetime
- 2003-04-18 EP EP03724194A patent/EP1495014B1/en not_active Expired - Lifetime
- 2003-04-18 US US10/418,736 patent/US7329687B2/en not_active Expired - Fee Related
- 2003-04-18 CA CA2484080A patent/CA2484080C/en not_active Expired - Fee Related
-
2010
- 2010-03-08 JP JP2010051084A patent/JP2010138192A/ja not_active Withdrawn
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