CN110002987B - 苯基亚烯丙基环己烯酮衍生物及制备方法和用途 - Google Patents

苯基亚烯丙基环己烯酮衍生物及制备方法和用途 Download PDF

Info

Publication number
CN110002987B
CN110002987B CN201910223740.4A CN201910223740A CN110002987B CN 110002987 B CN110002987 B CN 110002987B CN 201910223740 A CN201910223740 A CN 201910223740A CN 110002987 B CN110002987 B CN 110002987B
Authority
CN
China
Prior art keywords
och
cancer
cinnamaldehyde
allylidene
derivative
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.)
Active
Application number
CN201910223740.4A
Other languages
English (en)
Chinese (zh)
Other versions
CN110002987A (zh
Inventor
凌勇
杨圣菊
张延安
刘季
凌长春
李洋阳
刘思群
贾启新
明古旭
吴红梅
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nantong University
Original Assignee
Nantong University
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.)
Filing date
Publication date
Application filed by Nantong University filed Critical Nantong University
Priority to CN201910223740.4A priority Critical patent/CN110002987B/zh
Publication of CN110002987A publication Critical patent/CN110002987A/zh
Priority to AU2020213346A priority patent/AU2020213346B2/en
Priority to PCT/CN2020/076878 priority patent/WO2020192348A1/fr
Application granted granted Critical
Publication of CN110002987B publication Critical patent/CN110002987B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/40—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/657—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings
    • C07C49/683—Unsaturated compounds containing a keto groups being part of a ring containing six-membered aromatic rings having unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687—Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697—Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
    • C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/12—Acetic acid esters
    • C07C69/14—Acetic acid esters of monohydroxylic compounds
    • C07C69/145—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols
    • C07C69/157—Acetic acid esters of monohydroxylic compounds of unsaturated alcohols containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CN201910223740.4A 2019-03-22 2019-03-22 苯基亚烯丙基环己烯酮衍生物及制备方法和用途 Active CN110002987B (zh)

Priority Applications (3)

Application Number Priority Date Filing Date Title
CN201910223740.4A CN110002987B (zh) 2019-03-22 2019-03-22 苯基亚烯丙基环己烯酮衍生物及制备方法和用途
AU2020213346A AU2020213346B2 (en) 2019-03-22 2020-02-27 Phenylallyl cyclohexenone derivatives and their preparation method and application
PCT/CN2020/076878 WO2020192348A1 (fr) 2019-03-22 2020-02-27 Dérivé de phénylallylidène cyclohexénone, procédé de préparation et utilisation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910223740.4A CN110002987B (zh) 2019-03-22 2019-03-22 苯基亚烯丙基环己烯酮衍生物及制备方法和用途

Publications (2)

Publication Number Publication Date
CN110002987A CN110002987A (zh) 2019-07-12
CN110002987B true CN110002987B (zh) 2020-09-15

Family

ID=67167849

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910223740.4A Active CN110002987B (zh) 2019-03-22 2019-03-22 苯基亚烯丙基环己烯酮衍生物及制备方法和用途

Country Status (3)

Country Link
CN (1) CN110002987B (fr)
AU (1) AU2020213346B2 (fr)
WO (1) WO2020192348A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110002987B (zh) * 2019-03-22 2020-09-15 南通大学 苯基亚烯丙基环己烯酮衍生物及制备方法和用途
CN113336631B (zh) * 2021-06-10 2022-12-02 南开大学 人工合成钯纳米酶催化含有酚羟基连接的化合物的应用
CN114904012B (zh) * 2021-07-22 2023-12-15 四川大学华西医院 一种活性氧自补充的两亲性嵌段共聚物-药物偶联物、其制备方法及其用途
CN116375672B (zh) * 2023-02-21 2024-06-25 广州医科大学 香豆素丙烯醛衍生物及其制备方法和在制备抗肿瘤药物中的应用

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106673988A (zh) * 2016-12-05 2017-05-17 南通大学 苄亚基环己烯酮衍生物及其制备方法和医药用途

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20120104165A (ko) * 2009-09-02 2012-09-20 매사추세츠 제네럴 호스피털 코퍼레이션 암 치료용 화합물 및 조성물
CA2955972A1 (fr) * 2014-07-22 2016-01-28 Bioventures, Llc. Compositions et procedes de depletion selective de cellules senescentes
CN110002987B (zh) * 2019-03-22 2020-09-15 南通大学 苯基亚烯丙基环己烯酮衍生物及制备方法和用途

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106673988A (zh) * 2016-12-05 2017-05-17 南通大学 苄亚基环己烯酮衍生物及其制备方法和医药用途

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Iron Catalyzed Highly Enantioselective Epoxidation of Cyclic Aliphatic Enones with Aqueous H2O2;Olaf Cussó等;《J. Am. Chem. Soc.》;20160122;第138卷;第2732-2738,S8页 *
荜茇明碱对人乳腺癌MDA-MB-231细胞放射增敏作用;姚建新等;《介入放射学杂志》;20141231;第23卷(第2期);第147-152页 *

Also Published As

Publication number Publication date
AU2020213346B2 (en) 2020-12-17
CN110002987A (zh) 2019-07-12
WO2020192348A1 (fr) 2020-10-01
AU2020213346A1 (en) 2020-10-08

Similar Documents

Publication Publication Date Title
CN110002987B (zh) 苯基亚烯丙基环己烯酮衍生物及制备方法和用途
Bhale et al. Synthesis of extended conjugated indolyl chalcones as potent anti-breast cancer, anti-inflammatory and antioxidant agents
Zhu et al. Design, synthesis, and evaluation of chalcone analogues incorporate α, β-Unsaturated ketone functionality as anti-lung cancer agents via evoking ROS to induce pyroptosis
Ratković et al. Synthesis, characterization, electrochemical studies and antitumor activity of some new chalcone analogues containing ferrocenyl pyrazole moiety
US9145381B2 (en) Derivative of [(3-hydroxy-4-pyron-2-yl)-methyl]-amine and use thereof as anti-neoplastic drugs
EP2497775A1 (fr) Composés à base de ferrocène et leur utilisation en tant que pro-médicaments de régulation ROS
NO314802B1 (no) Chalkoner med antiproliferativ aktivitet, farmasöytisk preparat samt anvendelse
WO2018068665A1 (fr) Inhibiteur de protéine de microtubules
CN113444069B (zh) 一类2-芳基-4-(1h-吡唑-3-基)吡啶类lsd1/hdac双靶点抑制剂
US9682931B2 (en) Aryloyl(oxy or amino)pentafluorosulfanylbenzene compound, pharmaceutically acceptable salt thereof, and prodrugs thereof
CN109516926B (zh) 一种荜茇明碱衍生物制备及用途
CN111018686B (zh) 6-苄亚基-2-芳基乙炔基环己烯酮衍生物及其制备方法和医药用途
CN108299415B (zh) 一类喹啉醌衍生物及制备方法和用途
Ranjbari et al. Molecular docking, synthesis and evaluation of the antimicrobial, antiproliferative, and antioxidant properties of β-lactam bisindoles
Thakor et al. Synthesis and cell line study of pyrazole substituted coumarin derivatives
CN103012394B (zh) 一种罗丹宁衍生物及其制备方法
CN106565657A (zh) 一种具抗肿瘤活性的橙皮素肉桂酸酯类化合物及其合成方法
CN111646937A (zh) 一种 n-乙酰基环丙沙星的丙烯酮衍生物及其制备方法和应用
JP2006282653A (ja) 標的部位で選択的に活性化される新規化合物およびその利用
CN110183471B (zh) 一种哌嗪类衍生物及制备方法及应用
CN110229112B (zh) 抗肿瘤免疫调节偶合物及其制备方法与应用
CN110981713B (zh) 4-羟基大黄素的制备方法和用途
Shi et al. Design, Synthesis and Biological Evaluation of Dimethyl Cardamonin (DMC) Derivatives as P-glycoprotein-mediated Multidrug Resistance Reversal Agents
Al-Hazmi Synthesis, spectroscopic characterizations and cytotoxic activities of some novel 1, 2-bis-(tetrasubstituted-benzylidene) hydrazine analogues
TWI609013B (zh) 用於治療癌症之新穎化合物

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant