66045-83-8Relevant academic research and scientific papers
Copper/GanPhos-Catalyzed 1,3-Dipolar Cycloaddition of Azo?-methine Ylides: An Efficient Access to Chiral Pyrrolidine Spirocycles
Gan, Zhenjie,Li, Ke,Zhang, Hui,Li, Er-Qing
supporting information, p. 1331 - 1340 (2020/11/30)
A highly efficient copper/GanPhos-catalyzed 1,3-dipolar cyclo?-addition?-of azomethine ylides is reported. This viable transformation provides a series of optically active spiro[dihydronaphthalene-2,3′-pyrrolidine]s, bearing one spiro quaternary and three tertiary stereogenic centers, in good yields and with high ee values. This protocol features high diastereo- A nd enantioselectivity, broad substrate scope and mild reaction conditions.
Tetralone derivatives are MIF tautomerase inhibitors and attenuate macrophage activation and amplify the hypothermic response in endotoxemic mice
?rfi, László,Bagóné Vántus, Viola,Garai, János,Garami, András,Jakus, Péter Balázs,Kéringer, Patrik,Kovács, Dominika,Krekó, Marcell,Lóránd, Tamás,Radnai, Balázs,Rumbus, Zoltán,Vámos, Eszter
, p. 1357 - 1369 (2021/07/22)
Macrophage migration inhibitory factor (MIF) is a pro-inflammatory cytokine playing crucial role in immunity. MIF exerts a unique tautomerase enzymatic activity that has relevance concerning its multiple functions and its small molecule inhibitors have been proven to block its pro-inflammatory effects. Here we demonstrate that some of the E-2-arylmethylene-1-tetralones and their heteroanalogues efficiently bind to MIF’s active site and inhibit MIF tautomeric (enolase, ketolase activity) functions. A small set of the synthesised derivatives, namely compounds (4), (23), (24), (26) and (32), reduced inflammatory macrophage activation. Two of the selected compounds (24) and (26), however, markedly inhibited ROS and nitrite production, NF-κB activation, TNF-α, IL-6 and CCL-2 cytokine expression. Pre-treatment of mice with compound (24) exaggerated the hypothermic response to high dose of bacterial endotoxin. Our experiments suggest that tetralones and their derivatives inhibit MIF’s tautomeric functions and regulate macrophage activation and thermal changes in severe forms of systemic inflammation.
Claisen-Schmidt, aza-Michael, cyclization via cascade strategy toward microwave promoted synthesis of imidazo[2,1-b]quinazolines
Devi Priya, Duraipandi,Mohana Roopan, Selvaraj
, p. 1813 - 1834 (2020/05/25)
Imidazole blended quinazolines are having a wide run of potential applications in synthetic field. In this current investigation, we reported a modern synthesis with the help of non-conventional energy. Optimization parameters have been stabilized utilizi
Novel 1-tetralone chalcone and composition for preventing or treating inflammatory disease comprising the same as active ingredient
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Paragraph 0178-0181, (2021/01/29)
Novel 1 -tetralone chalcone derivatives, 1-tetralone alone alone alone alone. A composition containing 6 - amino -1 - tetralone chalcone derivatives and 6-amino-1-tetralone alone alone alone alone is provided to systematically design 32 halogenated 1 -tet
Introduction of amino moiety enhances the inhibitory potency of 1-tetralone chalcone derivatives against LPS-stimulated reactive oxygen species production in RAW 264.7 macrophages
Katila, Pramila,Shrestha, Aastha,Shrestha, Aarajana,Shrestha, Ritina,Park, Pil-Hoon,Lee, Eung-Seok
, p. 495 - 505 (2019/03/29)
The design and synthesis of a series of thirty-two halogenated 1-tetralone or 6-amino-1-tetralone chalcone derivatives was achieved by the Claisen-Schmidt condensation reaction and were evaluated for their inhibitory effects against ROS production in LPS-stimulated RAW 264.7 macrophages. It was observed that the introduction of amino moiety into 1-tetralone skeleton greatly increased the inhibitory potency compared to corresponding 1-tetralone chalcones. Among the synthesized compounds, compound 18 which consists of 6-amino-1-tetralone skeleton together with o-fluorobenzylidene showed the most potent ROS inhibitory effect with IC50 value of 0.25 ± 0.13 μM. SAR analysis revealed that amino moiety at the 6th position of 1-tetralone chalcones have an important role for exerting the greater ROS inhibitory potency in LPS-stimulated RAW 264.7 macrophages than those exhibited by 1-tetralone chalcones alone.
Synthesis, characterization, and investigations of antimicrobial activity of 6,6-dimethyl-3-aryl-3′,4′,6,7-tetrahydro-1′H,3H-spiro[benzofuran-2,2′-naphthalene]-1′,4(5H)-dione
Ergüntürk, Dursun,Gürdere, Meliha Burcu,Budak, Yakup,Ceylan, Mustafa
supporting information, p. 1501 - 1506 (2017/08/16)
Chalcone-like compounds 3a–l, 2-(benzylidene)-3,4-dihydronaphthalen-1(2H)-one, were synthesized from the addition of different benzaldehyde derivatives (2a–l) to 1,2,3,4-tetrahydro-1-napthalone (1) in basic medium. Mn(OAc)3-mediated addition of
Discovery of 3,3a,4,5-tetrahydro-2H-benzo[g]indazole containing quinoxaline derivatives as novel EGFR/HER-2 dual inhibitors
Zong, Xi,Cai, Jin,Chen, Junqing,Sun, Chunlong,Li, Lushen,Ji, Min
, p. 24814 - 24823 (2015/03/30)
In the present study, twenty-five pyrazole-quinoxaline derivatives (4a-4y) were designed and synthesized, and their biological activity as potential EGFR or HER-2 kinase inhibitors was evaluated. Among them, compound 4l displayed better antiproliferative
Free radical-mediated chemoselective reduction of enones
Sultan, Aeysha,Raza, Abdul Rauf,Tahir, Muhammad Nawaz
supporting information, p. 267 - 274 (2013/12/04)
A novel methodology has been devised for the chemoselective reduction of enones involving the use of nBu3SnH and azobisisobutyronitrile. The 1,4-reduction of variously substituted ,β-unsaturated cyclic and acyclic enones has been successfully c
Fused Heterocycles: Part III - Attempted Synthesis of 4,5-Dihydro-3-arylnaphthisoxazoles
Rao, C. Janakiram,Reddy, K. Malla,Murthy, A. Krishna
, p. 282 - 284 (2007/10/02)
2-Benzal-1-tetralone dibromide (II), obtained by the bromination of 2-benzal-1-tetralone, on treatment with hydroxylamine hydrochloride in the presence of alc.KOH undergoes cyclization to the unexpected product 3,3a,4,5-tetrahydro-3-arylnaphthisoxa
