75258-84-3Relevant academic research and scientific papers
In vitro Anti-Trypanosomal Activities of Indanone-Based Chalcones
Beteck, Richard M.,Legoabe, Lesetje J.,Isaacs, Michelle,Hoppe, Heinrich C.
, p. 337 - 341 (2019/06/10)
Human African trypanosomiasis is a neglected infectious disease that affects mostly people living in the rural areas of Africa. Current treatment options are limited to just four drugs that have been in use of four to nine decades. The life-threatening to
1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings
Rocaboy, Ronan,Baudoin, Olivier
supporting information, p. 1434 - 1437 (2019/02/19)
1,n-Metal shift is an elegant alternative approach enabling the functionalization of remote C-H bonds from simple precursors. In this work, we report a novel and simple Pd0-catalyzed domino reaction involving 1,4-palladium shift and C(sp3)-H activation and leading to (fused) five-membered rings. This method allowed access to a broad range of valuable arylidene γ-lactams and indanones and was applied to the formal synthesis of (-)-pyrrolam.
2-Benzylidene-1-indanone derivatives as inhibitors of monoamine oxidase
Nel, Magdalena S.,Petzer, Anél,Petzer, Jacobus P.,Legoabe, Lesetja J.
supporting information, p. 4599 - 4605 (2016/09/13)
In the present study, a series of twenty-two 2-benzylidene-1-indanone derivatives were synthesised and evaluated as inhibitors of recombinant human monoamine oxidase (MAO) A and B. The 2-benzylidene-1-indanone derivatives are structurally related to a series of benzylideneindanone derivatives which has previously been found to be MAO-B inhibitors. This study finds that the 2-benzylidene-1-indanones are MAO-B specific inhibitors with IC50values 50?50?=?0.131?μM). An analysis of the structure–activity relationships for MAO-B inhibition show that substitution on the A-ring with a 5-hydroxy group and on the B-ring with halogens and the methyl group yield high potency inhibition. It may therefore be concluded that 2-benzylidene-1-indanone analogues are promising leads for design of therapies for disorders such as Parkinson's disease.
In vivo structure-activity relationship studies support allosteric targeting of a dual specificity phosphatase
Korotchenko, Vasiliy N.,Saydmohammed, Manush,Vollmer, Laura L.,Bakan, Ahmet,Sheetz, Kyle,Debiec, Karl T.,Greene, Kristina A.,Agliori, Christine S.,Bahar, Ivet,Day, Billy W.,Vogt, Andreas,Tsang, Michael
, p. 1436 - 1445 (2014/07/21)
Dual specificity phosphatase 6 (DUSP6) functions as a feedback attenuator of fibroblast growth factor signaling during development. In vitro high throughput chemical screening attempts to discover DUSP6 inhibitors have yielded limited success. However, in
A structure-guided approach to an orthogonal estrogen-receptor-based gene switch activated by ligands suitable for in vivo studies
Kinzel, Olaf,Fattori, Daniela,Muraglia, Ester,Gallinari, Paola,Nardi, Maria Chiara,Paolini, Chantal,Roscilli, Giuseppe,Toniatti, Carlo,Gonzalez Paz, Odalys,Laufer, Ralph,Lahm, Armin,Tramontano, Anna,Cortese, Riccardo,De Francesco, Raffaele,Ciliberto, Gennaro,Koch, Uwe
, p. 5404 - 5407 (2007/10/03)
A strategy to obtain a fully orthogonal estrogen-receptor-based gene switch responsive to molecules with acceptable pharmacological properties is presented. From a series of tetrahydrofluorenones active on the wild-type estrogen receptor (ER) an inactive
Studies on the chemistry of 2-(2-oxo-3-phenylpropyl)-benzaldehydes: Novel total synthesis of 3-phenylnaphthalen-2-ols and 2-hydroxy-3-phenyl-1,4- naphthoquinones
Martínez, Ana,Fernández, Marcos,Estévez, Juan C.,Estévez, Ramón J.,Castedo, Luis
, p. 485 - 492 (2007/10/03)
We describe the first studies on the chemistry of 2-(2-oxo-3-phenylpropyl) benzaldehydes, which were converted into 3-benzylisochromen-1-ones via the corresponding 2-(2-oxo-3-phenylpropyl)benzoic acid. The 2-(2-oxo-3-phenylpropyl) benzaldehydes proved to be convenient starting materials for the synthesis of 3-phenyl-2-naphthols. Oxidation of the latter compounds resulted in a novel, efficient synthesis of 3-phenyl-1,2-naphthoquinones, which were efficiently transformed into 2-hydroxy-3-phenyl-1,4-naphthoquinones.
Studies in Antifertility Agents: Part XXV - 2-Carboxy-7-hydroxy-1-phenyl-1,2,3,4-tetrahydrofluorene
Tewari, S. C.,Rastogi, Shri Nivas,Anand, Nitya
, p. 139 - 142 (2007/10/02)
The synthesis and stereochemical assignments of 2-carboxy-7-hydroxy-1-phenyl-1,2,3,4-tetrahydrofluorene (17) are reported. 2-Arylidene-5-methoxy-1-indanones (5-8) have been prepared by condensation of 5-methoxy-1-indanone (1) with araldehydes (2-4).Addition of methyl acetoacetate onto 5 furnishes 2-carbomethoxy-7-methoxy-3-oxo-1-phenyl-1,2,3,9a-tetrahydrofluorene (9), which under acid hydrolysis gives the enone (10), and on treatment with ethanedithiol affords the thioketal (11).Desulphurization of 11 with Raney nickel yields 1,2-trans-2-carbomethoxy-7-methoxy-1-phenyl-1,2,3,4-tetrahydrofluorene (12).Catalytic hydrogenation of 12 affords possibly B/C-cis-1,2-trans-1,2,3,4,4a,9a-hexahydrofluorene (13).Alkaline hydrolysis of esters 11, 12 and 13 gives the corresponding acids 15, 16 and 14.Demethylation of 16 with BBr3-CH2Cl2 furnishes the title hydroxy acid (17).None of these compounds prevents pregnancy at a dose of 10 mg/kg in rats.
