1817-95-4Relevant articles and documents
Conformational mimetics of the α-methyl chalcone TUB091 binding tubulin: Design, synthesis and antiproliferative activity
Bueno, Oskía,Tobajas, Gloria,Quesada, Ernesto,Estévez-Gallego, Juan,Noppen, Sam,Camarasa, María-José,Díaz, José-Fernando,Liekens, Sandra,Priego, Eva-María,Pérez-Pérez, María-Jesús
, p. 337 - 348 (2018)
Based on the conformation of the α-methyl chalcone TUB091 in its complex with tubulin, a series of conformational mimetics have been designed and synthesized where the methyl group of the chalcone has been fused to phenyl ring B resulting in 1,2,3,4-tetrahydronaphthalen-2-yl aryl ketones. Among the synthesized compounds, the 5-amino-6-methoxy derivative, with a similar substitution pattern to that of TUB091, showed antiproliferative activity around 20 nM against tumor and endothelial cells. Tubulin binding experiments confirmed its binding to tubulin at the colchicine site with a Kb of 2.4 × 106 M?1 resulting in the inhibition of the in vitro assembly of purified tubulin. Moreover, based on the recently reported complex of combretastatin A4 (CA4) with tubulin, a comparative analysis of the binding mode of CA4 and the α-methyl chalcone to tubulin has been performed.
A High-Yield Method for the Methylenation of o-Dihydroxyaromatic Compounds: Synthesis of Methylenedioxycoumarins
Castillo, P.,Rodriguez-Ubis, J. C.,Rodriguez, F.
, p. 839 - 840 (1986)
Reaction of o-dihydroxycoumarins and catechols with sodium hydride in hexamethylphosphoric triamide and dihalomethane provides the corresponding methylenedioxy compounds under mild conditions and in excellent yields.
Ab Initio and 17O NMR Study of Aromatic Compounds with Dicoordinate Oxygen Atoms. 1. Methoxy- and (Methylenedioxy)benzene Derivatives
Biekofsky, Rodolfo R.,Pomilio, Alicia B.,Contreras, Ruben H.,Orendt, Anita M.,Facelli, Julio C.
, p. 7418 - 7423 (1990)
17O NMR data at natural abundance in toluene-d8 at 74 deg C were obtained for aromatic compounds containing methoxy and methylenedioxy groups as side-chains substituents. 17O chemical shifts of this series of compounds are significantly influenced by both electronic and steric effects.Ortho electronic and steric subtituent chemical shift effects for methoxy and methylenedioxy groups were estimated.Ab inito calculations at the 4-31G level were used to determine geometries of the compounds to gain insight into the structural aspects of these compounds.A correlation between the calculated bond orders, P(CAr-O), and the 17O chemical shift was found.
INHIBITORS OF THE BCL6 BTB DOMAIN PROTEIN-PROTEIN INTERACTION AND USES THEREOF
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Paragraph 00301, (2019/08/29)
The present application relates to compounds of Formula I (I) or pharmaceutically acceptable salts, solvates and/or prodrugs thereof, to compositions comprising these compounds or pharmaceutically acceptable salts, solvates and/or prodrugs thereof, and various uses in the treatment of diseases, disorders or conditions that are treatable by inhibiting interactions with BCL6 BTB, such as cancer.
A re-examination of the methylenation reaction
Cabiddu, Maria Grazia,Cadoni, Enzo,De Montis, Stefania,Fattuoni, Claudia,Melis, Stefana,Usai, Michele
, p. 4383 - 4387 (2007/10/03)
A re-examination of the methylenation reaction of 1-hydroxy-2-mercapto-, 1,2-dihydroxy- and 1,2-dimercapto-substituted benzenes by bromochloromethane with cesium carbonate shows that these substrates give mixtures of five- and ten-membered benzocondensed heterocyclic compounds and in some cases even dibenzodioxines.
