4697-05-6Relevant academic research and scientific papers
Structural studies of N-(2′-substituted phenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximides by X-ray diffraction and NMR spectroscopy - Proofs for CH/π interactions in liquid and solid phases
Grossmann, Gisbert,Potrzebowski, Marek J.,Olejniczak, Sebastian,Ziolkowska, Natasza E.,Bujacz, Grzegorz D.,Ciesielski, Wlodzimierz,Prezdo, Wiktor,Nazarov, Valerii,Golovko, Vladislav
, p. 1095 - 1101 (2003)
N-(2′-R-Phenyl)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboximides with R = Me (1), OMe (2), OEt (3) and H (4) were investigated. The crystal and molecular structures of 1-3, determined by single crystal methods, show different conformations of the N
Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target burkitt’s lymphoma
Byrne, Andrew J.,Bright, Sandra A.,McKeown, James P.,O’brien, John E.,Twamley, Brendan,Fayne, Darren,Williams, D. Clive,Meegan, Mary J.
, (2020/01/31)
Lymphomas (cancers of the lymphatic system) account for 12% of malignant diseases worldwide. Burkitt’s lymphoma (BL) is a rare form of non-Hodgkin’s lymphoma in which the cancer starts in the immune B-cells. We report the synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG- 75. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2- nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV? MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds 13j, 15, 16a, 16b, 16c, 16d and 19a displayed IC50 values in the range 0.17–0.38 μM against the BL cell line EBV? MUTU-1 and IC50 values in the range 0.45–0.78 μM against the chemoresistant BL cell line EBV+ DG- 75. Compounds 15, 16b and 16c demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells (PBMCs). The results suggest that this class of compounds merits further investigation as antiproliferative agents for BL.
Containing Trypticene rigid three-dimensional structure chromophore molecule and its synthetic method and application
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Paragraph 0046; 0048-0051, (2017/01/19)
The invention relates to a chromophore molecule containing a triptycene rigid stereochemical structure and a synthetic method thereof, and an application of the chromophore molecule containing the triptycene rigid stereochemical structure in a polymer ele
Photoactivatable anthracenes
Thapaliya, Ek Raj,Captain, Burjor,Raymo, Francisco M.
, p. 3973 - 3981 (2014/05/20)
Fifteen substituted maleimide cycloadducts of anthracene derivatives were synthesized in one or two steps from available precursors in yields ranging from 32 to 63%. They differ in the nature of the group on the maleimide nitrogen atom and of the substituents on the anthracene platform. In all instances, the introduction of a maleimide bridge across positions 9 and 10 of the anthracene skeleton isolates electronically its peripheral phenylene rings and suppresses its characteristic fluorescence. The cycloadducts with a 4-(dimethylamino)phenyl group on the maleimide nitrogen atom undergo retro-cycloaddition upon ultraviolet illumination with quantum yields ranging from 0.001 to 0.01. This structural transformation restores the aromatic character of the central ring of the oligoacene chromophore and activates its emission with fluorescence quantum yields ranging from 0.07 to 0.85. Thus, this particular choice of building blocks for the construction of photoresponsive compounds can translate into viable operating principles for fluorescence activation and, ultimately, lead to the realization of valuable photoactivatable fluorophores for imaging applications.
Fluorous dienophiles are powerful diene scavengers in diels-alder reactions
Werner, Stefan,Curran, Dennis P.
, p. 3293 - 3296 (2007/10/03)
(Matrix presented) Three fluorous dienophiles have been synthesized, and their value in scavenging an excess diene after Diels-Alder reactions is shown. The resulting fluorous derivatives are separated by solid-phase extraction on fluorous silica gel (FSP
Modular Design of Hosts Involving a Rigid Succinimide Framework and N-Bonded Lateral Groups. Crystalline Inclusion Properties and Crystal Structures of Inclusion Compounds with Dioxane, MeOH, and DMF
Weber, Edwin,Finge, Stephan,Csoeregh, Ingeborg
, p. 7281 - 7288 (2007/10/02)
A series of crystalline host molecules comprising a characteristic 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxamide framework have been synthesized and studied with regard to their inclusion behavior.They follow a new design concept which is to conv
