Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target Burkitt’s lymphoma was written by Byrne, Andrew J.;Bright, Sandra A.;McKeown, James P.;O’Brien, John E.;Twamley, Brendan;Fayne, Darren;Clive Williams, D.;Meegan, Mary J.. And the article was included in Pharmaceuticals in 2020.Product Details of 55490-87-4 This article mentions the following:
The synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds such as I [R1 = H, Cl; R2 = H, Me, Et; X = O, NH, N(C6H5), etc.], II and III [R3 = CN, CO2Me, CO2Et, OC(O)Me; R4 = H, CN; R5 = H, CO2Me, CO2Et] structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG-75 was reported. 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 I [R1 = Cl, R2 = H, X = NH, N(C6H5); R1 = R2 = H, X = N(C6H5), N(4-ClC6H4), N(4-OMeC6H4)], II and III [R3 = CN, R4 = R5 = H] displayed IC50 values in the range 0.17-0.38μM against the BL cell line EBV- MUTU-1 and IC50 values in the range 0.45-0.78μM against the chemoresistant BL cell line EBV+ DG-75. Compounds I [R1 = R2 = H, X = N(4-ClC6H4), N(4-OMeC6H4)] and II 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. The results suggested that this class of compounds merits further investigation as antiproliferative agents for BL. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Product Details of 55490-87-4).
2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Product Details of 55490-87-4
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts