On September 18, 2015, Spallarossa, Andrea; Caneva, Chiara; Caviglia, Matteo; Alfei, Silvana; Butini, Stefania; Campiani, Giuseppe; Gemma, Sandra; Brindisi, Margherita; Zisterer, Daniela M.; Bright, Sandra A.; Williams, Clive D.; Crespan, Emmanuele; Maga, Giovanni; Sanna, Giuseppina; Delogu, Ilenia; Collu, Gabriella; Loddo, Roberta published an article.Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile The title of the article was Unconventional Knoevenagel-type indoles: Synthesis and cell-based studies for the identification of pro-apoptotic agents. And the article contained the following:
A new series of indole-based analogs were recently identified as potential anticancer agents. The Knoevenagel-type indoles herein presented were prepared via a one-pot condensation of iminium salts with active methylene reagents and were isolated as single geometric isomers. Biol. evaluation in different cell-based assays revealed an antiproliferative activity for some analogs already in the nanomolar range against leukemia, breast and renal cancer cell lines. To explain these effects, the most promising analogs of the series were engaged in further cell-based studies. Compounds I [R1 = R3 = H, R2 = Ph, X = CN, Y = thien-2-yl-(E), SO2Ph-(E); R1 = R3 = H, R2 = Ph, X = C(:O)Me, Y = SO2Ph-(E); R1 = R3 = H, R2 = C6H4OMe-4, X = CN, Y = CN, SO2Ph-(E)] highlighted a pro-apoptotic potential being able to induce apoptosis in HL60, K562 and MCF-7 cell lines in a dose and time-dependent manner. The ability of these compounds to arrest cell cycle at the G2/M phase inspired the immunofluorescence studies which allowed us to identify tubulin as a potential target for compounds (E)-I [R1 = R3 = H, R2 = Ph, X = CN, Y = SO2Ph; R1 = R3 = H, R2 = C6H4OMe-4, X = CN, Y = SO2Ph]. The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile
The Article related to unconventional knoevenagel type indole preparation cell based proapoptotic agent, structure activity relationship unconventional knoevenagel type antiproliferative, leukemia proapoptotic agent unconventional knoevenagel type indole, breast cancer proapoptotic agent unconventional knoevenagel type indole and other aspects.Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts