New 4-imino-4H-Chromeno[2,3-d]Pyrimidin-3(5H)-Amine: Synthesis, Cytotoxic Effects on Tumoral Cell Lines and in Silico ADMET Properties  

作　　者：Marwa Dhiabi Sirine Karoui Mehdi Fakhfakh Souhir Abid Emmanuelle Limanton Rémy Le Guével Thierry Charlier Ludovic Paquin Jean-Pierre Bazureau Houcine Ammar Marwa Dhiabi;Sirine Karoui;Mehdi Fakhfakh;Souhir Abid;Emmanuelle Limanton;Rémy Le Guével;Thierry Charlier;Ludovic Paquin;Jean-Pierre Bazureau;Houcine Ammar(Laboratoire de Chimie Applique: Htrocycles, Corps et Polymres, Facult des Sciences de Sfax, Universit de Sfax, Sfax, Tunisie;Institut des Sciences Chimiques de Rennes, Universit de Rennes, Campus de Beaulieu, Rennes Cedex, France;Department of Chemistry (Science and Arts): Al Qurayat, Al-Jouf University, Al Jawf, Saudi Arabia;S2Wave Platform, ScanMAT UAR CNRS, Universit de Rennes, Campus de Beaulieu, Rennes Cedex, France;ImPACcell Platform, Biosit, SFR UMS CNRS, Inserm, Campus de Villejean, Rennes, France;Institut de Recherche en Sant, Environnement et Travail, IRSET Inserm UMR_S, Rennes, France)

机构地区：[1]Laboratoire de Chimie Applique: Htrocycles, Corps et Polymres, Facult des Sciences de Sfax, Universit de Sfax, Sfax, Tunisie [2]Institut des Sciences Chimiques de Rennes, Universit de Rennes, Campus de Beaulieu, Rennes Cedex, France [3]Department of Chemistry (Science and Arts): Al Qurayat, Al-Jouf University, Al Jawf, Saudi Arabia [4]S2Wave Platform, ScanMAT UAR CNRS, Universit de Rennes, Campus de Beaulieu, Rennes Cedex, France [5]ImPACcell Platform, Biosit, SFR UMS CNRS, Inserm, Campus de Villejean, Rennes, France [6]Institut de Recherche en Sant, Environnement et Travail, IRSET Inserm UMR_S, Rennes, France

出　　处：《International Journal of Organic Chemistry》2024年第3期107-122,共16页有机化学国际期刊（英文）

摘　　要：The synthesis of new 4-imino-4H-chromeno[2,3-d]pyrimidin-3(5H)-amine in four steps including one step under microwave dielectric heating is reported. The structural identity of the synthesized compounds was established according to their spectroscopic analysis, such as FT-IR, NMR and mass spectroscopy. These new compounds were tested for their antiproliferative activities on seven representative human tumoral cell lines (Huh7 D12, Caco2, MDA-MB231, MDA-MB468, HCT116, PC3 and MCF7) and also on fibroblasts. Among them, only the compounds 6c showed micromolar cytotoxic activity on tumor cell lines (1.8 50 50 > 25 μM). Finally, in silico ADMET studies ware performed to investigate the possibility of using of the identified compound 6c as potential anti-tumor compound.The synthesis of new 4-imino-4H-chromeno[2,3-d]pyrimidin-3(5H)-amine in four steps including one step under microwave dielectric heating is reported. The structural identity of the synthesized compounds was established according to their spectroscopic analysis, such as FT-IR, NMR and mass spectroscopy. These new compounds were tested for their antiproliferative activities on seven representative human tumoral cell lines (Huh7 D12, Caco2, MDA-MB231, MDA-MB468, HCT116, PC3 and MCF7) and also on fibroblasts. Among them, only the compounds 6c showed micromolar cytotoxic activity on tumor cell lines (1.8 50 50 > 25 μM). Finally, in silico ADMET studies ware performed to investigate the possibility of using of the identified compound 6c as potential anti-tumor compound.

关 键 词：2-Amino-4H-Chromene 4H-Chromeno[2 3-d]Pyrimidin-3(5H)-Amine Microwave Irradiation Tumoral Cell Line in Silico ADMET 

分 类 号：O62[理学—有机化学]