title: Synthesis and biological evaluation of 2,6-di(furan-3-yl)anthracene-9, 10-dione as an inhibitor of human protein kinase CK2.
abstract: Protein kinase CK2 is an emerging target for the therapeutic intervention in human diseases, in particular in cancer. Inhibitors of this enzyme are at current in clinical trials indicating its drug ability. Here we report on the synthesis of two derivatives of 2,6-diaryl-anthracene-9,10-dione, one of them, 2,6-di(furan-3-yl)anthracene-9,10-dione (3), turned out to be active towards CK2, and ATP competitive with an IC50 value of 2.35 μM and a K(i) value of 1.26 μM. Molecular modeling studies were performed to explain the binding affinity of compound 3 in comparison to emodin. These indicated that unlike emodin, compound 3 was not able to perform a hydrogen bond with Lys68, although the compound fits well in the active site of human CK2α, which explains the difference in the measured affinity between those two compounds.
authors.forename: S
authors.initials: S
authors.lastname: Haidar
authors.forename: A
authors.initials: A
authors.lastname: Meyers
authors.forename: A
authors.initials: A
authors.lastname: Bollacke
authors.forename: J
authors.initials: J
authors.lastname: Jose
mesh_terms: D000255:Adenosine Triphosphate / Q000378:metabolism; D000880:Anthraquinones / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology; D047390:Casein Kinase II / Q000037:antagonists & inhibitors*; D020134:Catalytic Domain; D004642:Emodin / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D006860:Hydrogen Bonding; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*
chemical_list: C000625492:2,6-di(furan-3-yl)anthracene-9,10-dione; D000880:Anthraquinones; D000970:Antineoplastic Agents; D047428:Protein Kinase Inhibitors; D000255:Adenosine Triphosphate; D047390:Casein Kinase II; D004642:Emodin