2-Substituted paullones: CDK1/cyclin B-inhibiting property and in vitro antiproliferative activity.
9-Trifluoromethyl-paullones with a carbon chain in the 2-position were synthesized by palladium-catalyzed coupling reactions of a 2-iodoprecursor with terminal alkenes or alkynes, respectively. The introduction of a 2-cyanoethyl substituent led to a significant enhancement of CDK1/cyclin B inhibiting property and in vitro antiproliferative activity.
Kunick
C
C
Institut für Pharmazie, Abteilung für Pharmazeutische Chemie, Universität Hamburg, Germany. kunick@chemie.uni-hamburg.de
Schultz
C
C
Lemcke
T
T
Zaharevitz
D W
DW
Gussio
R
R
Jalluri
R K
RK
Sausville
E A
EA
Leost
M
M
Meijer
L
L
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001552:Benzazepines / Q000138:chemical synthesis* / Q000494:pharmacology; D016203:CDC2 Protein Kinase / Q000037:antagonists & inhibitors*; D002455:Cell Division / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D006657:Histones / Q000378:metabolism; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D009865:Oocytes / Q000187:drug effects / Q000201:enzymology; D013215:Starfish; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D001552:Benzazepines; D004791:Enzyme Inhibitors; D006657:Histones; D007211:Indoles; D016203:CDC2 Protein Kinase