Synthesis, structural characterization and biological evaluation of N-protected cyclopropylethylcarbamates as potential histone deacetylase inhibitor.
A simple synthesis involving a key coupling reaction and biological activity of N-protected cyclopropylethylcarbamates (18-21) are described. The key fragments are amine.HCl salt (13) and acids (16 and 17) which were smoothly coupled by using 2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate in high yield. We have found that the in vitro growth inhibitory potency of new compound 19 exhibited good histone deacetylase activity.
Jung
Jae-Chul
JC
Department of Neuroscience and Medical Research Institute, School of Medicine, Ewha Womans University, Seoul, South Korea.
Moon
Hyung-In
HI
Oh
Seikwan
S
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D002219:Carbamates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D056572:Histone Deacetylase Inhibitors; D006655:Histone Deacetylases / Q000737:chemistry / Q000378:metabolism; D006801:Humans; D020128:Inhibitory Concentration 50; D014407:Tumor Cells, Cultured
D000577:Amides; D002219:Carbamates; D004791:Enzyme Inhibitors; D056572:Histone Deacetylase Inhibitors; D006655:Histone Deacetylases