- Total synthesis of (+)-chaetocin and its analogues: their histone methyltransferase G9a inhibitory activity.
Total synthesis of (+)-chaetocin and its analogues: their histone methyltransferase G9a inhibitory activity.
Journal of the American Chemical Society (2010-03-10)
Eriko Iwasa, Yoshitaka Hamashima, Shinya Fujishiro, Eisuke Higuchi, Akihiro Ito, Minoru Yoshida, Mikiko Sodeoka
PMID20210309
ABSTRAKT
The first total synthesis of (+)-chaetocin has been accomplished in nine steps starting from known N-Cbz-N-Me-serine using radical alpha-bromination reaction of diketopiperazine 10 and Co(I)-mediated reductive dimerization reaction of 12 as key reactions. The enantiomers show comparable inhibitory activity toward histone methyltransferase (HMT) G9a, but analogues without the sulfur functionality are inactive.
MATERIAŁY