title: A facile synthetic route to diazepinone derivatives via ring closing metathesis and its application for human cytidine deaminase inhibitors.
abstract: A variety of diazepinone derivatives were prepared from α-amino acids and amino alcohols by a new synthetic methodology based on ring closing metathesis as a key step. The diazepinones were coupled with ribose derivatives to afford novel diazepinone nucleosides. Among them, (4R)-1-ribosyl-4-methyl-3,4-dihydro-1H-1,3-diazepin-2(7H)-one (3) showed a potent inhibitory effect (K(i) = 145.97 ± 4.87 nM) against human cytidine deaminase.
authors.affiliation: College of Life Sciences and Biotechnology, Korea University, Seoul, Korea.
authors.forename: Minkyoung
authors.initials: M
authors.lastname: Kim
authors.forename: Kondaji
authors.initials: K
authors.lastname: Gajulapati
authors.forename: Chorong
authors.initials: C
authors.lastname: Kim
authors.forename: Hwa Young
authors.initials: HY
authors.lastname: Jung
authors.forename: Jail
authors.initials: J
authors.lastname: Goo
authors.forename: Kyeong
authors.initials: K
authors.lastname: Lee
authors.forename: Navneet
authors.initials: N
authors.lastname: Kaur
authors.forename: Hyo Jin
authors.initials: HJ
authors.lastname: Kang
authors.forename: Sang J
authors.initials: SJ
authors.lastname: Chung
authors.forename: Yongseok
authors.initials: Y
authors.lastname: Choi
mesh_terms: D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D003564:Cytidine Deaminase / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans
chemical_list: D001381:Azepines; D004791:Enzyme Inhibitors; D003564:Cytidine Deaminase