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A facile synthetic route to diazepinone derivatives via ring closing metathesis and its application for human cytidine deaminase inhibitors
- Authors
- Kim, Minkyoung; Gajulapati, Kondaji; Kim, Chorong; Jung, Hwa Young; Goo, Jail; Lee, Kyeong; Kaur, Navneet; Kang, Hyo Jin; Chung, Sang J.; Choi, Yongseok
- Issue Date
- 2012
- Publisher
- ROYAL SOC CHEMISTRY
- Citation
- CHEMICAL COMMUNICATIONS, v.48, no.93, pp.11443 - 11445
- Indexed
- SCIE
SCOPUS
- Journal Title
- CHEMICAL COMMUNICATIONS
- Volume
- 48
- Number
- 93
- Start Page
- 11443
- End Page
- 11445
- ISSN
- 1359-7345
- Abstract
- A variety of diazepinone derivatives were prepared from alpha-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-1 = 145.97 +/- 4.87 nM) against human cytidine deaminase.
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