A facile synthetic route to diazepinone derivatives via ring closing metathesis and its application for human cytidine deaminase inhibitors

Minkyoung Kim, Kondaji Gajulapati, Chorong Kim, Hwa Young Jung, Jail Goo, Kyeong Lee, Navneet Kaur, Hyo Jin Kang, Sang J. Chung, Yongseok Choi

Research output: Contribution to journalArticle

6 Citations (Scopus)

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 (Ki = 145.97 ± 4.87 nM) against human cytidine deaminase.

Original languageEnglish
Pages (from-to)11443-11445
Number of pages3
JournalChemical Communications
Volume48
Issue number93
DOIs
Publication statusPublished - 2012 Dec 4

Fingerprint

Cytidine Deaminase
Amino Alcohols
Ribose
Nucleosides
Amino alcohols
Derivatives
Amino Acids
Amino acids

ASJC Scopus subject areas

  • Metals and Alloys
  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Catalysis
  • Chemistry(all)

Cite this

A facile synthetic route to diazepinone derivatives via ring closing metathesis and its application for human cytidine deaminase inhibitors. / Kim, Minkyoung; Gajulapati, Kondaji; Kim, Chorong; Jung, Hwa Young; Goo, Jail; Lee, Kyeong; Kaur, Navneet; Kang, Hyo Jin; Chung, Sang J.; Choi, Yongseok.

In: Chemical Communications, Vol. 48, No. 93, 04.12.2012, p. 11443-11445.

Research output: Contribution to journalArticle

Kim, Minkyoung ; Gajulapati, Kondaji ; Kim, Chorong ; Jung, Hwa Young ; Goo, Jail ; Lee, Kyeong ; Kaur, Navneet ; Kang, Hyo Jin ; Chung, Sang J. ; Choi, Yongseok. / A facile synthetic route to diazepinone derivatives via ring closing metathesis and its application for human cytidine deaminase inhibitors. In: Chemical Communications. 2012 ; Vol. 48, No. 93. pp. 11443-11445.
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AU - Lee, Kyeong

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