Systematic synthesis and anti-inflammatory activity of ω-carboxylated menaquinone derivatives - Investigations on identified and putative vitamin K2 metabolites

Shinya Fujii, Akitaka Shimizu, Noriaki Takeda, Kazuki Oguchi, Tomoko Katsurai, Hitoshi Shirakawa, Michio Komai, Hiroyuki Kagechika

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Vitamin K is an essential nutrient for blood coagulation and bone homeostasis, and also functions in many physiological processes including inflammation and cancer progression. However, the nature and activities of its metabolites remain unclear. We report here systematic synthesis of ω-carboxylated derivatives of menaquinone (vitamin K2), including previously identified metabolites 5, K acid I (10), and K acid II (12), and evaluation of their inhibitory activity toward LPS-stimulated induction of inflammatory cytokines. These results should contribute to an improved understanding of the biochemistry and pharmacology of vitamin K.

Original languageEnglish
Pages (from-to)2344-2352
Number of pages9
JournalBioorganic and Medicinal Chemistry
Volume23
Issue number10
DOIs
Publication statusPublished - 2015 May 15

Keywords

  • Anti-inflammatory activity
  • Menaquinone
  • Metabolite
  • Vitamin K

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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