Synthesis of new vitamin K analogues as steroid and xenobiotic receptor (SXR) agonists

Insights into the biological role of the side chain part of vitamin K

Yoshitomo Suhara, Masato Watanabe, Sayaka Motoyoshi, Kimie Nakagawa, Akimori Wada, Kazuyoshi Takeda, Kazuhiko Takahashi, Hiroaki Tokiwa, Toshio Okano

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Vitamin K2 has been demonstrated to induce gene expression related to bone formation through a nuclear steroid and xenobiotic receptor (SXR). We synthesized new vitamin K analogues with the same isoprene side chains symmetrically introduced at the 2 and 3 positions of 1,4-naphthoquinone and evaluated the transcriptional activity of the target gene. The transcriptional activity was related to the length of the side chain which allowed optimal interaction with ligand-binding domain of SXR.

Original languageEnglish
Pages (from-to)4918-4922
Number of pages5
JournalJournal of Medicinal Chemistry
Volume54
Issue number13
DOIs
Publication statusPublished - 2011 Jul 14
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

Synthesis of new vitamin K analogues as steroid and xenobiotic receptor (SXR) agonists : Insights into the biological role of the side chain part of vitamin K. / Suhara, Yoshitomo; Watanabe, Masato; Motoyoshi, Sayaka; Nakagawa, Kimie; Wada, Akimori; Takeda, Kazuyoshi; Takahashi, Kazuhiko; Tokiwa, Hiroaki; Okano, Toshio.

In: Journal of Medicinal Chemistry, Vol. 54, No. 13, 14.07.2011, p. 4918-4922.

Research output: Contribution to journalArticle

Suhara, Yoshitomo ; Watanabe, Masato ; Motoyoshi, Sayaka ; Nakagawa, Kimie ; Wada, Akimori ; Takeda, Kazuyoshi ; Takahashi, Kazuhiko ; Tokiwa, Hiroaki ; Okano, Toshio. / Synthesis of new vitamin K analogues as steroid and xenobiotic receptor (SXR) agonists : Insights into the biological role of the side chain part of vitamin K. In: Journal of Medicinal Chemistry. 2011 ; Vol. 54, No. 13. pp. 4918-4922.
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