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

doi:10.1021/jm200201k

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 journal › Article › peer-review

21 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 language	English
Pages (from-to)	4918-4922
Number of pages	5
Journal	Journal of Medicinal Chemistry
Volume	54
Issue number	13
DOIs	https://doi.org/10.1021/jm200201k
Publication status	Published - 2011 Jul 14
Externally published	Yes

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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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 et al.

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

Research output: Contribution to journal › Article › peer-review

Suhara, Y, Watanabe, M, Motoyoshi, S, Nakagawa, K, Wada, A, Takeda, K, Takahashi, K, Tokiwa, H & Okano, T 2011, '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', Journal of Medicinal Chemistry, vol. 54, no. 13, pp. 4918-4922. https://doi.org/10.1021/jm200201k

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AU - Nakagawa, Kimie

AU - Wada, Akimori

AU - Takeda, Kazuyoshi

AU - Takahashi, Kazuhiko

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AU - Okano, Toshio

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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

Abstract

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