Synthetic Small Molecules Derived from Natural Vitamin K Homologues that Induce Selective Neuronal Differentiation of Neuronal Progenitor Cells

Yoshitomo Suhara; Yoshihisa Hirota; Norika Hanada; Shun Nishina; Sachiko Eguchi; Rie Sakane; Kimie Nakagawa; Akimori Wada; Kazuhiko Takahashi; Hiroaki Tokiwa; Toshio Okano

doi:10.1021/acs.jmedchem.5b00999

Synthetic Small Molecules Derived from Natural Vitamin K Homologues that Induce Selective Neuronal Differentiation of Neuronal Progenitor Cells

Yoshitomo Suhara, Yoshihisa Hirota, Norika Hanada, Shun Nishina, Sachiko Eguchi, Rie Sakane, Kimie Nakagawa, Akimori Wada, Kazuhiko Takahashi, Hiroaki Tokiwa, Toshio Okano

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

9 Citations (Scopus)

Abstract

We synthesized new vitamin K₂ analogues with ω-terminal modifications of the side chain and evaluated their selective differentiation of neuronal progenitor cells into neurons in vitro. The result of the assay showed that the menaquinone-3 analogue modified with the m-methylphenyl group had the most potent activity, which was twice as great as the control. This finding indicated that it is possible to obtain much more potent compounds with modification of the structure of vitamin K₂.

Original language	English
Pages (from-to)	7088-7092
Number of pages	5
Journal	Journal of Medicinal Chemistry
Volume	58
Issue number	17
DOIs	https://doi.org/10.1021/acs.jmedchem.5b00999
Publication status	Published - 2015 Sept 10

ASJC Scopus subject areas

Molecular Medicine
Drug Discovery

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Suhara, Y., Hirota, Y., Hanada, N., Nishina, S., Eguchi, S., Sakane, R., Nakagawa, K., Wada, A., Takahashi, K., Tokiwa, H., & Okano, T. (2015). Synthetic Small Molecules Derived from Natural Vitamin K Homologues that Induce Selective Neuronal Differentiation of Neuronal Progenitor Cells. Journal of Medicinal Chemistry, 58(17), 7088-7092. https://doi.org/10.1021/acs.jmedchem.5b00999

Suhara, Y , Hirota, Y, Hanada, N, Nishina, S, Eguchi, S, Sakane, R, Nakagawa, K, Wada, A, Takahashi, K, Tokiwa, H & Okano, T 2015, 'Synthetic Small Molecules Derived from Natural Vitamin K Homologues that Induce Selective Neuronal Differentiation of Neuronal Progenitor Cells', Journal of Medicinal Chemistry, vol. 58, no. 17, pp. 7088-7092. https://doi.org/10.1021/acs.jmedchem.5b00999

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abstract = "We synthesized new vitamin K2 analogues with ω-terminal modifications of the side chain and evaluated their selective differentiation of neuronal progenitor cells into neurons in vitro. The result of the assay showed that the menaquinone-3 analogue modified with the m-methylphenyl group had the most potent activity, which was twice as great as the control. This finding indicated that it is possible to obtain much more potent compounds with modification of the structure of vitamin K2.",

author = "Yoshitomo Suhara and Yoshihisa Hirota and Norika Hanada and Shun Nishina and Sachiko Eguchi and Rie Sakane and Kimie Nakagawa and Akimori Wada and Kazuhiko Takahashi and Hiroaki Tokiwa and Toshio Okano",

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AU - Hirota, Yoshihisa

AU - Hanada, Norika

AU - Nishina, Shun

AU - Eguchi, Sachiko

AU - Sakane, Rie

AU - Nakagawa, Kimie

AU - Wada, Akimori

AU - Takahashi, Kazuhiko

AU - Tokiwa, Hiroaki

AU - Okano, Toshio

PY - 2015/9/10

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AB - We synthesized new vitamin K2 analogues with ω-terminal modifications of the side chain and evaluated their selective differentiation of neuronal progenitor cells into neurons in vitro. The result of the assay showed that the menaquinone-3 analogue modified with the m-methylphenyl group had the most potent activity, which was twice as great as the control. This finding indicated that it is possible to obtain much more potent compounds with modification of the structure of vitamin K2.

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Synthetic Small Molecules Derived from Natural Vitamin K Homologues that Induce Selective Neuronal Differentiation of Neuronal Progenitor Cells

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