Synthesis of novel vitamin K derivatives with alkylated phenyl groups introduced at the ω-terminal side chain and evaluation of their neural differentiation activities

Rie Sakane, Kimito Kimura, Yoshihisa Hirota, Michiyasu Ishizawa, Yuta Takagi, Akimori Wada, Shigefumi Kuwahara, Makoto Makishima, Yoshitomo Suhara

研究成果: Article

3 引用 (Scopus)

抄録

Vitamin K is an essential cofactor of γ-glutamylcarboxylase as related to blood coagulation and bone formation. Menaquinone-4, one of the vitamin K homologues, is biosynthesized in the body and has various biological activities such as being a ligand for steroid and xenobiotic receptors, protection of neuronal cells from oxidative stress, and so on. From this background, we focused on the role of menaquinone in the differentiation activity of progenitor cells into neuronal cells and we synthesized novel vitamin K derivatives with modification of the ω-terminal side chain. We report here new vitamin K analogues, which introduced an alkylated phenyl group at the ω-terminal side chain. These compounds exhibited potent differentiation activity as compared to control.

元の言語English
ページ(範囲)4881-4884
ページ数4
ジャーナルBioorganic and Medicinal Chemistry Letters
27
発行部数21
DOI
出版物ステータスPublished - 2017 11 1

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Vitamin K
Derivatives
Vitamin K 2
Oxidative stress
Bioactivity
Coagulation
Bone
Blood
Ligands

ASJC Scopus subject areas

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

これを引用

Synthesis of novel vitamin K derivatives with alkylated phenyl groups introduced at the ω-terminal side chain and evaluation of their neural differentiation activities. / Sakane, Rie; Kimura, Kimito; Hirota, Yoshihisa; Ishizawa, Michiyasu; Takagi, Yuta; Wada, Akimori; Kuwahara, Shigefumi; Makishima, Makoto; Suhara, Yoshitomo.

:: Bioorganic and Medicinal Chemistry Letters, 巻 27, 番号 21, 01.11.2017, p. 4881-4884.

研究成果: Article

Sakane, Rie ; Kimura, Kimito ; Hirota, Yoshihisa ; Ishizawa, Michiyasu ; Takagi, Yuta ; Wada, Akimori ; Kuwahara, Shigefumi ; Makishima, Makoto ; Suhara, Yoshitomo. / Synthesis of novel vitamin K derivatives with alkylated phenyl groups introduced at the ω-terminal side chain and evaluation of their neural differentiation activities. :: Bioorganic and Medicinal Chemistry Letters. 2017 ; 巻 27, 番号 21. pp. 4881-4884.
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AU - Sakane, Rie

AU - Kimura, Kimito

AU - Hirota, Yoshihisa

AU - Ishizawa, Michiyasu

AU - Takagi, Yuta

AU - Wada, Akimori

AU - Kuwahara, Shigefumi

AU - Makishima, Makoto

AU - Suhara, Yoshitomo

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AB - Vitamin K is an essential cofactor of γ-glutamylcarboxylase as related to blood coagulation and bone formation. Menaquinone-4, one of the vitamin K homologues, is biosynthesized in the body and has various biological activities such as being a ligand for steroid and xenobiotic receptors, protection of neuronal cells from oxidative stress, and so on. From this background, we focused on the role of menaquinone in the differentiation activity of progenitor cells into neuronal cells and we synthesized novel vitamin K derivatives with modification of the ω-terminal side chain. We report here new vitamin K analogues, which introduced an alkylated phenyl group at the ω-terminal side chain. These compounds exhibited potent differentiation activity as compared to control.

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KW - Transcriptional activity

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