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Synthesis of Novel Synthetic Vitamin K Analogues Prepared by Introduction of a Heteroatom and a Phenyl Group That Induce Highly Selective Neuronal Differentiation of Neuronal Progenitor Cells.
Kimura, Kimito; Hirota, Yoshihisa; Kuwahara, Shigefumi; Takeuchi, Atsuko; Tode, Chisato; Wada, Akimori; Osakabe, Naomi; Suhara, Yoshitomo.
Afiliação
  • Kimura K; Laboratory of Organic Synthesis and Medicinal Chemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology , 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
  • Hirota Y; Laboratory of Biochemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology , 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
  • Kuwahara S; Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University , 1-1 Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai, 981-8555, Japan.
  • Takeuchi A; Analytical Laboratory, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
  • Tode C; Analytical Laboratory, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
  • Wada A; Department of Life Science for Organic Chemistry, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
  • Osakabe N; Food and Nutrition Laboratory, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology , 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
  • Suhara Y; Laboratory of Organic Synthesis and Medicinal Chemistry, Department of Bioscience and Engineering, College of Systems Engineering and Science, Shibaura Institute of Technology , 307 Fukasaku, Minuma-ku, Saitama 337-8570, Japan.
J Med Chem ; 60(6): 2591-2596, 2017 03 23.
Article em En | MEDLINE | ID: mdl-28225275
We synthesized novel vitamin K2 analogues that incorporated a heteroatom and an aromatic ring in the side chain and evaluated their effect on the selective differentiation of neuronal progenitor cells into neurons in vitro. The results showed that a menaquinone-2 analogue bearing a p-fluoroaniline had the most potent activity, which was more than twice as great as the control. In addition, the neuronal selectivity was more than 3 times greater than the control.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Vitamina K / Vitaminas / Neurogênese / Células-Tronco Neurais Limite: Animals Idioma: En Revista: J Med Chem Assunto da revista: QUIMICA Ano de publicação: 2017 Tipo de documento: Article País de afiliação: Japão País de publicação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Vitamina K / Vitaminas / Neurogênese / Células-Tronco Neurais Limite: Animals Idioma: En Revista: J Med Chem Assunto da revista: QUIMICA Ano de publicação: 2017 Tipo de documento: Article País de afiliação: Japão País de publicação: Estados Unidos