title: 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.
abstract: We synthesized novel vitamin K2analogues 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.
authors.affiliation: 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.
authors.forename: Kimito
authors.initials: K
authors.lastname: Kimura
authors.affiliation: 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.
authors.forename: Yoshihisa
authors.identifier: 0000-0002-6462-9479
authors.initials: Y
authors.lastname: Hirota
authors.affiliation: Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University , 1-1 Tsutsumidori-Amamiyamachi, Aoba-ku, Sendai, 981-8555, Japan.
authors.forename: Shigefumi
authors.initials: S
authors.lastname: Kuwahara
authors.affiliation: Analytical Laboratory, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
authors.forename: Atsuko
authors.initials: A
authors.lastname: Takeuchi
authors.affiliation: Analytical Laboratory, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
authors.forename: Chisato
authors.initials: C
authors.lastname: Tode
authors.affiliation: Department of Life Science for Organic Chemistry, Kobe Pharmaceutical University , 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.
authors.forename: Akimori
authors.initials: A
authors.lastname: Wada
authors.affiliation: 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.
authors.forename: Naomi
authors.initials: N
authors.lastname: Osakabe
authors.affiliation: 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.
authors.forename: Yoshitomo
authors.identifier: 0000-0002-4770-2910
authors.initials: Y
authors.lastname: Suhara
mesh_terms: D000814:Aniline Compounds / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D002478:Cells, Cultured; D005260:Female; D051379:Mice; D008810:Mice, Inbred C57BL; D058953:Neural Stem Cells / Q000166:cytology / Q000187:drug effects*; D055495:Neurogenesis / Q000187:drug effects*; D014812:Vitamin K / Q000031:analogs & derivatives* / Q000494:pharmacology*; D024482:Vitamin K 2 / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology; D014815:Vitamins / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000814:Aniline Compounds; D014815:Vitamins; D024482:Vitamin K 2; D014812:Vitamin K; C030814:menatetrenone; C066212:2-fluoroaniline