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

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...

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Bibliographic Details
Published in:Journal of medicinal chemistry 2015-09, Vol.58 (17), p.7088-7092
Main Authors: Suhara, Yoshitomo, Hirota, Yoshihisa, Hanada, Norika, Nishina, Shun, Eguchi, Sachiko, Sakane, Rie, Nakagawa, Kimie, Wada, Akimori, Takahashi, Kazuhiko, Tokiwa, Hiroaki, Okano, Toshio
Format: Article
Language:English
Subjects:
Animals
Cell Differentiation
Mice
Multipotent Stem Cells - cytology
Multipotent Stem Cells - drug effects
Neocortex - cytology
Neural Stem Cells - cytology
Neural Stem Cells - drug effects
Neurons - cytology
Neurons - drug effects
Stereoisomerism
Structure-Activity Relationship
Vitamin K 2 - analogs & derivatives
Vitamin K 2 - chemistry
Vitamin K 2 - pharmacology
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Summary: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.
ISSN:0022-2623
1520-4804
DOI:10.1021/acs.jmedchem.5b00999