Study on structure–activity relationship of vitamin K derivatives: Conversion of the naphthoquinone part into another aromatic ring and evaluation of their neuronal differentiation-inducing activity

Hiroshi Yoshimura, Yoshihisa Hirota, Seiya Soda, Mayu Okazeri, Yuta Takagi, Atsuko Takeuchi, Chisato Tode, Maya Kamao, Naomi Osakabe, Yoshitomo Suhara

Research output: Contribution to journalArticlepeer-review

Abstract

We synthesized novel vitamin K derivatives by converting the naphthoquinone group to benzene derivatives and benzoquinone. We evaluated their neuronal differentiation activities to investigate the effect of the quinone moiety on this process. We observed that the 1,4-quinone as well as the side chain part play important roles in neuronal differentiation. We also performed QSAR analysis to predict the compounds which would have higher differentiation activity.

Original languageEnglish
Article number127059
JournalBioorganic and Medicinal Chemistry Letters
Volume30
Issue number8
DOIs
Publication statusPublished - 2020 Apr 15

Keywords

  • Neural differentiation
  • Neuron
  • Structure-activity relationship
  • Vitamin K

ASJC Scopus subject areas

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

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