Synthesis of 2α-substituted-14-epi-previtamin D3 and its genomic activity

Daisuke Sawada, Tomoyuki Katayama, Yuya Tsukuda, Nozomi Saito, Masashi Takano, Hiroshi Saito, Ken ichiro Takagi, Eiji Ochiai, Seiichi Ishizuka, Kazuya Takenouchi, Atsushi Kittaka

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)


We synthesized and isolated 2α-substituted analogs of 14-epi-previtamin D3 after thermal isomerization at 80 °C for the first time. The VDR binding affinity and transactivation activity of osteocalcin promoter in HOS cells were evaluated, and the 2α-methyl-substituted analog was found to have greater genomic activity than 14-epi-previtamin D3.

Original languageEnglish
Pages (from-to)5397-5400
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number18
Publication statusPublished - Sept 15 2009
Externally publishedYes


  • 14-Epi-previtamin D
  • Osteocalcin
  • Vitamin D
  • Vitamin D receptor

ASJC Scopus subject areas

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


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