Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs

Daisuke Sawada, Yuya Tsukuda, Hiroshi Saito, Ken Ichiro Takagi, Kyouhei Horie, Eiji Ochiai, Kazuya Takenouchi, Atsushi Kittaka

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

We synthesized the 4-hydroxy and 4-methoxy analogs of active vitamin D3 (1α,25(OH)2D3, 1) and its C14-epimer with the previtamin D3 form of 14-epi-1α,25(OH)2preD3 (14-epi-pre1). Their vitamin D receptor (VDR) binding affinity and osteocalcin promoter transactivation activity in HOS cells were evaluated, and had lower activity than the natural hormone (1) and 14-epi-pre1, respectively.

Original languageEnglish
Pages (from-to)1431-1433
Number of pages3
JournalChemical and Pharmaceutical Bulletin
Volume57
Issue number12
DOIs
Publication statusPublished - Dec 2009
Externally publishedYes

Fingerprint

Calcitriol Receptors
Cholecalciferol
Osteocalcin
Vitamin D
Transcriptional Activation
Hormones
previtamin D(3)

Keywords

  • C4-modified seco-steroid
  • Osteocalcin
  • Previtamin D
  • Vitamin D receptor
  • Vitamin D

ASJC Scopus subject areas

  • Drug Discovery
  • Chemistry(all)

Cite this

Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs. / Sawada, Daisuke; Tsukuda, Yuya; Saito, Hiroshi; Takagi, Ken Ichiro; Horie, Kyouhei; Ochiai, Eiji; Takenouchi, Kazuya; Kittaka, Atsushi.

In: Chemical and Pharmaceutical Bulletin, Vol. 57, No. 12, 12.2009, p. 1431-1433.

Research output: Contribution to journalArticle

Sawada, D, Tsukuda, Y, Saito, H, Takagi, KI, Horie, K, Ochiai, E, Takenouchi, K & Kittaka, A 2009, 'Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs', Chemical and Pharmaceutical Bulletin, vol. 57, no. 12, pp. 1431-1433. https://doi.org/10.1248/cpb.57.1431
Sawada, Daisuke ; Tsukuda, Yuya ; Saito, Hiroshi ; Takagi, Ken Ichiro ; Horie, Kyouhei ; Ochiai, Eiji ; Takenouchi, Kazuya ; Kittaka, Atsushi. / Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs. In: Chemical and Pharmaceutical Bulletin. 2009 ; Vol. 57, No. 12. pp. 1431-1433.
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