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

doi:10.1248/cpb.57.1431

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 journal › Article

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 language	English
Pages (from-to)	1431-1433
Number of pages	3
Journal	Chemical and Pharmaceutical Bulletin
Volume	57
Issue number	12
DOIs	https://doi.org/10.1248/cpb.57.1431
Publication status	Published - Dec 2009
Externally published	Yes

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

Sawada, D., Tsukuda, Y., Saito, H., Takagi, K. I., Horie, K., Ochiai, E., ... Kittaka, A. (2009). Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs. Chemical and Pharmaceutical Bulletin, 57(12), 1431-1433. https://doi.org/10.1248/cpb.57.1431

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 journal › Article

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 D, Tsukuda Y, Saito H, Takagi KI, Horie K, Ochiai E et al. Synthesis and biological evaluation of 4-substituted vitamin D and 14-epi-previtamin D analogs. Chemical and Pharmaceutical Bulletin. 2009 Dec;57(12):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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10.1248/cpb.57.1431