The difference between 14-epi-previtamin D 3 and 14-epi-19-norprevitamin D 3

Their synthesis and binding affinity for human VDR

Daisuke Sawada, Tomoyuki Katayama, Yuya Tsukuda, Nozomi Saito, Hiroshi Saito, Shinji Kakuda, Midori Takimoto-Kamimura, Kazuya Takenouchi, Atsushi Kittaka

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The synthesis of 14-epi-1α,25(OH) 2previtamin D 3, 14-epi-19-nor-1α,25(OH) 2previtamin D 3, and their 2-substituted analogs is described. The vitamin D receptor (VDR) binding affinity was further evaluated and 2α-methyl substituted 14-epi-1α,25(OH) 2previtamin D 3 had 17-fold more potent affinity than 14-epi-1α25(OH) 2previtamin D 3. In the comparison of these compounds, the effects of thermal equilibrium, with or without 19-carbon at the A-ring, and their CD-ring structures are discussed.

Original languageEnglish
Pages (from-to)319-326
Number of pages8
JournalAnticancer Research
Volume32
Issue number1 PART 2
Publication statusPublished - Jan 2012
Externally publishedYes

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Calcitriol Receptors
Carbon
Hot Temperature
previtamin D(3)

Keywords

  • 14-Epi-19-norprevitamin D
  • 14-Epi-previtamin D
  • VDR binding affinity

ASJC Scopus subject areas

  • Cancer Research
  • Oncology

Cite this

Sawada, D., Katayama, T., Tsukuda, Y., Saito, N., Saito, H., Kakuda, S., ... Kittaka, A. (2012). The difference between 14-epi-previtamin D 3 and 14-epi-19-norprevitamin D 3: Their synthesis and binding affinity for human VDR. Anticancer Research, 32(1 PART 2), 319-326.

The difference between 14-epi-previtamin D 3 and 14-epi-19-norprevitamin D 3 : Their synthesis and binding affinity for human VDR. / Sawada, Daisuke; Katayama, Tomoyuki; Tsukuda, Yuya; Saito, Nozomi; Saito, Hiroshi; Kakuda, Shinji; Takimoto-Kamimura, Midori; Takenouchi, Kazuya; Kittaka, Atsushi.

In: Anticancer Research, Vol. 32, No. 1 PART 2, 01.2012, p. 319-326.

Research output: Contribution to journalArticle

Sawada, D, Katayama, T, Tsukuda, Y, Saito, N, Saito, H, Kakuda, S, Takimoto-Kamimura, M, Takenouchi, K & Kittaka, A 2012, 'The difference between 14-epi-previtamin D 3 and 14-epi-19-norprevitamin D 3: Their synthesis and binding affinity for human VDR', Anticancer Research, vol. 32, no. 1 PART 2, pp. 319-326.
Sawada, Daisuke ; Katayama, Tomoyuki ; Tsukuda, Yuya ; Saito, Nozomi ; Saito, Hiroshi ; Kakuda, Shinji ; Takimoto-Kamimura, Midori ; Takenouchi, Kazuya ; Kittaka, Atsushi. / The difference between 14-epi-previtamin D 3 and 14-epi-19-norprevitamin D 3 : Their synthesis and binding affinity for human VDR. In: Anticancer Research. 2012 ; Vol. 32, No. 1 PART 2. pp. 319-326.
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