Syntheses and biological evaluation of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues

Yoshitomo Suhara, Ken Ichi Nihei, Hirokazu Tanigawa, Toshie Fujishima, Katsuhiro Konno, Kimie Nakagawa, Toshio Okano, Hiroaki Takayama

Research output: Contribution to journalArticle

64 Citations (Scopus)

Abstract

Novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues were efficiently synthesized and their biological activities were evaluated. 2α-Methyl-1α25-dihydroxyvitamin D3 (2), whose unique biological activities were previously reported, was modified to 2α-alkyl (ethyl and propyl) and 2α-hydroxyalkyl (hydroxymethyl, hydroxyethyl, and hydroxypropyl) analogues 3-7 by elongation of the alkyl chain and/or introduction of a terminal hydroxyl group. 2α-Hydroxypropyl-1α,25-dihydroxyvitamin D3 (7) exhibited an exceptionally potent calcium-regulating effect and a unique activity profile. (C) 2000 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)1129-1132
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume10
Issue number10
DOIs
Publication statusPublished - 2000 May 15
Externally publishedYes

Fingerprint

Calcitriol
Bioactivity
Hydroxyl Radical
Elongation
Calcium
2-hydroxypropyl-1,25-dihydroxyvitamin D3
dihydroxy-vitamin D3

ASJC Scopus subject areas

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

Cite this

Syntheses and biological evaluation of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues. / Suhara, Yoshitomo; Nihei, Ken Ichi; Tanigawa, Hirokazu; Fujishima, Toshie; Konno, Katsuhiro; Nakagawa, Kimie; Okano, Toshio; Takayama, Hiroaki.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 10, No. 10, 15.05.2000, p. 1129-1132.

Research output: Contribution to journalArticle

Suhara, Y, Nihei, KI, Tanigawa, H, Fujishima, T, Konno, K, Nakagawa, K, Okano, T & Takayama, H 2000, 'Syntheses and biological evaluation of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues', Bioorganic and Medicinal Chemistry Letters, vol. 10, no. 10, pp. 1129-1132. https://doi.org/10.1016/S0960-894X(00)00189-X
Suhara, Yoshitomo ; Nihei, Ken Ichi ; Tanigawa, Hirokazu ; Fujishima, Toshie ; Konno, Katsuhiro ; Nakagawa, Kimie ; Okano, Toshio ; Takayama, Hiroaki. / Syntheses and biological evaluation of novel 2α-substituted 1α,25-dihydroxyvitamin D3 analogues. In: Bioorganic and Medicinal Chemistry Letters. 2000 ; Vol. 10, No. 10. pp. 1129-1132.
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