Preparation and Biological Activity of 24-Epi-26, 26, 26, 27, 27, 27-hexafluoro-1α, 25-dihydroxyvitamin D2

Katsuhiko ISEKI; Satoshi OISHI; Hiromi NAMBA; Takeo TAGUCHI; Yoshiro KOBAYASHI

doi:10.1248/cpb.43.1897

Preparation and Biological Activity of 24-Epi-26, 26, 26, 27, 27, 27-hexafluoro-1α, 25-dihydroxyvitamin D₂

Katsuhiko ISEKI, Satoshi OISHI, Hiromi NAMBA, Takeo TAGUCHI, Yoshiro KOBAYASHI

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Keywords: vitamin D, fluorinated vitamin D analog, calcium regulation, 1α, 25-dihydroxyvitamin D₃

JOURNAL FREE ACCESS

1995 Volume 43 Issue 11 Pages 1897-1901

DOI https://doi.org/10.1248/cpb.43.1897

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Abstract

A new fluorinated analog of vitamin D₂, 24-epi-26, 26, 26, 27, 27, 27-hexafluoro-1α, 25-dihydroxyvitamin D₂, was efficiently synthesized starting from (R)-4-isopropyl-3-propionyl-2-oxazolidinone with high stereochemical control.In all four physiological test systems, the fluorinated vitamin D₂ analog was found to be slightly less active than 1α, 25-dihydroxyvitamin D₃.

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