Studies on Organic Fluorine Compounds. L. Synthesis and Biological Activity of 2α-Fluorovitamin D3

YOSHIRO KOBAYASHI; MASAKAZU NAKAZAWA; ITSUMARO KUMADAKI; TAKEO TAGUCHI; ETSUO OHSHIMA; NOBUO IKEKAWA; YOKO TANAKA; HECTOR F. DELUCA

doi:10.1248/cpb.34.1568

Studies on Organic Fluorine Compounds. L. Synthesis and Biological Activity of 2α-Fluorovitamin D₃

YOSHIRO KOBAYASHI, MASAKAZU NAKAZAWA, ITSUMARO KUMADAKI, TAKEO TAGUCHI, ETSUO OHSHIMA, NOBUO IKEKAWA, YOKO TANAKA, HECTOR F. DELUCA

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Keywords: 6β-acetoxy-2α-fluorocholestan-3-one

JOURNAL FREE ACCESS

1986 Volume 34 Issue 4 Pages 1568-1572

DOI https://doi.org/10.1248/cpb.34.1568

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Abstract

Reaction of 3, 6β-diacetoxycholest-2-ene (2) with cesium fluoroxysulfate gave 6β-acetoxy-2α-fluorocholestan-3-one (3), which was successfully converted to 2α-fluorovitamin D₃ (10). A single dose of 500 ng of 10 produced an intestinal calcium transport response and a bone calcium mobilization response in vitamin D-deficient rats equivalent to those of vitamin D₃.

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