Synthetic Studies of Vitamin D Analogues. XIV. Synthesis and Calcium Regulating Activity of Vitamin D3 Analogues Bearing a Hydroxyalkoxy Group at the 2β-Position

Katsuhito MIYAMOTO; Eigoro MURAYAMA; Kiyoshige OCHI; Hiroyoshi WATANABE; Noboru KUBODERA

doi:10.1248/cpb.41.1111

Synthetic Studies of Vitamin D Analogues. XIV. Synthesis and Calcium Regulating Activity of Vitamin D₃ Analogues Bearing a Hydroxyalkoxy Group at the 2β-Position

Katsuhito MIYAMOTO, Eigoro MURAYAMA, Kiyoshige OCHI, Hiroyoshi WATANABE, Noboru KUBODERA

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Keywords: vitamin D₃ analogue, 1α, 25-dihydroxyvitamin D₃, ED-71, plasma calcium level, 3-hydroxypropoxy substituent, 2β-position

JOURNAL FREE ACCESS

1993 Volume 41 Issue 6 Pages 1111-1113

DOI https://doi.org/10.1248/cpb.41.1111

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Abstract

Four vitamin D₃ analogues (7a, 7b, 7c and 7d) bearing a hydroxyalkoxy group at the 2β-position were synthesized from the α-epoxide (5). The C-3 analogue (7b) showed the highest potency for elevating plasma calcium levels in rats. Furthermore, the 25-hydroxylated C-3 analogue (ED-71) (3), prepared from the 25-hydroxylated α-epoxide (9), significantly increased plasma calcium to levels much higher than those in rats administered 1α, 25-(OH)₂-D₃ (1).

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