Synthetic studies of vitamin D analogues. XIV. Synthesis and calcium regulating activity of vitamin D3 analogues bearing a hydroxyalkoxy group at the 2 beta-position.
Four vitamin D3 analogues (7a, 7b, 7c and 7d) bearing a hydroxyalkoxy group at the 2 beta-position were synthesized from the alpha-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 alpha-epoxide (9), significantly increased plasma calcium to levels much higher than those in rats administered 1 alpha,25-(OH)2-D3 (1).
Miyamoto
K
K
Exploratory Research Laboratories, Chugai Pharmaceutical Co., Ltd., Shizuoka, Japan.
Murayama
E
E
Ochi
K
K
Watanabe
H
H
Kubodera
N
N
D000284:Administration, Oral; D000818:Animals; D002117:Calcitriol / Q000494:pharmacology; D002118:Calcium / Q000097:blood*; D002136:Calcium, Dietary / Q000008:administration & dosage; D002762:Cholecalciferol / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D051381:Rats; D017207:Rats, Sprague-Dawley; D013056:Spectrophotometry, Ultraviolet; D014808:Vitamin D Deficiency / Q000097:blood
D002136:Calcium, Dietary; D002762:Cholecalciferol; D002117:Calcitriol; D002118:Calcium