Synthetic Studies of Vitamin D Analogs. XXIV. Synthesis of Active Vitamin D3 Analogs Substituted at the 2β-Position and Their Preventive Effects on Bone Mineral Loss in Ovariectomized Rats

Yoshiyuki ONO; Hiroyoshi WATANABE; Ayako SHIRAISHI; Satoshi TAKEDA; Yoshinobu HIGUCHI; Katsuhiko SATO; Naoko TSUGAWA; Toshio OKANO; Tadashi KOBAYASHI; Noboru KUBODERA

doi:10.1248/cpb.45.1626

Synthetic Studies of Vitamin D Analogs. XXIV. Synthesis of Active Vitamin D₃ Analogs Substituted at the 2β-Position and Their Preventive Effects on Bone Mineral Loss in Ovariectomized Rats

Yoshiyuki ONO, Hiroyoshi WATANABE, Ayako SHIRAISHI, Satoshi TAKEDA, Yoshinobu HIGUCHI, Katsuhiko SATO, Naoko TSUGAWA, Toshio OKANO, Tadashi KOBAYASHI, Noboru KUBODERA

Author information

Yoshiyuki ONO
Hiroyoshi WATANABE
Ayako SHIRAISHI
Satoshi TAKEDA
Yoshinobu HIGUCHI
Katsuhiko SATO
Naoko TSUGAWA
Toshio OKANO
Tadashi KOBAYASHI
Noboru KUBODERA
Author's Organization：
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,
Department of Hygienic Science, Kobe Pharmaceutical University
Department of Hygienic Science, Kobe Pharmaceutical University
Department of Hygienic Science, Kobe Pharmaceutical University
Fuji Gotemba Research Laboratories, Chugai Pharmaceutical Co., Ltd.,

Keywords: vitamin D₃ analog, 1α, 25-dihydroxyvitamin D₃, 1α-hydroxyvitamin D₃, 1α, 25-dihydroxy-2β-(3-hydroxy-propoxy)vitamin D₃, ED-71, ovariectomized rat

JOURNAL FREE ACCESS

1997 Volume 45 Issue 10 Pages 1626-1630

DOI https://doi.org/10.1248/cpb.45.1626

Details

Abstract

Analogs related to 1α, 25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D₃ (ED-71)(4), oxa-type and carba-type analogs of vitamin D₃ bearing substituents at the 2β-position of 1α, 25-dihydroxyvitamin D₃ (1), were synthesized from the α-epoxides (6 and 13). Three analogs, ED-71 (4) and two carba-type analogs (16 and 26), showed potent preventive effects on bone mineral loss in pre-osteoporosis model rats. ED-71 (4) was concluded to be an optimized analog and a promising candidate for the treatment of osteoporosis.

Corresponding author

Register with J-STAGE for free!