Author/Authors :
Shinobu Honzawa، نويسنده , , Yoshitomo Suhara، نويسنده , , Ken-ichi Nihei، نويسنده , , Nozomi Saito، نويسنده , , Seishi Kishimoto، نويسنده , , Toshie Fujishima، نويسنده , , Masaaki Kurihara، نويسنده , , Takayuki Sugiura، نويسنده , , Keizo Waku، نويسنده , , Hiroaki Takayama، نويسنده , , Atsushi Kittaka، نويسنده ,
Abstract :
We found a concise route to the Trost A-ring precursor enyne for synthesizing 2α-alkylated 1α,25-dihydroxyvitamin D3 (1) from -glucose. The enynes were coupled with the 20-epi-CD ring part to study the effect of the double modification of 2α-substitution and 20-epimerization upon biological activities of 1. The novel three analogues of 2α-alkyl- and four analogues of 2α-(ω-hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D3 (5b–d and 6a–d) showed higher binding affinity for vitamin D receptor (VDR) and more potent activity in induction of HL-60 cell differentiation than those of the natural hormone 1.
