626200-83-7Relevant academic research and scientific papers
Concise synthesis and biological activities of 2α-alkyl- and 2α-(ω-hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D 3
Honzawa, Shinobu,Suhara, Yoshitomo,Nihei, Ken-Ichi,Saito, Nozomi,Kishimoto, Seishi,Fujishima, Toshie,Kurihara, Masaaki,Sugiura, Takayuki,Waku, Keizo,Takayama, Hiroaki,Kittaka, Atsushi
, p. 3503 - 3506 (2007/10/03)
We found a concise route to the Trost A-ring precursor enyne for synthesizing 2α-alkylated 1α,25-dihydroxyvitamin D3 (1) from D-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.
