@article{bef0f9a96f28423c9b5c8df430a7f2a8,
title = "Concise synthesis and biological activities of 2α-alkyl- and 2α-(ω-hydroxyalkyl)-20-epi-1α,25-dihydroxyvitamin D 3",
abstract = "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.",
author = "Shinobu Honzawa and Yoshitomo Suhara and Nihei, {Ken Ichi} and Nozomi Saito and Seishi Kishimoto and Toshie Fujishima and Masaaki Kurihara and Takayuki Sugiura and Keizo Waku and Hiroaki Takayama and Atsushi Kittaka",
note = "Funding Information: We are grateful to Miss Junko Shimode and Miss Maroka Kitsukawa for the spectroscopic measurements. This work has been supported by Grants-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology, Japan and in part by a grant (MF-16) from the Organization for Pharmaceutical Safety and Research.",
year = "2003",
month = oct,
day = "20",
doi = "10.1016/S0960-894X(03)00739-X",
language = "English",
volume = "13",
pages = "3503--3506",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "20",
}