Practical synthesis and evaluation of the biological activities of 1α, 25-dihydroxyvitamin D3 antagonists, 1α, 25-dihydroxyvitamin D3-26, 23-lactams. Designed on the …

…, J Namekawa, S Ishizuka, K Takenouchi…

Index: Nakano, Yusuke; Kato, Yuko; Imai, Keisuke; Ochiai, Eiji; Namekawa, Jun-Ichi; Ishizuka, Seiichi; Takenouchi, Kazuya; Tanatani, Aya; Hashimoto, Yuichi; Nagasawa, Kazuo Journal of Medicinal Chemistry, 2006 , vol. 49, # 8 p. 2398 - 2406

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Citation Number: 33

Abstract

A practical synthetic route to novel vitamin D antagonists of DLAM (1α, 25-dihydroxyvitamin D3-26, 23-lactam) was developed from vitamin D2 via the 1, 3-dipolar cycloaddition reaction as a key step. Six DLAM derivatives (24 compounds) with a variety of nitrogen substituents and stereochemistries at C23 and C25 were synthesized. Among these new derivatives,(23 S, 25 S)-DLAM isomers bound effectively to VDRs and showed antagonistic activity in the ...