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Paper | Regular issue | Vol 81, No. 12, 2010, pp.2817-2830
Published online, 25th October, 2010
DOI: 10.3987/COM-10-12069
Synthesis of Two Estradiol-Imidazole C-Ribonucleoside Hybrid Compounds Exhibiting Inhibitory Effects against Type 1 17β-Hydroxysteroid Dehydrogenase

Shinya Harusawa,* Chihiro Kojima, Kensuke Fujii, Yuusaku Yamashita, Tomoya Tanaka, Lisa Araki, Toshinobu Yoshimura, Minoru Sakaguchi, Yoshihide Usami, and Masanori Takaoka

*Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan


Novel estradiol-imidazole C-nucleoside hybrid compounds 4a and 4b, which have C4-linked C0- and C2-imidazole ribonucleosides as adenosine mimics and amide bond linkers, were designed and synthesized based on EM-1745, an inhibitor of type 1 17β-hydroxysteroid dehydrogenase (17β-HSD1). Compounds 4a and 4b were also tested as enzyme inhibitors.