Title of article
5-Aryluracils as potent GnRH antagonists—Characterization of atropisomers
Author/Authors
Liren Zhao، نويسنده , , Zhiqiang Guo، نويسنده , , Yongsheng Chen، نويسنده , , Tao Hu، نويسنده , , Dongpei Wu، نويسنده , , Yun-Fei Zhu، نويسنده , , Martin Rowbottom، نويسنده , , Timothy D. Gross، نويسنده , , Fabio C. Tucci، نويسنده , , R. Scott Struthers، نويسنده , , Qiu Xie، نويسنده , , Chen Chen، نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2008
Pages
6
From page
3344
To page
3349
Abstract
Optimization of a series of uracils bearing a 2-fluoro- or 2-chloro-3-methoxyphenyl group at the 5-position resulted in compounds such as 3d and 3f with subnanomolar binding affinity at the human GnRH receptor. While the 2-fluoro-3-methoxyphenyl compound 3a was characterized as a mixture of interchangeable atropisomers, the diastereoisomers of 2-chloro-3-methoxyphenyl analogs were separated. It was found that the aR-atropisomer was much more potent than the aS-isomer based on the X-ray crystal structure of 3h-II.
Keywords
Atropisomer , Stereoisomer , NMR , Gonadotropin-releasing hormone (GnRH) , receptor , Uracil , X-ray crystal structure
Journal title
Bioorganic & Medicinal Chemistry Letters
Serial Year
2008
Journal title
Bioorganic & Medicinal Chemistry Letters
Record number
799558
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