Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II

• Published in: Bioorganic & medicinal chemistry letters Vol. 19; no. 10; pp. 2627 - 2629
• Main Authors: Kamath, Vivekanand P., Xue, Jie, Juarez-Brambila, Jesus J.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 15.05.2009; Elsevier
• Subjects: Biological and medical sciences; Cell Proliferation; Enzyme Inhibitors - chemical synthesis; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - pharmacology; Humans; Immunomodulators; Medical sciences; Pharmacology. Drug treatments; PNP inhibitor; Purine Nucleosides - chemical synthesis; Purine Nucleosides - chemistry; Purine Nucleosides - pharmacology; Purine-Nucleoside Phosphorylase - antagonists & inhibitors; Purine-Nucleoside Phosphorylase - metabolism; Pyrimidinones - chemical synthesis; Pyrimidinones - chemistry; Pyrimidinones - pharmacology; T-cell proliferation; T-Lymphocytes - immunology; T-Lymphocytes - metabolism; PNP inhibitor; T-cell proliferation; Human; Cell proliferation; C-Nucleoside; Enzyme; Transferases; Glycosyltransferases; Enzyme inhibitor; Purine-nucleoside phosphorylase; Biological activity; Pyrrolidine derivatives; Forodesine; Hydrochlorides; Iminoalditol; T-Lymphocyte; Chemical synthesis; Pentosyltransferases
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2009.04.018

Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4). Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4).