title: Nucleoside conjugates. 8. The preparation of 5-fluoro-2'-deoxyuridine conjugates of corticosteroids.
abstract: Three 5'-(steroid-21-phosphoryl)-5-fluoro-2'-deoxyuridines (VI-VIII) have been prepared and characterized by uv, ir, 1H-nmr, elemental analysis, chemical and enzymatic hydrolyses. These new compounds are 5-fluoro-2'-deoxyuridine conjugates of cortisol (VI), cortico-sterone (VII), and prednisolone (VIII). Besides the physical and analytical data, all of the conjugates were demonstrated to be enzymatically hydrolyzed to the corresponding steroid and 5-fluoro-2'-deoxyuridine 5'-monophosphate (III), and the latter was further shown to be hydrolyzed to 5-fluoro-2'-deoxyuridine (II) by phosphodiesterase I, 5'-nucleotidase, and acid phosphatase. However, they were shown to be resistant to hydrolysis by bacterial alkaline phosphatase.
mesh_terms: D000970:Antineoplastic Agents; D055598:Chemical Phenomena; D002621:Chemistry; D005467:Floxuridine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D005938:Glucocorticoids; D006868:Hydrolysis; D010766:Phosphorylation
chemical_list: D000970:Antineoplastic Agents; D005938:Glucocorticoids; D005467:Floxuridine