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ID: ALA1135000

Journal: Bioorg Med Chem Lett

Title: Stereoselective and improved syntheses and anticancer testing of 3'-O-silatranylthymidines.

Authors: Black CA, Ucci JW, Vorpagel JS, Mauck MC, Fenlon EE.

Abstract: A stereoselective synthesis of 3'-O-((R,R,R)-trimethylsilatranyl)thymidine (R,R,R-1) and synthesis of 3'-O-silatranylthymidine (5) via an improved silatranylation procedure using tetrakis(dimethylamino)silane are reported. Diastereomeric mixture 1 showed more activity than R,R,R-1 or 5 in a primary anticancer screen against breast, CNS, and lung cell lines; demonstrating the import of the configuration and presence, respectively, of the silatrane methyl groups for growth inhibition.

CiteXplore: 12443767

DOI: 10.1016/s0960-894x(02)00820-x