Physical Sciences and Mathematics Commons^™

Novel Nucleoside Analogues With Bases Modified With (Β-Halo)Vinyl Sulfone Or Β-Keto Sulfone As Probes To Study Rna/Dna-Proteins Interactions, Sk Md Sazzad Hossain Suzol

FIU Electronic Theses and Dissertations

The C-5 modified pyrimidine analogues are well-known anticancer and antiviral drugs which underscore further development of novel probes to study their physical, chemical, and biological properties. In my dissertation the syntheses and properties of (β-halo)vinyl sulfone and/or (β-keto)sulfone analogues of C-5 modified pyrimidine have been discussed. In the first part of the dissertion, the synthesis of 5-(β-halo)vinyl sulfones either by transition metal-catalyzed or iodine-mediated halosulfonylation reaction of 5-acetylene pyrimidine nucleosides have been explored. The novel (β-chloro/bromo/iodo)vinyl sulfones efficiently undergo addition-elimination reaction with different nucleophiles such as thiols, amines, amino acid, peptides to provide (β-substituted)vinyl sulfone analogues. The rate of these …