Azido ribonucleosides were synthesized via Appel reaction for effective uses as antimicrobial and antiviral drugs. As confirmed by X-ray crystallography, Appel reaction provided a convenient method for the synthesis of 3',5'-bromo nucleoside with the desired xylofuranosyl configuration. The halogenated nucleosides were then converted into 3',5'-azido ribonucleoside analogues with the correct stereochemistry. The same route was also applied to synthesize the 5'-azido nucleosides. Structures of the synthesized molecules were confirmed by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and ESI HRMS. These targeted molecules were tested for antimicrobial activity on various gram-positive and gram-negative bacteria, and inhibition of bacterial growth by several analogues was observed. These novel nucleosides will make way for possible antiviral drugs as well as create the baseline for assembly of modified therapeutic nucleic acids, for example guanidinium-linkage RNA.

Convenient synthesis of azido ribonucleosides as antimicrobial and antiviral agents

251st National Meeting (2016)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.