An improved synthesis of adefovir and related analogues

• David J. Jones,
• Eileen M. O’Leary and
• Timothy P. O’Sullivan

Beilstein J. Org. Chem. 2019, 15, 801–810, doi:10.3762/bjoc.15.77

• , constituting an attractive alternative to current literature methods for accessing 6. To explore the utility of iodide 14 in the synthesis of novel antivirals, we examined its reactivity towards other 6-substituted purine nucleobase analogues (Scheme 6). Alkylation of both 6-chloropurine (22) and N6

Versatile synthesis and biological evaluation of novel 3’-fluorinated purine nucleosides

• Hang Ren,
• Haoyun An,
• Paul J. Hatala,
• William C. Stevens Jr,
• Jingchao Tao and
• Baicheng He

Beilstein J. Org. Chem. 2015, 11, 2509–2520, doi:10.3762/bjoc.11.272

• potent tumor cell growth inhibition activity at sub- or low micromolar concentration. Keywords: anticancer; 3’-fluororibonucleoside; purine nucleoside; 6-substituted purine; synthesis; Introduction Antimetabolites are extremely useful for the treatment of cancers and viral infections and are one of the

• -lines [14][15][16]. Moreover, some 6-heterocyclic substituted purine ribonucleosides also demonstrate strong antiviral activities [17]. Purine derivatives such as, 2’-β-C-methyl-6-substituted purine nucleosides exhibit promising anti-HCV activity by blocking RNA dependent RNA polymerase [18][19][20

• potent novel antiviral and anticancer therapeutics. Various fluorine-modified ribonucleoside derivatives were designed, synthesized, and tested. The preliminary results are presented herein. We utilized the structural characteristics of 3’-fluorine and 6-substituted purine nucleosides to expand their