Nucleoside Analogues: Synthesis from Strained Rings

Nucleoside Analogues: Synthesis from Strained Rings

Nucleoside analogues are widely employed as bioactive compounds against cancer and viral infections. Consequently, it is important to develop efficient synthetic methods to access them with high efficiency and structural diversity. Herein, we present a full account of our work on the synthesis of nucleoside analogues via annulations of donor acceptor aminocyclopropanes and aminocyclobutanes. Th...

Chemical Synthesis of Nucleoside Analogues Chemical Synthesis of Nucleoside Analogues

Photochemical synthesis of nucleoside analogues from cyclobutanones: bicyclic and isonucleosides.

The preparation of two nucleoside analogues are reported. Both syntheses involve a key photochemical ring-expansion of cyclobutanones to an oxacarbene and its subsequent scavenging by 6-chloropurine. The synthesis of a bicyclic (locked) purine starts from a oxabicycloheptanone with a hydroxymethyl pendant. The preparation of an isonucleoside uses a cyclobutanone with an alpha-substituted 6-chlo...

Synthesis of 1,2,3- Triazole Nucleoside Analogues

Both 1,2,3-triazoles and nucleosides have proved to be useful pharmacophores for antiviral and anticancer agents. A series of novel 1,2,3-triazole nucleoside analogues were designed and synthesized in order to find new antiviral or antitumor compounds. KEYWORD: Triazole; Nucleoside; Virus; Cancer International Conference on Industrial Technology and Management Science (ITMS 2015) © 2015. The au...

Convenient synthesis of nucleoside and isonucleoside analogues.

[reaction: see text]. A very simple methodology to stereoselectively achieve tricyclic isonucleosides (nucleobase = thymine, uracil, and 5-fluoruracil) and 3'-C-branched nucleosides (nucleobase = theophylline) was performed by means of a DBU-mediated addition process using a readily available 2-bromo sugar. The mechanism for these transformations implies the loss of both substituents at C-2 and...