An optically active bicyclo[2.2.0]heptane fragment was introduced in the molecule of new 1’-homonucleosides on a 2- 6-chloro-amino-purine scaffold to obtain 6-substituted carbocicloc nucleozide analogues as antiviral compounds. The synthesis was realized by a Mitsunobu reaction of the base with the corresponding bicyclo[2.2.0]heptane intermediate ant then the nucleoside analogues were obtained by substitution of the 6-chlorime with selected pharmaceutically accepted amines. A molecular docking study of the compounds on influenza, HSV and low active Coronavirus was realized. Experimental screening of the compounds on the same viruses are developing and soon will be finished.
1’-Homocarbocyclic Nucleoside Analogues with an Optically Active Substituted Bicyclo[2.2.1]Heptane Scaffold
Published: 14 November 2020 by MDPI in The 24th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
Keywords: Carbocycli nucleosides, Mitsunobu reaction, bicyclo[2.2.0]heptane scafold; molecular docking, antiviral activity