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1’-Homocarbocyclic Nucleoside Analogues with an Optically Active Substituted Bicyclo[2.2.1]Heptane Scaffold
Constantin I Tanase * 1 , Constantin Draghici 2 , Anamaria Hanganu 2 , Lucia Pintilie 3 , Maria Maganu 2 , Vladimir V Zarubaev 4 , Alexandtina Volobueva 4 , Ekaterina Sinegubova 4
1  National Institute for Chemical-Pharmaceutical Research and Development-ICCF, Department bioactive substances and pharmaceutical technologies . Bucharest-3, 031299, Vitan 112, Romania.
2  Organic Chemistry Center “C.D.Nenitescu”, 202 B Splaiul Independentei, 060023 Bucharest, Romania
3  National Institute for Chemical-Pharmaceutical Research and Development-ICCF Bucharest, Romania
4  Department of Virology, Pasteur Institute of Epidemiology and Microbiology, 197101 St. Petersburg, Russia;


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.

Keywords: Carbocycli nucleosides, Mitsunobu reaction, bicyclo[2.2.0]heptane scafold; molecular docking, antiviral activity