EventsThe 24th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session A. General Organic Synthesis of the event The 24th International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2020
Citation
Constantin I Tanase, Constantin Draghici, Anamaria Hanganu, Lucia Pintilie, Maria Maganu, Vladimir V Zarubaev, Alexandtina Volobueva, Ekaterina Sinegubova, 1’-Homocarbocyclic Nucleoside Analogues with an Optically Active Substituted Bicyclo[2.2.1]Heptane Scaffold, in Proceedings of The 24th International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2020, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-24-08367
Share
Email
Facebook
Twitter
LinkedIn

1’-Homocarbocyclic Nucleoside Analogues with an Optically Active Substituted Bicyclo[2.2.1]Heptane Scaffold

image
Maria Maganu 2
image
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;
Abstract

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
Manuscript
In silico studies on acetylcholine receptor subunit alpha-L1 for proposal of novel insecticides against Aphis craccivora
A first attempt to identify repurposable drugs for type 2 diabetes: 3D-similarity search and molecular docking