Open AccessAnti-Covid-19 Drug Analogues: Synthesis of Novel Pyrimidine Thioglycosides as Antiviral Agents Against SARS-COV-2 and Avian Influenza H5N1 Viruses
Author(s) -
Mamdouh A. Abu-Zaied,
Galal H. Elgemeie,
Nashwa Mahmoud
Publication year - 2021
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.1c01501
Subject(s) - pyrimidine , chemistry , thiourea , influenza a virus subtype h5n1 , stereochemistry , sodium hydride , combinatorial chemistry , virus , virology , medicinal chemistry , organic chemistry , biology
A class of pyrimidine thioglycoside analogs ( 6a-h ) were synthesized from a reaction of 2-cyano-3,3-dimercapto- N -arylacrylamide ( 2a-d ) and thiourea to produce the corresponding 4-amino-2-mercapto- N -arylpyrimidine-5-carboxamide derivatives ( 3a-d ), and stirring of compounds ( 3a-d ) with peracylated α-d- gluco - and galacto-pyranosyl bromides ( 4a,b ) in DMF-sodium hydride gave the corresponding pyrimidine thioglycosides ( 5a-h ) . Deacetylation of the pyrimidine thioglycosides via a reaction with dry NH 3 /MeOH gave the corresponding free pyrimidine thioglycosides ( 6a-h ) . The compounds have been characterized by 13 C NMR, 1 H NMR, and IR. Pharmacological evaluation of compounds 3a-d , 5a-h , and 6a-h in vitro against SARS-COV-2 and Avian Influenza H5N1 virus strains revealed that some compounds possess interesting activity.