Antiviral and antischistosomal evaluation of newly synthesized thioglycosides and their acyclic analogues.
The pyrimidine thione derivatives 2a-d were prepared by the reaction of thiourea, ethyl cyanoacetate and several aromatic aldehydes. The acyclic thioglycosides 4a-7d were prepared by the reaction of the synthesized pyrimidine thiones 2a-d with different alkyl halides, whereas the reaction of 2a-d with 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl bromide afforded the cyclic thioglycosides 8a-d whose deprotection afforded 9a-d. The obtained compounds were tested for their antischistosomal and antiviral activity against hepatitis B virus (HBV). Compounds 5a, 5d, 7a showed high activity against HBV using the MTT assay; moreover compounds 5c, 6d, 7a, 9a, 9c exhibited high activity as antischistosomal agents.
Srour
Aladdin M
AM
Therapeutical Chemistry Department, National Research Centre, Cairo, Egypt. dr_aladdinms@yahoo.com
Ismail
Abd El-Hamid A
Ael-H
El-Kosy
Salah M
SM
Zeid
Ibrahim E
IE
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006528:Carcinoma, Hepatocellular; D045744:Cell Line, Tumor / Q000187:drug effects; D004797:Enzyme-Linked Immunosorbent Assay; D006801:Humans; D019259:Lamivudine / Q000494:pharmacology; D008113:Liver Neoplasms; D011743:Pyrimidines / Q000138:chemical synthesis / Q000494:pharmacology; D012550:Schistosoma mansoni / Q000187:drug effects; D012556:Schistosomicides / Q000138:chemical synthesis* / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013865:Thioglycosides / Q000138:chemical synthesis* / Q000494:pharmacology; D013871:Thiones / Q000138:chemical synthesis / Q000494:pharmacology
D000998:Antiviral Agents; D011743:Pyrimidines; D012556:Schistosomicides; D013865:Thioglycosides; D013871:Thiones; D019259:Lamivudine