1H-Indole-2, 3-dione 3-thiosemicarbazones Carrying a 4-sulfamoylphenyl Moiety with Selective Antiviral Activity Against Reovirus-1


Göktaş F., Duran G. N., Özbil M., Soylu-Eter Ö., KARALI N. L.

Acta Chimica Slovenica, vol.71, no.2, pp.215-225, 2024 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 71 Issue: 2
  • Publication Date: 2024
  • Doi Number: 10.17344/acsi.2023.8589
  • Journal Name: Acta Chimica Slovenica
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Central & Eastern European Academic Source (CEEAS), Chemical Abstracts Core, EMBASE, MEDLINE, Directory of Open Access Journals, DIALNET
  • Page Numbers: pp.215-225
  • Keywords: 1H-indole-2, 3-dione, antiviral activity, molecular modeling, reovirus-1, thiosemicarbazone
  • Marmara University Affiliated: Yes

Abstract

1H-Indole-2, 3-dione 3-[4-(4-sulfamoylphenyl)thiosemicarbazones] 6a-j were evaluated against para-influenza-3, reovirus-1, sindbis, coxsackie B4, and Punto Toro viruses. New 1-methyl-1H-indole-2, 3-dione 3-[4-(4-sulfamoylphenyl) thiosemicarbazones] 7a-c were synthesized to evaluate the contribution of methyl substitution at position 1 of the indole ring to antiviral activity. The test results showed that 5-trifluoromethoxy substituted compound 6c (EC50 2-9 µM) and 5-bromo substituted 6f (EC50 2-3 µM) have non-toxic selective antiviral activity, while not all standards are active against reovirus-1. Molecular docking studies of 6c and 6f were carried out to determine the possible binding positions with reovirus-1. Trifluoromethoxy and bromine substitutions at position 5 of the indole ring provided selective antiviral activity, while methyl substitution at position 1 of the indole ring significantly decreased the activity against reovirus-1 and increased toxicity.