2. Academic Validation
  3. Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones

Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones

  • Bioorg Med Chem. 2016 Jan 15;24(2):240-6. doi: 10.1016/j.bmc.2015.12.008.
Gökçe Cihan-Üstündağ 1,  Elif Gürsoy 2,  Lieve Naesens 3,  Nuray Ulusoy-Güzeldemirci 2,  Gültaze Çapan 2
Affiliations

Affiliations

  • 1 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul 34116, Turkey. Electronic address: gokcechn@istanbul.edu.tr.
  • 2 Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Istanbul University, Istanbul 34116, Turkey.
  • 3 Rega Institute for Medical Research, KU Leuven, Department of Microbiology and Immunology, B-3000 Leuven, Belgium.
PMID: 26707844 DOI: 10.1016/j.bmc.2015.12.008
Abstract

A novel series of indolylthiosemicarbazides (6a-6g) and their cyclization products, 4-thiazolidinones (7a-7g), have been designed, synthesized and evaluated, in vitro, for their Antiviral activity against a wide range of DNA and RNA viruses. Compounds 6a, 6b, 6c and 6d exhibited notable Antiviral activity against Coxsackie B4 virus, at EC50 values ranging from 0.4 to 2.1 μg/mL. The selectivity index (ratio of cytotoxic to antivirally effective concentration) values of these compounds were between 9 and 56. Besides, 6b, 6c and 6d also inhibited the replication of two Other RNA viruses, Sindbis virus and respiratory syncytial virus, although these EC50 values were higher compared to those noted for Coxsackie B4 virus. The SAR analysis indicated that keeping the free thiosemicarbazide moiety is crucial to obtain this Antiviral activity, since the cyclization products (7a-7g) did not produce any Antiviral effect.

Keywords

4-Thiazolidinone; Antiviral activity; Coxsackie B4 virus; Indole; Thiosemicarbazide.

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