Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones
Publication type: Journal Article
Publication date: 2016-01-01
scimago Q2
wos Q1
SJR: 0.608
CiteScore: 6.7
Impact factor: 3.0
ISSN: 09680896, 14643391
PubMed ID:
26707844
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
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.
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Total citations:
74
Citations from 2025:
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(13.51%)
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Cihan-Üstündağ G. et al. Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones // Bioorganic and Medicinal Chemistry. 2016. Vol. 24. No. 2. pp. 240-246.
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Cihan-Üstündağ G., Gursoy E., Naesens L., Ulusoy Güzeldemirci N., Çapan G. Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones // Bioorganic and Medicinal Chemistry. 2016. Vol. 24. No. 2. pp. 240-246.
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TY - JOUR
DO - 10.1016/j.bmc.2015.12.008
UR - https://doi.org/10.1016/j.bmc.2015.12.008
TI - Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones
T2 - Bioorganic and Medicinal Chemistry
AU - Cihan-Üstündağ, Gökçe
AU - Gursoy, Elif
AU - Naesens, Lieve
AU - Ulusoy Güzeldemirci, Nuray
AU - Çapan, Gültaze
PY - 2016
DA - 2016/01/01
PB - Elsevier
SP - 240-246
IS - 2
VL - 24
PMID - 26707844
SN - 0968-0896
SN - 1464-3391
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_Cihan-Üstündağ,
author = {Gökçe Cihan-Üstündağ and Elif Gursoy and Lieve Naesens and Nuray Ulusoy Güzeldemirci and Gültaze Çapan},
title = {Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones},
journal = {Bioorganic and Medicinal Chemistry},
year = {2016},
volume = {24},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.bmc.2015.12.008},
number = {2},
pages = {240--246},
doi = {10.1016/j.bmc.2015.12.008}
}
Cite this
MLA
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Cihan-Üstündağ, Gökçe, et al. “Synthesis and antiviral properties of novel indole-based thiosemicarbazides and 4-thiazolidinones.” Bioorganic and Medicinal Chemistry, vol. 24, no. 2, Jan. 2016, pp. 240-246. https://doi.org/10.1016/j.bmc.2015.12.008.