Synthesis, Biological Evaluation and Ligand Based Pharmacophore Modeling of New Aromatic Thiosemicarbazones as Potential Anticancer Agents
- 作者: Karaküçük-İyidoğan A.1, Aydınöz B.1, Taşkın-Tok T.1, Oruç-Emre E.1, Balzarini J.2
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隶属关系:
- Department of Chemistry, Gaziantep University
- Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, KU Leuven
- 期: 卷 53, 编号 2 (2019)
- 页面: 139-149
- 栏目: Article
- URL: https://journals.rcsi.science/0091-150X/article/view/245643
- DOI: https://doi.org/10.1007/s11094-019-01968-3
- ID: 245643
如何引用文章
详细
Two series of new aromatic thiosemicarbazone derivatives were synthesized by condensation of N-(4-cyanophenyl)hydrazine carbothioamide (I) and N-(4-methylsulfanylphenyl)hydrazine carbothioamide (II) with appropriate aromatic aldehydes in order to investigate their antiviral and cytostatic potency. The chemical structures of all compounds were fully characterized by elemental analysis and spectroscopic techniques. The results of the bioassays indicated that compounds Id, Ie, If and IIf proved inhibitory against influenza virus A (EC50 = 13 – 27 μg/mL for strain H1N1 and 9.3 – 18 μg/mL for strain H3N2). Compounds Ig and IIg were the most cytostatic compounds with inhibition of HeLa cell proliferation at an IC50 = 0.3 μg/mL for Ig and 1.9 μg/mL for IIg. Especially, compound Ig showed the highest cytostatic activity with IC50 of 0.30, 0.70 and 2.50 μg/mL against HeLa, CEM and L1210 cell lines, respectively. This inhibition range was within the same order of magnitude as that for cisplatin. Furthermore, molecular modeling was carried out to examine the cytostatic activity and determine the best pharmacophore model as a guide for the design and development of potential prodrugs in future studies.
作者简介
A. Karaküçük-İyidoğan
Department of Chemistry, Gaziantep University
编辑信件的主要联系方式.
Email: iyidogan@gantep.edu.tr
土耳其, Gaziantep, 27310
B. Aydınöz
Department of Chemistry, Gaziantep University
Email: iyidogan@gantep.edu.tr
土耳其, Gaziantep, 27310
T. Taşkın-Tok
Department of Chemistry, Gaziantep University
Email: iyidogan@gantep.edu.tr
土耳其, Gaziantep, 27310
E. Oruç-Emre
Department of Chemistry, Gaziantep University
Email: iyidogan@gantep.edu.tr
土耳其, Gaziantep, 27310
J. Balzarini
Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, KU Leuven
Email: iyidogan@gantep.edu.tr
比利时, Leuven, 3000