Methyl-2-arylidene hydrazinecarbodithioates: synthesis and biological activity |
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Authors: | Manojkumar Mahapatra Umasankar Kulandaivelu Philipp Saiko Geraldine Graser Thomas Szekeres Graciela Andrei Robert Snoeck Jan Balzarini Venkatesan Jayaprakash |
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Institution: | 1346. Department of Pharmaceutical Sciences, Birla Institute of Technology, Mesra, Ranchi, Jharkhand, 835 215, India 2346. Medicinal Chemistry Research Division, Vaagdevi College of Pharmacy, Hanamkonda, Warangal, Andhra Pradesh, 506 001, India 3346. Department of Medical and Chemical Laboratory Diagnostics, General Hospital of Vienna — Medical University of Vienna, Waehringer, Guertel 18-20, A-1090, Vienna, Austria 4346. Rega Institute for Medical Research, KU Leuven, B-3000, Leuven, Belgium 5346. Valens Pharma Services, Regus Citi Centre, Level 6, Chennai Citi Centre, 10/11, Dr.Radhakrishnan Salai, Chennai, Tamil Nadu, 600 004, India
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Abstract: | Methyl-2-arylidene hydrazine-carbodithioate has not been of particular interest to researchers even though its metal complexes are extensively reported on due to their biological activity. This study examined the cytostatic and antiviral activity of twelve methyl-2-arylidene hydrazinecarbodithioates reported by many researchers as intermediates for the synthesis of thiosemicarbazides and the preparation of their metal complexes. Compounds IIc, IIi, and IIl with tridentate ligand features were found to have the lowest IC50 value (6.5 μM, ≈ 1 μM, and 0.8 μM, respectively) against HL60 human promyelocytic leukemia cells. They were also most inhibitory to human embryonic lung (HEL) fibroblast proliferation (5.3 μM, 17 μM, and 2.6 μM). Compound IIc and IIl show antiviral activity against wild-type herpes simplex virus (HSV), varicella zoster virus (VZV), and acyclovirresistant HSV; however, these activities were observed at concentrations at which the compounds also markedly inhibit HL60 and HEL cell proliferation. |
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