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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
3-[(E)-(acridin-9'-ylmethylidene)amino]-1-substituted thioureas and their biological activity
Michal Bečka1, Mária Vilková1, Othman Salem2
1Department of Organic Chemistry, Institute of Chemistry, Faculty of Science, P.J.Šafárik University, Moyzesova 11, Košice, Slovak Republic.
Abstract:
This paper describes the synthesis of a novel series of acridine thiosemicarbazones through a two-step reaction between various isothiocyanates and hydrazine followed by treatment with acridin-9-carbaldehyde. The properties of this series of seven new derivatives are studied using NMR and biochemical techniques, and the DNA-binding properties of the compounds are determined using spectrophotometric studies (UV-vis absorption, fluorescence, and circular/linear dichroism) and viscometry. The binding constants K are estimated as being in the range of 2.2 to 7.8×104M-1 and the percentage of hypochromism was found to be 22.11-49.75% (from UV-vis spectral titration). Electrophoretic experiments prove that the novel compounds demonstrate moderate inhibitory effects against Topo I activity at a concentration of 60×10-6M.
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