Synthesis, antibacterial and antiproliferative potential of some new 1-pyridinecarbonyl-4-substituted thiosemicarbazide derivatives

Abstract

In this study, the antibacterial, cytotoxic and antiproliferative activities of novel thiosemicarbazide derivatives were assessed. Our results demonstrated that some of the novel compounds possess good antibacterial properties against Staphylococcus epidermidis, Streptococcus mutans and Streptococcussanguinis and are only slightly cytotoxic; thus, they exhibit an excellent therapeutic index, which is higher than that of ethacridine lactate. Moreover, our data showed that compounds 2 and 4 have an antiproliferative activity against human breast adenocarcinoma and human hepatocellular carcinoma cell lines. We expect that the novel thiosemicarbazide derivatives can be used as agents for treatment of dental caries and also for chemotherapy support.Electronic supplementary materialThe online version of this article (doi:10.1007/s00044-016-1599-6) contains supplementary material, which is available to authorized users.

2,4-Dichlorophenoxyacetic Thiosemicarbazides as a New Class of Compounds against Stomach Cancer Potentially Intercalating with DNA

“…The title compounds were obtained by reacting 2,4-dichlorophenoxyacetic hydrazide with 1naphthylisothiocyanate (1) and 1,4-phenylene diisothiocyanate (2). The reactions were carried out in methanol in accordance with the procedures developed in our laboratory [12]. Structures of the obtained compounds ( Figure 1) were determined by 1 H and 13 The relative MKN74 gastric cancer cells viability treated with compound 1 or 2 for 24h determined by MTT assay.…”

“…Our research focuses for a long time on searching for novel compounds with anticancer activity [10][11][12][13]. In particular, we focus on thiosemicarbazides as a privileged scaffold in medicinal chemistry, displaying a wide range of activities, i.e., antibacterial, antifungal, antioxidant [14][15][16][17][18], and anticancer activity [17][18][19].…”

QSAR Analysis for Antioxidant Activity of Dipicolinic Acid Derivatives

“…[37]. Although model (3) implies that molecules with enhanced values of TPSA have higher antioxidant activity, these molecules could poorly penetrate through the cell membranes [15,38]. According the data presented in Supplementary File 1, value of TPSA for the most active compound (30) is larger (124.44) than for the least active (17) (114.27).…”

“…It explains weak antioxidant activity of compounds with Br (16) and Cl atoms (14,15). Descriptor IVDE is mean information content on the vertex degree equality [24].…”

“…It was discovered that a series of substituted mono-and bis-dipicolinic derivatives possessed antimicrobial and antioxidant activities [12][13][14][15]. In our previous work, we have reported synthesis of Schiff bases [16] and heterocyclic compounds [17] derived from DPA.…”