New Derivatives of 5-((1-Methyl-Pyrrol-2-yl) Methyl)-4-(Naphthalen-1-yl)-1,2,4-Triazoline-3-Thione and Its Coordination Compounds with Anticancer Activity

Abstract

A new ligand 5-((1-methyl-pyrrol-2-yl) methyl)-4-(naphthalen-1-yl)-1,2,4-triazoline-3-thione (C15) and its metal complexes with formulae: Mn(C15)Cl2MeOH (1), Fe(C15)Cl2MeOH (2), Ni(C15)Cl2MeOH (3), Cu(C15)2Cl2 (4) and Zn(C15)4Cl2 (5) have been synthesized. The C15 ligand and complexes were characterized by NMR, elemental analysis, FT-IR, EPR, magnetic and TGA studies. The anticancer activities of the organic ligand (C15) and complexes (1–5) were evaluated against human colon adenocarcinoma (HT29) and human lung (A549) cancer cell lines. The complex (1) exhibited potential activity at concentration of 794.37 μM (A549) and 654.31 μM (HT29) in both cancer cells. The complex (3) showed significant activity against the HT29 cancer cell line with an IC50 value of 1064.05 μM. This article highlights some of the metals that have become important in the development of new coordination complexes and the treatment of cancer. Additionally, for C15, the toxicity was predicted by ADMET analysis and molecular docking.

N-Substituted 2-(Benzenosulfonyl)-1-Carbotioamide Derivatives Exert Antimicrobial and Cytotoxic Effects via Aldehyde Dehydrogenase Pathway: Synthesis, In Silico and In Vitro Studies

“…All obtained compounds (WZ1-WZ4) are characterized by high absorption in the gastrointestinal tract, which makes them possibly attractive drug candidates. Their high potential against multidrug-resistant cancer cells also confirms that they do not act as a Pgp substrate [40]. Figure 3 shows the bioavailability radars for WZ1-WZ4.…”

Metal-Based Complexes in Cancer

“…Similarly, Czylkowska et al proposed a new ligand, i.e., 5-((1-methyl-pyrrol-2-yl) methyl)-4-(naphthalen-1-yl)-1,2,4-triazoline-3-thione, for the development of Mn(II), Fe(II), Ni(II), Cu(II) and Zn(II) complexes. Among these five metal-based complexes, the Mn(II)-based compounds showed the best cytotoxicity against the selected colon and lung cancer cell lines with an activity comparable to that of commercially available drugs, such as 5-fluorouracil and etoposide [ 20 ].…”