Cytotoxic homoleptic Ti(iv) compounds of ONO-type ligands: synthesis, structures and anti-cancer activity

Abstract

Reacting variously substituted dianionic tridentate ONO-type acylhydrazone ligands with titanium(iv) tetra(isopropoxide) gave a new class of eight homoleptic titanium(iv) compounds showing exceptional stability and promising cytotoxicity.

Tripodal O‐N‐O Bis‐Phenolato Amine Titanium(IV) Complexes Show High in vitro Anti‐Cancer Activity

“…We suspect 3c of being less soluble in aqueous media leading to reduced activity. Our results show that Ti(IV) complexes 3b–f are among the most active reported in the literature and that this activity is strongly dependent on the ligand structure. While 3b is the most potent compound, 3d showed good activity with GI 50 values of 2 µM and 3 µM against MCF‐7 and HCT‐116 cell lines respectively (Figure A–B and Table ).…”

“…Thus, correlation of the observed cellular outcomes to a particular titanium species becomes difficult. With the aim of slowing down and controlling such hydrolysis events Tshuva has introduced polydentate phenolato ligands of type L A and L B (Scheme ) , . We became intrigued as to why the related ligand cores L C , after coordination to titanium(IV), had not been trialled in anti‐cancer studies (even though examples of such complexes have been known in the fields of coordination chemistry and catalysis since 1970s) .…”

Titanium complexes bearing 2,6‐bis(o‐hydroxyalkyl)pyridine ligands in vitro cytotoxicity against triple‐negative breast‐cancer cells

“…2,6-Dimethylpyridine, acetone, N,N,N 0 ,N 0 ,-tertamethylethylenediamine, n-buty llithium, and titanium (IV) isopropoxide were purchased from Sigma-Aldrich. 1 H and 13 C NMR spectra were recorded on a Varian Gemini2000-200 (200 MHz for 1 H and 50 MHz for 13 C) spectrometer with chemical shifts given in ppm from the internal TMS or center line of CDCl 3 . Microanalyses were performed using a Heraeus CHN-O-RAPID instrument.…”

“…Therefore, nonplatinum metal complexes have been developed to replace platinum-based complexes. Among these nonplatinum complexes, Ti complexes [3][4][5][6][7][8][9][10][11][12][13][14][15] exhibit considerable antitumor activity as shown in Figure 1.…”

Synthesis and PAMPA Permeability Assay of New Sulfonyl Hydrazone Derivatives

“…In this sense, in the study of Segretti et al, the proposed scaffold was based on the chemical structure of a sulfonamide and an acyl hydrazone. It should be noted that acyl hydrazone is also a class of compounds well known in the area of medicinal chemistry, since it has many biological activities such as antidiabetics [12], antitumor [13] [14], antileishmania [15], among others. That is, Segretti and collaborators started from two compounds with notorious biological activity to plan another compound of a new class-the sulfonyl hydrazones [16].…”