New benzenesulphonohydrazide derivatives as potential antitumour agents

Abstract

Cancer treatment remains a serious challenge worldwide. Thus, finding novel antitumour agents is of great importance. In the present study, nine new benzenesulphonohydrazide derivatives (1-9) were synthesized, and the chemical structures of the obtained compounds were confirmed by spectral analysis methods, including IR, 1 H nuclear magnetic resonance (NMR) and 13 C NMR. Experimental lipophilicity values were established using reversed phase-high performance thin layer chromatography. The antiproliferative activity of the synthesized compounds was tested against three tumour cell lines (769-P, HepG2 and NCI-H2170) and one normal cell line (Vero). Among the newly developed molecules, compound 4 exhibited generally the highest cytotoxicity across all tumour cell lines, and it was highly selective. However, higher selectivity towards the tested cancer cell lines was observed using compound 2, when compared with compound 4, which also exhibited significant antiproliferative activity against these tumour cells. In 769-P cells, compounds 5 and 6 were the most selective among all tested compounds. Compound 5 exhibited high cytotoxicity with an estimated IC 50 value of 1.94 µM. In the NCI-H2170 cell line, compound 7 was the most cytotoxic and the most selective. In brief, the combination of fluorine and bromine substituents at the phenyl ring showed the most promising results, exerting high cytotoxicity and selectivity towards cancer cells. The renal adenocarcinoma cell line (769-P) appeared to be the most sensitive to the anticancer properties of the novel benzenesulphonohydrazones.

Design and synthesis of novel ureido and thioureido conjugated hydrazone derivatives with potent anticancer activity

“…In addition, in the HT-29 colon tumors, the anti-angiogenic and anti-proliferative properties of sorafenib have also been demonstrated [ 54 , 55 ]. On the other hand, hydrazide-hydrazones have shown a remarkable antiproliferative activity against a panel of cancer cells including liver and colon cancers [ 56 ]. These findings motivated us to direct our efforts towards developing potent anti-cancer compounds by hybridization of the two pharmacophores urea and hydrazide.…”

Novel N-Acyl Hydrazone Compounds as Promising Anticancer Agents: Synthesis and Molecular Docking Studies

“…Today, one of the main causes of death worldwide is cancer, which develops when one or more cells from a certain tissue in the body deviate from their usual properties and multiply uncontrollably. 1,2 According to the findings of recent studies, female breast cancer is the most commonly diagnosed cancer, with 11.7% of cases and 6.9% of all cancer deaths, followed by lung (11.4%), colorectal (10.0%), prostate (7.3%), and stomach (5.6%) cancers. 3,4 In recent years, intensive studies have been carried out around the world for the development of new drugs that can act against cancer.…”

Synthesis, antioxidant, and anticholinesterase activities of novel N‐arylsulfonyl hydrazones bearing sulfonate ester scaffold

“…[ 36,37 ] Sulfonyl hydrazone derivatives have been among the group of compounds frequently used for the discovery of new molecules of biological importance in recent years. It has been determined that these compounds show a wide range of pharmacological properties such as antibacterial [ 38 ] , antioxidant [ 39 ] , anticancer [ 40 ] , antidepressant properties [ 41 ] , and anticholinesterase activity against AD [ 42 ] (Figure 1).…”