Synthesis of a new sulfadimidine Schiff base and their nano complexes as potential anti-COVID-19 and anti-cancer activity

Abstract

The primary objective of this study was to describe the cytotoxicity on HEPG-2 cells and to study the COVID‑19 activities of the novel H2L ligand and its Cr and Cu nano-complexes. As well as exploring the chemistry of the prepared nano-complexes. In this paper novel Schiff base, N-(4, 6-dimethyl pyrimidin-2-yl)-4-(((2-hydroxyl naphthalene-1-y l) methylene) amino) benzene—sulfonamidesulfonyl) amide has been synthesized. The novel Schiff base H2L is used to synthesize novel nano and micro-complexes with CrCl2.6H2O and CuCl2.2H2O. The prepared ligand and micro complexes were interpreted by different spectroscopic techniques. The nano-sized Cr and Cu complexes were synthesized in an environmentally friendly manner using Coriandrum sativum (CS) media extract in ethanol. The structure, morphologies and particle size of the nano-sized complexes were determined using FT-IR, TEM, and PXRD. The results showed that the nano-domain complexes are on the Sub-nano scale. Furthermore, using TGA, we studied the effect of heat on the size of newly prepared nano-complexes. Experimental data were supported by DFT calculations. The findings revealed that the metal complexes investigated are more stable than the free ligand H2L. The antitumor activity was examined before and after heating the nano-complexes at 200 °C. The results reveal the Cr nano complex, after heating, exhibited strong antitumor activity with IC50 value (3.349 μg/ml). The tested Cu nano-complex shows good DNA cleavage. The liver cancer and COVID19 proteins were examined using molecular docking to identify the potential binding energy of inhibitors.

Synthesis, characterization, synergistic inhibition, and biological evaluation of novel Schiff base on 304 stainless steel in acid solution

“…The signal at δ: 7.50 ppm for NH 2 proton. In addition, the presence of morpholine and aromatic system at δ: 3.30 and 6.90 ppm 25 , respectively, indicates the purity of the prepared ligand (Fig. S1 ).…”

“…The 1 H NMR of MBT in DMSO-d6 revealed the appearance of azomethine proton at δ: 7.70 ppm 24 . The NH proton signal was observed at δ: 8.10 ppm 25 . The signal at δ: 7.50 ppm for NH 2 proton.…”

“…Furthermore, the relationships used in all of these calculations are presented previously in our publications 24 , 42 . In general, an inhibitor with a lower global hardness value and a greater softness value corresponds to high chemical reactivity and demonstrates high inhibitory efficiency 25 . Additionally, all of the Schiff base compounds' chemical potential values are negative, as shown in Table 7 , indicating that the compounds are stable.…”

Comparative investigation of derivatives of (E)-N-((E)-3-phenylallylidene)aniline: Synthesis, structural characterization, biological evaluation, density functional theory analysis, and in silico molecular docking

“…The synthesis of ( E )- N -(( E )-3-phenylallylidene)aniline Schiff bases was carried out following modified procedures described in the literature [ 60 , 61 ]. In a nutshell, cinnamaldehyde (0.5 g, 3.85 mmol, 1eq) was dissolved in 10 mL of methanol and reacted individually with the corresponding solutions of aniline derivatives (3.85 mmol, 1eq) in 10 mL of methanol.…”

Synthetic methodologies and pharmacological applications of sulphonamide containing Schiff bases and their metal complexes: A comprehensive review

“…The results revealed that the nano-complexes exhibit a greater ability to bind DNA due to their small particle size, which can also be used extensively in economic anticancer studies by the scientists (Figure 25). 36 Topala and co-workers prepared a Schiff base ligand namely N-(2-(pyridine-2-yl)ethyl)quinolone-8sulphonamide by the condensation of solid quinolone-8sulphonyl chloride with 2-(pyridine-2-yl)ethanamine at 0 • C for 1 h, followed by 2.5 h at room temperature and 2 h in an ice bath. Then the metal complexes were synthesized by refluxing the methanolic solution of metal salts (Co, Cu, Ni and Zn) with the Schiff base ligand at room temperature The in vitro antimicrobial potential was screened against P. aeruginosa, E. coli, S. aureus and C. albicans using well diffusion method and the results revealed that the Cu(II) and Ni(II) complexes exhibited greater antimicrobial potential against the respective microorganisms (Figure 29).…”