Biological evaluation of selected 3,4‐dihydro‐2(1H)‐quinoxalinones and 3,4‐dihydro‐1,4‐benzoxazin‐2‐ones: Molecular docking study

Abstract

In order to investigate new potential therapeutically active agents, we investigated the biological properties of two small libraries of quinoxalinones and 1,4-benzoxazin-2-ones. The results obtained showed that compounds 5, 9-11 have good cytotoxic activity against HeLa cells where the lowest IC value (10.46 ± 0.82 μM/mL) was measured for compound 10. Additionally, the most active compounds (5, 9-11) showed much better selectivity for MRC-5 cells (up to 17.4) compared to cisplatin. In vitro evaluation of the inhibition of the enzyme α-glucosidase showed that compounds 10 and 11 exert significant inhibition of the enzyme at 52.54 ± 0.09 and 40.09 ± 0.49 μM, respectively. Competitive experiments with ethidium bromide (EB) indicated that all tested compounds have affinity to displace EB from the EB-DNA complex through intercalation, suggesting good competition with EB (K = (3.1 ± 0.2), (5.1 ± 0.1), (5.6 ± 0.2), and (6.3 ± 0.2) × 10 M ). A molecular docking study was also performed to better understand the binding modes and to conclude the structure-activity relationships of the synthesized compounds.

Synthesis, characterization, antitumor potential, and investigation of mechanism of action of copper(ii) complexes with acylpyruvates as ligands: interactions with biomolecules and kinetic study

“…The obtained K sv constant of 7.3 × 10 3 shows that the compound binds strongly to DNA molecules through intercalation. 39 …”

Synthesis, characterization, anticancer evaluation and mechanisms of cytotoxic activity of novel 3-hydroxy-3-pyrrolin-2-ones bearing thenoyl fragment: DNA, BSA interactions and molecular docking study

“…To better understand quantitatively the magnitude of the binding strength of the compounds with CT-DNA, the quenching constant (Kq) was calculated using Sterne-Volmer equation [40] by examining the dependence of F 0 /F on [Q] (Figure 7). Quenching constant for D13 and D15, presented in Table 1, indicate that both compounds have the capability to displaced EB from the EB-DNA complex by binding to DNA through intercalation [41].…”

Synthesis and Antiviral Properties against SARS-CoV-2 of Epoxybenzooxocino[4,3-b]Pyridine Derivatives

“…It is known that α,γ-diketo acids can be used in cycle-forming reactions with N,Nand N,O-binucleophiles, such as ortho-phenylenediamine, ortho-aminophenol, or 2amino-3-hydroxypyridine, to produce 3,4-dihydroquinoxalin-2(1H)-one and 3,4-dihydro-2H-benzo[b] [1,4]oxazin-2-one. The two latter compounds are noteworthy because of their pronounced antibacterial, anti-inflammatory, and antitumor activities [27][28][29][30][31][32][33][34].…”