2020
DOI: 10.1016/j.molstruc.2020.128252
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Design and syntheses of 7-nitro-2-aryl-4H-benzo[d][1,3]oxazin-4-ones as potent anticancer and antioxidant agents

Abstract: a b s t r a c tA group of new nitro substituted benzoxazinones (3a-k) were synthesized from easily available 4nitroanthranilic acid. All the synthesized compounds were characterized by FT-IR, 1 H NMR, 13 C NMR, mass spectrometry and elemental analysis. Anti-proliferative and pro-apoptotic potential of all the synthesized compounds (3a-k) was evaluated by MTT and Hoechst 33258 staining assay respectively whereas their antioxidant properties were determined via DPPH free radical scavenging assay. The most active… Show more

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Cited by 8 publications
(5 citation statements)
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“…In the current study, we decided to modify the structural framework of dihydropyridines and pyridines by introducing a range of moieties to accomplish interesting small heterocycles with a high inhibitory activity of alkaline phosphatases and cancer cell lines (HeLa and MCF-7). We have learned from our previous studies on the development of anticancer agents [ 47 , 48 , 49 , 50 , 51 , 52 , 53 ] that the potential of inhibitory activity can be enhanced through the incorporation of bulky groups with various spacers. Furthermore, pro-apoptotic behavior and cell cycle arrests were performed to assess the anticancer potential of the synthesized compounds.…”
Section: Resultsmentioning
confidence: 99%
“…In the current study, we decided to modify the structural framework of dihydropyridines and pyridines by introducing a range of moieties to accomplish interesting small heterocycles with a high inhibitory activity of alkaline phosphatases and cancer cell lines (HeLa and MCF-7). We have learned from our previous studies on the development of anticancer agents [ 47 , 48 , 49 , 50 , 51 , 52 , 53 ] that the potential of inhibitory activity can be enhanced through the incorporation of bulky groups with various spacers. Furthermore, pro-apoptotic behavior and cell cycle arrests were performed to assess the anticancer potential of the synthesized compounds.…”
Section: Resultsmentioning
confidence: 99%
“…General Procedure for Synthesis of 2-substituted-4H-benzo [d][1,3]oxazin-4-ones (3a-p) (Bari et al, 2020) To an 100 mL round bottom flask, anthranilic acid 1 (0.01 mol) and dry pyridine (30 mL) were added at room temperature with stirring. The solution was cooled to 0 • C, followed by dropwise addition of the corresponding aromatic acid chloride 2a-p (0.02 mol) in 10 mL of dry pyridine with constant stirring.…”
Section: Experimental Chemistrymentioning
confidence: 99%
“…The target compounds were synthesized according to the route depicted in Scheme 1. Anthranilic acid 1 was treated with corresponding acid chlorides (2a-p) in the presence of pyridine to form precursor heterocycle (3a-p) via literature method (Scheme 1) (Bari et al, 2020). The corresponding benzoxazinones were refluxed in excess of hydrazine hydrate to furnish the 3-Amino-2-aryl quinazolin-4(3H)-ones (4a-p) in SCHEME 1 | Synthesis of quinazolinone derivatives.…”
Section: Chemistrymentioning
confidence: 99%
“…Modification can be proceeded either by modifying the functional group of nanoparticle or by attaching the functional group of nanoparticles with some coupling agents [23]. Different functional groups and sometimes polymers are also coated over enzyme surface which offer functional stability of enzyme activity [24].…”
Section: Enzymes Immobilization Methodsmentioning
confidence: 99%