Synthesis and investigation of antioxidant and antimicrobial activity of new pyrazinopyrroloazepine derivatives using Fe₃O₄/CuO/ZnO@MWCNT MNCs as organometallic nanocatalyst by new MCRs

Abstract

In this study, we synthesized pyrazinopyrroloazepine derivatives in high yields using multicomponent reactions of isatoic anhydride, N‐methylimidazole, alkyl bromides, activated acetylenic compounds, ethyl glycinate and methyl aziridine in the presence of Fe3O4/CuO/ZnO@MWCNT as a high performance catalyst in water at room temperature. The Fe3O4/CuO/ZnO@MWCNT synthesizes using Petasites hybridus rhizome water extract as a green media and moderate base. As well Fe3O4/CuO/ZnO@MWCNT MNCs show a good improvement in the yield of the product and displayed significant reusable activity. Investigation of antioxidant ability of synthesized compounds using radical trapping of diphenyl‐picrylhydrazine (DPPH) and ferric reduction power experiment is another purpose in this research. Because of having two NH groups in the synthesized compounds, these compounds shown the good antioxidant activity relative two standards. Compound 7c was shown excellent antioxidant activity. Also, the antimicrobial activity of some synthesized compounds proved by employing the disk diffusion test on gram‐positive and gram‐negative bacteria. The pyrazinopyrroloazepines 7a, 7c, 7d and 7f have the maximum effect on Escherichia coli compared with gram‐positive and gram‐negative bacteria because of good inhibition zone diameter. This procedure has some benefits such as short reaction time, product with excellent yields, simple catalyst and products separation.

Karadeniz Bölgesinde yetişen bazı yenilebilir yabani otlar ve biyoaktif özellikleri

“…Bitkinin sulu kök ekstraktından elde edilen bileşiklerin DPPH serbest radikal giderme aktivitesi ve ferrit giderme gücüne sahip olduğu tespit edilmiştir. Elde edilen bileşiklerin Staphylococcus aureus, Bacillus cereus, Escherichia coli ve Klebsiella pneumoniae karşı antimikrobiyal etki gösterdiği bilinmektedir (31,(32)(33)(34). Bitkinin kök, gövde ve yaprak kısmından ele edilen etanol ekstraktları ise Bacillus cereus, Salmonella Typhimurium, Lactobacillus plantarum 211 ve Lactobacillus brevis 92'ye karşı inhibitif etki göstermektedir (35).…”

A CMC-g-poly(AA-co-AMPS)/Fe3O4 hydrogel nanocomposite as a novel biopolymer-based catalyst in the synthesis of 1,4-dihydropyridines

“…Due to the recent challenges, new protocols for efficiently synthesizing 1,4-DHP derivatives under environmentally safe conditions are still demanded. In continuation of our previous works on the synthesis and application of nanocatalysts in heterocyclic synthesis, 35–43 herein we wish to report the design, synthesis, and use of biopolymer-based CMC- g -poly(AA- co -AMPS)/Fe 3 O 4 hydrogel nanocomposites in the Hantzsch synthesis of 1,4-DHP derivatives under both thermal and ultrasound-assisted conditions (Scheme 1).…”