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Journal : Makara Journal of Science

Study of Antioxidant Activity of the Derivatives of Quinoline-4-carboxylic Acids by the Modification of Isatin via Pfitzinger Reaction Fikriya, Sakti Hidayati; Cahyana, Antonius Herry
Makara Journal of Science Vol. 27, No. 2
Publisher : UI Scholars Hub

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Abstract

In this study, a quinoline-4-carboxylic acid derivative was synthesized through Pfitzinger reaction. In this reaction, isatin is modified via its reaction with ketone and refluxed for 24 h to obtain quinoline-4-carboxylic acid. The presence of a carboxylic group was identified by Fourier Transform Infrared (FTIR) spectroscopy and ultraviolet–visible (UV-Vis) spectrophotometry. The results showed that the absorption peaks of C=O and O–H stretching’s were detected in the range of 1724–1708 and 3436–3242 cm−1, respectively. In the UV-vis spectrum, a shift in the absorption peak was observed toward a larger wavelength, which is referred as a bathochromic shift. The formation of quinoline-4-carboxylic acid derivative was also characterized using the mass spectrometry method. The modification of isatin aims to increase antioxidant activity to obtain quinoline-4-carboxylic acid, which has a better inhibition percentage than isatin. Antioxidant tests were conducted using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The antioxidant activity is measured based on the ability of quinoline-4-carboxylic acid derivative to donate hydrogen radicals, which revealed that the product had a relatively better inhibitory effect than isatin. At a concentration of 5 mg/L, isatin did not show antioxidant activity with the DPPH method. By contrast, the inhibition percentages of 2-methylquinoline-4-carboxylic acid and 2-(4-methylphenyl)quinoline-4-carboxylic acid were approximately 30.25% and 40.43%, respectively. Furthermore, the presence of an aromatic ring makes the antioxidant activity.
Synthesis of Copper (II) Oxide Nanoparticles using Vitis vinifera L. Leaf Ex-tract and its Application as a Catalyst in Doebner Reaction Kurniawan, Felie Virgayani; Cahyana, Antonius Herry; Yunarti, Rika Tri
Makara Journal of Science Vol. 27, No. 3
Publisher : UI Scholars Hub

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Abstract

Plant extracts can be used to synthesize nanoparticle because it is efficient, economical, and friendly to the environment. Copper oxide nanoparticles (CuO NPs) were synthesized using an aqueous fraction of Vitis vinifera L leaf extract and Cu(NO3)2 solution as a precursor. This fraction contains secondary metabolites as a reduction agent and stabilizing agents to formed CuO NPs. CuO NPs can be used as a catalyst in a chemical reaction, one of which is the Doebner reaction, which is a simple and efficient reaction of aniline, aromatic aldehydes, and pyruvic acid under reflux conditions to produce derivatives quinoline-4-carboxylic acid. CuO NPs were effectively used in the Doebner reaction and yielded a product is 79.84%. The CuO NPs characterized by Fourier Transform Infra-Red (FTIR), and X-ray Diffraction (XRD) which showed CuO NPs were formed with a size of 24.39 nm. The product synthesized was characterized by TLC (Thin Layer Chromatography), FTIR, UV-Vis Spectrophotometry, and Liquid Chromatography Mass Spectrometry (LC-MS) and confirmed 2-phenylquinoline-4-carboxylic acid was formed.