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Microwave-Assisted Solvent-Free Synthesis of 3-(4-Dimethylaminobenzylidene) Indolin-2-One and Investigation of Its Anti-Oxidant Activity

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dc.contributor.author Wijekoon, H.P.S.K.
dc.contributor.author Palliyaguru, N.P.L.N.
dc.contributor.author Gunasekara, T.D.C.P.
dc.contributor.author Fernando, S.S.N.
dc.contributor.author Jayaweera, P.P.M.
dc.contributor.author Kumarasinghe, K.G.U.R.
dc.date.accessioned 2023-04-03T09:27:10Z
dc.date.available 2023-04-03T09:27:10Z
dc.date.issued 2021
dc.identifier.citation Wijekoon, H.P.S.K. , et al. (2021). Microwave-Assisted Solvent-Free Synthesis of 3-(4-Dimethylaminobenzylidene) Indolin-2-One and Investigation of Its Anti-Oxidant Activity. Peradeniya University International Research Sessions 2021, Sri Lanka, Vol. 23, 11th & 12th November 2021 en_US
dc.identifier.uri http://dr.lib.sjp.ac.lk/handle/123456789/12682
dc.description.abstract The recent emergence of 3-benzylidene-indoline-2-ones as an important group of oxindole derivatives is gaining much interest in the pharmaceutical field. These oxindole derivatives have been shown a broad spectrum of biological activities including anti-cancer, anti-viral, antibacterial, anti-oxidant and anti-inflammatory. The development of an effective method for the synthesis of these compounds in an environmentally benign manner will be a tremendous benefit to the society. Microwave-assisted organic reactions in solvent-free conditions are considered an effective, eco-friendly synthetic tool in organic chemistry as it acts fast and produces high yield and low by-products. The present study is focused on the development of a novel green method for the synthesis of 3-(4-dimethylaminobenzylidene) indoline-2-one and to investigate its antioxidant activity. Oxindole and 4-(dimethylamino)benzaldehyde was thoroughly mixed with 3-aminopropyl)triethoxysilane (APTES) modified silica and irradiated inside a modified microwave oven for 12 minutes. The product was obtained with 76% yield and characterized by Nuclear Magnetic Resonance (NMR) and Fourier-Transform Infrared (FTIR) spectroscopic techniques. The compound was tested for in-vitro anti-oxidant activity using 2,2-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) assay. Both 1H NMR and 13C NMR spectra confirmed the formation of 3-(4-dimethylaminobenzylidene) indoline-2-one. The FTIR spectrum of the resulted compound show characteristics peaks related to the functional groups present in the targeted compound. The half-maximum inhibitory concentration (IC-50) of resulted product and the standard drug (ascorbic acid) was calculated using linear regression analysis. IC-50 values of the synthesized compound and the positive control, ascorbic acid were 0.028 ± 0.008 mg/mL and 0.029 ± 0.004 mg/mL, respectively. These findings revealed that 3-(4-dimethylaminobenzylidene) indoline-2-one shows a strong anti-oxidant activity. Microwaveassisted, eco-friendly, solvent-free, green synthesized biologically active oxindole derivative (3-(4-dimethylaminobenzylidene) indoline-2-one) will be applicable for the future development of novel therapeutic agents. en_US
dc.language.iso en en_US
dc.subject Microwave-assisted, Solvent-free, Oxindole, 3-benzylidene-indolin-2-ones, Antioxidant en_US
dc.title Microwave-Assisted Solvent-Free Synthesis of 3-(4-Dimethylaminobenzylidene) Indolin-2-One and Investigation of Its Anti-Oxidant Activity en_US
dc.type Article en_US


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