R. Subashini, S. Roopan, F. Khan
2010
Citations
0
Influential Citations
13
Citations
Journal
Journal of The Chilean Chemical Society
Abstract
In the present work synthesis of 2-chloroquinoline-3-carbaldehydes (1a-g), 2-chloro-3-(1, 3-dioxolan-2-yl)quinolines (2a-g) and antioxidant activity using the DPPH assays is reported. The results showed that the compounds 1b, 1c, 2b, 2e, 2f possessed 84.65 to 85.75 % radical scavenging activity where as compound 1g showing 92.96% radical scavenging activity. due to high contents of certain phenolic compounds in plant-derived foods. Recently, phytochemicals and their effects on human health have been intensively studied. In particular, a search for antioxidants 3 , hypoglycemic agents 4 , and anticancer agents 5 in vegetables, fruits, tea, spices and medicinal herbs has attracted great attention. Naturally occurring plant phenolics include several groups of compounds that have health promoting properties. Phenolics may act as antioxidants, thereby reducing the risk of atherosclerosis and coronary heart disease, which can be caused by oxidation of low-density lipoproteins. They also may protect against some forms of cancer 6 . Quinoline moiety is mostly present in a medicinal plant whose tubers possesses cardiovascular, anti-inflammatory and antiparasitic effects and has been used for the treatment of hepatitis, rheumatism and diarrhea 7 . A solution of 2-chloroquinoline-3-carbaldehydes 1 (10 mmol) in benzene (50 mL) containing ethylene glycol (1.78 g, 1.6 mL, 28.5 mmol) and a crystal of toluene-p-sulfonic acid was heated under reflux for 5 hours using a Dean-Stark water separator until no more water collected in the side arm. The cooled solution was treated with saturated aqueous sodium carbonate (50 mL), Benzene layer separated, dried and evaporated giving 2 which was recrystallised from petroleum ether gave a yellowish white solid. The product was characterized by NMR, GCMS techniques. Similar proce- dures were followed for the synthesis of other quinoline derivatives 2a-g and Table 1. The spectral data of the compounds 1(a-g) & 2(a-g) is given below. 2-Chloroquinoline-3-carbaldehyde