Synthesis of novel 5-(3-alkylquinolin-2-yl)-3-aryl isoxazole derivatives and their cytotoxic activity |
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| Institution: | 1. Department of Physics, Dr. Lankapalli Bullayya College, Visakhapatnam, A P, India;2. Department of Chemistry, GITAM School of Science, India GITAM University, Bengaluru Campus, Karnataka 561203, India;3. Department of Chemistry, GITAM Institute of Sciences, GITAM University, Visakhapatnam, Andhra Pradesh, India;4. School of Chemistry & Physics, University of KwaZulu-Natal, Westville Campus, Chiltern Hills, Durban 4000, South Africa |
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| Abstract: | The propargyl alcohol on reaction with aldoxime and NaOCl in DCM gave exclusively (3-arylisoxazol-5-yl) methanol 1. The compound 1 was oxidized to an aldehyde 2 followed by reaction with aniline resulted in Schiff’s base 3. The compounds 3 were further reacted with various aldehydes having α-hydrogen using molecular iodine as catalyst and which yielded 5-(3-alkylquinolin-2-yl)-3-aryl isoxazole derivatives 4. All the final compounds 4 were screened against four human cancer cell lines (A549, COLO 205, MDA-MB 231 and PC-3) and among these compounds 4n showed potent cytotoxicity against all the cell lines at IC50 values of <12 μM. |
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| Keywords: | Aldoxime Isoxazole Quinoline Jones reagent Cytotoxic activity |
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