Abstract
The present report describes the synthesis, IR spectra, 3-dimensional structure of the compound 2,4-dichloro-6-methylquinoline and evaluation of its anti-cancer activity using propidium iodide (PI) staining and annexin binding assay techniques. This derivative of quinoline was synthesized from the mixture of p-toluidine and malonic acid and synthesis has been achieved in a one-pot reaction from an aryl amine, malonic acid and phosphorous oxychloride. Crystallographic data reveals that the crystals belong to triclinic crystal system with space group P-1 with the unit cell dimensions of a = 7.14(1) Å, b = 11.53(1) Å, c = 11.97(1) Å and α = 90.18° (10), β = 106.31° (10), γ = 91.07° (10). The in vitro anti-cancer assay indicated that compound has cytotoxic and apoptotic activity on human oral squamous carcinoma (KB) cell line, thus it could be developed as a potent anti-cancer agent.
Graphical Abstract
Synthesis, Crystal Structure, Cytotoxic and Apoptotic Activity of 2,4-Dichloro-6-methylquinoline on Human Oral Carcinoma Cell Line
R. K. Somvanshia, R. Subashinib, V. Dhanasekaranb, G. Arulprakashb, S. N. Dasc, S. Deya
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Acknowledgements
Authors acknowledge financial support from the Department of Science and Technology and Council of Scientific and Industrial Research, Government of India. Author thanks the service rendered by “Technology Business Incubator” at Vellore Institute of Technology, Vellore, “Sophisticated Instrumentation facility” at Indian Institute of Science, Bangalore and “Central Drug Research Institute”, Lucknow in recording FT-IR, 1H-NMR and Mass spectra.
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Somvanshi, R.K., Subashini, R., Dhanasekaran, V. et al. Synthesis, Crystal Structure, Cytotoxic and Apoptotic Activity of 2,4-Dichloro-6-methylquinoline on Human Oral Carcinoma Cell Line. J Chem Crystallogr 38, 381–386 (2008). https://doi.org/10.1007/s10870-007-9305-7
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DOI: https://doi.org/10.1007/s10870-007-9305-7