Journal of Chemical Crystallography

, Volume 38, Issue 5, pp 381–386

Synthesis, Crystal Structure, Cytotoxic and Apoptotic Activity of 2,4-Dichloro-6-methylquinoline on Human Oral Carcinoma Cell Line

  • R. K. Somvanshi
  • R. Subashini
  • V. Dhanasekaran
  • G. Arulprakash
  • S. N. Das
  • S. Dey
Original Paper


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


Aryl amine Malonic acid 2,4-Dichloro-6-methylquinoline Crystal structure Flow cytometry Apoptosis 


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Copyright information

© Springer Science+Business Media, LLC 2007

Authors and Affiliations

  • R. K. Somvanshi
    • 1
  • R. Subashini
    • 2
  • V. Dhanasekaran
    • 2
  • G. Arulprakash
    • 2
  • S. N. Das
    • 3
  • S. Dey
    • 1
  1. 1.Department of BiophysicsAll India Institute of Medical SciencesNew DelhiIndia
  2. 2.Chemistry Division, School of Science and HumanitiesVellore Institute of TechnologyVelloreIndia
  3. 3.Department of BiotechnologyAll India Institute of Medical SciencesNew DelhiIndia

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