ANTICANCER ACTIVITY OF MICROWAVE ASSISTED NEWLY SYNTHESIZED 2,3,4,9 -TETRAHYDRO-1H-CARBAZOLE DERIVATIVES
Objective: The objective of this study was to synthesize 2,3,4,9-tetrahydro-1H-carbazole derivatives and evaluation of their anticancer activity by MTT assay.
Methods: We have synthesized a series of novel 2,3,4,9-tetrahydro-1H-carbazole derivatives of 1-4(substituted phenyl)-3-1-9 (2,3,4,9-tetrahydro-1H-carbazole-9yl)-propane-1-one, by Indolization of 2 ml (0.1 mol) cyclohexanone and 2 ml (0.1 mol) phenyl hydrazine in the presence of a few drops of glacial acetic acid. The mixture was placed in a microwave for 5 min. to give 2, 3, 4, 9-tetrahydro-1H-carbazole (J). Then titled compounds were prepared by Mannich reaction in which compound (J) condensed with formaldehyde and various aromatic acetophenone (J-1 to J-5). Finally, all synthesized products were characterized on the basis of melting point, Rf value, NMR, IR and mass spectral analysis. All newly synthesized compounds were evaluated for their in vitro anticancer activity against A-549 cell line by MTT assay.
Results: Among the newly synthesized compounds, only J-3 (p-Br acetophenone) and J-4 (p-Nitro acetophenone) exhibited significant activity against A-549 cell line at concentration 1000Âµg/ml, 500 Âµg/ml, and 250Âµg/ml. Other compounds J-1, J-2 and J-5 have not shown the activity.
Conclusion: Hence we conclude that newly synthesized derivatives (1-(4-bromophenyl)-3-1(1,2,3,4-tetrahydro-9H-carbazole-9yl)propan-1-one) J-3 and (1-(4-nitrophenyl)-3-1(1,2,3,4-tetrahydro-9H-carbazole-9yl)propan-1-one) J-4 possess considerable anticancer activity.
Keywords: Microwave-assisted synthesis, 2,3,4,9-tetrahydro-1H-carbazole, Anticancer activity, MTT assay.
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