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Fig 1.

Schematic preparation of carbazole ECAP in Cl3/Ethanol, reflux, 5 h RT.

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Fig 1 Expand

Fig 2.

Characterization of the novel (Z)-4-((9-ethyl-9H-carbazol-3-yl) amino) pent-3-en-2-one (ECAP).

(A) IR, (B) 1H-NMR and (C) 13C-NMR spectrums.

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Fig 2 Expand

Fig 3.

Dose-response curve showing the cytotoxic effect of ECAP and ellipticine on PBMCs and A549 lung cancer cell line.

(A) The effect of (A) ECAP and (B) ellipticine on cell viability of PBMCs and A549 cells after 24 h treatment. [N = 3 replicates at 95% confidence interval].

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Fig 3 Expand

Table 1.

IC50 values of ECAP and ellipticine on A549 lung cancer cell line after 24 h treatment.

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Table 1 Expand

Fig 4.

The effect of ECAP on lipid peroxidation on A549 lung cancer cells after 24 h incubation.

(p < 0.0002) [*** significance compared to the control, number of replicates: n ≥ 3].

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Fig 4 Expand

Fig 5.

Comet assay showing DNA damage in A549 cells after 24 h treatment.

(A) Control and (B) ECAP treated A549 cells. (p < 0.0001).

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Fig 6.

Western blot data shwing effect of the novel ECAP on protein expression in A549 lung cancer cell line.

(A) Bax, (B) Bcl-2, (C) p53, (D) Nrf2, (E) Hsp70 and (F) SOD.

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Fig 6 Expand

Fig 7.

Time dependent effect of ECAP on caspase activity and ATP level.

(A) The activity of Caspase-3/7 (6 h: p < 0.4036, 24 h: p < 0.0003), (B) Caspase-8 (6 h: p < 0.4364, 24 h: p < 0.0001), (C) Caspase-9 (6 h: 0.4171, 24 h: p < 0.0124) and (D) ATP (6 h: 0.4011, 24 h: 0.0011) levels in A549 lung cancer cell line after 6 h and 24 h incubation. [* denotes statistical significance with respect to the control and uncertainties represent standard deviation (SD) from the means. Number of replicates: n ≥ 3].

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Fig 7 Expand

Fig 8.

The effect of ECAP on the induction of apoptosis of A549 cells after 24 h treatment.

[(p < 0.0001), *** significance compared to the control and number of replicates: n ≥ 3].

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Fig 8 Expand

Fig 9.

A schematic summary of apoptotic pathway of a novel carbazole compound (Z)-4-[9-ethyl-9aH-carbazol-3-yl) amino] pent-3-en-2-one on A549 lung cancer cells.

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Fig 9 Expand