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Research Article

Antioxidant activity of indole-based melatonin analogues in erythrocytes and their voltammetric characterization

, , , , , & show all
Pages 1143-1155 | Received 28 Jul 2012, Accepted 28 Jul 2012, Published online: 20 Sep 2012

Figures & data

Figure 1.  Parts of the MLT molecule modified to develop new indole-based MLT analogue compounds. MLT, melatonin.

Figure 1.  Parts of the MLT molecule modified to develop new indole-based MLT analogue compounds. MLT, melatonin.

Figure 2.  Synthetic pathways of new indole-based MLT analogue compounds. MLT, melatonin.

Figure 2.  Synthetic pathways of new indole-based MLT analogue compounds. MLT, melatonin.

Figure 3.  Oxidation of DCFH via reactive oxygen species in erythrocytes after incubation with ascorbic acid, MLT and newly synthesized analogs for 60 min. Control group represents cells incubated with PBS without any compound addition. Values are mean ± SD of three individual experiments. *p < 0.05, compared to control group. **p < 0.005, compared to control group. #p < 0.0005, compared to control group. MLT, melatonin.

Figure 3.  Oxidation of DCFH via reactive oxygen species in erythrocytes after incubation with ascorbic acid, MLT and newly synthesized analogs for 60 min. Control group represents cells incubated with PBS without any compound addition. Values are mean ± SD of three individual experiments. *p < 0.05, compared to control group. **p < 0.005, compared to control group. #p < 0.0005, compared to control group. MLT, melatonin.

Figure 4.  Antioxidant effect of indole-analogs on H2O2-induced oxidation of DCFH in erythrocytes. Control group represents cells incubated with PBS without any compound addition. Values are mean ± SD of three individual experiments. §p < 0.005, compared with control. *p < 0.05, compared with H2O2 group. **p < 0.005, compared with H2O2 group. #p < 0.0005, compared with H2O2 group.

Figure 4.  Antioxidant effect of indole-analogs on H2O2-induced oxidation of DCFH in erythrocytes. Control group represents cells incubated with PBS without any compound addition. Values are mean ± SD of three individual experiments. §p < 0.005, compared with control. *p < 0.05, compared with H2O2 group. **p < 0.005, compared with H2O2 group. #p < 0.0005, compared with H2O2 group.

Figure 5.  Effect of MLT analogs on LDH leakage from CHO cells into the culture media. Control group represents cells incubated in regular media without any compound addition. % 2.5 DMSO is used to cause membrane damage where ascorbic acid is used as an antioxidant. *p < 0.05, **p < 0.005 compared with control.

Figure 5.  Effect of MLT analogs on LDH leakage from CHO cells into the culture media. Control group represents cells incubated in regular media without any compound addition. % 2.5 DMSO is used to cause membrane damage where ascorbic acid is used as an antioxidant. *p < 0.05, **p < 0.005 compared with control.

Figure 6.  CV voltammograms of 20 µg/mL 1f and 10 µg/mL 1g, 1y, and 1u in 0.1 M H2SO4. (A,B,C, and D): (A) 20 µg/mL 1f, 40% MeOH (B) 10 µg/mL 1g, 50% MeOH(C) 10 µg/mL 1y 20% MeOH (D) 10 µg/mL 1u 30% MeOH.

Figure 6.  CV voltammograms of 20 µg/mL 1f and 10 µg/mL 1g, 1y, and 1u in 0.1 M H2SO4. (A,B,C, and D): (A) 20 µg/mL 1f, 40% MeOH (B) 10 µg/mL 1g, 50% MeOH(C) 10 µg/mL 1y 20% MeOH (D) 10 µg/mL 1u 30% MeOH.

Figure 7.  CV voltammograms of 1f, 1g, 1y, and 1u. (A,B,C, and D): (A) 20 µg/mL 1f, pH 6 FT (B) 10 µg/mL 1g, pH 4.7 AT (C) 10 µg/mL 1y, pH 7.0 BRT (D) 10 µg/mL 1u, pH 10 BRT.

Figure 7.  CV voltammograms of 1f, 1g, 1y, and 1u. (A,B,C, and D): (A) 20 µg/mL 1f, pH 6 FT (B) 10 µg/mL 1g, pH 4.7 AT (C) 10 µg/mL 1y, pH 7.0 BRT (D) 10 µg/mL 1u, pH 10 BRT.

Table 1.  The results of the scan rates experiments on 1f, 1g, 1y, and 1u.

Table 2.  Calibration parameters of 1f, 1g, 1y, and 1u.

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