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Figure 1.

Structure of Dehydrocostuslactone (DCE), Costunolide (CS) and Dehydrocostunolide (HCS).

The α-β-unsaturated carbonyl group is marked with a dotted circle.

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Figure 2.

Effect of DCE and CS on IL-6-elicited STAT3 activation in THP-1 cells.

(a) EMSA shows that DCE and CS dose-dependently decrease DNA-binding activity of STAT3 activated by 20 ng/ml IL6 in THP-1 cells. In the insert EMSA/supershift indicates that IL-6 induces prevalently the activation of STAT3. (b) Western Blot analysis shows that DCE and CS dose-dependently decrease tyrosine705 phosphorylation of STAT3 induced by 20 ng/ml IL-6 in THP-1 cells without changing the total amount of STAT3. Furthermore the sesquiterpens don't affect serine727 phosphorylation. The gels are representative of four independent experiments.

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Figure 3.

Effect of DCE and CS on tyrosine phosphorylation of JAK tyrosine kinases.

Western Blot analysis shows that DCE and CS dose-dependentlydecreasetyrosine1022/1023 phosphorylation of JAK1 and tyrosine1007/1008 phosphorylation of JAK2 in THP-1 cells (a) and dose-dependently decreasetyrosine1054/1055 phosphorylation of Tyk2 in HeLa cells transiently transfected with Tyk2-pcDNA 3.0 (b). The compounds don't change the total amount of the corresponding non-phosphorylated proteins. The gelsarerepresentatives of four experiments performed separately.

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Figure 4.

DCE and CS decrease intracellular GSH level in THP-1 cells.

DCE and CS time- and dose-dependently induce the drop in cellular GSH content without significantly affecting the amounts of GSSG. Data are presented as means ± SD of results from four independent experiments. Significant difference compared to control group (*p≤0.05).

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Figure 5.

GEE reverts the inhibitory action of DCE and CS on the IL-6-elicited phosphorylation of STAT3.

(a) Western Blot analysis shows that inhibitory action of DCE and CS on IL-6 induced STAT3 Tyr705 phosphorylation is reverted by 1 mM glutathione monoethyl ester (GEE). The total amount of STAT3 is not affected during the experiments. The gels are representative of four experiments performed separately.

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Figure 6.

DCE and CS induce ROS production.

Flow cytometric analysis of intracellular ROS generation. THP-1 cells loaded with CM-H2DCFDA and treated for 30 minutes (dark gray) and 1 hour (light gray) with 6, 12 and 25 µM (a) DCE or (b) CS shows and increment of fluorescence as respect to untreated cells (white). This increment is time-dependent but not dose-dependent. 500 µM diamide was used as positive control (inset). One representative experiment out of four is depicted.

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Figure 7.

DCE and CS directly interact with GSH.

(a) HPLC analysis shows that GSH dose-dependently decrease the amounts of DCE and CS after 30 minutes of incubation at 37°C. (Standard deviation of date obtained from three independent experiments is shown). (b) Western Blot analysis shows that HCS, is not able to decrease IL-6 induced STAT3 Tyr705 phosphorylation as CS does in THP-1 cells. The total amounts of STAT3 are not affected during the experiments. Data are the representatives of four experiments performed separately. The gels are representative of four experiments performed separately.

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Figure 8.

Effect of DCE and CS on glutathionylation of STAT3 in THP-1 cells.

Western Blot analysis of immunoprecipitated STAT3 (IP STAT3) shows that DCE and CS dose-dependently increase the amounts of glutathionylated STAT3. At 50 µM both lactones induce the same level of STAT3 glutathionylation as that induced by 500 µM diamide, a strong oxidant. The total amounts of STAT3 are not affecting during the experiments. The gels are representative of four experiments performed separately.

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