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Constituents of French Marigold (Tagetes patula L.) Flowers Protect Jurkat T-Cells against Oxidative Stress.

Chkhikvishvili I, Sanikidze T, Gogia N, Enukidze M, Machavariani M, Kipiani N, Vinokur Y, Rodov V - Oxid Med Cell Longev (2016)

Bottom Line: Flavonoid fraction rich in quercetin and quercetagetin showed the highest cytoprotective activity, while patuletin in high dose exerted a cytotoxic effect associated with its anticancer potential.T. patula compounds enhanced the production of anti-inflammatory and antioxidant interleukin-10 (IL-10) in Jurkat cells.Both direct radical-scavenging capacity and stimulation of protective cellular mechanisms can underlay the anti-inflammatory properties of marigold flowers.

View Article: PubMed Central - PubMed

Affiliation: Institute of Medical Biotechnology, Tbilisi State Medical University, 33 Vazha Pshavela Avenue, 0177 Tbilisi, Georgia.

ABSTRACT
The flowers of French marigold (Tagetes patula L.) are widely used in folk medicine, in particular for treating inflammation-related disorders. However, cellular mechanisms of this activity demand further investigation. In the present work, we studied the potential of T. patula compounds to alleviate the oxidative stress in hydrogen peroxide-challenged human lymphoblastoid Jurkat T-cells. Crude extracts of marigold flowers and purified fractions containing flavonoids patuletin, quercetagetin, and quercetin and their derivatives, as well as the carotenoid lutein, were brought in contact with Jurkat cells challenged with 25 or 50 μM H2O2. Hydrogen peroxide caused oxidative stress in the cells, manifested as generation of superoxide and peroxyl radicals, reduced viability, arrested cell cycle, and enhanced apoptosis. The stress was alleviated by marigold ingredients that demonstrated high radical-scavenging capacity and enhanced the activity of antioxidant enzymes involved in neutralization of reactive oxygen species. Flavonoid fraction rich in quercetin and quercetagetin showed the highest cytoprotective activity, while patuletin in high dose exerted a cytotoxic effect associated with its anticancer potential. T. patula compounds enhanced the production of anti-inflammatory and antioxidant interleukin-10 (IL-10) in Jurkat cells. Both direct radical-scavenging capacity and stimulation of protective cellular mechanisms can underlay the anti-inflammatory properties of marigold flowers.

No MeSH data available.


Related in: MedlinePlus

The constituents of Tagetes patula. (a) Flavonols: (A) quercetin; (B) quercetagetin; (C) patuletin; (D) quercetin-3-glucoside; (E) quercetagetin-7-glucoside; (F) quercetagetin-3,7-diglucoside. (b) Lutein.
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fig1: The constituents of Tagetes patula. (a) Flavonols: (A) quercetin; (B) quercetagetin; (C) patuletin; (D) quercetin-3-glucoside; (E) quercetagetin-7-glucoside; (F) quercetagetin-3,7-diglucoside. (b) Lutein.

Mentions: Several flavonoids, all belonging to the group of flavonols (Figure 1(a), (A–F)), were identified in the marigold extracts. Compound 2 was identified as patuletin (6-methoxyquercetin) with protonated molecule mass [M+H]+ at m/z 333 and compound 3 as quercetagetin (6-hydroxyquercetin), [M+H]+ at m/z 319. Quercetagetin prevailed in fraction 5. In addition, this fraction contained quercetin, glucosylated derivatives of quercetin and quercetagetin, and diglucoside of quercetagetin with protonated molecules at m/z 303, 465, 481, and 643, respectively. Such composition of flavonoids is typical to T. patula [36]. Compound 1 was identified on the basis of its spectral characteristics as carotenoid lutein (Figure 1(b)) known to be the major carotenoid in marigold flowers [37]. Purified compounds lutein and patulin and the flavonoid fraction rich in quercetagetin and quercetin, as well as crude marigold extracts, were used for further trials with Jurkat cells.


Constituents of French Marigold (Tagetes patula L.) Flowers Protect Jurkat T-Cells against Oxidative Stress.

Chkhikvishvili I, Sanikidze T, Gogia N, Enukidze M, Machavariani M, Kipiani N, Vinokur Y, Rodov V - Oxid Med Cell Longev (2016)

The constituents of Tagetes patula. (a) Flavonols: (A) quercetin; (B) quercetagetin; (C) patuletin; (D) quercetin-3-glucoside; (E) quercetagetin-7-glucoside; (F) quercetagetin-3,7-diglucoside. (b) Lutein.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4940552&req=5

fig1: The constituents of Tagetes patula. (a) Flavonols: (A) quercetin; (B) quercetagetin; (C) patuletin; (D) quercetin-3-glucoside; (E) quercetagetin-7-glucoside; (F) quercetagetin-3,7-diglucoside. (b) Lutein.
Mentions: Several flavonoids, all belonging to the group of flavonols (Figure 1(a), (A–F)), were identified in the marigold extracts. Compound 2 was identified as patuletin (6-methoxyquercetin) with protonated molecule mass [M+H]+ at m/z 333 and compound 3 as quercetagetin (6-hydroxyquercetin), [M+H]+ at m/z 319. Quercetagetin prevailed in fraction 5. In addition, this fraction contained quercetin, glucosylated derivatives of quercetin and quercetagetin, and diglucoside of quercetagetin with protonated molecules at m/z 303, 465, 481, and 643, respectively. Such composition of flavonoids is typical to T. patula [36]. Compound 1 was identified on the basis of its spectral characteristics as carotenoid lutein (Figure 1(b)) known to be the major carotenoid in marigold flowers [37]. Purified compounds lutein and patulin and the flavonoid fraction rich in quercetagetin and quercetin, as well as crude marigold extracts, were used for further trials with Jurkat cells.

Bottom Line: Flavonoid fraction rich in quercetin and quercetagetin showed the highest cytoprotective activity, while patuletin in high dose exerted a cytotoxic effect associated with its anticancer potential.T. patula compounds enhanced the production of anti-inflammatory and antioxidant interleukin-10 (IL-10) in Jurkat cells.Both direct radical-scavenging capacity and stimulation of protective cellular mechanisms can underlay the anti-inflammatory properties of marigold flowers.

View Article: PubMed Central - PubMed

Affiliation: Institute of Medical Biotechnology, Tbilisi State Medical University, 33 Vazha Pshavela Avenue, 0177 Tbilisi, Georgia.

ABSTRACT
The flowers of French marigold (Tagetes patula L.) are widely used in folk medicine, in particular for treating inflammation-related disorders. However, cellular mechanisms of this activity demand further investigation. In the present work, we studied the potential of T. patula compounds to alleviate the oxidative stress in hydrogen peroxide-challenged human lymphoblastoid Jurkat T-cells. Crude extracts of marigold flowers and purified fractions containing flavonoids patuletin, quercetagetin, and quercetin and their derivatives, as well as the carotenoid lutein, were brought in contact with Jurkat cells challenged with 25 or 50 μM H2O2. Hydrogen peroxide caused oxidative stress in the cells, manifested as generation of superoxide and peroxyl radicals, reduced viability, arrested cell cycle, and enhanced apoptosis. The stress was alleviated by marigold ingredients that demonstrated high radical-scavenging capacity and enhanced the activity of antioxidant enzymes involved in neutralization of reactive oxygen species. Flavonoid fraction rich in quercetin and quercetagetin showed the highest cytoprotective activity, while patuletin in high dose exerted a cytotoxic effect associated with its anticancer potential. T. patula compounds enhanced the production of anti-inflammatory and antioxidant interleukin-10 (IL-10) in Jurkat cells. Both direct radical-scavenging capacity and stimulation of protective cellular mechanisms can underlay the anti-inflammatory properties of marigold flowers.

No MeSH data available.


Related in: MedlinePlus