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Phenolic compounds from Halimodendron halodendron (Pall.) voss and their antimicrobial and antioxidant activities.

Wang J, Lou J, Luo C, Zhou L, Wang M, Wang L - Int J Mol Sci (2012)

Bottom Line: All these phenolic compounds showed significant antimicrobial activity with a broad spectrum as well as antioxidant activity based on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and β-carotene-linoleic acid bleaching assays.In general, the flavonol aglycones with relatively low polarity exhibited stronger activities than the glycosides.The results suggest the potential of this plant as a source of functional food ingredients and provide support data for its utilization as forage as well.

View Article: PubMed Central - PubMed

Affiliation: College of Agronomy and Biotechnology, China Agricultural University, Beijing 100193, China; E-Mails: nxwjh8121@sina.com (J.W.); azaazafighting88@163.com (J.L.); luochaobest@163.com (C. L.).

ABSTRACT
Halimodendron halodendron has been used as forage in northwestern China for a long time. Its young leaves and flowers are edible and favored by indigenous people. In this study, eleven phenolic compounds were bioassay-guided and isolated from the aerial parts of H. halodendron for the first time. They were identified by means of physicochemical and spectrometric analysis as quercetin (1), 3,5,7,8,4'-pentahydroxy-3'-methoxy flavone (2), 3-O-methylquercetin (3), 3,3'-di-O-methylquercetin (4), 3,3'-di-O-methylquercetin-7-O-β-d-glucopyranoside (5), isorhamentin-3-O-β-d-rutinoside (6), 8-O-methylretusin (7), 8-O-methylretusin-7-O-β-d-glucopyranoside (8), salicylic acid (9), p-hydroxybenzoic acid (ferulic acid) (10), and 4-hydroxy-3-methoxy cinnamic acid (11). They were sorted as flavonols (1-6), soflavones (7 and 8), and phenolic acids (9-11). Among the compounds, flanools 1-4 revealed a strong antibacterial activity with minimum inhibitory concentration (MIC) values of 50-150 μg/mL, and median inhibitory concentration (IC(50)) values of 26.8-125.1 μg/mL. The two isoflavones (7 and 8) showed moderate inhibitory activity on the test bacteria. Three phenolic acids (9, 10 and 11) showed strong antibacterial activity with IC(50) values of 28.1-149.7 μg/mL. Antifungal activities of the compounds were similar to their antibacterial activities. All these phenolic compounds showed significant antimicrobial activity with a broad spectrum as well as antioxidant activity based on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and β-carotene-linoleic acid bleaching assays. In general, the flavonol aglycones with relatively low polarity exhibited stronger activities than the glycosides. The results suggest the potential of this plant as a source of functional food ingredients and provide support data for its utilization as forage as well.

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Antioxidant activity of the phenolic compounds of H. halodendron measured by 1,1-diphenyl-2-picrylhydrazyl (DPPH) inhibition (A) and β-carotene bleaching (B) assays. The positive control for the assays was butylated hydroxytoluene (BHT). The error bars represent standard deviations (n = 3). Different letters indicate significant differences among the treatments at p = 0.05 level.
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f4-ijms-13-11349: Antioxidant activity of the phenolic compounds of H. halodendron measured by 1,1-diphenyl-2-picrylhydrazyl (DPPH) inhibition (A) and β-carotene bleaching (B) assays. The positive control for the assays was butylated hydroxytoluene (BHT). The error bars represent standard deviations (n = 3). Different letters indicate significant differences among the treatments at p = 0.05 level.

Mentions: Figure 4 shows the IC50 values of the phenolic compounds in the DPPH radical scavenging and β-carotene-linoleic acid bleaching assays. In view of the IC50 values in the DPPH assay, the radical scavenging activities of the six flavonol compounds were in order of quercetin (1) (IC50 of 7.4 μg/mL) and 3-O-methylquercetin (3) (IC50 of 7.2 μg/mL) > 3,5,7,8,4′-pentahydroxy-3′-methoxy flavone (2) (IC50 of 16.3 μg/mL) > 3,3′-di-O-methylquercetin (4) (IC50 of 143.9 μg/mL) > 3,3′-di-O-methylquercetin-7-O-β-d-glucopyranoside (5) (IC50 of 216.7 μg/mL) > isorhamentin-3-O-β-d-rutinoside (6) (IC50 of 525.5 μg/mL). Three phenolic acids had relatively high radical scavenging activities with relatively low IC50 values of 48.0–156.3 μg/mL, while the two isoflavones (7 and 8) had very low activities with IC50 values of 587.2 μg/mL and 471.5 μg/mL.


Phenolic compounds from Halimodendron halodendron (Pall.) voss and their antimicrobial and antioxidant activities.

Wang J, Lou J, Luo C, Zhou L, Wang M, Wang L - Int J Mol Sci (2012)

Antioxidant activity of the phenolic compounds of H. halodendron measured by 1,1-diphenyl-2-picrylhydrazyl (DPPH) inhibition (A) and β-carotene bleaching (B) assays. The positive control for the assays was butylated hydroxytoluene (BHT). The error bars represent standard deviations (n = 3). Different letters indicate significant differences among the treatments at p = 0.05 level.
© Copyright Policy - open-access
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC3472750&req=5

f4-ijms-13-11349: Antioxidant activity of the phenolic compounds of H. halodendron measured by 1,1-diphenyl-2-picrylhydrazyl (DPPH) inhibition (A) and β-carotene bleaching (B) assays. The positive control for the assays was butylated hydroxytoluene (BHT). The error bars represent standard deviations (n = 3). Different letters indicate significant differences among the treatments at p = 0.05 level.
Mentions: Figure 4 shows the IC50 values of the phenolic compounds in the DPPH radical scavenging and β-carotene-linoleic acid bleaching assays. In view of the IC50 values in the DPPH assay, the radical scavenging activities of the six flavonol compounds were in order of quercetin (1) (IC50 of 7.4 μg/mL) and 3-O-methylquercetin (3) (IC50 of 7.2 μg/mL) > 3,5,7,8,4′-pentahydroxy-3′-methoxy flavone (2) (IC50 of 16.3 μg/mL) > 3,3′-di-O-methylquercetin (4) (IC50 of 143.9 μg/mL) > 3,3′-di-O-methylquercetin-7-O-β-d-glucopyranoside (5) (IC50 of 216.7 μg/mL) > isorhamentin-3-O-β-d-rutinoside (6) (IC50 of 525.5 μg/mL). Three phenolic acids had relatively high radical scavenging activities with relatively low IC50 values of 48.0–156.3 μg/mL, while the two isoflavones (7 and 8) had very low activities with IC50 values of 587.2 μg/mL and 471.5 μg/mL.

Bottom Line: All these phenolic compounds showed significant antimicrobial activity with a broad spectrum as well as antioxidant activity based on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and β-carotene-linoleic acid bleaching assays.In general, the flavonol aglycones with relatively low polarity exhibited stronger activities than the glycosides.The results suggest the potential of this plant as a source of functional food ingredients and provide support data for its utilization as forage as well.

View Article: PubMed Central - PubMed

Affiliation: College of Agronomy and Biotechnology, China Agricultural University, Beijing 100193, China; E-Mails: nxwjh8121@sina.com (J.W.); azaazafighting88@163.com (J.L.); luochaobest@163.com (C. L.).

ABSTRACT
Halimodendron halodendron has been used as forage in northwestern China for a long time. Its young leaves and flowers are edible and favored by indigenous people. In this study, eleven phenolic compounds were bioassay-guided and isolated from the aerial parts of H. halodendron for the first time. They were identified by means of physicochemical and spectrometric analysis as quercetin (1), 3,5,7,8,4'-pentahydroxy-3'-methoxy flavone (2), 3-O-methylquercetin (3), 3,3'-di-O-methylquercetin (4), 3,3'-di-O-methylquercetin-7-O-β-d-glucopyranoside (5), isorhamentin-3-O-β-d-rutinoside (6), 8-O-methylretusin (7), 8-O-methylretusin-7-O-β-d-glucopyranoside (8), salicylic acid (9), p-hydroxybenzoic acid (ferulic acid) (10), and 4-hydroxy-3-methoxy cinnamic acid (11). They were sorted as flavonols (1-6), soflavones (7 and 8), and phenolic acids (9-11). Among the compounds, flanools 1-4 revealed a strong antibacterial activity with minimum inhibitory concentration (MIC) values of 50-150 μg/mL, and median inhibitory concentration (IC(50)) values of 26.8-125.1 μg/mL. The two isoflavones (7 and 8) showed moderate inhibitory activity on the test bacteria. Three phenolic acids (9, 10 and 11) showed strong antibacterial activity with IC(50) values of 28.1-149.7 μg/mL. Antifungal activities of the compounds were similar to their antibacterial activities. All these phenolic compounds showed significant antimicrobial activity with a broad spectrum as well as antioxidant activity based on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and β-carotene-linoleic acid bleaching assays. In general, the flavonol aglycones with relatively low polarity exhibited stronger activities than the glycosides. The results suggest the potential of this plant as a source of functional food ingredients and provide support data for its utilization as forage as well.

Show MeSH