Nutritional composition, antioxidant activity and isolation of scopoletin from <i>Senecio nutans</i>: support of ancestral and new uses

Parra, Claudio; Soto, Emilio; Leon, G. V. De; Salas, Cristian O.; Heinrich, Michael; Echiburú-Chau, Carlos

doi:10.1080/14786419.2017.1335726

Cited by 32 publications

(25 citation statements)

References 18 publications

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“…The determination of the ferric reducing antioxidant power or the ferric reducing capacity (FRAP test) was carried out as described by Parra et al [ 47 ], with some modifications. The FRAP reagent was prepared by mixing 25 mL of acetate buffer (300 mmol/L, pH 3.6), 2.5 mL of TPTZ solution (10 mmol/L) in hydrochloric acid (40 mmol/L), and 2.5 mL of FeCl 3 ·6H 2 O (20 mmol/L).…”

Section: Methodsmentioning

confidence: 99%

Antioxidant and Antibacterial Capacities of Origanum vulgare L. Essential Oil from the Arid Andean Region of Chile and its Chemical Characterization by GC-MS

et al. 2020

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This study aimed to characterize the in vitro antioxidant and antibacterial properties of oregano (Origanum vulgare) essential oil, as well as its chemical composition. To our best knowledge, there are few studies on oregano grown in the arid Andes region, but none on the metabolites produced and their bioactivity. This work identified fifty metabolites by Gas Chromatography–Mass Spectrometry (GC-MS)—monoterpene hydrocarbons, oxygenated monoterpenes, phenolic monoterpenes, sesquiterpene hydrocarbons, and oxygenated sesquiterpenes—present in the essential oil of oregano collected in the Atacama Desert. The main components of essential oregano oil were thymol (15.9%), Z-sabinene hydrate (13.4%), γ-terpinene (10.6%), p-cymene (8.6%), linalyl acetate (7.2%), sabinene (6.5%), and carvacrol methyl ether (5.6%). The antibacterial tests showed that the pathogenic bacteria Staphylococcus aureus and Salmonella enterica and the phytopathogenic bacteria Erwinia rhapontici and Xanthomonas campestris were the most susceptible to oregano oil, with the lowest concentrations of oil necessary to inhibit their bacterial growth. Moreover, oregano oil showed antibacterial activity against bacteria associated with food poisoning. In conclusion, O. vulgare from the arid Andean region possesses an important antibacterial activity with a high potential in the food industry and agriculture.

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Section: Methodsmentioning

confidence: 99%

Antioxidant and Antibacterial Capacities of Origanum vulgare L. Essential Oil from the Arid Andean Region of Chile and its Chemical Characterization by GC-MS

et al. 2020

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“…Previously isolated compounds of the S. graveolens species belong to a range of structural groups such as monoterpenoids, germacrenes, eremophilanes, sesquiterpenes, p-hydroxyacetophenone derivatives and shikimic acid derivatives, benzofurans, and benzopyrans, which show a structural relationship with the previously unreported compounds isolated in this work [20][21][22]. Their structures were elucidated through 1 H and 13 C NMR, 2D spectroscopic, and HR-ESIMS analyses.…”

Section: Resultsmentioning

confidence: 59%

Inhibition of HIF-1α through Suppression of NF-κB Activation by Compounds Isolated from Senecio graveolens

Ticona

Cano-Adamuz

Serban

et al. 2020

PMIO

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One of the characteristics of cancer is that the lack of oxygen in the cancer cells triggers changes in their gene expression. This hypoxia activates hypoxia-inducible factor 1-alpha and this in turn sets in motion the whole family of important angiogenic genes for the tumour. Hypoxia-inducible factor 1-alpha therefore increases the density and vascular permeability within the tumours, facilitating their rapid growth and, later, the metastasis. Senecio graveolens is a South American medicinal plant commonly used for mountain sickness (lack of adaptation of the organism to hypoxia). Additionally, pharmacological studies showed that its alcoholic extracts have cytotoxic properties.This research aimed to perform a guided phytochemical study of S. graveolens to identify compounds capable of inhibiting hypoxia-inducible factor 1-alpha through suppression of nuclear factor kappa-light-chain-enhancer of activated B cell activation. The isolation led to the characterisation of phanurane (1), damsine (2), and scoparone (3), first reported in the S. graveolens species.Phanurane (1 ) showed inhibitory activity of hypoxia-inducible factor 1-alpha on the cancer cell lines U-373 MG (IC50=20.66±0.04 μM), A549 (IC50=25.80±0.04 μM), Hep G2 (IC50=29.21±0.03 μM), and Caco-2 (IC50=38.58±0.02 μM). Damsine (2) hypoxia-inducible factor 1-alpha displayed inhibitory activity of hypoxia-inducible factor 1-alpha on the cancer cell lines U-373 MG (IC50=2.29±0.07 μM), A549 (IC50=4.13±0.04 μM), Hep G2 (IC50=6.40±0.03 μM), and Caco-2 (IC50=9.80±0.04 μM). Finally, scoparone (3) displayed inhibitory activity of hypoxia-inducible factor 1-alpha on the cancer cell lines U-373 MG (IC50=15.22±0.01 μM), A549 (IC50=17.47±0.02 μM), Hep G2 (IC50=18.26±0.06 μM), and Caco-2 (IC50=19.75±0.04 μM).In addition, phanurane (1 ) displayed inhibitory activity over nuclear factor kappa-light-chain-enhancer of activated B cells on cancer cell lines U-373 MG (IC50=7.13±0.03 μM), A549 (IC50=8.64±0.03 μM), Hep G2 (IC50=8.87±0.04 μM), and Caco-2 (IC50=15.11±0.01 μM). Likewise, damsine (2) showed inhibitory activity over nuclear factor kappa-light-chain-enhancer of activated B cells on cancer cell lines U-373 MG (IC50=2.28±0.01 μM), A549 (IC50=3.79±0.02 μM), Hep G2 (IC50=3.98±0.05 μM), and Caco-2 (IC50=6.41±0.02 μM). Lastly, scoparone (3) displayed inhibitory activity of nuclear factor kappa-light-chain-enhancer of activated B cells on cancer cell lines U-373 MG (IC50=3.62±0.06 μM), A549 (IC50=4.48±0.03 μM), Hep G2 (IC50=5.25±0.01 μM), and Caco-2 (IC50=11.90±0.02 μM).This study corroborates the cytotoxic activity of the isolated compounds through the inhibition of hypoxia-inducible factor 1-alpha as well as its modulator nuclear factor kappa-light-chain-enhancer of activated B cells.

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“…Scopoletin, found in IHFE, has been recognized for its anti-inflammatory (Moon et al 2007), antioxidant (Parra et al 2018), and vasodilator (Kwon et al 2002) activities. Coumarin derivatives reduced the embryotoxic effects of UV-B radiation in sea urchin gametes and have been considered as possible photoprotectors (de Araujo Leite et al 2015).…”

Section: Discussionmentioning

confidence: 99%

Photoprotective Activity of Ipomoea horsfalliae Flower Extract

Sierra

Córdoba

Mejía

et al. 2020

Rev. Bras. Farmacogn.

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In this work, we studied the potential photoprotective effect of Ipomoea horsfalliae Hook., Convolvulaceae, flower extract. Ipomoea horsfalliae is a plant that grows in tropical and subtropical regions. I. horsfalliae ethanolic extracts were analyzed by ultra-high efficiency liquid chromatography-high-resolution mass spectrometry. Dicaffeoylquinic acid, chlorogenic acid, scopoletin, glycosylated cyanidin, pelargonidin, and kaempferol were identified as major components of I. horsfalliae flower extract. In vitro biossays were used to evaluate cytotoxic and sensitizing effects of the extracts, and their photoprotective effect was evaluated in BALB/c mice. Morphological and histopathological observation of the skin tissues from mice suggested that UV-B-induced edema was significantly inhibited by treatment with I. horsfalliae flower extract. It was not cytotoxic for both cancerous and normal cells, and no sensitizing effect was observed. I.horsfalliae flower extract appears to be a good starting point for research programs leading to the development of natural skin care products.

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Nutritional composition, antioxidant activity and isolation of scopoletin from Senecio nutans: support of ancestral and new uses

Cited by 32 publications

References 18 publications

Antioxidant and Antibacterial Capacities of Origanum vulgare L. Essential Oil from the Arid Andean Region of Chile and its Chemical Characterization by GC-MS

Antioxidant and Antibacterial Capacities of Origanum vulgare L. Essential Oil from the Arid Andean Region of Chile and its Chemical Characterization by GC-MS

Inhibition of HIF-1α through Suppression of NF-κB Activation by Compounds Isolated from Senecio graveolens

Photoprotective Activity of Ipomoea horsfalliae Flower Extract

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