Experimental and theoretical investigations on the antioxidant activity of isoorientin from Crotalaria globosa

Deepha, V.; Praveena, R.; Sivakumar, R.; Sadasivam, K.

doi:10.1016/j.saa.2013.12.025

Cited by 21 publications

(7 citation statements)

References 42 publications

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“…Isoorientin was largely predominant in F13 (99% of HPLC purity at 275 nm) and thus was certainly involved in the very low EC50 value (8.0 ± 0.2 μg/mL) of this fraction. The significant DPPH radical scavenging activity of isoorientin comparable to that of ascorbic acid was previously reported [19]. Isovitexin (7) was the major compound in F9 and F10 (88.9% and 93.7% of HPLC purity at 275 nm, respectively), while astragalin was the major compounds in F4 and F5 (85% and 75% of HPLC purity at 275 nm, respectively) accompanied by a mixture of minor nitropropanoyl-D-glucopyranose derivatives.…”

Section: Resultssupporting

confidence: 72%

Fast Identification of Radical Scavengers from Securigera varia by Combining 13C-NMR-Based Dereplication to Bioactivity-Guided Fractionation

et al. 2015

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Securigera varia (Fabaceae) is a common herbaceous perennial plant widely growing in Europe and Asia and purposely established for erosion control, roadside planting, and soil rehabilitation. The aim of this study was to determine the radical scavenging activity of a crude methanol extract of S. varia aerial parts by using the free radical DPPH (1,1-diphenyl-2-picrylhydrazyl) and to rapidly identify the compounds involved in this activity. The crude extract was initially separated in five fractions on Diaion HP20 resin and the most active part was fractionated by Centrifugal Partition Extraction (CPE). Known compounds were directly identified by a 13 C-NMR-based dereplication method. Semi-preparative high performance liquid chromatography purification experiments were further performed to identify unknown or minor active compounds. As a result, one new (13) and twelve known flavonoid glycosides together with three nitropropanoylglucopyranoses were isolated, including astragalin (1) (14), coronillin (16) and coronarian (15). 120 mg of the most active compound isoorientin against the free radical DPPH was recovered by CPE with an HPLC purity of 99%.

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Section: Resultssupporting

confidence: 72%

Fast Identification of Radical Scavengers from Securigera varia by Combining 13C-NMR-Based Dereplication to Bioactivity-Guided Fractionation

et al. 2015

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“…Luteolin and some of its glycosides have these two structural features, and they show elevated antioxidant activity [20]. Moreover, several studies have demonstrated the antioxidant activity of orientin and vitexin [21, 22], and isoorientin was even shown to have higher antioxidant activity than the aglycone luteolin [23]. Nevertheless, whereas 100 μg/mL vitexin inhibited DPPH • and superoxide radical formation by 60% and 70%, respectively, the C .…”

Section: Resultsmentioning

confidence: 99%

Cecropia obtusa extract and chlorogenic acid exhibit anti aging effect in human fibroblasts and keratinocytes cells exposed to UV radiation

et al. 2019

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Cecropia obtusa is popularly used in the Amazonian region and exhibits antioxidant activity. Cosmetic formulations containing C . obtusa extract are commercially available for purchase; however, the chemical composition and the effects of the topical application of the extract are not described in the literature. Therefore, this study aimed to identify the main components of C . obtusa for the first time and to assess the anti aging effect in human fibroblasts and keratinocytes exposed to UVR. The main components in C . obtusa extract were identified by LC-DAD-MS/MS as chlorogenic acid (CGA), luteolin-C-hexoside, luteolin-C-hexose-O-deoxy-hexose, and apigenin-C-hexose-O-deoxy-hexose. C . obtusa extract and CGA decreased the metalloproteinase-1 and protein carbonyl levels and increased the collagen and hyaluronic acid contents. Overall, the extract exhibited better activity than CGA, and we demonstrated the ability of the extract to protect against the UV-induced increase in the pro inflammatory cytokines IL-1β and IL-6, which are potential pathways of the antioxidant and anti aging effect. The chemical characterization added important data to broaden the knowledge related to C . obtusa , and the results suggest that the extract is a promising candidate to be incorporated in topical photochemoprotective formulations.

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“…Isoorientin (18) and isoscoparin (19) are luteolin C-glucosides, which are common, naturally occurring C-glycosyl flavones in many plant species (Yuan et al 2014). These compounds have been reported to have various biological properties, such as antioxidant (Yuan et al 2013;Deepha et al 2014), anti-nociceptive (Kuepeli et al 2004), anti-diabetic (Alonso-Castro et al 2012, and anti-inflammatory activities (Luyen et al 2014).…”

Section: Resultsmentioning

confidence: 99%

Chemical constituents of Triticum aestivum and their effects on adipogenic differentiation of 3T3-L1 preadipocytes

et al. 2014

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In this report, we investigated the anti-obesity effect of wheat sprouts and their component compounds. Twenty compounds (1-20) were isolated from Triticum aestivum. Among them, glycolipids 1-5 were determined for the first time from T. aestivum and its sprouts. The HPLC analysis demonstrated that compounds 1-3, 5, 8, 12, and 14 were major peak in the HPLC chromatogram of the active fraction. The effects of the compounds on lipid accumulation were assessed at concentrations ranging from 1.0 to 100 μM. At concentration of 10.0 μM, compounds 1-7, 10-15, and 17-19 significantly decreased lipid accumulation in 3T3-L1 preadipocytes. Glycolipids 1, 2, and phenolic 17 significantly reduced lipid accumulation in the differentiated adipocytes in a concentration-dependent manner. Quantitative analysis based on measurement of the optical density of Oil Red O indicated that, at 100 μM, compounds 1, 2, and 17 reduced lipid accumulation by 41, 37, and 48%, respectively, compared with the positive control.

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Experimental and theoretical investigations on the antioxidant activity of isoorientin from Crotalaria globosa

Cited by 21 publications

References 42 publications

Fast Identification of Radical Scavengers from Securigera varia by Combining 13C-NMR-Based Dereplication to Bioactivity-Guided Fractionation

Fast Identification of Radical Scavengers from Securigera varia by Combining 13C-NMR-Based Dereplication to Bioactivity-Guided Fractionation

Cecropia obtusa extract and chlorogenic acid exhibit anti aging effect in human fibroblasts and keratinocytes cells exposed to UV radiation

Chemical constituents of Triticum aestivum and their effects on adipogenic differentiation of 3T3-L1 preadipocytes

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