Oleanane-type triterpenoid saponins from the roots of Polygala aureocauda Dunn.

Quang, Trần Hồng; Yến, Dương Thị Hải; Nhiệm, Nguyễn Xuân; Tài, Bùi Hữu; Ngân, Nguyễn Thị Thanh; Anh, Hoang Le Tuan; Oh, Hyuncheol; Kiệm, Phan Văn; Minh, Châu Văn

doi:10.1016/j.phytol.2019.09.010

Cited by 11 publications

(10 citation statements)

References 7 publications

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“…As the obtained results, the purified compounds were divided into two groups—phenolic glycosides ( 1 - 9 ) and triterpenoid saponins ( 10 – 15 ). Many of these phenolic glycosides and triterpenoid saponins are commonly found in Polygala species, such as P. arillata [ 15 ], P. sibirica [ 16 ], and P. aureocauda [ 17 ]. However, this is the first report of compound 15 being isolated from the genus Polygala .…”

Section: Resultsmentioning

confidence: 99%

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Vinh

Heo

Phong

et al. 2020

Plants

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The roots of Polygala tenuifolia Wild (Polygalaceae), which is among the most important components of traditional Chinese herbal medicine, have been widely used for over 1000 years to treat a variety of diseases. In the current investigation of secondary metabolites with anti-inflammatory properties from Korean medicinal plants, a phytochemical constituent study led to the isolation of 15 compounds (1–15) from the roots of P. tenuifolia via a combination of chromatographic methods. Their structures were determined by means of spectroscopic data such as nuclear magnetic resonance (NMR), 1D- and 2D-NMR, and liquid chromatography-mass spectrometry (LC-MS). As the obtained results, the isolated compounds were divided into two groups—phenolic glycosides (1–9) and triterpenoid saponins (10–15). The anti-inflammatory effects of crude extracts, fractions, and isolated compounds were investigated on the production of the pro-inflammatory cytokines interleukin (IL)-12 p40, IL-6, and tumour necrosis factor-α in lipopolysaccharide-stimulated bone marrow-derived dendritic cells. The IC50 values, ranging from 0.08 ± 0.01 to 21.05 ± 0.40 μM, indicated potent inhibitory effects of the isolated compounds on the production of all three pro-inflammatory cytokines. In particular, compounds 3–12, 14, and 15 showed promising anti-inflammatory activity. These results suggest that phenolic and triterpenoid saponins from P. tenuifolia may be excellent anti-inflammatory agents.

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Section: Resultsmentioning

confidence: 99%

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Vinh

Heo

Phong

et al. 2020

Plants

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“…The potential activity of these compounds has been described as antinflammatory, antioxidant, antitumor, estrogenic, hepatoprotective and neuroprotective [20,21,22]. Specifically, (3R,5R)-3,5-dihydroxy-1,7-bis(4-hydroxyphenyl) heptanes 3-O-ß-D-glucopyranoside has been described by Yokosuka [23] in Tacca chantrieri, Quang [24] in Tacca plantaginea, and Riethmüller [25] in C. avellana. At a concentration of 21 nM, no cytotoxic activity of this compound was found in HL-60 cells (human promyelocytic leukemia cells), while an IC50 of 384 and 445 nM was reported for HSC-2 (oral squamous cell carcinoma) and HGF (normal human gingival fibroblast) cells, respectively [23].…”

Section: Discussionmentioning

confidence: 99%

“…Compounds of the extract were firstly separated by silica gel chromatography using a Combiflash-companion chromatograph (Serlabo) and ready-to-use RediSep column (40 g), obtaining 8 fractions which were resuspended in DMSO, at a concentration of 0.4 g DW /mL. The mobile phase consisted of DCM (A) and MeOH (B) with the following increasing polarity gradient (t (min), %B): (5, 0), (7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)5), (18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28)10), (32)(33)(34)(35)(36)(37)(38)(39)(40)(41)(42)15), (44)(45)(46)(47)(48)(49)(50)(51)(52)(53)(54)(55)20) in 60 min at 30 mL/min. Flash chromatography was performed with two active fractions to purify the lead compounds.…”

Section: Plant Extract Fractionationmentioning

confidence: 99%

Viability-reducing activity of Coryllus avellana L. extracts against human cancer cell lines

Gallego

Metón

Baanante

et al. 2017

Biomedicine & Pharmacotherapy

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The increasing rate of cancer incidence has encouraged the search for novel natural sources of anticancer compounds. The presence of small quantities of taxol and taxanes in Corylus avellana L. has impelled new potential applications for this plant in the field of biomedicine. In the present work, the cell viability-reducing activity of stems and leaves from three different hazel trees was studiedagainst three human-derived cancer cell lines (HeLa, HepG2 and MCF-7). Both leaf and stem extracts significantly reduced viability of the three cell lines either after maceration with methanol or using taxane extraction methods. Since maceration reduced cell viability to a greater extent than taxane extraction methods, we scaled up the maceration extraction process using a method for solid/liquid extraction (Zippertex technology). Methanol leaf extracts promoted a higher reduction in viability of all cell lines assayed than stem extracts. Fractionation of methanol leaf extracts using silica gel chormatography led to the purification and identification of two compounds by HPLC-MS and NMR: (3R,5R)-3,5-dihydroxy-1,7-bis(4-hydroxyphenyl) heptane 3-O-β-d-glucopyranoside and quercetin-3-O-rhamnoside. The isolated compounds decreased viability of HeLa and HepG2 cells to a greater extent than MCF-7 cells. Our results suggest a potential use of C. avellana extracts in the pharmacotherapy of cervical cancer and hepatocarcinoma and, to a lesser extent, breast cancer.

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“…Triterpenoid saponins, an important class of bioactive products, are primarily divided into tetracyclic triterpenoid saponins and pentacyclic triterpenoid saponins, among which pentacyclic triterpenes are common. Oleanane-type pentacyclic triterpenoid saponins are broadly distributed and have been widely studied [10,11]. Araloside A (Figure 1), an oleanolic acid-type pentacyclic triterpenoid saponin, is extensively distributed in many Aralia plants, such as Aralia elata [12], Aralia taibaiensis [13], Aralia armata [14], Aralia chinensis L. [15], and Aralia spinifolia [16].…”

Section: Introductionmentioning

confidence: 99%

Synergistic Antioxidant Effects of Araloside A and L‐Ascorbic Acid on H₂O₂‐Induced HEK293 Cells: Regulation of Cellular Antioxidant Status

Tian

Zhang

et al. 2021

Oxidative Medicine and Cellular Longevity

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Araloside A is a pentacyclic triterpenoid saponin, and L-ascorbic acid is a globally recognized antioxidant. In this study, coadministered araloside A and L-ascorbic acid were found to have a strong synergistic antioxidant effect, and correlations between cellular antioxidant indexes and free radical scavenging ability were found. Individual and combined pretreatment with araloside A and L-ascorbic acid increased both cell viability and antioxidant enzyme activity and inhibited the release of lactate dehydrogenase (LDH); the accumulation of malondialdehyde (MDA), lipid peroxidation (LPO) products, and H2O2; and the production of intracellular reactive oxygen species (ROS), protein carbonyls, and 8-hydroxy-2-deoxy guanosine (8-OHdG). Free radical scavenging ability was positively correlated with superoxide dismutase (SOD) and catalase (CAT) activity, the glutathione (GSH)/oxidized glutathione (GSSG) ratio, and total antioxidant capacity (T-AOC). Our study is the first investigation of araloside A and L-ascorbic acid coadministration for the treatment of diseases caused by oxidative stress. The synergistic antioxidant effects of araloside A and L-ascorbic acid support their potential as functional food ingredients for the elimination of oxidative stress-induced adverse reactions.

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Oleanane-type triterpenoid saponins from the roots of Polygala aureocauda Dunn.

Cited by 11 publications

References 7 publications

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Viability-reducing activity of Coryllus avellana L. extracts against human cancer cell lines

Synergistic Antioxidant Effects of Araloside A and L‐Ascorbic Acid on H₂O₂‐Induced HEK293 Cells: Regulation of Cellular Antioxidant Status

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Oleanane-type triterpenoid saponins from the roots of Polygala aureocauda Dunn.

Cited by 11 publications

References 7 publications

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Bioactive Compounds from Polygala tenuifolia and Their Inhibitory Effects on Lipopolysaccharide-Stimulated Pro-inflammatory Cytokine Production in Bone Marrow-Derived Dendritic Cells

Viability-reducing activity of Coryllus avellana L. extracts against human cancer cell lines

Synergistic Antioxidant Effects of Araloside A and L‐Ascorbic Acid on H2O2‐Induced HEK293 Cells: Regulation of Cellular Antioxidant Status

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Synergistic Antioxidant Effects of Araloside A and L‐Ascorbic Acid on H₂O₂‐Induced HEK293 Cells: Regulation of Cellular Antioxidant Status