Spiraeoside

Spiraeoside
Product Name Spiraeoside
CAS No.: 20229-56-5
Catalog No.: CFN70300
Molecular Formula: C21H20O12
Molecular Weight: 464.4 g/mol
Purity: >=98%
Type of Compound: Flavonoids
Physical Desc.: Powder
Targets: DENV-NS5 RdRp | TRP | ERK | Syk | JNK | TNF-α | p38MAPK | IL Recepter
Source: The herbs of Filipendula ulmari
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Price:
Spiraeoside has antioxidant, anti-inflammatory, ulcer preventive and gastroprotective activities, it inhibits mast cells activation and IgE-mediated allergic responses by suppressing phospholipase C-γ-mediated signaling. Spiraeoside shows anti-plasmin activity, which is considered to play a key role in UV-stimulated melanogenesis in human skin. Spiraeoside is a new inhibitor of the DENV-NS5 RdRp from Carpolepis laurifolia as a potential antiviral drug for dengue treatment.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    http://europepmc.org/article/MED/25397870
    Delineation of the role of glycosylation in the cytotoxic properties of quercetin using novel assays in living vertebrates.[Reference: WebLink]
    Quercetin is a plant-derived flavonoid and its cytotoxic properties have been widely reported. However, in nature, quercetin predominantly occurs as various glycosides. Thus far the cytotoxic activity of these glycosides has not been investigated to the same extent as quercetin, especially in animal models.
    METHODS AND RESULTS:
    In this study, the cytotoxic properties of quercetin (1), hyperoside (quercetin 3-O-galactoside, 2), isoquercitrin (quercetin 3-O-glucoside, 3), quercitrin (quercetin 3-O-rhamnoside, 4), and Spiraeoside (quercetin 4'-O-glucoside, 5) were directly compared in vitro using assays of cancer cell viability. To further characterize the influence of glycosylation in vivo, a novel zebrafish-based assay was developed that allows the rapid and experimentally convenient visualization of glycoside cleavage in the digestive tract. This assay was correlated with a novel human tumor xenograft assay in the same animal model. The results showed that 3 is as effective as 1 at inhibiting cancer cell proliferation in vivo. Moreover, it was observed that 3 can be effectively deglycosylated in the digestive tract.
    CONCLUSIONS:
    Collectively, these results indicate that 3 is a very promising drug candidate for cancer therapy, because glycosylation confers advantageous pharmacological changes compared with the aglycone, 1. Importantly, the development of a novel and convenient fluorescence-based assay for monitoring deglycosylation in living vertebrates provides a valuable platform for determining the metabolic fate of naturally occurring glycosides.
    Helvetica chimica acta, 1989, 72(5):985-992.
    Notiz über Ellagitannine und Flavonol‐glycoside aus Rosenblüten.[Reference: WebLink]

    METHODS AND RESULTS:
    Petals from two garden roses proved to be very rich in ellagitannins and flavonol glycosides. Rutin (1), Spiraeoside (2), quercitrin (3), isoquercitrin (4), nicotiflorin (5), eugeniin (6), rugosin A (7), rugosin D (10), casuarictin (8), and tellimagrandin I (9) were isolated. Spiraeoside, at physiological pH, exerts a pronounced stabilisation of the anthocyanin colour with enhancement of extinction and bathochromic shift of the absorption maximum in the visible range.
    CONCLUSIONS:
    The abundance of gallic‐acid derivatives 6–10 is in contrast to the apparent inability of rose flowers to produce anthocyanins with a trihydroxylated ring B, a prerequisite in breeding true blue‐coloured roses.
    Records of Natural Products,2014,8(3):286-289.
    New Inhibitors of the DENV-NS5 RdRp from Carpolepis laurifolia as Potential Antiviral Drugs for Dengue Treatment.[Reference: WebLink]
    Since a few decades the dengue virus became a major public health concern and no treatment is available yet. In order to propose potential antidengue compounds for chemotherapy we focused on DENV RNA polymerase (DENV-NS5 RdRp) which is specific and essential for the virus replication. Carpolepis laurifolia belongs to the Myrtaceae and is used as febrifuge in traditional kanak medicine. Leaf extract of this plant has been identified as a hit against the DENV-NS5 RdRp.
    METHODS AND RESULTS:
    Here we present a bioguided fractionation of the leaf extract of C. laurifolia which is also the first phytochemical evaluation of this plant. Five flavonoids, namely quercetin (1), 6-methylapigenin-7-methylether (2), avicularin (3), quercitrin (4) and hyperoside (5), together with betulinic acid (6), were isolated from the leaf extract of C. laurifolia. All isolated compounds were tested individually against the DENV-NS5 RdRp and compared with four other commercial flavonoids: isoquercitrin (7), Spiraeoside (8), quercetin-3,4’-di-O-glucoside (9) and rutin (10).
    CONCLUSIONS:
    Compounds 3, 4, 6, 8 and 10 displayed IC50 ranging from 1.7 to 2.1 μM, and were the most active against the DENV-NS5 RdRp.
    Bioorganic & Medicinal Chemistry Letters, 2015, 25(13):2702-2706.
    Inhibitors of melanogenesis in B16 melanoma 4A5 cells from flower buds of Lawsonia inermis (Henna).[Reference: WebLink]

    METHODS AND RESULTS:
    The methanolic extract of Lawsonia inermis L. (henna) showed significant inhibitory activity toward melanogenesis in B16 melanoma 4A5 cells. Among the constituents isolated from the methanolic extract, luteolin, quercetin, and (±)-eriodictyol showed stronger inhibitory activity than the reference compound, arbutin. Several structure–activity relationships of the flavonoids were suggested, and OGlc < H = OH at the 3-position, OGlc < OH at the 4′-position, and the double bond between the 2- and 3-positions were important.
    CONCLUSIONS:
    The active constituents suppressed tyrosinase, tyrosinase related protein (TRP)-1, and TRP-2 mRNA expression. The suppression was considered as one of the mechanisms of action. Furthermore, the methanolic extract and several constituents, including luteoloside and Spiraeoside, showed anti-plasmin activity, which is considered to play a key role in UV-stimulated melanogenesis in human skin.
    Biochemistry & Cell Biology-biochimie Et Biologie Cellulaire, 2015, 93(3):1-9.
    Spiraeoside inhibits mast cells activation and IgE-mediated allergic responses by suppressing phospholipase C-γ-mediated signaling.[Reference: WebLink]
    Mast cells are responsible for IgE-mediated allergic responses through the secretion of various inflammatory cytokines and mediators. Therefore, the pharmacological regulation of mast cell activation is an important goal in the development of novel anti-allergic drugs.
    METHODS AND RESULTS:
    In this study, we found that Spiraeoside (SP) inhibits mast cell activation and allergic responses in vivo. SP dose-dependently inhibited the degranulation induced by IgE-antigen (Ag) stimulation in RBL-2H3 mast cells without cytotoxic effects. At the molecular level, SP reduced the Ag-induced phosphorylation and subsequent activation of phospholipase C-γ2 (PLC-γ2). Moreover, SP inhibited the phosphorylation of spleen tyrosine kinase (Syk), linker for activation of T cells (LAT), and downstream MAPKs, such as ERK1/2, p38, and JNK, eventually attenuating expression of TNF-α and IL-4. Finally, we found that SP significantly inhibited IgE-mediated passive cutaneous anaphylaxis (PCA) in mice.
    CONCLUSIONS:
    Taken together, our results strongly suggest that SP suppresses IgE-mediated mast cell activation and allergic responses by inhibiting Lyn-induced PLC-γ2/MAPK signaling in mast cells.
    Journal of Ethnopharmacology, 2017:S0378874117332749.
    Antioxidant, anti-inflammatory and gastroprotective activity of Filipendula ulmaria (L.) Maxim. and Filipendula vulgaris Moench.[Reference: WebLink]
    Meadowsweet (Filipendula ulmaria (L.) Maxim.) and dropwort (Filipendula vulgaris Moench) are herbaceous perennials employed in folk medicine for their antirheumatic, antipyretic and anti-ulcer properties.To assess ethnomedicinal claims through investigation of antioxidant, anti-inflammatory and gastroprotective effects of F. ulmaria and F. vulgaris lyophilized flower infusions (LFIs) as well as the F. vulgaris isolated flavonoids Spiraeoside, kaempferol 4'-O-glucoside, astragalin 2'-O-gallate, mixture of hyperoside 2'-O-gallate and isoquercitrin 2'-O-gallate, and a tannin tellimagrandin II.
    METHODS AND RESULTS:
    Free radical scavenging activity of the tested samples was determined by examining their ability to neutralize DPPH and OH radicals in vitro, whereas reducing properties were assessed in Ferric Reducing Antioxidant Power (FRAP) assay. Anti-inflammatory activity was studied ex vivo in human platelets by monitoring the effect on eicosanoid biosynthesis. Gastroprotective action was estimated in animal model of acute gastric injury induced by ethanol.LFIs and Spiraeoside exerted activities comparable to those of positive control in DPPH-radical scavenging and FRAP antioxidant assays, whereas notable hydroxyl radical scavenging ability was demonstrated only for Spiraeoside (IC50 = 5.1μg/mL). Among tested samples, astragalin 2″-O-gallate (IC50 = 141.1μg/mL) and Spiraeoside (IC50 = 4.69μg/mL) the most markedly inhibited production of pro-inflammatory prostaglandin E2 and 12(S)-hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic acid in human platelets, respectively. Examination of LFIs (100-300mg/kg, p.o.) gastroprotective action in rats revealed their capacity to preserve mucosal integrity. In addition, Spiraeoside (50mg/kg, p.o.) and tellimagrandin II (40mg/kg, p.o.) showed ulcer preventive ability.
    CONCLUSIONS:
    Current study supports documented traditional use of investigated herbs and indicates that flavonoid and tannin components are partially responsible for the demonstrated pharmacological activities.
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