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Apigenin 7-glucoside

$106

  • Brand : BIOFRON

  • Catalogue Number : AV-H17044

  • Specification : 98%

  • CAS number : 578-74-5

  • Formula : C21H20O10

  • Molecular Weight : 432.38

  • PUBCHEM ID : 5280704

  • Volume : 20mg

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Catalogue Number

AV-H17044

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

432.38

Appearance

White crystal/Yellow powder

Botanical Source

Pogostemon cablin( Blanco) Benth./flowers of Cosmos bipinnatus, Zinnia elegans, heads of Cynara scolymus, and other plant spp.

Structure Type

Flavones/Flavanones

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O

Synonyms

Apigenin-7-O-Beta-D-glucopyranoside/4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-/Apigenin 7-β-glucoside/Cosmosiin/Cosmosioside/Apigenin 7-glucoside/Apigenin-7-O-β-D-glucopyranoside/Cosmosiin (8CI)/Apigenin 7-β-D-glucoside/Cosmiin/Cosmosin/Thalictiin/apigenin 7-O-beta-D-glucoside/Apigenin-7-O-glucoside/Apigetrin/COSMETIN/Cosemetin/7-D-Glycosylapigenin/5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one/5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl b-D-glucopyranoside/Apigenin 7-O-β-D-glucopyranoside/5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranoside/5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-on/7-(b-D-Glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one/Cossmetin/5-Hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-4H-chromen-4-one/Apigenin-7-d-glucoside/Apigenin 7-O-β-glucoside/Apigenin 7-β-D-glucopyranoside/5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside/Apigetrin,Cosmosiin/Apigenin 7-O-glucoside/4H-1-Benzopyran-4-one, 7- (β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-/Apigenin-7-glucoside/Apigenin-7-O-β-glucopyranoside/apigenin 7-O-β-D-glucoside

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Applications

Apigenin-7-glucoside exhibits significant anti-proliferative and antioxidant activity, scavengers of ROS.In vitro: exhibits significant anti-proliferative activity against B16F10 melanoma cells after 24 and 48 h of incubation. Apigenin-7-glucoside provoks an increase of subG0/G1, S and G2/M phase cell proportion with a significant decrease of cell proportion in G0/G1 phases. Apigenin-7-glucoside enhances melanogenesis synthesis and tyrosinase activity of B16F10 melanoma cells. [1] Api7G specifically induced the differentiation of CD34+ cells towards the erythroid lineage and inhibited the myeloid differentiation. [2] APIG had strong antioxidant activity against reactive oxygen species (ROS) in vitro in a concentration-dependent manner.

Density

1.6±0.1 g/cm3

Solubility

Methanol; DMF

Flash Point

280.7±26.4 °C

Boiling Point

788.9±60.0 °C at 760 mmHg

Melting Point

230-237ºC

InChl

InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1

InChl Key

KMOUJOKENFFTPU-QNDFHXLGSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:578-74-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

31228797

Abstract

Polyphenols are constituents of all higher plants. However, their biosynthesis is often induced when plants are exposed to abiotic stresses, such as drought. The aim of the present work was to determine the phenolic status in the roots of olive trees grown under water deficit conditions. The results revealed that roots of water-stressed plants had a higher content of total phenols. The main compound detected in well-watered olive tree roots was verbascoside. Oleuropein was established as the predominant phenolic compound of water-stressed plants. The oleuropein/verbascoside ratio varied between 0.31 and 6.02 in well-watered and water-stressed plants respectively, which could be a useful indicator of drought tolerance in olive trees. Furthermore, this study is the first to provide experimental evidence showing that luteolin-7-rutinoside, luteolin-7-glucoside and apigenin-7-glucoside were the dominant flavonoid glucosides in olive tree roots and showed the most significant variations under water stress.

Copyright ? 2019 Elsevier Masson SAS. All rights reserved.

KEYWORDS

Drought stress; Flavonoids; Olea europaea L.; Oleuropein; Phenol; Verbascoside

Title

Root verbascoside and oleuropein are potential indicators of drought resistance in olive trees (Olea europaea L.).

Author

Mechri B1, Tekaya M2, Hammami M2, Chehab H3.

Publish date

2019 Aug;

PMID

30599924

Abstract

Achillea millefolium L. is a plant widely used in traditional medicine. Nowadays, there is a growing concern about the study of its bioactive properties in order to develop food and nutraceutical formulations. Supercritical anti-solvent fractionation (SAF) of an A. millefollium extract was carried out to improve its antioxidant and anti-inflammatory activities. A selective precipitation of phenolic compounds was achieved in the precipitation vessel fractions, which presented an antioxidant activity twice than original extract, especially when fractionation was carried out at 10?MPa. The main phenolic components identified in this fraction were luteolin-7-O-glucoside, 3,5-dicaffeoylquinic acid, 6-hidroxyluteolin-7-O-glucoside and apigenin-7-O-glucoside. However, separator fractions presented higher anti-inflammatory activity than precipitation vessel ones, particularly at 15?MPa. This fact could be related to separator fractions enrichment in anti-inflammatory compounds, mainly camphor, artemisia ketone and borneol. Therefore, SAF produced a concentration of antioxidant and anti-inflammatory compounds that could be used as high-added valued ingredients.

Copyright ? 2018 Elsevier Ltd. All rights reserved.

KEYWORDS

Anti-inflammatory activity; Antioxidant activity; Bioactive ingredients; Phenolic compounds; Supercritical anti-solvent fractionation; Yarrow

Title

Supercritical anti-solvent fractionation for improving antioxidant and anti-inflammatory activities of an Achillea millefolium L. extract.

Author

Villalva M1, Jaime L1, Villanueva-Bermejo D1, Lara B1, Fornari T1, Reglero G2, Santoyo S3.

Publish date

2019 Jan

PMID

30551453

Abstract

The natural course of otitis media in children is acute and self-limiting. Nevertheless, about 10-20% children could experience recurrent or persistent otitis media. Thus, finding effective candidate to prevent acute otitis media is urgently required. In our study, mouse acute otitis media model was constructed by lipopolysaccharide (LPS) injection into the middle ear of mice via the tympanic membrane. Apigetrin (APT) is a flavonoid isolated from various herbal medicines, possessing anti-inflammatory and anti-oxidative bioactivities. However, if APT could attenuate acute otitis media in LPS-induced animal models, little is to be known. Hematoxylin and eosin (H&E) staining suggested that APT treatment reduced LPS-induced higher mucosa thickness. LPS-triggered inflammatory response was also inhibited by APT, as evidenced by the down-regulated neutrophils and macrophages. Additionally, the reduced inflammatory factors, including interleukin-1β (IL-lβ), tumor necrosis factor α (TNF-α), IL-6 and vascular endothelial growth factor (VEGF) were observed in APT-treated mice with acute otitis media. The process was associated with the inhibition of toll-like receptor 4 (TLR4)/nuclear factor kappa B (NF-κB) pathway, which was proved by the blockage of TLR4, MyD88, p-IKKα, p-IκBα, and p-NF-κB using western blot analysis. Moreover, the production of reactive oxygen species (ROS) caused by LPS was also reduced by APT through promoting anti-oxidants, involving superoxide dismutase (SOD) activity, heme oxygenase-1 (HO-1), NADP(H) quinone oxidoreductase 1 (NQO-1) and nuclear factor erythroid 2-related factor 2 (Nrf2) expressions. In contrast, high levels of MDA and kelch-like ECH-associated protein 1 (Keap 1) in LPS-treated mice were down-regulated by APT, which might be associated with the inactivation of NF-κB. In vitro, APT exhibited anti-inflammatory and anti-oxidant effects with little cytotoxicity in LPS-stimulated cells. Together, the data above indicated that APT could ameliorate acute otitis media through inhibiting inflammation and oxidative stress.

Copyright ? 2018. Published by Elsevier Masson SAS.

KEYWORDS

Acute otitis media; Apigetrin; Inflammatory response; Oxidative stress

Title

Apigetrin treatment attenuates LPS-induced acute otitis media though suppressing inflammation and oxidative stress.

Author

Guo H1, Li M2, Xu LJ3.

Publish date

2019 Jan