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Trifolin

$1,008

  • Brand : BIOFRON

  • Catalogue Number : BD-P0865

  • Specification : 98.0%(HPLC&TLC)

  • CAS number : 23627-87-4

  • Formula : C21H20O11

  • Molecular Weight : 448.38

  • PUBCHEM ID : 5282149

  • Volume : 25mg

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Catalogue Number

BD-P0865

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC&TLC)

Storage

2-8°C

Molecular Weight

448.38

Appearance

Yellow powder

Botanical Source

Widespread occurrence in plant world, e.g. Campanula and Diospyros spp., Trifolium pannonicum flowers, Pinus sylvestris (Scotch pine), fruits of Scolymus hispanicus (Spanish salsify) and leaves of Lespedeza cuneata

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

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

Synonyms

4H-1-Benzopyran-4-one, 3-(β-D-galactopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-/Kaempferol 3-O-β-D-galactoside/Kaempferol-3-O-β-D-galactoside/Kaempferol-3-O-D-galactopyranoside/Trifolin/5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl β-D-galactopyranoside

IUPAC Name

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

Applications

Density

1.8±0.1 g/cm3

Solubility

Methanol; DMSO

Flash Point

291.6±27.8 °C

Boiling Point

823.2±65.0 °C at 760 mmHg

Melting Point

245-246℃

InChl

InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15+,17+,18-,21?/m1/s1

InChl Key

JPUKWEQWGBDDQB-HBDJNLTOSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:23627-87-4) 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

31926461

Abstract

Apple is rich in flavonol glycosides, which are believed to contribute to putative health benefits associated with apple consumption. Glycosylation, catalyzed by uridine diphospho-glycosyltransferases (UGTs), is the last step in flavonol biosynthesis, which confers molecular stability and solubility to the flavonol. In the present study, the involvement of two UGTs, MdUGT75B1 and MdUGT71B1, in flavonol biosynthesis in apple was investigated. The major flavonols are quercetin 3-O-glycosides, and UV-B and blue light treatment significantly enhanced the accumulation of quercetin 3-O-galactoside, quercetin 3-O-glucoside, and kaempferol 3-O-galactoside. Transcript levels of MdUGT75B1 and MdUGT71B1 in fruit subjected to different treatments were correlated well with flavonol accumulation. MdUGT75B1 showed flavonol-specific activity with a preference for UDP-galactose as the sugar donor, while MdUGT71B1 using UDP-glucose exhibited a wider substrate acceptance. Thus, MdUGT75B1 and MdUGT71B1 are key UGTs involved in flavonol biosynthesis and may have important roles in regulating accumulation of these health-promoting bioactive compounds in apple.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

(-)-catechin (PubChem CID: 73160); (-)-epicatechin (PubChem CID: 72276); Apple; Flavonol glycoside; Glycosyltransferase; Light treatment; UDP-galactose (PubChem CID: 18068); UDP-glucose (Pub Chem CID: 8629); apigenin (PubChem CID: 5280443); cyanidin chloride (PubChem CID: 68247); daidzein (PubChem CID: 5281708); genistein (PubChem CID: 5280961); hesperetin (PubChem CID: 72281); kaempferol (PubChem CID: 5280863); kaempferol 3-O-galactoside (PubChem CID: 5282149); kaempferol 3-O-glucoside (PubChem CID: 5282102); luteolin (PubChem CID: 5280445); malvidin chloride (PubChem CID: 69512); myricetin (PubChem CID: 5281672); naringenin (PubChem CID: 932); quercetin (PubChem CID: 5280343); quercetin 3-O-galactoside (PubChem CID: 5281643); quercetin 3-O-glucoside (PubChem CID: 5280804); quercetin 3-O-rhamnoside (PubChem CID: 5280459); quercetin 3-O-rutinoside (PubChem CID: 5280805)

Title

Involvement of MdUGT75B1 and MdUGT71B1 in flavonol galactoside/glucoside biosynthesis in apple fruit.

Author

Xie L, Cao Y, Zhao Z, Ren C, Xing M, Wu B, Zhang B, Xu C, Chen K, Li X.

Publish date

2020 May 15;

PMID

30175924

Abstract

As a continuation of investigating Impatiens L. genus, eight flavonoids, eriodyctiol, eriodyctiol 7-O-β-ᴅ-glucoside, kaempferol 3-O-β-ᴅ-glucoside, kaempferol 3-O-β-ᴅ-galactoside, kaempferol 3-rhamnosyl-di-glucoside, kaempferol 3-O-β-ᴅ-rutinoside, quercetin 3-O-β-ᴅ-glucoside and quercetin 3-O-β-ᴅ-galactoside, two phenolic acids – p-hydroxybenzoic acid and protocatechuic acid, and 2-methoxynaphthalene-1,4-dione were isolated from the aerial parts of I. glandulifera collected in Poland. The structures of the compounds were established by analysis of their spectroscopic (1H and 13C NMR) and spectrometric (MS) data, as well as by comparison of these with those reported in the literature. Quercetin 3-O-β-ᴅ-glucoside, kaempferol 3-O-β-ᴅ-galactoside and kaempferol 3-O-β-ᴅ-rutinoside were isolated for the first time from the investigated taxon. In addition, the antioxidant activities in different tests of all obtained compounds were evaluated. The results clearly showed that among analyzed constituents, quercetin 3-O-β-ᴅ-glucoside exhibited antioxidant activity comparable or better than ascorbic acid and Trolox which were used as a positive control.

KEYWORDS

Balsaminaceae; Impatiens glandulifera; antioxidant activity; flavonoids; phenolics

Title

Phenolic constituents of the aerial parts of Impatiens glandulifera Royle (Balsaminaceae) and their antioxidant activities.

Author

Szewczyk K, Sezai Cicek S, Zidorn C, Granica S.

Publish date

2019 Oct;

PMID

29975999

Abstract

The peel of astringent persimmon (Diospyros kaki Thunb. cv. Cheongdo-Bansi) is a by-product of dried persimmon (gotgam). We investigated if deastringent peel extracts of persimmon cv. Cheongdo-Bansi had antioxidative and neuroprotective properties. Two different extracts were prepared: thermally and nonthermally treated persimmon peel extracts (TPE and NTPE, respectively). Both TPE and NTPE were fractionated sequentially in n-hexane, chloroform, ethyl acetate, n-butanol, and water. The TPE and NTPE ethyl acetate fractions had the highest total phenolic and flavonoid contents as well as antioxidant capacities among all the fractions. Pretreatment of neuronal PC-12 and SH-SY5Y cells with the TPE and NTPE ethyl acetate fractions increased cell viability after exposure to oxidative stress. The ethyl acetate fraction of TPE attenuated oxidative stress inside both PC-12 and SH-SY5Y cells more effectively than that of NTPE. Furthermore, the TPE and NTPE ethyl acetate fractions inhibited acetylcholinesterase and butyrylcholinesterase. Analysis of ultra-high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry results revealed gallic acid, kaempferol, kaempferol-3-O-galactoside, kaempferol-3-O-glucoside, quercetin, quercetin-3-O-galactoside, quercetin-3-O-galactoside-2′-O-gallate, and quercetin-3-O-glucoside as the major phenolics of the TPE and NTPE ethyl acetate fractions. Taken together, these results suggest that the ethyl acetate fraction of deastringent persimmon peel is rich in antioxidants and has potential as a functional food to reduce oxidative stress.

KEYWORDS

Antioxidant; by-product; deastringent persimmon peel; polyphenol; ultra-high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry

Title

Deastringent Peel Extracts of Persimmon (Diospyros kaki Thunb. cv. Cheongdo-Bansi) Protect Neuronal PC-12 and SH-SY5Y Cells against Oxidative Stress.

Author

Jeong DW, Cho CH, Lee JS, Lee SH, Kim T, Kim DO.

Publish date

2018 Jul 28