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Sinapinic acid

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-S2031

  • Specification : 98%

  • CAS number : 530-59-6

  • Formula : C11H12O5

  • Molecular Weight : 224.212

  • PUBCHEM ID : 637775

  • Volume : 20mg

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Catalogue Number

BF-S2031

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

224.212

Appearance

Cryst.

Botanical Source

leaves of Platycladus orientalis

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC(=CC(=C1O)OC)C=CC(=O)O

Synonyms

4-Hydroxy-3,5-dimethoxycinnamic acid/2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (E)-/Sinapic acid/3,5-Dimethoxy-4-hydroxycinnamic Acid/Sinapic acid, trans-/3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid/3 5-dimethoxy-4-hydroxycinnamic acid/(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid/(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid/Sinapinic acid/2-propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-/3,5-DIMETHOXY-4-HYDROXY-TRANS-CINNAMIC ACID/(E)-sinapic acid/2-Propenoic acid, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)-/trans-3,5-Dimethoxy-4-hydroxycinnamic Acid/trans-sinapic acid

IUPAC Name

(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

Density

1.3±0.1 g/cm3

Solubility

Flash Point

158.6±20.8 °C

Boiling Point

403.4±40.0 °C at 760 mmHg

Melting Point

203-205 °C (dec.)(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:530-59-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31891261

Abstract

Phenylpropanoid (PPPN) compounds are widely used in agriculture, medical, food, and cosmetic industries because of their multiple bioactivities. Alternaria sp. MG1, an endophytic fungus isolated from grape, is a new natural source of PPPNs. However, the PPPN biosynthesis pathway in MG1 tends to be suppressed under normal growth conditions. Starvation has been reported to stimulate the PPPN pathway in plants, but this phenomenon has not been well studied in endophytic fungi. Here, metabolomics analysis was used to examine the profile of PPPN compounds, and quantitative reverse transcription-polymerase chain reaction was used to detect the expression of key genes in the PPPN biosynthesis pathway under starvation conditions. Starvation treatment significantly increased the accumulation of shikimate and PPPN compounds and upregulated the expression of key genes in their biosynthesis pathways. In addition to previously reported PPPNs, sinapate, 4-hydroxystyrene, piceatannol, and taxifolin were also detected under starvation treatment. These findings suggest that starvation treatment provides an effective way to optimize the production of PPPN compounds and may permit the investigation of compounds that are undetectable under normal conditions. Moreover, the diversity of its PPPNs makes strain MG1 a rich repository of valuable compounds and an extensive genetic resource for future studies.

KEYWORDS

Alternaria sp. MG1; metabolomics; phenylpropanoid pathway; secondary metabolites; starvation treatment

Title

Metabolomics Reveals the Response of the Phenylpropanoid Biosynthesis Pathway to Starvation Treatment in the Grape Endophyte Alternaria sp. MG1.

Author

Lu Y1, Che J2, Xu X1, Pang B1, Zhao X1, Liu Y3, Shi J1.

Publish date

2020 Jan 29

PMID

31663155

Abstract

Canola meal, a by-product of oil pressing, is a rich source of phenolic antioxidants. However, its use in the food and feed sector is still limited by the need for greener, sustainable, and more cost-effective extraction methods. This study used accelerated solvent extraction (ASE) to enhance the extraction efficiency of the phenolic antioxidants. The high selectivity and short extraction time associated with ASE were ideal for obtaining high yields of these antioxidants. The structure-based activity of phenolic compounds may be influenced by the high pressure and temperature of the greener ASE process. The present study evaluated the effect of temperature (140, 160, and 180 °C) and pressure (1,500 psi) on the extraction and yield of phenolic compounds from canola meal as well as the solvent type (ethanol and methanol) and concentration (30%, 40%, 60%, and 70% v/v). Antioxidant activity was determined by 2,2-diphenyl-1-picrylhydrazyl, ferric reducing/antioxidant power assay, and ion-chelating activity. The highest yield of phenolic compounds was obtained with 70% methanol (20.72 ± 1.47 mg SAE/g DM [milligrams of sinapic acid equivalents per gram of dry matter]) and 70% ethanol (24.71 ± 2.77 mg SAE/g DM) at 180 °C temperature. A similar trend was observed for the antioxidant activity of the extracts and their total flavonoid content. The structure-based antioxidant activity of the extracts examined increased with the increase in the percentage of the extracting solvent (P > 0.05). This study established ASE as an efficient green method for extracting phenolic compounds from canola meal, with potential application for the production of natural bioactive compounds from underutilized agricultural by-products. PRACTICAL APPLICATION: ASE is an efficient eco-friendly method for extracting phenolic compounds from agricultural by-products such canola meal. Under the conditions of high pressure and temperature, ASE significantly improved the yields of phenolic compounds, sinapine, sinapic acid, and canolol. Under these conditions, water, as an extractant, was not effective in extracting sianpine. Moreover, it was much less effective than both 70% ethanol and 70% methanol in extracting sinapine or canolol. These phenolic compounds are of great interest as natural antioxidants for enhancing the shelf life of food products. They also represent new sources of neutraceuticals for improving human health.

© 2019 Institute of Food Technologists®.

KEYWORDS

accelerated solvent extraction (ASE); antioxidant activity; canola meal; high temperature and pressure

Title

Antioxidative Polyphenols of Canola Meal Extracted by High Pressure: Impact of Temperature and Solvents.

Author

Nandasiri R1,2, Eskin NAM1, Thiyam-Hollander U1,2.

Publish date

2019 Nov;

PMID

31514049

Abstract

Solid-state fermentation (SSF) is the preferred method of enhancing the phenolic content of oats, while scientific optimization for improving specific phenolic compounds is limited. In this study, sequential targeting of phenolic conversion in simultaneous hydrolysis and fermentation (SHF) of oats was investigated. The results revealed that SHF with adding cellulase at 0, 6 and 12 days could increase the total phenolic content by 4.4%, 67.8% and 59.1%, respectively, over that of SSF. The α-amylase and CMCase activity were highly correlated with the soluble and insoluble phenolic contents in SHF (-6 and -12) systems (r > 0.8, p < 0.05). Interestingly, the content of phenolic fraction, such as ferulic acid, was up-regulated, whereas sinapic acid was down-regulated. These results indicated that the phenolic conversion occurred in SHF, resulting in variation in DPPH and ABTS+ radical scavenging abilities. This research provided metabolic understanding of the optimization of phenolic compounds to increase the functional ingredient of oats.

Copyright © 2019 Elsevier Ltd. All rights reserved.

KEYWORDS

Antioxidant activity; Carbohydrate hydrolyzing enzymes; Oat; Phenolic conversion; Simultaneous hydrolysis and fermentation

Title

Dynamic changes in the phenolic composition and antioxidant activity of oats during simultaneous hydrolysis and fermentation.

Author

Bei Q1, Wu Z2, Chen G3.

Publish date

2020 Feb 1


Description :

Sinapinic acid (Sinapic acid) is a phenolic compound isolated from Hydnophytum formicarum Jack. Rhizome, acts as an inhibitor of HDAC, with an IC50 of 2.27 mM[1], and also inhibits ACE-I activity[2]. Sinapinic acid posssess potent anti-tumor activity, induces apoptosis of tumor cells[1]. Sinapinic acid shows antioxidant and antidiabetic activities[2]. Sinapinic acid reduces total cholesterol, triglyceride, and HOMA-IR index, and also normalizes some serum parameters of antioxidative abilities and oxidative damage in ovariectomized rats[3].