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trans-Ferulic Acid

$65

  • Brand : BIOFRON

  • Catalogue Number : BF-T1007

  • Specification : 98%

  • CAS number : 537-98-4

  • Formula : C10H10O4

  • Molecular Weight : 194.18

  • PUBCHEM ID : 445858

  • Volume : 20mg

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Catalogue Number

BF-T1007

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

194.18

Appearance

Powder

Botanical Source

"Widely distributed in plants, first Ferula foetida (asafoetida). Metab. of a Penicillium sp. Found. by Bate-Smith in 33% of investigated dicotyledonous and 67% of monocotyledonous spp."

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C(C=CC(=C1)C=CC(=O)O)O

Synonyms

Coniferic acid/(E)-4-Hydroxy-3-methoxycinnamic acid/2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, (2E)-/Metronidazole Benzoate/trans-4-Hydroxy-3-methoxycinnamic acid,trans-Ferulic acid,Ferulic acid/(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid/Ferulic acid, trans-/3-(4-Hydroxy-3-methoxyphenyl)propenoic acid/(2E)-3-(4-Hydroxy-3-methoxyphenyl)acrylic acid/1H-Imidazole-1-ethanol, 2-methyl-5-nitro-, benzoate (ester)/trans-4-Hydroxy-3-methoxycinnamic acid,Ferulic acid/Ferulic acid, E-/(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoic acid/caffeic acid 3-methyl ether/Benzoylmetronildazole/(E)-4-hydroxy-3-methoxy-Cinnamic acid/(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid/Trans-4-Hydroxy-3-methoxycinnamic acid/(2E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid/(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid/(E)-3-(4-Hydroxy-3-methoxyphenyl)-2-propenoic acid/2-Methyl-5-nitro-1H-imidazole-1-ethyl benzoate/Ferulic acid/trans-Ferulic acid/2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl benzoate

IUPAC Name

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

Applications

(E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1].

Density

1.3±0.1 g/cm3

Solubility

Flash Point

Boiling Point

372.3±27.0 °C at 760 mmHg

Melting Point

168-172ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918994300

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:537-98-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

30235459

Abstract

Ferulic acid has low toxicity and possesses many physiological functions (anti-inflammatory, antioxidant, antimicrobial activity, anticancer, and antidiabetic effect). It has been widely used in the pharmaceutical, food, and cosmetics industry. Ferulic acid is a free radical scavenger, but also an inhibitor of enzymes that catalyze free radical generation and an enhancer of scavenger enzyme activity. Ferulic acid has a protective role for the main skin structures: keratinocytes, fibroblasts, collagen, elastin. It inhibits melanogenesis, enhances angiogenesis, and accelerates wound healing. It is widely applied in skin care formulations as a photoprotective agent, delayer of skin photoaging processes, and brightening component. Nonetheless, its use is limited by its tendency to be rapidly oxidized.

? 2018 S. Karger AG, Basel.

KEYWORDS

Ferulic acid antioxidant; Photoaging

Title

Antioxidant Properties of Ferulic Acid and Its Possible Application.

Author

Zdu?ska K, Dana A, Kolodziejczak A, Rotsztejn H.

Publish date

2018

PMID

30476577

Abstract

Ferulic acid is a cinnamic derivative of phenolic acid and its pharmacophore (catechol) is responsible for antioxidant, prooxidant and antibacterial activities. In this study, we evaluated the influence of ferulic acid on the antibacterial activity of quinolone-based antibiotics against Acinetobacter baumannii. The minimum inhibitory concentration of ferulic acid against Acinetobacter baumannii AB5075 were considerably lowered for ΔsodB and ΔkatG mutants. Checkerboard assay shows synergistic interactions between ferulic acid and quinolones. In a murine sepsis model, ferulic acid potentiated the antibacterial activities of quinolones. Ferulic acid amplified quinolones-induced redox imbalance by increasing superoxide ion generation, NAD+/NADH ratio and ADP/ATP ratio. Conversely, the level of reduced glutathione was significantly lowered. We conclude that ferulic acid potentiates the antibacterial activity of quinolone-based antibiotics against A. baumannii by increasing ROS generation, energy metabolism and electron transport chain activity with a concomitant decrease in glutathione.

Copyright ? 2018 Elsevier Ltd. All rights reserved.

KEYWORDS

Acinetobacter baumannii; Catalase; Electron transport; Ferulic acid; Glutathione; Superoxide dismutase

Title

Ferulic acid potentiates the antibacterial activity of quinolone-based antibiotics against Acinetobacter baumannii.

Author

Ibitoye OB1, Ajiboye TO2.

Publish date

2019 Jan

PMID

32273702

Abstract

PURPOSE:
Ferulic acid (FA) is a natural compound which is used to treat insomnia. However, its use is limited because of its poor oral bioavailability caused by extremely rapid elimination. The current study aimed to develop a self-microemulsifying drug delivery system (SMEDDS) to improve the oral delivery of FA and to enhance its hypnotic efficacy.

METHODS:
FA-SMEDDS was prepared, and its morphology and storage stability were characterized. The formulation was also subjected to pharmacokinetic and tissue distribution studies in rats. The hypnotic efficacy of FA-SMEDDS was evaluated in p-chlorophenylalanine-induced insomnia mice.

RESULTS:
FA-loaded SMEDDS exhibited a small droplet size (15.24 nm) and good stability. Oral administration of FA-SMEDDS yielded relative bioavailability of 185.96%. In the kidney, SMEDDS decreased the distribution percentage of FA from 76.1% to 59.4% and significantly reduced its metabolic conversion, indicating a reduction in renal elimination. Interestingly, FA-SMEDDS showed a higher distribution in the brain and enhanced serotonin levels in the brain, which extended the sleep time by 2-fold in insomnia mice.

CONCLUSION:
This is the first study to show that FA-loaded SMEDDS decreased renal elimination, enhanced oral bioavailability, increased brain distribution, and improved hypnotic efficacy. Thus, we have demonstrated that SMEDDS is a promising carrier which can be employed to improve the oral delivery of FA and facilitate product development for the therapy of insomnia.

? 2020 Liu et al.

KEYWORDS

SMEDDS; ferulic acid; insomnia; oral administration; pharmacokinetics

Title

Self-Microemulsifying Drug Delivery System for Improved Oral Delivery and Hypnotic Efficacy of Ferulic Acid.

Author

Liu CS1,2,3, Chen L4, Hu YN1,2,3, Dai JL4, Ma B4, Tang QF1,2,3, Tan XM1,2,3.

Publish date

2020 Mar 25