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Octyl gallate

$52

  • Brand : BIOFRON

  • Catalogue Number : BD-P0683

  • Specification : 98.0%(HPLC)

  • CAS number : 1034-01-1

  • PUBCHEM ID : 61253

  • Volume : 100mg

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Catalogue Number

BD-P0683

Analysis Method

HPLC,NMR,MS

Specification

98.0%(HPLC)

Storage

2-8°C

Molecular Weight

Appearance

White powder

Botanical Source

Structure Type

Other Phenolic Compounds/Aliphatics

Category

Standards;Natural Pytochemical;API

SMILES

CCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O

Synonyms

Gallic Acid n-Octyl Ester/Octyl gallate/n-octyl gallate/Octyl 3,4,5-trihydroxybenzoate/Benzoic acid, 3,4,5-trihydroxy-, octyl ester/3,4,5-Trihydroxy benzoic acid octyl ester

IUPAC Name

octyl 3,4,5-trihydroxybenzoate

Applications

Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2].

Density

1.2±0.1 g/cm3

Solubility

Flash Point

177.1±20.8 °C

Boiling Point

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918290000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:1034-01-1) 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

28640317

Abstract

Helicobacter pylori infection is marked by intense production of reactive oxygen species (ROS) through the activation of neutrophils that are constantly attracted to the infected gastric mucosa. Here, gallic acid and its alkyl esters were evaluated as compounds able to act as antimicrobial agents and inhibitors of ROS released by H. pylori-activated neutrophils simultaneously. We found that the higher hydrophobicity caused by esterification of gallic acid led to a significant increase in its ability as a cytotoxic agent against H. pylori, a scavenger of ROS and an inhibitor of NADPH oxidase in neutrophils. Octyl gallate, a widely used food additive, showed the highest antimicrobial activity against H. pylori, with a minimum inhibitory concentration (MIC) value of 125 μg mL-1, whereas gallic acid had a MIC value higher than 1000 μg mL-1. The production of superoxide anion radicals was almost 100% abolished by the addition of 10 μM (2.82 μg mL-1) octyl gallate, whereas gallic acid inhibited around 20%. A similar tendency was also found when measuring the production of hypochlorous acid. The protective effect of the esters was cytochemically confirmed. In conclusion, this study showed that hydrophobicity is a crucial factor to obtain a significant anti-ROS and anti-H. pylori activity. Finally, it highlights octyl gallate, a food additive widely used in the food industry, as a promising molecule in the treatment of H. pylori infection.

Title

Octyl Gallate, a Food Additive With Potential Beneficial Properties to Treat Helicobacter Pylori Infection

Author

Vanessa Goncalves Wolf 1 , Cibele Bonacorsi, Maria Stella Goncalves Raddi, Luiz Marcos da Fonseca, Valdecir Farias Ximenes

Publish date

2017 Jul 19

PMID

29288082

Abstract

Octyl gallate (OG) is an antioxidant that has shown anti-tumor, anti-diabetic and anti-amyloidogenic activities. Mitochondria play an important role in hepatocellular carcinoma, mainly by maintaining accelerated cellular proliferation through the production of ATP. Thus, the mitochondria may be a target for antitumor therapies. Here, we investigated the effects of OG in the hepatocarcinoma cell line (HepG2) and the mechanisms involved. We report, for the first time, that treatment with OG for 24h inhibited HepG2 cell growth by decreasing mitochondrial activity and mass, which led to the reduction of ATP levels. This reduction in the energy supply triggered a decrease in Ki67 protein expression, leading cells to cycle arrest. In addition, treatment with two doses of OG for 48h induced loss of mitochondrial functionality, mitochondrial swelling and apoptosis. Finally, we report that HepG2 cells had no resistance to treatment after multiple doses. Collectively, our findings indicate that metabolic dysregulation and Ki67 protein reduction are key events in the initial anti-proliferative action of OG, whereas mitochondrial swelling and apoptosis induction are involved in the action mechanism of OG after prolonged exposure. This suggests that OG targets mitochondria, thus representing a candidate for further research on therapies for hepatocarcinoma.

KEYWORDS

ATP; Apoptosis; Cell cycle arrest; HepG2 cells; Mitochondria; Octyl gallate.

Title

Octyl Gallate Reduces ATP Levels and Ki67 Expression Leading HepG2 Cells to Cell Cycle Arrest and Mitochondria-Mediated Apoptosis

Author

Kelly Goulart Lima 1 , Gabriele Catyana Krause 2 , Elisa Feller Goncalves da Silva 2 , Leder Leal Xavier 3 , Leo Anderson Meira Martins 4 , Laura Manzoli Alice 2 , Luiza Bueno da Luz 2 , Rodrigo Benedetti Gassen 5 , Eduardo Cremonese Filippi-Chiela 6 , Gabriela Viegas Haute 2 , Maria Claudia Rosa Garcia 2 , Giselle Afonso Funchal 7 , Leonardo Pedrazza 2 , Camille Kirinus Reghelin 2 , Jarbas Rodrigues de Oliveira 2

Publish date

2018 Apr

PMID

27765226

Abstract

Octyl gallate (OG) is an internationally recognized antioxidant that demonstrates selective and sensitive fluorescent property. The fluorescence of OG can be selectively enhanced in the presence of human serum albumin (HSA) and bovine serum albumin (BSA). The specific structures of HSA and BSA provided the basic conditions for fluorescence enhancement. OG yielded approximately 49- and 11-fold increments in emission intensity in the presence of HSA and BSA at a molar ratio of 1:1, respectively. The lifetimes of HSA and BSA correspondingly decreased. A Forster resonance energy transfer phenomenon occurred during interaction between OG and HSA or BSA. Our in-depth investigation of OG-HSA interaction showed that formation of a stable complex was an important prerequisite to efficiently enhance the fluorescence of OG. The selective and sensitive fluorescent property of OG can possibly be used to determine OG concentration via the standard addition method, which must be performed under certain conditions.

KEYWORDS

Complex formation; Displacement; Fluorescence enhancement; Forster resonance energy transfer (FRET); Octyl gallate; PubChem CID: 61253.

Title

Octyl Gallate: An Antioxidant Demonstrating Selective and Sensitive Fluorescent Property

Author

Qing Wang 1 , Yongkui Zhang 1 , Hui Li 2

Publish date

2017 Mar 15