Structure of Ferulic Acid
CAS No.: 1135-24-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Ferulic Acid is a naturally occuring phenolic phytochemical found in plant cell walls with antioxidant effect.
Synonyms: Coniferic acid; 4-hydroxy-3-Methoxycinnamic Acid; Ferulic Acid, Methyl ferulate, trans-Ferulic acid, Coniferic acid, NSC 2821, NSC2821, NSC-2821
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Evaluation of Non-Saccharomyces Yeast for Low-Alcohol Beer Production
Krystian Klimczak ; Monika Cioch-Skoneczny ; Aleksander Poreda ;
Abstract: Among many methods to produce low/no-alcohol beers, using special yeasts has gained a substantial interest in the brewing industry. This approach relies on the fact that many non-Saccharomyces yeasts do not utilize maltose, which is the main sugar found in brewer’s wort. Additionally, these yeasts may allow the production of a beer with unique sensory characteristics. The aim of the study was to evaluate the potential of 18 non-Saccharomyces yeast strains in the production of low-alcohol beer. As a control strain, S. cerevisiae US-05 was used. The study consisted of two parts: microbiological evaluation and small-scale fermentations. In the microbiological part, ability to ferment sugars found in a wort, resistance to stress factors, phenolic off-flavor production, and enzymatic activities of β-glucosidase and β-lyase were evaluated. In the second part of the study, yeasts were used to produce a beer from 9.3 °Plato wort. During the fermentation, its dynamics was analyzed. The obtained beers were analyzed regarding their alcohol content, pH, acidity, and color. All of the evaluated strains produced low levels of alcohol. Two of the evaluated strains were characterized by especially high β-glucosidase activity. Based on the obtained results, six of the evaluated strains are promising in brewing.
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Keywords: beer ; non-Saccharomyces ; low-alcohol beer
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Enhancing the anticancer effects of Apiaceae spice phytochemicals.
Scott, Jared Lee ;
Abstract: Breast cancer (BC) is the second greatest contributor to the death of women, second only to heart disease, and is the most common type of cancer. BC treatments involve the administration of adjuvant chemotherapies which often have side effects that prevent patients from completing the full course of drugs or the refusal to take these potentially lifesaving treatments. Many chemotherapy drugs are developed from plants, and some plant extracts can exhibit significant anticancer activities while also having less toxic side effects. However, these potential "plant therapeutics" suffer from poor oral bioavailability. The Apiaceae plant family consists of several species that are used as culinarily spices including anise, celery, cumin, and coriander, all of which have demonstrated antioxidant, chemopreventive, and anticancer activities. One method to improve the systemic distribution of anticancer phytochemicals is their encapsulation in naturally produced membrane bound nanoparticles known as exosomes. Exosomes are produced by most eukaryotic organisms, as well as some prokaryotes, and are involved in cell-to-cell communication through the delivery of proteins, nucleic acids, and small molecules from one cell to another. Exosomes are found in many extracellular fluids including blood, urine, and milk. Bovine milk exosomes represent a scalable source of exosomes that are already present in the human diet and have been explored as a drug delivery system that can increase effectiveness and improve bioavailability. To enhance the loading potential and anticancer bioactivity of Apiaceae phytochemicals, an acid hydrolysis (AH) of the glycoside compounds present in ethanolic spice extracts was performed on eight ethanolic spice extracts. The antiproliferative effects of AH extracts and exosomal formulations were assayed with three model types of BC cells. Cumin was characterized in greater detail as these extracts had the highest concentration of terpenoids and alkaloids while also having significant concentrations of phenolics and responded well to AH with increased antiproliferative activity and exosomal loading. Extracts and exosomal formulations exhibited broad antiproliferative effects with lower IC50s in the extracts delivered with exosomes. The phytochemical contents of AH-cumin extracts and exosomal formulations were assayed with HPLC-DAD, LC-MS/MS, and GC-MS, while the potential anticancer mechanisms of these treatments were investigated in triple negative BC (TNBC). AHcumin extracts were determined to have numerous phenolic compounds, many of which have known anticancer mechanisms, in addition to several alkaloids and lipid compounds, some of which have activities that could contribute to the anticancer effects observed. Mechanistically, AH-cumin extracts and exosomal formulations were shown to interact with multidrug resistance proteins and inhibit lipid metabolism in TNBC cells. These results indicate that acid hydrolyzed cumin extracts delivered through exosome nanoparticles represent a possible avenue towards the development of novel treatments for TNBC, the hardest type of BC to treat.
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Janus, Ewa ; Pinheiro, Luan Ramalho ; Nowak, Anna ; Kucharska, Edyta ; Świątek, Ewelina ; Podolak, Natalia , et al.
Abstract: Ferulic acid (FA) has been widely used in the pharmaceutical and cosmetics industry due to its, inter alia, antioxidant, antiaging and anti-inflammatory effects This compound added to cosmetic preparations can protect skin because of its photoprotective activity. However, the usefulness of FA as a therapeutic agent is limited due to its low solubility and bioavailability. The paper presents the synthesis, identification, and physicochemical properties of new FA derivatives with propyl esters of three amino acids, glycine (GPr[FA]), L-leucine (LPr[FA]), and L-proline (PPr[FA]). The NMR and FTIR spectroscopy, DSC, and TG analysis were used as analytical methods. Moreover, water solubility of the new conjugates was compared with the parent acid. Both ferulic acid and its conjugates were introduced into hydrogel and emulsion, and the resulting formulations were evaluated for stability. Additionally, in vitro penetration of all studied compounds from both formulations and for comparative purposes using Franz diffusion cells was evaluated from the solution in 70% (v/v) ethanol. Finally, cytotoxicity against murine fibroblasts L929 was tested. All of the analyzed compounds permeated pig skin and accumulated in it. LPr[FA] and PPr[FA] were characterized by much better permeability compared to the parent ferulic acid. Additionally, it was shown that all the analyzed derivatives are characterized by high antioxidant activity and lack of cytotoxicity. Therefore, they can be considered as an interesting alternative to be applied in dermatologic and cosmetic preparations.
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Keywords: antioxidant activity ; antiaging ; ferulic acid ; new ferulic acid and amino acid derivatives ; skin permeation ; toxicity ; vehicles containing new ferulic acid and amino acid derivatives
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| CAS No. : | 1135-24-6 |
| Formula : | C10H10O4 |
| M.W : | 194.18 |
| SMILES Code : | C1=C(C=CC(O)=O)C=CC(=C1OC)O |
| Synonyms : |
Coniferic acid; 4-hydroxy-3-Methoxycinnamic Acid; Ferulic Acid, Methyl ferulate, trans-Ferulic acid, Coniferic acid, NSC 2821, NSC2821, NSC-2821
|
| MDL No. : | MFCD00004400 |
| InChI Key : | KSEBMYQBYZTDHS-HWKANZROSA-N |
| Pubchem ID : | 445858 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H315-H319-H335 |
| Precautionary Statements: | P261-P305+P351+P338 |
| Target |
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In Vitro:
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Cell Line
|
Concentration | Treated Time | Description | References |
| J774A.1 cells | 12.5-100 µg/ml | 2 h | To investigate the inhibitory effect of ferulic acid on NLRP3 inflammasome-mediated canonical pyroptosis, results showed that ferulic acid significantly inhibited the release of LDH and IL-1β | MedComm (2020). 2023 Apr 20;4(3):e255. |
| RAW264.7 cells | 50 µg/ml | 2 h | To investigate the inhibitory effect of ferulic acid on caspase-11 inflammasome-mediated non-canonical pyroptosis, results showed that ferulic acid significantly reduced LDH release and PI uptake | MedComm (2020). 2023 Apr 20;4(3):e255. |
| BMDMs | 50 µg/ml | 2 h | To investigate the inhibitory effect of ferulic acid on caspase-11 inflammasome-mediated non-canonical pyroptosis, results showed that ferulic acid significantly reduced LDH release and IL-1β secretion | MedComm (2020). 2023 Apr 20;4(3):e255. |
| Caco-2 cells | 0-500 µM | 24 h | To assess the dose-dependent toxicity of FA in vitro, cell viabilities were determined on Caco-2 using a WST assay. Up to 500 µM FA, cell survival was 100% for 24 h, while 1250 µM FA significantly reduced cell viability. | Antioxidants (Basel). 2022 Jul 26;11(8):1448. |
| Hippocampal Neurons | 5 and 10 µM | 2 h | FA preincubation prevented the Aβ-induced loss of synaptic proteins, including GluN2B, PSD-95, and synapsin1 | Neurotherapeutics. 2023 Jul;20(4):1081-1108. |
| BV2 microglial cells | 0.5 mg/ml | 18 h | To evaluate the regulatory effect of Ferulic Acid on BV2 microglial cell polarization under hypoxia, the results showed that Ferulic Acid significantly reduced the number of iNOS+ cells and increased the number of Arg1+ cells, indicating that Ferulic Acid can shift microglial polarization from M1 to M2 phenotype. | Front Immunol. 2022 Sep 2;13:976729. |
| Human retinal endothelial cells (HRECs) | 0.5 mg/ml | 16 h | To evaluate the effect of Ferulic Acid-treated microglial supernatants on HRECs tube formation and migration, the results showed that Ferulic Acid-treated microglial supernatants significantly inhibited HRECs tube formation and migration. | Front Immunol. 2022 Sep 2;13:976729. |
| Skeletal Stem Cells (SSCs) | 30 μM | 24 h | Ferulic acid significantly rescued the radiation-induced impairment of SSCs by restoring their proliferation, osteogenic differentiation, and self-renewal capacity, and by activating the p38/MAPK and ERK/MAPK pathways. | Stem Cells Transl Med. 2021 Aug;10(8):1217-1231. |
| Mouse tracheal epithelial cells (MTECs) | 0, 25, 50, 100, 200, 400, 800 μM | 24 h | To evaluate the effect of Ferulic Acid on the viability of MTECs, results showed that 25-200 μM Ferulic Acid significantly increased cell viability, while 400-800 μM began to show toxic effects. | Respir Res. 2021 Dec 4;22(1):308. |
| Mouse tracheal epithelial cells (MTECs) | 200 μM | 24 h | To evaluate the effect of Ferulic Acid on ENaC activity in LPS-induced MTECs, results showed that Ferulic Acid reversed the LPS-induced reduction of ENaC activity. | Respir Res. 2021 Dec 4;22(1):308. |
In Vivo:
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Species
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Animal Model
|
Administration | Dosage | Frequency | Description | References |
| Rats | Insomnia model | Oral | 40 mg/kg | Single dose | The pharmacokinetics and tissue distribution of FA-SMEDDS were evaluated. The results showed that FA-SMEDDS significantly improved the oral bioavailability of FA, reduced its distribution in the kidney, and increased its distribution in the brain. | Int J Nanomedicine. 2020 Mar 25;15:2059-2070 |
| C57BL/6 mice | LPS-induced sepsis model | Intraperitoneal injection | 50 mg/kg | Single injection, lasting 6 hours | To investigate the protective effect of ferulic acid on LPS-induced septic mice, results showed that ferulic acid significantly improved the survival rate and reduced the serum concentrations of IL-1β and TNF-α | MedComm (2020). 2023 Apr 20;4(3):e255. |
| Mice | High-fat diet model | Dietary supplementation | 50 mg/kg | 8 weeks | To investigate the effect of FA on gut health in mice fed a high-fat diet, results showed that FA reduced lymphocyte infiltration and protected the intestinal epithelial barrier. | Antioxidants (Basel). 2022 Jul 26;11(8):1448. |
| APP/PS1 mice | Alzheimer's disease model | Drinking water | 20 mg/kg | Once daily for 30 days | Ferulic acid counteracts ET1-mediated vasoconstriction, prevents reductions in density and diameter of hippocampal capillaries, and ameliorates Aβ plaque deposition and spatial memory deficits | Neurotherapeutics. 2021 Apr;18(2):1064-1080 |
| APP/PS1 Mice | Alzheimer's Disease Model | Oral | 50 mg/kg | Once daily for 4 months | Long-term FA treatment improved behavioral and cognitive functions, reduced Aβ burden, and improved synaptic plasticity in APP/PS1 mice | Neurotherapeutics. 2023 Jul;20(4):1081-1108. |
| C57BL/6J mice | Oxygen-induced retinopathy (OIR) model | Intragastric administration | 50 mg/kg | Twice daily for 5 days (P12 to P17) | To evaluate the inhibitory effect of Ferulic Acid on retinal neovascularization in the OIR model, the results showed that Ferulic Acid significantly reduced the area of retinal neovascular clusters and the number of endothelial cells, and promoted reparative angiogenesis. | Front Immunol. 2022 Sep 2;13:976729. |
| C57BL/J male mice | LPS-induced tracheal injury model | Intraperitoneally | 100 mg/kg | 12 hours before and 12 hours after intratracheal administration of LPS | To evaluate the protective effect of Ferulic Acid on LPS-induced tracheal injury, results showed that Ferulic Acid significantly attenuated tracheal injury and restored the structure of tracheal epithelial cells and ENaC expression. | Respir Res. 2021 Dec 4;22(1):308. |
Clinical Trial:
| NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
| NCT03092076 | Healthy | Phase 1 | Completed | - | - |
| NCT01982734 | Pharmacokinetics of New Curcum... More >>in Formulations Safety of New Curcumin Formulations Less << | Early Phase 1 | Completed | - | Germany ... More >> University of Hohenheim Stuttgart, Baden-Württemberg, Germany, 70599 Less << |
| NCT02944084 | Safety After Oral Intake ... More >> Pharmacokinetics After Oral Intake Less << | Early Phase 1 | Completed | - | Germany ... More >> University of Hohenheim Stuttgart, Baden-Württemberg, Germany, 70599 Less << |
| NCT01293175 | Overweight | Not Applicable | Completed | - | Italy ... More >> Department of Food Science Portici, Italy, 80055 Less << |
| NCT02150356 | Glucose and Lipid Metabolism ... More >> Incretin Hormones Plasma Levels Inflammation, Oxidative Stress and Endothelial Function Less << | Not Applicable | Completed | - | Italy ... More >> Dept. Clinical Medicine and Surgery, Federico II University Naples, Italy, 80131 Less << |
| NCT02353234 | Dietary Modification | Not Applicable | Completed | - | Italy ... More >> University of Parma - Department of Food Science Parma, Italy, 43125 Less << |
| NCT03451760 | Behavioral and Psychiatric Sym... More >>ptoms of Dementia Less << | Phase 2 | Not yet recruiting | December 2019 | - |
| NCT00777543 | Healthy Males | Not Applicable | Completed | - | Netherlands ... More >> University of Maastricht Maastricht, Netherlands, 6200 MD Less << |
Tags: Ferulic acid | Coniferic acid | FGFR Inhibitor | Endogenous Metabolite | Fibroblast growth factor receptor | FGFR1 inhibitor | FGFR2 inhibitor | 1135-24-6
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| H350 | May cause cancer |
| H351 | Suspected of causing cancer |
| H360 | May damage fertility or the unborn child |
| H361 | Suspected of damaging fertility or the unborn child |
| H361d | Suspected of damaging the unborn child |
| H362 | May cause harm to breast-fed children |
| H370 | Causes damage to organs |
| H371 | May cause damage to organs |
| H372 | Causes damage to organs through prolonged or repeated exposure |
| H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
| Code | Phrase |
| H400 | Very toxic to aquatic life |
| H401 | Toxic to aquatic life |
| H402 | Harmful to aquatic life |
| H410 | Very toxic to aquatic life with long-lasting effects |
| H411 | Toxic to aquatic life with long-lasting effects |
| H412 | Harmful to aquatic life with long-lasting effects |
| H413 | May cause long-lasting harmful effects to aquatic life |
| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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