Search results for "Vanillin"
showing 10 items of 37 documents
Synthesis and Biological Evaluation of Combretastatin A-4 and Three Combretastatin-Based Hybrids
2012
The syntheses of combretastatin A-4 from gallic acid and of three combretastatin-based hybrids are described. Starting from commercial gallic acid, the phosphonium salt (3,4,5-trimethoxybenzylphosphonium bromide) is synthesized and coupled, through a Wittig reaction, with several aldehydes, including methoxymethyl-protected isovanillin, the aldehyde γ-bicyclohomofarnesal having a labdane skeleton, 3-(3-pyridyl) propanal, and furfural. The biological properties of the cis-coupled compounds as cytotoxic, antiviral and antifungal agents are also reported. In addition, pyrogallol, gallic and 3,4,5-trimethoxybenzoic acids have been studied biologically.
Vanilloid Derivatives as Tyrosinase Inhibitors Driven by Virtual Screening-Based QSAR Models
2010
A number of vanilloids have been tested as tyrosinase inhibitors using Ligand-Based Virtual Screening (LBVS) driven by QSAR (Quantitative Structure-Activity Relationship) models as the multi-agent classification system. A total of 81 models were used to screen this family. Then, a preliminary cluster analysis of the selected chemicals was carried out based on their bioactivity to detect possible similar substructural features among these compounds and the active database used in the QSAR model construction. The compounds identified were tested in vitro to corroborate the results obtained in silico. Among them, two chemicals, isovanillin (K(M) (app) = 1.08 mM) near to kojic acid (reference d…
Visible-light-induced oxidation of trans-ferulic acid by TiO2 photocatalysis
2012
Abstract The oxidation of trans-ferulic acid (C10H10O4) in aqueous TiO2 dispersion occurs via the formation of a charge-transfer complex on the TiO2 surface that is able to absorb visible light (λ ⩾ 400 nm). The main product is CO2, whereas secondary oxidation products are organic species such as vanillin, caffeic acid, homovanillic acid, and vanillylmandelic acid. Oxidation through the formation of a charge-transfer complex occurs only in the presence of specific TiO2 samples. Experiments in the absence of oxygen, in the presence of bromate ions and by using a phosphate-modified TiO2, have been carried out for investigating the reaction mechanism. In order to study the interaction between …
5,5′-Bis-vanillin derivatives as discriminating sensors for trivalent cations
2015
[EN] Several bis-vanillin derivatives containing semicarbazone moieties have been prepared and used in discriminating trivalent cations. The prepared probes are readily obtained and they are usually highly crystalline. Depending on the ligand and the studied cations, quenching, enhancement or no changes in the fluorescence spectrum were observed. Using a series of the prepared ligands allows distinguishing between Fe3+, Cr3+ and Al3+. Detection limits and selectivity in front of divalent cations have been evaluated. (C) 2015 Elsevier Ltd. All rights reserved.
LA FOTOCATALISI ETEROGENEA UTILIZZATA COME METODO PER LE SINTESI ORGANICHE SELETTIVE IN CONDIZIONI SPERIMENTALI BLANDE
2014
Nel corso di questi tre anni di Dottorato di Ricerca in “Tecnologie per la Sostenibilità ed il Risanamento Ambientale”, XXIV ciclo, presso il laboratorio di ricerca di fotocatalisi eterogenea “Schiavello-Grillone”, sono stati sviluppati processi innovativi per la produzione selettiva di specie organiche ad alto valore aggiunto, seguendo i principi della Chimica Verde; in particolare sono state studiate reazioni di ossidazione parziale di composti aromatici. La metodologia prevalentemente utilizzata è stata la fotocatalisi eterogenea mediante l’utilizzo del biossido di Titanio policristallino (TiO2) come fotocatalizzatore, utilizzato sospeso in soluzione acquosa o immobilizzato su supporti r…
Visible Light Induced Oxidation of Ferulic Acid by TiO2 Photocatalysis
2012
Oxidation of ferulic acid (C10H10O4) in aqueous medium occurs by using both commercial and home prepared TiO2 samples under visible light irradiation. Among the oxidation products vanillin was found with a selectivity ranging from 1 to 2% with respect to the converted substrate. By considering that TiO2 is unable to absorb visible light and ferulic acid does not react in the absence of TiO2, the observed photoactivity may be explained by the formation of a charge-transfer complex between ferulic acid and TiO2, being the complex able to absorb visible light. Among all the tested semiconductor oxides, only Merck anatase TiO2 does not perform the oxidation of ferulic acid under visible light i…
Degradation of silica particles functionalised with essential oil components under simulated physiological conditions
2020
[EN] In this work, the biodurability of three silica particle types (synthetic amourphous silica, MCM-41 microparticles, MCM-41 nanoparticles) functionalised with three different essential oil components (carvacrol, eugenol, vanillin) was studied under conditions that represented the human gastrointestinal tract and lysosomal fluid. The effect of particle type, surface immobilised component and mass quantity on the physico-chemical properties of particles and silicon dissolution was determined. Exposure to biological fluids did not bring about changes in the zeta potential values or particle size distribution of the bare or functionalised materials, but the in vitro digestion process partia…
Relevant essential oil components: a minireview on increasing applications and potential toxicity.
2021
[EN] Phenolic compounds carvacrol, thymol, eugenol, and vanillin are four of the most thoroughly investigated essential oil components given their relevant biological properties. These compounds are generally considered safe for consumption and have been used in a wide range of food and non-food applications. Significant biological properties, including antimicrobial, antioxidant, analgesic, anti-inflammatory, anti-mutagenic, or anti-carcinogenic activity, have been described for these components. They are versatile molecules with wide-ranging potential applications whose use may substantially increase in forthcoming years. However, some in vitro and in vivo studies, and several case report…
Synthesis of vanillin in water by TiO2 photocatalysis
2012
Abstract The photoproduction of vanillin is studied in aqueous medium starting from trans-ferulic acid, isoeugenol, eugenol or vanillyl alcohol by using both commercial and home prepared TiO2 samples as photocatalysts and batch Pyrex photoreactors. The photo-oxidation at room temperature of these compounds produces vanillin with a selectivity ranging from 1.4 to 21 mol% with respect to the converted substrate. An investigation on the intermediates was performed in the case of trans-ferulic acid; for this substrate the most important intermediates were homovanillic acid, vanillyl mandelic acid, trans-caffeic acid, formic acid, acetic acid, and oxalic acid. The carbon mass balance, including …
A HS-SPME-GC-MS analysis of IR heated wood: Impact of the water content on the depth profile of oak wood aromas extractability
2013
http://www.sciencedirect.com/science/article/pii/S0963996913003736; International audience; Controlled and reproducible IR heat treatments were applied to oak wood surfaces in order to establish a depth-profiled picture of the extractability of volatile compounds, with particular emphasis on the impact of the initial water content. Headspace-solid phase microextraction-gas chromatography coupled to mass spectrometry (HS-SPME-GC-MS) has been used to compare the concentrations of six aroma compounds (vanillin, furfural, eugenol; guaiacol and cis- and trans-whisky lactones) in hydroalcoholic extracts of series of slices representative of the first 8 mm of the wood facing the IR source. Results…