A review about lycopene-induced nuclear hormone receptor signalling in inflammation and lipid metabolism via still unknown endogenous apo-10´-lycopenoids

Lycopene is the red pigment in tomatoes and tomato products and is an important dietary carotenoid found in the human organism. Lycopene-isomers, oxidative lycopene metabolites and apo-lycopenoids are found in the food matrix. Lycopene intake derived from tomato consumption is associated with alteration of lipid metabolism and a lower incidence of cardiovascular diseases (CVD). Lycopene is mainly described as a potent antioxidant but novel studies are shifting towards its metabolites and their capacity to mediate nuclear receptor signalling. Di-/tetra-hydro-derivatives of apo-10´-lycopenoic acid and apo-15´-lycopenoic acids are potential novel endogenous mammalian lycopene metabolites which may act as ligands for nuclear hormone mediated activation and signalling. In this review, we postulate that complex lycopene metabolism results in various lycopene metabolites which have the ability to mediate transactivation of various nuclear hormone receptors like RARs, RXRs and PPARs. A new mechanistic explanation of how tomato consumption could positively modulate inflammation and lipid metabolism is discussed

Effect of a carotenoid-producing Bacillus strain on intestinal barrier integrity and systemic delivery of carotenoids : a randomised trial in animals and humans

The aim of the present study was to investigate effects of the carotenoid-producing Bacillus indicus strain PD01 on intestinal barrier function and its ability to survive passage through the gastrointestinal tract and to assess systemic bioavailability of these carotenoids in vivo. As model for impaired barrier function, 16 early weaned piglets were randomly assigned to a control diet or control diet with PD01 for 23 days. In addition, 67 overweight/obese, otherwise healthy individuals were randomly assigned to groups receiving PD01 or placebo for 6 weeks. PD01 survived passage through the gastrointestinal tract in piglets and human subjects and resulted in significant accumulation of PD01 derived carotenoids (methyl-glycosyl-apo-8'-lycopenoate and glycosyl-apo-8'- lycopene) in human plasma after 3- and 6-weeks supplementation versus baseline (0.044 and 0.076 vs 0 mu M, respectively; p = 0.104). In summary, PD01 survived transit through the gastrointestinal tract, resulted in systemic carotenoid accumulation and improved compromised barrier function outcomes

The potential role of lycopene for the prevention and therapy of prostate cancer: From molecular mechanisms to clinical evidence

Lycopene is a phytochemical that belongs to a group of pigments known as carotenoids. It is red, lipophilic and naturally occurring in many fruits and vegetables, with tomatoes and tomato-based products containing the highest concentrations of bioavailable lycopene. Several epidemiological studies have linked increased lycopene consumption with decreased prostate cancer risk. These findings are supported by in vitro and in vivo experiments showing that lycopene not only enhances the antioxidant response of prostate cells, but that it is even able to inhibit proliferation, induce apoptosis and decrease the metastatic capacity of prostate cancer cells. However, there is still no clearly proven clinical evidence supporting the use of lycopene in the prevention or treatment of prostate cancer, due to the only limited number of published randomized clinical trials and the varying quality of existing studies. The scope of this article is to discuss the potential impact of lycopene on prostate cancer by giving an overview about its molecular mechanisms and clinical effects. © 2013 by the authors; licensee MDPI, Basel, Switzerland

Radical trapping capacity of carotenoids and natural phenolic compounds

* INRA, Unité SQPOV, Domaine St Paul, Site Agroparc, 84914 Avignon cedex 9 (FRA) Diffusion du document : INRA, Unité SQPOV, Domaine St Paul, Site Agroparc, 84914 Avignon cedex 9 (FRA)National audienc

Carotenoid oxidation products: from villain to saviour ?

International audienceCarotenoid oxidation products have various structures, among which epoxides and apo- or seco-carotenoids are the two main families. Although both these compound types are widely found in the natural world, the sensitivity of carotenoids to oxidation means they can also be an unwanted presence in in vitro assays. On the other hand, carotenoid oxidation products have also provided chemists with useful chemical tools for the structural identification of carotenoids, and in the natural world they are important biological mediators for plants and animals. In vitro, carotenoid oxidation products have been found to exert various effects which are either potentially beneficial or, on the contrary, detrimental to human health. However, to date, few carotenoid oxidation products have been found in humans. In order to isolate and characterize carotenoid oxidation products and identify their mechanism of formation, we set up two chemical oxidation systems. Lycopene was oxidized with potassium permanganate in a biphasic system to produce the fullest possible range of apo-lycopenals and some diapocarotene-dials. Biomimetic chemical systems of a heminic enzyme center were shown to oxidize lycopene and β-carotene into different families of molecules. Analysis by high-performance liquid chromatography coupled with a diode array-UV/vis detector and a mass spectrometry detector (HPLC-DAD-MS) was used to gain insight into the possible mechanisms of formation of the carotenoid oxidation products formed by these biomimetic systems

Synthèse organique d'apo-lycopénoïdes, étude des propriétés antioxydantes et de complexation avec l'albumine de sérum humain

Les études épidémiologiques ont montré qu'une consommation régulière en tomate et ses produits dérivés de tomate permet de lutter contre diverses pathologies dégénératives associées notamment au stress oxydant (maladies cardiovasculaires, cancers etc..). Les effets bénéfiques pourraient être dus au lycopène pigment rouge de la tomate et/ou à ses métabolites qui interviendraient dans ce processus soit de part leurs capacités antioxydantes, soit au travers de la régulation de l expression de gènes. Dans ce contexte, quatre familles de molécules dérivées du lycopène, pouvant être des métabolites potentiels, ont été ciblées pour la synthèse organique : les apo-11-lycopénoïdes, les apo- 14 -lycopénoïdes, les apo-12 -lycopénoïdes et les apo-10 -lycopénoïdes. Chacune des familles a été synthétisée, via des réactions de couplages tels que Wittig et Horner-Wadsworth-Emmons, avec quatre fonctions chimiques terminales : ester, acide carboxylique, alcool et aldéhyde. Par la suite deux types de propriétés physico-chimiques des composés synthétisés ont été étudiés : mesure du pouvoir antioxydant dans des conditions expérimentales mimant un stress oxydant dans le compartiment gastro-intestinal (inhibition de la peroxydation lipidique initiée par la metmyoglobine en milieu micellaire) et une étude d interaction avec l'albumine de sérum humain, protéine impliquée dans le transport des acides gras dans le plasma.Epidemiological studies have shown that regular consumption of tomatoes and its derived products participate to the prevention of degenerative pathologies associated with oxidative stress (cardiovascular disease, cancers). The beneficial effects could come from lycopene and/or its metabolites. In this context four families of lycopene derived compounds, mimicking possible metabolites, were targeted to be synthesized: the apo-11- lycopenoids, the apo-14 - lycopenoids, the apo-12 - lycopenoids and the apo-10 -lycopenoids. For each family, Wittig and Horner- Wadsworth-Emmons coupling reaction were used and four different ending functions were obtained: ester, carboxylic acid, alcohol and aldehyde. Then two physico-chemical properties were studied: antioxidant effect mimicking oxidative stress in the gastro-intestinal tract (inhibition of lipidic peroxidation initiated by metmyoglobin protein in micellar medium) and study of the interaction with human serum albumin, a protein involved in the transport of fatty acid in the plasma.AVIGNON-Bib. numérique (840079901) / SudocSudocFranceF