The effect of melatonin and structural analogues on the lipid peroxidation of triglycerides enriched in ω-3 polyunsaturated fatty acids

Fagali, Natalia; Catalá, Ángel

doi:10.1016/j.lfs.2007.05.013

Cited by 18 publications

(11 citation statements)

References 37 publications

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“…In contrast, other studies indicated that Mel may be a relatively inactive antioxidant 73–76. On the other hand, N -acetylserotonin is a better extra- and intra-cellular antioxidant than Mel 74,76,77. Considering N -acetylserotonin as a potent antioxidant, such increases in N -acetylserotonin might be a compensatory response to increased oxidative stress in schizophrenia.…”

Section: Discussionmentioning

confidence: 93%

“…In addition, the ability to inhibit lipid peroxidation by both compounds can protect long-chain polyunsaturated fatty acids in biological membranes 70–72. In contrast, other studies indicated that Mel may be a relatively inactive antioxidant 73–76. On the other hand, N -acetylserotonin is a better extra- and intra-cellular antioxidant than Mel 74,76,77.…”

Section: Discussionmentioning

confidence: 99%

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Altered interactions of tryptophan metabolites in first-episode neuroleptic-naive patients with schizophrenia

et al. 2009

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Schizophrenia is characterized by complex and dynamically interacting perturbations in multiple neurochemical systems. In the past, evidence for these alterations has been collected piecemeal, limiting our understanding of the interactions among relevant biological systems. Earlier, both hyper-and hyposerotonemia were variously associated with the longitudinal course of schizophrenia, suggesting a disturbance in the central serotonin (5-hydroxytryptamine (5-HT)) function. Using a targeted electrochemistry-based metabolomics platform, we compared metabolic signatures consisting of 13 plasma tryptophan (Trp) metabolites simultaneously between first-episode neuroleptic-naive patients with schizophrenia (FENNS, n = 25) and healthy controls (HC, n = 30). We also compared these metabolites between FENNS at baseline (BL) and 4 weeks (4w) after antipsychotic treatment. N-acetylserotonin was increased in FENNS-BL compared with HC (P = 0.0077, which remained nearly significant after Bonferroni correction). N-acetylserotonin/Trp and melatonin (Mel)/serotonin ratios were higher, and Mel/N-acetylserotonin ratio was lower in FENNS-BL (all P-values < 0.0029), but not after treatment, compared with HC volunteers. All three groups had highly significant correlations between Trp and its metabolites, Mel, kynurenine, 3-hydroxykynurenine and tryptamine. However, in the HC, but in neither of the FENNS groups, serotonin was highly correlated with Trp, Mel, kynurenine or tryptamine, and 5-hydroxyindoleacetic acid (5HIAA) was highly correlated with Trp, Mel, kynurenine or 3-hydroxykynurenine. A significant difference between HC and FENNS-BL was further shown only for the Trp-5HIAA correlation. Thus, some metabolite interactions within the Trp pathway seem to be altered in the FENNS-BL patients. Conversion of serotonin to N-acetylserotonin by serotonin N-acetyltransferase may be upregulated in FENNS patients, possibly related to the observed alteration in Trp-5HIAA correlation. Considering N-acetylserotonin as a potent antioxidant, such increases in N-acetylserotonin might be a compensatory response to increased oxidative stress, implicated in the pathogenesis of schizophrenia. Molecular Psychiatry (2010) 15, 938-953;

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Section: Discussionmentioning

confidence: 93%

Section: Discussionmentioning

confidence: 99%

Altered interactions of tryptophan metabolites in first-episode neuroleptic-naive patients with schizophrenia

et al. 2009

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“…The rather low initial velocity of DPPH decolorization induced by melatonin is in agreement with the findings of Fagali and Catala. 43 On placing an isopropyl group on the S atom of 1, thus preventing thione-thiol tautomerism and deprotonation of the -SH group, the antiradical activity was completely lost, indicating that the one-electron-oxidized radical of 1 exists in the thione form rather than in the thiol form. This finding is in agreement with preferred thione tautomeric forms of 1 at neutral pH shown before.…”

Section: Discussionmentioning

confidence: 99%

Antioxidant action of 3-mercapto-5H-1,2,4-triazino[5,6-b]indole-5-acetic acid, an efficient aldose reductase inhibitor, in a 1,1′-diphenyl-2-picrylhydrazyl assay and in the cellular system of isolated erythrocytes exposed totert-butyl hydroperoxide

et al. 2015

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“…Recent studies [82,83] have questioned melatonin's ability to inhibit the autoxidation of lipids in homogeneous solution and in model heterogeneous systems. In a recent study, [84] we analyzed in vitro the antioxidant chain breaking effect of melatonin and structural analogues (Fig. 5) in a pure lipid system by using a photoemission assay.…”

Section: The Effect Of Melatonin and Structural Analogues On The Lipimentioning

confidence: 99%

The Ability of Melatonin to Counteract Lipid Peroxidation in Biological Membranes

Catalá

2007

CMM

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This paper reviews recent data relevant to the antioxidant effects of melatonin with special emphasis on the changes produced in polyunsaturated fatty acids located in the phospholipids of biological membranes. The onset of lipid peroxidation within cellular membranes is associated with changes in their physicochemical properties and with the impairment of protein functions located in the membrane environment. All cellular membranes are especially vulnerable to oxidation due to their high concentration of polyunsaturated fatty acids. These processes combine to produce changes in the biophysical properties of membranes that can have profound effects on the activity of membrane-bound proteins. This review deals with aspects for lipid peroxidation of biological membranes in general, but with some emphasis on changes of polyunsaturated fatty acids, which arise most prominently in membranes and have been studied extensively in our laboratory. The article provides current information on the effect of melatonin on biological membranes, changes in fluidity, fatty acid composition and lipid-protein modifications during the lipid peroxidation process of photoreceptor membranes and modulation of gene expression by the hormone and its preventive effects on adriamycin-induced lipid peroxidation in rat liver. Simple model systems have often been employed to measure the activity of antioxidants. Although such studies are important and essential to understand the mechanisms and kinetics of antioxidant action, it should be noted that the results of simple in vitro model experiments cannot be directly extrapolated to in vivo systems. For example, the antioxidant capacity of melatonin, one of the important physiological lipophilic antioxidants, in solution of pure triglycerides enriched in omega-3 polyunsaturated fatty acids is considerably different from that in subcellular membranes.

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The effect of melatonin and structural analogues on the lipid peroxidation of triglycerides enriched in ω-3 polyunsaturated fatty acids

Cited by 18 publications

References 37 publications

Altered interactions of tryptophan metabolites in first-episode neuroleptic-naive patients with schizophrenia

Altered interactions of tryptophan metabolites in first-episode neuroleptic-naive patients with schizophrenia

Antioxidant action of 3-mercapto-5H-1,2,4-triazino[5,6-b]indole-5-acetic acid, an efficient aldose reductase inhibitor, in a 1,1′-diphenyl-2-picrylhydrazyl assay and in the cellular system of isolated erythrocytes exposed totert-butyl hydroperoxide

The Ability of Melatonin to Counteract Lipid Peroxidation in Biological Membranes

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