DCFQE - Artigos em Revistas Internacionais / Articles in International Journals
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Browsing DCFQE - Artigos em Revistas Internacionais / Articles in International Journals by Author "Barreto, Maria do Carmo"
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- Asparagopsis Genus : What We Really Know About Its Biological Activities and Chemical CompositionPublication . Ponte, José M. S.; Seca, Ana M. L.; Barreto, Maria do CarmoAlthough the genus Asparagopsis includes only two taxonomically accepted species, the published literature is unanimous about the invasive nature of this genus in different regions of the globe, and about the availability of large amounts of biomass for which it is important to find a commercial application. This review shows that extracts from Asparagospsis species have already been evaluated for antioxidant, antibacterial, antifungal, antiviral, antifouling, cytotoxic, antimethanogenic and enzyme-inhibitory activity. However, the tables presented herein show, with few exceptions, that the activity level displayed is generally low when compared with positive controls. Studies involving pure compounds being identified in Asparagopsis species are rare. The chemical compositions of most of the evaluated extracts are unknown. At best, the families of the compounds present are suggested. This review also shows that the volatile halogenated compounds, fatty acids and sterols that are biosynthesized by the Asparagopsis species are relatively well known. Many other non-volatile metabolites (halogen compounds, flavonoids, other phenolic compounds) seem to be produced by these species, but their chemical structures and properties haven’been investigated. This shows how much remains to be investigated regarding the secondary-metabolite composition of these species, suggesting further studies following more targeted methodologies.
- Bio-Guided Optimization of Cystoseira abies-marina Cosmeceuticals Extraction by Advanced TechnologiesPublication . Rosa, Gonçalo P.; Peixoto, Andreia F.; Barreto, Maria do Carmo; Seca, Ana M. L.; Pinto, Diana C. G. A.Cystoseira abies-marina (reclassified as Gongolaria abies-marina) is a brown seaweed species rich in meroterpenoids, presenting interesting antioxidant, antitumor, and anti-inflammatory activities. However, there is still a lot to uncover regarding the bioactive potential of this species, as evidenced by the lack of records of antiaging activities from Cystoseira abies-marina, making this macroalga an excellent candidate for studies of its cosmeceutical potential. Ultrasound-(UAE) and microwave-assisted extraction (MAE) are advanced sustainable technologies that are very efficient in enhancing bioactive compound extraction. Applying these extraction techniques to a new biological matrix often calls for optimizing the parameters toward the best extraction yield. Since Cystoseira abies-marina is a new matrix for both UAE and MAE techniques, the present work proposes the optimization of the extraction process, using a novel approach: instead of only focusing on increasing the yield, the goal of this work is to determine the parameters for UAE and MAE that lead to extracts with better antiaging activities. For this bio-guided approach, several Cystoseira abies-marina extracts were prepared by UAE and MAE under varying conditions of solvent, time, and algae/solvent ratios. Their antiaging activities were then determined, and all the results combined to unveil the conditions yielding extracts with higher cosmeceutical potential. Using statistical tools, it was found that, for UAE, the best conditions were ethyl acetate, 15 min, and a ratio of 1:4, which led to an extract with high yield, and causing the strong inhibition of tyrosinase and elastase. In turn, ethanol, 10 min, and a ratio of 1:4 were the best conditions for MAE, leading to the extract with the best antioxidant activity. The results show that the proposed bio-guided approach was effective in obtaining extracts with high cosmeceutical potential, unveiling the possibility of modulating an extract’s activity by changing the extraction method.
- Biochemical study of attached macroalgae from the Madeira Archipelago and beach-cast macroalgae from the Canary Islands: multivariate analysis to determine bioresource potentialPublication . Nunes, Nuno; Valente, Sofia; Ferraz, Sónia; Barreto, Maria do Carmo; Carvalho, Miguel A. A. Pinheiro deFifteen attached macroalgae from the Madeira Archipelago, comprising three green, three red and nine brown algal species, as well as two beach-cast macroalgal samples, collected along the north shore of Gran Canaria, were assessed for their biochemical properties. The analysis included the determination of total minerals, total carbohydrates, protein, lipids, chlorophyll a, total carotenoids, total phenolic content, fucoxanthin and phycobilins (allophycocyanin, phycocyanin and phycoerythrin). The results showed a high variability of biochemical composition, allowing for the targetting of specific bioresources for particular purposes, including functional foods. This work provides the foundation for a biorefinery strategy implementation plan, for which specific macroalgae may be targeted for valuable and beneficial compounds.
- Constructing ethanol-derived bioactive extracts using the brown seaweed Zonaria tournefortii (J.V.Lamouroux) Montagne performed with Timatic extractor by means of response surface methodology (RSM)Publication . Nunes, Nuno; Valente, Sofia; Ferraz, Sónia; Barreto, Maria do Carmo; Carvalho, Miguel A. A. Pinheiro deUnderstanding the biochemical and antioxidant composition and capacity of a target biomass is the first step to its selectivity as functional food which can enhance the ability to promote health by reducing the risk of chronic diseases. The main purpose of this work was to employ response surface methodology (RSM) to determine the effect of the independent variables, % of ethanol (50–96%), time of sonication (0–20 min), and number of extraction cycles (6–18 cycles) in the primary extract of brown seaweed Zonaria tournefortii, studying the yield variation of some bioactive compounds, assessing the potential of these bioextracts to integrate as a natural additives or supplements in the functional food industry. The extractions were performed employing “Green Chemistry” techniques executed with the Timatic extractor, which applied pressurized ethanol solution at a maximum pressure of 8.5 bar through milled dehydrated biomass in the extraction vessel. Several parameters were assessed in the primary bioactive extract which included extract yield (11.56–28.49 g (100 g)⁻¹ dw), total chlorophyll content (0.14–1.42 g (100 g)⁻¹ dw), total carotenoid content (0.35–0.80 g (100 g)⁻¹ dw), total fucoxanthin content (0.04–0.13 g (100 g)⁻¹ dw), total phenolic content (3.58–5.84 g (100 g)⁻¹ dw), total flavonoid content (0.22–4.70 g (100 g)⁻¹ dw), DPPH (56.05–76.45%), and reducing activity (3.83–6.04 g (100 g)⁻¹ dw). A second objective was to determine the suitability of the residue for subsequent extraction of valuable compounds such as fucoidan (4.87 to 6.59 g (100 g)⁻¹ dw) and cellulose (18.88 to 20.27 g (100 g)⁻¹ dw), implementing the first step to a biorefinery strategy, using a cascade approach.
- Cytotoxic meroterpenoids from the macroalga Cystoseira abies-marinaPublication . Gouveia, Vera L. M.; Seca, Ana M. L.; Barreto, Maria do Carmo; Neto, Ana I.; Kijjoa, Anake; Silva, Artur M. S.Two new meronorsesquiterpenes (cystoazorones A and B) and two new meroditerpenes (cystoazorols A and B), along with benzoic acid were isolated from the brown macroalga Cystoseira abies-marina. The structures of the new compounds were established by 1D and 2D NMR as well as HRMS spectral analysis. The in vitro cytotoxicity and antioxidant activity of the isolated compounds were also evaluated. Cystoazorones A and B, and cystoazorol A exhibited in vitro growth inhibitory activity against HeLa cells. The HeLa cell line in log phase was found to be more sensitive to cystoazorol A than when it was in lag phase. Cystoazorol A also showed a selectivity index higher than taxol, which was used as a positive control. Cystoazorols A and B were found to be the strongest antioxidants among the compounds tested.
- Di- and Sesquiterpenoids from Cystoseira Genus: structure, intra-molecular transformations and biological activityPublication . Gouveia, Vera L. M.; Seca, Ana M. L.; Barreto, Maria do Carmo; Pinto, Diana C. G. A.Natural products have been the single most productive source of leads for the development of drugs, because of the great variety of their chemical structures. Previous chemical investigation of members of the genus Cystoseira resulted in the discovery of various bioactive secondary metabolites. The secondary metabolites isolated and characterized are very interesting, both from the biological activity and structural complexity points of view, which make this genus an attractive target for further investigations. The present review covers the research progress on natural products isolated from this genus since January 1995 until now, concerning the isolation and structural elucidation of the secondary metabolites from Cystoseira species. In this contribution significant biological properties are briefly discussed. Simultaneously, we gradually construct an intra-molecular pathway that logically interrelates the isolated compounds.
- Diagnosis of Enzyme Inhibition Based on the Degree of InhibitionPublication . Antunes, Fernando; Marinho, Helena Susana; Barreto, Maria do Carmo; Pavão, Maria Leonor; Pinto, Ruy EugénioIn this work, a method for the diagnosis of kinetic inhibition, based on the dependence of the degree of inhibition (s) on the inhibitor concentration [1] and on the substrate concentration [S], is presented. Because the degree of inhibition is a ratio between rates, kinetic data are normalized by the introduction of an internal control-the rate of the uninhibited reaction. Therefore, the error associated with the kinetic measurements decreases and less experimental measurements are necessary to achieve the diagnosis. The process described, which uses graphical and/or non-linear fitting procedures, allows distinguishing between 20 different kinds of inhibition, including not only linear and hyperbolic, but also parabolic and rational 2,2 inhibitions. Rational 2,2 indicates a new type of inhibition corresponding to an incomplete parabolic inhibition, i.e. mechanistically it corresponds to an inhibitor that binds to two inhibition sites producing enzymatic complexes that are still active. In spite of its comprehensiveness, the diagnosis process is greatly facilitated by the division of the diagnosis of the inhibition in a step-by-step procedure, where only two rival models are evaluated in each step. In the non-linear fittings, the choice between rival models uses a test based on information statistics theory, the Akaike information criterion test, in order to penalize complex models that tend to be favoured in fittings. Finally, equations that allow the determination of inhibition kinetic constants were also deduced. The formalism presented was tested by examining inhibition of acid phosphatase by phosphate (a linear competitive inhibitor).
- Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin PhotoagingPublication . Resende, Diana I. S. P.; Almeida, Mariana C.; Maciel, Bruna; Carmo, Helena; Lobo, José Sousa; Dal Pozzo, Carlotta; Cravo, Sara M.; Rosa, Gonçalo P.; Kane-Pagès, Aida; Barreto, Maria do Carmo; Almeida, Isabel F.; Sousa, Maria Emília de; Pinto, Madalena M. M.Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (1). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC₅₀ values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl₃ and CuCl₂) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (1) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (1) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.
- Fatty acid composition, TLC screening, ATR-FTIR analysis, anti-cholinesterase activity, and in vitro cytotoxicity to A549 tumor cell line of extracts of 3 macroalgae collected in MadeiraPublication . Nunes, Nuno; Rosa, Gonçalo P.; Ferraz, Sónia; Barreto, Maria do Carmo; Carvalho, Miguel A. A. Pinheiro deThree macroalgae collected at Madeira Island were included in this study to determine their potential for drug, nutraceutical, food, or supplement application. Fatty acid content was higher in Zonaria tournefortii (12.32 mg g⁻¹ dw) with 16.58% of PUFAs, eicosapentaenoic acid (C20:5 omega 3), and arachidonic acid (20:4 omega 6) having concentrations of 2.59 and 1.17%, respectively. The anti-thrombogenic and anti-atherogenicity potential was higher for Z. tournefortii due to relevant fatty acids in the biochemical composition this macroalgae. Lipid classes were assessed in the lipid extract and neutral lipids (NL) were in higher yield in Asparagopsis taxiformis (51.16%) and lower in Z. tournefortii (26.96%). The glycolipids (GL) were between 36.03 and 16.11% in Z. tournefortii and Ulva lactuca. Phospholipids (PL) fraction varied from 35.91 and 31.60% in A. taxiformis and Z. tournefortii. TLC screening identified that U. lactuca contains phytol and cholesterol in its NL, digalactosyldiacylglycerol in its GL, and cardiolipin and L-alpha-phosphatidylcholine in its PL. Zonaria tournefortii contains phytol and cholesterol in its NL classes, and the PL classes contain L-alpha-phosphatidylethanolamine and 1-(3-sn-phosphatidyl)-rac-glycerol. The macroalgae A. taxiformis revealed cholesterol in its NL fraction and the same phospholipids as Z. tournefortii in its PL fraction. ATR-FTIR analysis enabled a "fingerprint" spectra and important sulfation absorption bands were identified, revealing the functional polysaccharides within these macroalgae. Anti-cholinesterasic activity was assessed in A. taxiformis, with a low IC50 for AChE (8.92 +/- 0.43 mu g mL⁻¹) and BuChE (13.96 +/- 0.32 mu g mL⁻¹), demonstrating dual inhibitory activity, justifying the interest to identify the active principle which may be the scaffold of a novel drug.
- GC- and UHPLC-MS Profiles as a Tool to Valorize the Red Alga Asparagopsis armataPublication . Pinto, Diana C. G. A.; Lesenfants, Marie L.; Rosa, Gonçalo P.; Barreto, Maria do Carmo; Silva, Artur M. S.; Seca, Ana M. L.Asparagopsis armata Harvey is a red alga native from the southern hemisphere and then introduced in the Mediterranean Sea and the Atlantic Ocean, including the Azores Archipelago, where it is considered an invasive alga. Some studies show that the extracts exhibit antimicrobial and antifouling activities, and it is incorporated in some commercialized cosmetic products. (e.g., Ysaline®). However, knowledge of this species chemical composition is scarce. The GC-MS and UHPLC-MS profiles of both the nonpolar and polar extracts were established to contribute to this problem solution. According to the results, A. armata is rich in a great structural variety of halogenated lipophilic and aromatic compounds, some of them identified here for the first time. In the lipophilic extract, 25 compounds are identified, being the halogenated compounds and fatty acids, the two major compound families, corresponding to 54.8% and 35.7% of identified compounds (224 and 147 mg/100 g of dry algae, respectively). The 1,4-dibromobuten-1-ol and the palmitic acid are the two most abundant identified compounds (155 and 83.4 mg/100 g of dry algae, respectively). The polar extract demonstrated the richness of this species in brominated phenolics, from which the cinnamic acid derivatives are predominant. The results obtained herein open new perspectives for valuing the A. armata as a source of halogenated compounds and fatty acids, consequently improving its biotechnological and economic potential. Promoting this seaweed and the consequent increase in its demand will contribute to biodiversity conservation and ecosystem sustainability.
