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- Response surface evaluation of microwave-assisted extraction conditions for Lycium barbarum bioactive compoundsPublication . Mendes, Marta; Carvalho, Ana P.; Magalhães, Júlia M. C. S.; Moreira, Manuela; Guido, Luís; Gomes, Ana M. P.; Delerue-Matos, CristinaThe effects of microwave-assisted extraction (MAE) on the qualitative and quantitative composition of extracted bioactive phytochemicals are strongly dependent on specific operational conditions. The impact of temperature, extraction time, and solvent dielectric properties on theMAE of antioxidant compounds fromgoji berry is hereby reported and discussed. Results were evaluated in terms of antioxidant capacity (ascertained by ABTS and ORAC assays), complemented with quantification of total phenolics content (TPC), and characterization of extracts through HPLC. Furthermore, the effect of storage temperature was also studied. Results revealed that temperature and solvent properties exert a significant effect on TPC and ORAC assays, whereas irradiation time plays a key role in the preparation of extracts to be evaluated through ABTS. The effect of solvent properties is tentatively explained considering the dielectric properties ofmethanol andwater,whereas the observed effect of temperature could be explained by its influence on the solubility of phenolic compounds. Industrial Relevance: A careful selection of operational conditions duringMAE, designed for a specific antioxidant assay, allows an increase in the bioactivity of the resultant extracts,which may become important in terms of industrial applications.
- Microbiological and chemical quality of portuguese lettuce - results of a case studyPublication . Ferreira, Catarina; Lopes, Filipa; Costa, Reginaldo; Komora, Norton; Ferreira, Vânia; Fernandes, Virgínia Cruz; Delerue-Matos, Cristina; Teixeira, PaulaIn addition to environmental pollution issues, social concerns about the sustainability, safety, and quality of conventionally grown fruits and vegetables have been increasing. In order to evaluate if there were any microbiological differences between samples of organic and conventional lettuce, a wide range of parameters were tested, including pathogens and indicator organisms: the enumeration of Escherichia coli; the detection of Salmonella spp.; the detection/enumeration of Listeria monocytogenes; the enumeration of lactic acid bacteria, Pseudomonas spp. yeasts and molds, and Enterobacteriaceae. This study also evaluated the chemical safety of the lettuce samples, quantifying the nitrate concentration and 20 pesticides (14 organochlorine and 6 organophosphorus pesticides). Significant differences (p<0.05) between the conventional and organic samples were only detected for the counts of total microorganisms at 30◦C. Pathogens were absent in all the samples. The analytical method, using the quick, easy, cheap, effective, rugged, and safe (QuEChERS) approach for pesticide extraction, was suitable for detecting the targeted analyte s; the limit of quantification(LOQ) was between 0.6 and 1.8μg/kg (lower than the Maximum Residue Levels (MRLs) established by EU legislation). In three organic lettuce samples, one organochlorine pesticide (α-HCH) was observed below the MRLs. For the samples analyzed and for the parameters investigated, except for the total mesophilic counts, the organic and conventional lettuces were not different.
- Multi-step subcritical water extracts of fucus vesiculosus l. And codium tomentosum stackhouse: Composition, health-benefits and safetyPublication . Soares, Cristina; Paíga, Paula; Marques, Marta; Neto, Tânia; Carvalho, Ana Paula; Paiva, Alexandre; Simões, Pedro; Costa, Leonor; Bernardo, Ana; Fernández, Naiara; Pinto, Edgar; Almeida, Agostinho; Bronze, Maria Rosário; Delerue-Matos, Cristina; Grosso, ClaraMental health and active aging are two of the main concerns in the 21st century. To search for new neuroprotective compounds, extracts of Codium tomentosum Stackhouse and Fucus vesiculosus L. were obtained through multi-step (four step) subcritical water extraction using a temperature gradient. The safety assessment of the extracts was performed by screening pharmaceutical compounds and pesticides by UHPLC-MS/MS, and iodine and arsenic levels by ICP-MS. Although the extracts were free of pharmaceutical compounds and pesticides, the presence of arsenic and high iodine contents were found in the first two extraction steps. Thus, the health-benefits were only evaluated for the fractions obtained in steps 3 and 4 from the extraction process. These fractions were tested against five brain enzymes implicated in Alzheimer’s, Parkinson’s, and major depression etiology as well as against reactive oxygen and nitrogen species, having been observed a strong enzyme inhibition and radical scavenging activities for the step 4 fractions from both seaweed species. Regarding the variation of the chemical composition during the extraction, step 1 fractions were the richest in phenolic compounds. With the increase in temperature, Maillard reaction, caramelization and thermo-oxidation occurred, and the resulting products positively affected the antioxidant capacity and the neuroprotective effects.
- Enantiomeric fraction evaluation of pharmaceuticals in environmental matrices by liquid chromatography-tandem mass spectrometryPublication . Ribeiro, Ana Rita; Santos, Lúcia H. M. L. M.; Maia, Alexandra S.; Delerue-Matos, Cristina; Castro, Paula M. L.; Tiritan, Maria ElizabethThe interest for environmental fate assessment of chiral pharmaceuticals is increasing and enantioselective analytical methods are mandatory. This study presents an enantioselective analytical method for the quantification of seven pairs of enantiomers of pharmaceuticals and a pair of a metabolite. The selected chiral pharmaceuticals belong to three different therapeutic classes, namely selective serotonin reuptake inhibitors (venlafaxine, fluoxetine and its metabolite norfluoxetine), beta-blockers (alprenolol, bisoprolol, metoprolol, propranolol) and a beta2-adrenergic agonist (salbutamol). The analytical method was based on solid phase extraction followed by liquid chromatography tandem mass spectrometry with a triple quadrupole analyser. Briefly, Oasis® MCX cartridges were used to preconcentrate 250 mL of water samples and the reconstituted extracts were analysed with a Chirobiotic™ V under reversed mode. The effluent of a laboratory-scale aerobic granular sludge sequencing batch reactor (AGS-SBR) was used to validate the method. Linearity (r2 > 0.99), selectivity and sensitivity were achieved in the range of 20–400 ng L−1 for all enantiomers, except for norfluoxetine enantiomers which range covered 30–400 ng L−1. The method detection limits were between 0.65 and 11.5 ng L−1 and the method quantification limits were between 1.98 and 19.7 ng L−1. The identity of all enantiomers was confirmed using two MS/MS transitions and its ion ratios, according to European Commission Decision 2002/657/EC. This method was successfully applied to evaluate effluents of wastewater treatment plants (WWTP) in Portugal. Venlafaxine and fluoxetine were quantified as non-racemic mixtures (enantiomeric fraction ≠ 0.5). The enantioselective validated method was able to monitor chiral pharmaceuticals in WWTP effluents and has potential to assess the enantioselective biodegradation in bioreactors. Further application in environmental matrices as surface and estuarine waters can be exploited.
- Brazilian fruit pulps as functional foods and additives: evaluation of bioactive compoundsPublication . Paz, Mário; Gúllon, Patricia; Barroso, M. Fátima; Carvalho, Ana P.; Domingues, Valentina F.; Gomes, Ana M.; Becker, Helena; Longhinotti, Elisane; Delerue-Matos, CristinaEight tropical fruit pulps from Brazil were simultaneously characterised in terms of their antioxidant and antimicrobial properties. Antioxidant activity was screened by DPPH radical scavenging activity (126-3987 mg TE/100 g DW) and ferric reduction activity power (368-20819 mg AAE/100 g DW), and complemented with total phenolic content (329-12466 mg GAE/100 g DW) and total flavonoid content measurements (46-672 mg EE/100 g DW), whereas antimicrobial activity was tested against the most frequently found food pathogens. Acerola and acai presented the highest values for the antioxidant-related measurements. Direct correlations between these measurements could be observed for some of the fruits. Tamarind exhibited the broadest antimicrobial potential, having revealed growth inhibition of Pseudomonas aeruginosa. Escherichia coli, Listeria monocytogenes, Salmonella sp. and Staphylococcus aureus. Acai and tamarind extracts presented an inverse relationship between antibacterial and antioxidant activities, and therefore, the antibacterial activity cannot be attributed (only) to phenolic compounds.
- Bioactive lipids of seaweeds from the Portuguese north coast: health benefits versus potential contaminationPublication . Soares, Cristina; Sousa, Sara; Machado, Susana; Vieira, Elsa; Carvalho, Ana P.; Ramalhosa, Maria João; Morais, Simone; Correia, Manuela; Oliva-Teles, Teresa; Domingues, Valentina F.; Delerue-Matos, CristinaThe total lipid content and lipidic profile of seaweeds harvested in the North Coast and purchased in Portugal were determined in this paper. The amount of total lipids in the different species of seaweeds varied between 0.7 ± 0.1% (Chondrus crispus) and 3.8 ± 0.6% (Ulva spp.). Regarding the fatty acid content, polyunsaturated fatty acids (PUFA) ranged between 0–35%, with Ulva spp. presenting the highest amount; monounsaturated fatty acids (MUFA) varied between 19 and 67%; and saturated fatty acids (SFA) were predominant in C. crispus (45–78%) and Gracilaria spp. (36–79%). Concerning the nutritional indices, the atherogenicity index (AI) was between 0.4–3.2, the thrombogenicity index (TI) ranged from 0.04 to 1.95, except for Gracilaria spp., which had a TI of 7.6, and the hypocholesterolemic/hypercholesterolemic ratio (HH) values ranged between 0.88–4.21, except for Gracilaria spp., which exhibited values between 0.22–9.26. The n6/n3 ratio was below 1 for most of the species evaluated, except for Ascophyllum nodosum, which presented a higher value, although below 2. Considering the PUFA/SFA ratio, seaweeds presented values between 0.11–1.02. The polycyclic aromatic hydrocarbons (PAHs) and aliphatic hydrocarbons (AHCs) contamination of seaweeds under study was also quantified, the values found being much lower than the maximum levels recommended for foodstuff.
- Microwave-assisted extraction in goji berries: effect on composition and bioactivity, evaluated through conventional and nonconventional methodologiesPublication . Carvalho, Ana P.; Mendes, Marta; Moreira, Manuela M.; Cruz, Diana; Magalhães, Júlia M. C. S.; Barroso, M. Fátima; Ramalhosa, M. J.; Duarte, Abel; Guido, Luís; Gomes, Ana M. P.; Matos, Cristina DelerueThis study aimed to evaluate the effect of microwave-assisted extraction (MAE) parameters on the composition and bioactivity of goji (Lycium barbarum) extracts. Extracts were obtained under a central composite design combination of experimental conditions, and characterised through HPLC-DAD; their bioactive capacity was ascertained for antimicrobial and antioxidant capacity, the later by spectrophotometric [2,2-azinobis (3- ethylbenzothiazoline-6-sulfonic acid) diammonium salt-radical scavenging activity assay – 413–748 mg ascorbic acid equivalents/100 g DW and oxygen radical absorbance capacity – 1901–2292 mg trolox equivalents/ 100 g DW] and electrochemical (DNA-based sensor – 3571–6602 mg ascorbic acid/100 g DW) methods. The quantitative profile of phenolic compounds was strongly dependent on MAE conditions. Significant correlations were found between the presence of several flavonoids and solvent composition, as well as between phenolic acids with methoxy group and the response to DNA-based sensor. Results may improve targeted extractions for specific compounds, leading to the achievement of extracts richer in antioxidant capacity, as well as in the tailoring of the biosensor response sensitivity to the composition of the extracts under analysis.
- HPLC-DAD, ESI–MS/MS, and NMR of lycopene isolated from P. guajava L. and Its biotechnological applicationsPublication . Amorim, Adriany G. N.; Souza, Jessica M. T.; Santos, Raimunda C.; Gullón, Beatriz; Oliveira, Ana; Santos, Luiz F. A.; Virgino, Adamor L. E.; Mafud, Ana C.; Petrilli, Helena; Mascarenhas, Yvonne; Delerue-Matos, Cristina; Pintado, M.M.E; Leite, José R. S. A.Psidium guajava L. have been reported to be a rich source of antioxidant compounds. Its carotenoids have been highlighted by their high antioxidant capacity, which offers several benefits for human health. In this sense, lycopene isomers need to be identified. In this work, the comprehensive chemical characterization, by HPLC-DAD, MS/MS, and NMR, of lycopene isolated from P. guajava L., antioxidant and antimicrobial activity of lycopene extracts and isolated lycopene are evaluated. The FTIR results reported a structure with Z configuration, confirmed by UV-Vis, with λmax = 448, 473, and 505 nm for 5-Z lycopene. Furthermore, MS/MS positive ionization shows one fragment m/z 309 [M-227]+, relatively abundant for isolated lycopene. Experimental and Theoretical NMR studies revealed that guava may contain 5-Z lycopene because of the similarity found among the peaks. Lycopene extracts presented higher antioxidant activity than isolated lycopene, from both P. guajava L. and tomato, when measured by ABTS and ORAC (r2 = 0.9995 and r2 = 0.9992, respectively). In addition, lycopene extract shows antibacterial efficacy against E. coli, S. aureus, and L. innocua, presenting MBC values of 20 mg mL−1. These results suggest that lycopene extract have potential applicability for food, cosmetics, and pharmaceutical industry.
- Chitosan-based silver nanoparticles: a study of the antibacterial, antileishmanial and cytotoxic effectsPublication . Lima, Douglas dos Santos; Gullon, Beatriz; Cardelle-Cobas, Alejandra; Brito, Lucas M.; Rodrigues, Klinger A. F.; Quelemes, Patrick V.; Ramos-Jesus, Joilson; Arcanjo, Daniel D. R.; Plácido, Alexandra; Batziou, Krystallenia; Quaresma, Pedro; Eaton, Peter; Delerue-Matos, Cristina; Carvalho, Fernando Aecio; Silva, Durcilene Alves da; Pintado, M. E.; Leite, José Roberto de SáSilver nanoparticles have been studied as an alternative for treatment of microbial infections and leishmaniasis, without promoting induction of microbial or parasite resistance. In this study, chitosan-based silver nanoparticles were synthesized from silver nitrate (AgNO3), sodium borohydride as a reducing agent, and the biopolymer chitosan as a capping agent. The chitosan-based silver nanoparticles were characterized by ultraviolet-visible, Fourier transform infrared, dynamic light scattering, zeta potential, atomic force microscopy, and transmission electron microscope. The antibacterial assay was performed by determination of the minimum inhibitory concentration. The antileishmanial and the cytotoxic effects induced by AgNO3, chitosan, and chitosan-based silver nanoparticles were analyzed by resazurin and MTT colorimetric assays, respectively. AgNO3, chitosan, and chitosan-based silver nanoparticles induced a marked activity against all bacterial strains and promastigote forms of Leishmania amazonensis at minimum inhibitory concentrations ranging from 1.69 to 3.38 μg Ag/mL. Interestingly, the chitosan-based silver nanoparticles presented less cytotoxicity than the AgNO3 alone and were more active against L. amazonensis than solely chitosan. Furthermore, the cytotoxic concentrations (CC50) of both chitosan and chitosan-based silver nanoparticles against macrophages were significantly higher than the IC50 against promastigotes. Thus, the chitosan-based silver nanoparticles represent a promising alternative for the treatment of microbial infections and leishmaniasis.
- Screening of bioactive properties in brown algae from the Northwest Iberian PeninsulaPublication . Silva, Aurora; Rodrigues, Carla; Garcia-Oliveira, Paula; Lourenco-Lopes, Catarina; Silva, Sofia A.; Garcia-Perez, Pascual; Carvalho, Ana P.; Domingues, Valentina F.; Barroso, M. Fátima; Delerue-Matos, Cristina; Simal-Gandara, Jesus; Prieto, Miguel A.Algae are an underexploited source of natural bioactive compounds in Western countries, so an increasing interest in the valorization of these marine organisms has emerged in recent years. In this work, the effect of extracting solvent on the extraction yield, phenolic content, antioxidant capacity, and antimicrobial activity of nine brown macroalgae species (Ascophyllum nodosum, Himanthalia elongata, Undaria pinnatifida, Pelvetia canaliculata, Saccharina latissima, Bifurcaria bifurcata, Laminaria ochroleuca, Sargassum muticum, and Fucus spiralis) was assessed. Total phenolic content (TPC) and the antioxidant properties of extracts by different assays: radical scavenging activity (DPPH-RSA) and ferric reducing antioxidant power (FRAP) were performed. The antimicrobial activity of extracts was studied against six different foodborne microorganisms: Staphylococcus aureus, Staphylococcus epidermidis, Bacillus cereus, Escherichia coli, Salmonella enteritidis, and Pseudomonas aeruginosa. The highest extraction yield was achieved in ethanolic extracts. However, the highest TPC and FRAP values were obtained on the ethyl acetate extracts, especially from A. nodosum. Concerning algal species, the highest TPC and FRAP values were found in A. nodosum, while the highest DPPH-RSA values were achieved in the hexane extracts of B. bifurcata. The antimicrobial activity of algal extracts varied according to the solvent and alga selected, suggesting the species- and solvent-dependent behavior of this property, with B. bifurcata extracts showing the highest results for a wide range of bacteria. Our results provide insight on the characterization of widespread brown algae in the coasts of the North-Western region of the Iberian Peninsula, reflecting multiple health-enhancing properties which may lead to their exploitation in food, pharmacological, and cosmetic industries.