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1.
Molecules ; 29(8)2024 Apr 22.
Artigo em Inglês | MEDLINE | ID: mdl-38675719

RESUMO

Non-communicable diseases (NCDs) represent a global health challenge, constituting a major cause of mortality and disease burden in the 21st century. Addressing the prevention and management of NCDs is crucial for improving global public health, emphasizing the need for comprehensive strategies, early interventions, and innovative therapeutic approaches to mitigate their far-reaching consequences. Marine organisms, mainly algae, produce diverse marine natural products with significant therapeutic potential. Harnessing the largely untapped potential of algae could revolutionize drug development and contribute to combating NCDs, marking a crucial step toward natural and targeted therapeutic approaches. This review examines bioactive extracts, compounds, and commercial products derived from macro- and microalgae, exploring their protective properties against oxidative stress, inflammation, cardiovascular, gastrointestinal, metabolic diseases, and cancer across in vitro, cell-based, in vivo, and clinical studies. Most research focuses on macroalgae, demonstrating antioxidant, anti-inflammatory, cardioprotective, gut health modulation, metabolic health promotion, and anti-cancer effects. Microalgae products also exhibit anti-inflammatory, cardioprotective, and anti-cancer properties. Although studies mainly investigated extracts and fractions, isolated compounds from algae have also been explored. Notably, polysaccharides, phlorotannins, carotenoids, and terpenes emerge as prominent compounds, collectively representing 42.4% of the investigated compounds.


Assuntos
Microalgas , Humanos , Microalgas/química , Organismos Aquáticos/química , Produtos Biológicos/farmacologia , Produtos Biológicos/química , Produtos Biológicos/uso terapêutico , Animais , Alga Marinha/química , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/química , Anti-Inflamatórios/uso terapêutico , Antioxidantes/farmacologia , Antioxidantes/uso terapêutico , Antioxidantes/química , Oceanos e Mares , Estresse Oxidativo/efeitos dos fármacos , Antineoplásicos/farmacologia , Antineoplásicos/uso terapêutico , Antineoplásicos/química
2.
Mar Drugs ; 18(11)2020 Nov 19.
Artigo em Inglês | MEDLINE | ID: mdl-33227960

RESUMO

Tisochrysis lutea is a marine haptophyte rich in omega-3 polyunsaturated fatty acids (e.g., docosahexaenoic acid (DHA)) and carotenoids (e.g., fucoxanthin). Because of the nutraceutical applications of these compounds, this microalga is being used in aquaculture to feed oyster and shrimp larvae. In our earlier report, T. lutea organic crude extracts exhibited in vitro cytotoxic activity against human hepatocarcinoma (HepG2) cells. However, so far, the compound(s) accountable for the observed bioactivity have not been identified. Therefore, the aim of this study was to isolate and identify the chemical component(s) responsible for the bioactivity observed. Bioassay-guided fractionation through a combination of silica-gel column chromatography, followed by preparative thin layer chromatography (PTLC), led to the isolation of two diastereomers of a monoterpenoid lactone, namely, loliolide (1) and epi-loliolide (2), isolated for the first time in this species. The structural elucidation of both compounds was carried out by GC-MS and 1D (1H and 13C APT) and 2D (COSY, HMBC, HSQC-ed, and NOESY) NMR analysis. Both compounds significantly reduced the viability of HepG2 cells and were considerably less toxic towards a non-tumoral murine stromal (S17) cell line, although epi-loliolide was found to be more active than loliolide.


Assuntos
Antineoplásicos/farmacologia , Benzofuranos/farmacologia , Carcinoma Hepatocelular/tratamento farmacológico , Lactonas/farmacologia , Neoplasias Hepáticas/tratamento farmacológico , Microalgas/metabolismo , Monoterpenos/farmacologia , Antineoplásicos/isolamento & purificação , Benzofuranos/isolamento & purificação , Carcinoma Hepatocelular/patologia , Sobrevivência Celular/efeitos dos fármacos , Células Hep G2 , Humanos , Lactonas/isolamento & purificação , Neoplasias Hepáticas/patologia , Estrutura Molecular , Monoterpenos/isolamento & purificação
3.
Food Chem ; 333: 127525, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-32683262

RESUMO

The consumption of halophytes as healthy gourmet food has increased considerably in the past few years. However, knowledge on the nutritional profile of domesticated halophytes is scarce and little is known on which cultivation conditions can produce plants with the best nutritional and functional properties. In this context, Salicornia ramosissima J. Woods was cultivated in six different salt concentrations, ranging from 35 to 465 mM of NaCl. Both the nutritional profile, the antioxidant capacity, and microbial quality of the produced plants were evaluated including minerals and vitamins. Salt has a marked effect on growth, which decreases for salinities higher than 110 mM. Nonetheless, plants cultivated with intermediate levels of salinity (110 and 200 mM) revealed better antioxidant status with higher amounts of phenolic compounds. Overall, results from this paper indicated that soilless culture systems using low-intermediate salinities produces S. ramosissima plants fit for commercialization and human consumption.


Assuntos
Antioxidantes/química , Chenopodiaceae/química , Cloreto de Sódio/química , Bactérias/isolamento & purificação , Carotenoides/análise , Chenopodiaceae/crescimento & desenvolvimento , Chenopodiaceae/microbiologia , Cromatografia Líquida de Alta Pressão , Fungos/isolamento & purificação , Valor Nutritivo , Fenóis/química , Vitaminas/análise
4.
Food Chem ; 333: 127536, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-32707417

RESUMO

Some halophyte plants are currently used in gourmet cuisine due to their unique organoleptic properties. Moreover, they exhibit excellent nutritional and functional properties, being rich in polyphenolics and vitamins. These compounds are associated to strong antioxidant activity and enhanced health benefits. This work compared the nutritional properties and antioxidant potential of three species (Mesembryanthemum nodiflorum, Suaeda maritima and Sarcocornia fruticosa) collected in saltmarshes from Portugal and Spain with those of cultivated plants. The latter were generally more succulent and had higher contents of minerals than plants obtained from the wild and contained less fibre. All species assayed are a good source of proteins, fibres and minerals. Additionally, they are good sources of carotenoids and vitamins A, C and B6 and showed good antioxidant potential particularly S. maritima. Chromatographic analysis of the phenolic profile revealed that ferulic and caffeic acids as the most relevant phenolic compounds detected in the halophytes tested.


Assuntos
Valor Nutritivo , Plantas Tolerantes a Sal/crescimento & desenvolvimento , Plantas Tolerantes a Sal/metabolismo , Antioxidantes/metabolismo , Chenopodiaceae/crescimento & desenvolvimento , Chenopodiaceae/metabolismo , Fenóis/metabolismo
5.
Phys Med Biol ; 65(21): 21RM01, 2020 10 22.
Artigo em Inglês | MEDLINE | ID: mdl-32434156

RESUMO

Since the seventies, positron emission tomography (PET) has become an invaluable medical molecular imaging modality with an unprecedented sensitivity at the picomolar level, especially for cancer diagnosis and the monitoring of its response to therapy. More recently, its combination with x-ray computed tomography (CT) or magnetic resonance (MR) has added high precision anatomic information in fused PET/CT and PET/MR images, thus compensating for the modest intrinsic spatial resolution of PET. Nevertheless, a number of medical challenges call for further improvements in PET sensitivity. These concern in particular new treatment opportunities in the context personalized (also called precision) medicine, such as the need to dynamically track a small number of cells in cancer immunotherapy or stem cells for tissue repair procedures. A better signal-to-noise ratio (SNR) in the image would allow detecting smaller size tumours together with a better staging of the patients, thus increasing the chances of putting cancer in complete remission. Moreover, there is an increasing demand for reducing the radioactive doses injected to the patients without impairing image quality. There are three ways to improve PET scanner sensitivity: improving detector efficiency, increasing geometrical acceptance of the imaging device and pushing the timing performance of the detectors. Currently, some pre-localization of the electron-positron annihilation along a line-of-response (LOR) given by the detection of a pair of annihilation photons is provided by the detection of the time difference between the two photons, also known as the time-of-flight (TOF) difference of the photons, whose accuracy is given by the coincidence time resolution (CTR). A CTR of about 10 picoseconds FWHM will ultimately allow to obtain a direct 3D volume representation of the activity distribution of a positron emitting radiopharmaceutical, at the millimetre level, thus introducing a quantum leap in PET imaging and quantification and fostering more frequent use of 11C radiopharmaceuticals. The present roadmap article toward the advent of 10 ps TOF-PET addresses the status and current/future challenges along the development of TOF-PET with the objective to reach this mythic 10 ps frontier that will open the door to real-time volume imaging virtually without tomographic inversion. The medical impact and prospects to achieve this technological revolution from the detection and image reconstruction point-of-views, together with a few perspectives beyond the TOF-PET application are discussed.


Assuntos
Tomografia por Emissão de Pósitrons/métodos , Elétrons , Humanos , Processamento de Imagem Assistida por Computador , Neoplasias/diagnóstico por imagem , Fótons , Razão Sinal-Ruído
6.
PLoS One ; 14(1): e0210143, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-30699208

RESUMO

Cystoseira is a common brown algal genus widely distributed throughout the Atlantic and Mediterranean regions whose taxonomical assignment of specimens is often hampered by intra- and interspecific morphological variability. In this study, three mitochondrial regions, namely cytochrome oxidase subunit 1 (COI), 23S rDNA (23S), and 23S-tRNAVal intergenic spacer (mt-spacer) were used to analyse the phylogenetic relationships of 22 Cystoseira taxa (n = 93 samples). A total of 135 sequences (48 from COI, 43 from 23S and 44 from mt-spacer) were newly generated and analysed together with Cystoseira sequences (9 COI, 31 23S and 35 mt-spacer) from other authors. Phylogenetic analysis of these three markers identified 3 well-resolved clades and also corroborated the polyphyletic nature of the genus. The resolution of Cystoseira taxa within the three clades improves significantly when the inclusion of specimens of related genera was minimized. COI and mt-spacer markers resolved the phylogeny of some of the Cystoseira taxa, such as the C. baccata, C. foeniculacea and C. usneoides. Furthermore, trends between phylogeny, embryonic development and available chemotaxonomic classifications were identified, showing that phylogenetic, chemical and morphological data should be taken into account to study the evolutionary relationships among the algae currently classified as Cystoseira. The resolution of Cystoseira macroalgae into three well supported clades achieved here is relevant for a more accurate isolation and identification of natural compounds and the implementation of conservation measures for target species.


Assuntos
DNA Mitocondrial/genética , Complexo IV da Cadeia de Transporte de Elétrons/genética , Phaeophyceae/classificação , Filogenia , Oceano Atlântico , DNA Ribossômico/genética , Região do Mediterrâneo , Phaeophyceae/genética , RNA de Transferência de Valina/genética , Análise de Sequência de DNA
7.
Nat Prod Res ; 33(12): 1778-1782, 2019 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-29424240

RESUMO

Here is reported the anti Leishmania infantum activity of 48 hexane, CH2Cl2 and MeOH extracts from 16 macroalgae collected on the Iberian Coast. Seven hexane and CH2Cl2 Cystoseira baccata, Cystoseira barbata, Cystoseira tamariscifolia, Cystoseira usneoides, Dictyota spiralis and Plocamium cartilagineum extracts were active towards promastigotes (IC50 29.8-101.8 µg/mL) inducing strong morphological alterations in the parasites. Hexane extracts of C. baccata and C. barbata were also active against intracellular amastigotes (IC50 5.1 and 6.8 µg/mL, respectively). Fatty acids, triacylglycerols, carotenoids, steroids and meroterpenoids were detected by nuclear magnetic resonance (NMR), and gas chromatography in the Cystoseira extracts. These results suggest that Cystoseira macroalgae contain compounds with antileishmanial activity, which could be explored as scaffolds to the development of novel sources of antiparasitic derivatives.


Assuntos
Antiprotozoários/farmacologia , Leishmania infantum/efeitos dos fármacos , Phaeophyceae/química , Alga Marinha/química , Antiprotozoários/química , Carotenoides/análise , Cromatografia Gasosa , Avaliação Pré-Clínica de Medicamentos/métodos , Ácidos Graxos/análise , Ácidos Graxos/química , Espectroscopia de Ressonância Magnética , Esteroides/análise
8.
Pharmacol Rep ; 70(5): 896-899, 2018 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-30096488

RESUMO

BACKGROUND: Juncunol is a phenanthrene isolated from the halophyte species Juncus acutus, with selective cytotoxic activity towards human hepatocarcinoma (HepG2) cells. However, its mechanism of action is unknown. METHODS: The in vitro cytotoxic mechanism of juncunol was evaluated on HepG2 cells through several methods to elucidate its potential to induce apoptotic features, decrease mitochondrial membrane potential, promote internal ROS production and influence cell cycle. We also report its haemolytic activity on human erythrocytes and in silico DNA-binding studies. RESULTS: Juncunol induced an increase in the number of apoptotic cells in a concentration-dependent manner, accompanied by a decrease in the mitochondrial membrane potential. No significant differences were observed in production of reactive oxygen species (ROS). Moreover, juncunol application at the IC50 value significantly induced cell cycle arrest in the G0/G1 phase comparatively to the control group. No significant haemolysis was detected. In silico studies indicate that juncunol seems to bind between GC base pairs. CONCLUSION: Juncunol reduced HepG2 cells proliferation through the induction of apoptotic cellular death, in a concentration-dependent manner. Apoptosis induction seems to be related with a decrease of the mitochondrial membrane potential but not with ROS production. Juncunol had no haemolytic activity and may act as a DNA intercalator. Our data suggests juncunol as a suitable candidate for more detailed studies, including in vivo experiments, in order to completely characterize its mode of action.


Assuntos
Apoptose/efeitos dos fármacos , Ciclo Celular/efeitos dos fármacos , Simulação por Computador , Neoplasias Hepáticas/patologia , Potencial da Membrana Mitocondrial/efeitos dos fármacos , Fenantrenos/toxicidade , Espécies Reativas de Oxigênio/metabolismo , Linhagem Celular Tumoral , Relação Dose-Resposta a Droga , Hemólise/efeitos dos fármacos , Humanos , Técnicas In Vitro , Neoplasias Hepáticas/metabolismo , Simulação de Acoplamento Molecular
9.
Sci Rep ; 8(1): 4689, 2018 03 16.
Artigo em Inglês | MEDLINE | ID: mdl-29549352

RESUMO

This work explored the biotechnological potential of the medicinal halophyte Artemisia campestris subsp. maritima (dune wormwood) as a source of health promoting commodities. For that purpose, infusions, decoctions and tinctures were prepared from roots and aerial-organs and evaluated for in vitro antioxidant, anti-diabetic and tyrosinase-inhibitory potential, and also for polyphenolic and mineral contents and toxicity. The dune wormwood extracts had high polyphenolic content and several phenolics were identified by ultra-high performance liquid chromatography-photodiode array-mass-spectrometry (UHPLC-PDA-MS). The main compounds were quinic, chlorogenic and caffeic acids, coumarin sulfates and dicaffeoylquinic acids; several of the identified phytoconstituents are here firstly reported in this A. campestris subspecies. Results obtained with this plant's extracts point to nutritional applications as mineral supplementary source, safe for human consumption, as suggested by the moderate to low toxicity of the extracts towards mammalian cell lines. The dune wormwood extracts had in general high antioxidant activity and also the capacity to inhibit α-glucosidase and tyrosinase. In summary, dune wormwood extracts are a significant source of polyphenolic and mineral constituents, antioxidants and α-glucosidase and tyrosinase inhibitors, and thus, relevant for different commercial segments like the pharmaceutical, cosmetic and/or food industries.


Assuntos
Antioxidantes/análise , Artemisia/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Compostos Fitoquímicos/análise , Preparações de Plantas/química , alfa-Glucosidases/metabolismo , Antioxidantes/farmacologia , Linhagem Celular , Cromatografia Líquida de Alta Pressão , Inibidores de Glicosídeo Hidrolases/análise , Inibidores de Glicosídeo Hidrolases/farmacologia , Promoção da Saúde , Células Hep G2 , Humanos , Compostos Fitoquímicos/farmacologia , Componentes Aéreos da Planta/química , Raízes de Plantas/química , Espectrometria de Massas em Tandem , Chás de Ervas/análise
10.
Nat Prod Res ; 32(5): 600-604, 2018 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-28494617

RESUMO

This work reports for the first time the in vitro anti Leishmania infantum activity of acetone and dichloromethane (DCM) extracts from 25 extremophile plants from Southern Portugal. DCM extracts from Inula chritmoides and Spergularia rubra were active against axenic promastigotes and intracellular amastigotes, had anti-inflammatory properties on lipopolysaccharide (LPS)-stimulated macrophages, inhibited acetylcholinesterase and had no haemolytic activity on human erythrocytes. Eleven phenolics were identified by high-performance liquid chromatography with diode-array detection (HPLC-DAD) in I. crithmoides and one phenolic in S. rubra. Isolation and identification of the active molecules is in progress.


Assuntos
Antiprotozoários/farmacologia , Caryophyllaceae/química , Inula/química , Leishmania infantum/efeitos dos fármacos , Animais , Anti-Inflamatórios não Esteroides/química , Anti-Inflamatórios não Esteroides/farmacologia , Linhagem Celular , Inibidores da Colinesterase/farmacologia , Avaliação Pré-Clínica de Medicamentos/métodos , Eritrócitos/efeitos dos fármacos , Extremófilos/química , Humanos , Lipopolissacarídeos/farmacologia , Macrófagos/efeitos dos fármacos , Camundongos , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Portugal
11.
J Pharm Biomed Anal ; 145: 593-603, 2017 Oct 25.
Artigo em Inglês | MEDLINE | ID: mdl-28787672

RESUMO

Several medicinal plants are currently used by the food industry as functional additives, for example botanical extracts in herbal drinks. Moreover, the scientific community has recently begun focusing on halophytes as sources of functional beverages. Helichrysum italicum subsp. picardii (everlasting) is an aromatic halophyte common in southern Europe frequently used as spice and in traditional medicine. In this context, this work explored for the first time H. italicum subsp. picardii as a potential source of innovative herbal beverages with potential health promoting properties. For that purpose, infusions and decoctions were prepared from roots, vegetative aerial-organs (stems and leaves) and flowers and evaluated for in vitro antioxidant and anti-diabetic activities. Samples were also assessed for toxicity in different mammalian cell lines and chemically characterized by spectrophotometric methods and ultra-high performance liquid chromatography-photodiode array-mass-spectrometry (UHPLC-PDA-MS). Results were expressed relating to 'a cup-of-tea' and compared with those obtained with green tea (Camellia sinensis) and rooibos tisane (Aspalathus linearis). Tisanes from the everlasting's above-ground organs, particularly flowers, have high polyphenolic content and several phenolics were identified; the main compounds were chlorogenic and quinic acids, dicaffeoylquinic-acid isomers and gnaphaliin-A. The antioxidant activity of beverages from the everlasting's above-ground organs matched or surpassed that of green tea and rooibos. Its anti-diabetic activity was moderate and toxicity low. Overall, our results suggest that the everlasting is a potential source of innovative and functional herbal beverages.


Assuntos
Aspalathus , Camellia sinensis , Helichrysum , Animais , Linhagem Celular , Europa (Continente) , Extratos Vegetais , Chá , Chás de Ervas
12.
Food Chem Toxicol ; 107(Pt B): 581-589, 2017 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-28428087

RESUMO

Aromatic halophyte plants are an outstanding source of bioactive compounds and natural products with potential use in the food industry. This work reports the in vitro antioxidant activity, toxicity, polyphenolic profile and mineral contents of infusions and decoctions from stems, leaves and flowers of Crithmum maritimum L., an aromatic and edible maritime halophyte (sea fennel). Aspalathus linearis (Burm.f.) Dahlg. (rooibos) herbal tea was used as a reference. Sea fennel's tisanes, particularly from leaves, were rich in phenolic compounds and five of them (p-hydroxybenzoic and ferulic acids, epicatechin, pyrocatechol and 4-hydroxybenzaldehyde) were here described in C. maritimum for the first time. Chlorogenic acid was the dominant phenolic determined. Na was the most abundant mineral in all tisanes followed by Ca and Mg in leaves' tisanes and K in flowers. Sea fennel's samples had a similar antioxidant activity than those from A. linearis, and had no significant toxicity towards four different mammalian cell lines. Altogether, our results suggest that sea fennel can be a source of products and/or molecules for the food industry with antioxidant properties and minerals in the form, for example, of innovative health-promoting herbal beverages.


Assuntos
Antioxidantes/análise , Apiaceae/química , Aspalathus/química , Minerais/análise , Pinus/química , Extratos Vegetais/análise , Bebidas/análise , Indústria Alimentícia , Folhas de Planta/química
13.
Food Chem Toxicol ; 107(Pt B): 590-596, 2017 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-28400325

RESUMO

Several Juncus species are traditionally used as sedative and to treat health problems like insomnia. This work was based on the hypothesis that Juncus acutus, J. maritimus and J. inflexus may have molecules with bioactivities relevant for the improvement of cognitive functions and thus with potential use as food additives and/or nutraceuticals. Therefore leaves and roots extracts of those species were evaluated for radical scavenging (RSA) and metal chelating activities, and for in vitro inhibition of acetyl-(AChE) and butyrylcholinesterase (BuChE). The bioactive compound was isolated and identified by HPLC-DAD, and its anticholinesterase capacity was determined by different assays. Docking studies were performed to elucidate its inhibitory mechanism. The dichloromethane root extract of J. acutus had the highest RSA against DPPH and ABTS radicals, and the dichloromethane extract of J. maritimus leaves had the uppermost FRAP. The dichloromethane extract from J. acutus leaves had the strongest BuChE inhibition. Juncunol was the bioactive compound, exhibiting dual anticholinesterase capacity on enzyme-based assays and AChE inhibition in neuronal and glial cells in vitro. Molecular docking studies indicate juncunol as a competitive reversible inhibitor. Our results suggest that Juncus spp. can be sources of bioactive compounds with application in the food industry as cognitive-enhancer nutraceuticals.


Assuntos
Antioxidantes/química , Inibidores Enzimáticos/química , Magnoliopsida/química , Fármacos Neuroprotetores/química , Extratos Vegetais/química , Acetilcolinesterase/química , Antioxidantes/isolamento & purificação , Butirilcolinesterase/química , Linhagem Celular , Indústria Alimentícia , Humanos , Simulação de Acoplamento Molecular , Fármacos Neuroprotetores/isolamento & purificação , Oxirredução
14.
Exp Parasitol ; 174: 1-9, 2017 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-28126391

RESUMO

The development of novel drugs for the treatment of leishmaniases continues to be crucial to overcome the severe impacts of these diseases on human and animal health. Several bioactivities have been described in extracts from macroalgae belonging to the Cystoseira genus. However, none of the studies has reported the chemical compounds responsible for the antileishmanial activity observed upon incubation of the parasite with the aforementioned extracts. Thus, this work aimed to isolate and characterize the molecules present in a hexane extract of Cystoseira baccata that was found to be bioactive against Leishmania infantum in a previous screening effort. A bioactivity-guided fractionation of the C. baccata extract was carried out and the inhibitory potential of the isolated compounds was evaluated via the MTT assay against promastigotes and murine macrophages as well as direct counting against intracellular amastigotes. Moreover, the promastigote ultrastructure, DNA fragmentation and changes in the mitochondrial potential were assessed to unravel their mechanism of action. In this process, two antileishmanial meroditerpenoids, (3R)- and (3S)-tetraprenyltoluquinol (1a/1b) and (3R)- and (3S)-tetraprenyltoluquinone (2a/2b), were isolated. Compounds 1 and 2 inhibited the growth of the L. infantum promastigotes (IC50 = 44.9 ± 4.3 and 94.4 ± 10.1 µM, respectively), inducing cytoplasmic vacuolization and the presence of coiled multilamellar structures in mitochondria as well as an intense disruption of the mitochondrial membrane potential. Compound 1 decreased the intracellular infection index (IC50 = 25.0 ± 4.1 µM), while compound 2 eliminated 50% of the intracellular amastigotes at a concentration > 88.0 µM. This work identified compound 2 as a novel metabolite and compound 1 as a biochemical isolated from Cystoseira algae displaying antileishmanial activity. Compound 1 can thus be an interesting scaffold for the development of novel chemotherapeutic molecules for canine and human visceral leishmaniases studies. This work reinforces the evidence of the marine environment as source of novel molecules.


Assuntos
Antiprotozoários/farmacologia , Diterpenos/farmacologia , Leishmania infantum/efeitos dos fármacos , Phaeophyceae/química , Animais , Antiprotozoários/química , Antiprotozoários/isolamento & purificação , Biomassa , Fragmentação do DNA , DNA de Protozoário/efeitos dos fármacos , Diterpenos/química , Diterpenos/isolamento & purificação , Concentração Inibidora 50 , Leishmania infantum/genética , Leishmania infantum/ultraestrutura , Macrófagos Peritoneais/efeitos dos fármacos , Espectroscopia de Ressonância Magnética , Camundongos , Camundongos Endogâmicos BALB C , Mitocôndrias/efeitos dos fármacos , Óxido Nítrico/metabolismo , Fosforilcolina/análogos & derivados , Fosforilcolina/farmacologia , Portugal , Espectrofotometria/métodos
15.
Phytomedicine ; 23(5): 550-7, 2016 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-27064014

RESUMO

BACKGROUND: Brown macroalgae have attracted attention because they display a wide range of biological activities, including antitumoral properties. Inthis study we isolated isololiolide from Cystoseira tamariscifolia for the first time. PURPOSE: To examine the therapeutical potential of isololiolide against tumor cell lines. METHODS/STUDY DESIGN: The structure of the compound was established and confirmed by 1D and 2D NMR as well as HRMS spectral analysis. The in vitro cytotoxicity was analyzed by colorimetric 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay in tumoral as well as in non-tumoral cell lines. Cell cycle arrest and induction of apoptosis were assessed by flow cytometry. Alteration of expression levels in proteins important in the apoptotic cascade was analyzed by western blotting. RESULTS: Isololiolidewas isolated for the first time from the brown macroalga C.tamariscifolia. Isololiolide exhibited significant cytotoxic activity against three human tumoral cell lines, namely hepatocarcinoma HepG2 cells, whereas no cytotoxicity was found in non-malignant MRC-5 and HFF-1 human fibroblasts. Isololiolide completely disrupted the HepG2 normal cell cycle and induced significant apoptosis. Moreover, western blot analysis showed that isololiolide altered the expression of proteins that are important in the apoptotic cascade, increasing PARP cleavage and p53 expression while decreasing procaspase-3 and Bcl-2 levels. CONCLUSION: Isololiolide isolated from C. tamariscifolia is able to exert a selective cytotoxic activity on hepatocarcinoma HepG2 cells as well as induce apoptosis through the modulation of apoptosis-related proteins.


Assuntos
Apoptose/efeitos dos fármacos , Carcinoma Hepatocelular/patologia , Carotenoides/farmacologia , Neoplasias Hepáticas/patologia , Caspase 3/metabolismo , Pontos de Checagem do Ciclo Celular/efeitos dos fármacos , Linhagem Celular Tumoral , Células Hep G2/efeitos dos fármacos , Humanos , Estrutura Molecular , Phaeophyceae/química , Poli(ADP-Ribose) Polimerase-1 , Poli(ADP-Ribose) Polimerases/metabolismo , Proteínas Proto-Oncogênicas c-bcl-2/metabolismo , Proteína Supressora de Tumor p53/metabolismo
16.
PeerJ ; 4: e1704, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26925328

RESUMO

Marine organisms are a prolific source of drug leads in a variety of therapeutic areas. In the last few years, biomedical, pharmaceutical and nutraceutical industries have shown growing interest in novel compounds from marine organisms, including macroalgae. Cystoseira is a genus of Phaeophyceae (Fucales) macroalgae known to contain bioactive compounds. Organic extracts (hexane, diethyl ether, ethyl acetate and methanol extracts) from three Cystoseira species (C. humilis, C. tamariscifolia and C. usneoides) were evaluated for their total phenolic content, radical scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) radicals, and antiproliferative activity against a human hepatocarcinoma cell line (HepG2 cells). C. tamariscifolia had the highest TPC and RSA. The hexane extract of C. tamariscifolia (CTH) had the highest cytotoxic activity (IC50 = 2.31 µg/mL), and was further tested in four human tumor (cervical adenocarcinoma HeLa; gastric adenocarcinoma AGS; colorectal adenocarcinoma HCT-15; neuroblastoma SH-SY5Y), and two non-tumor (murine bone marrow stroma S17 and human umbilical vein endothelial HUVEC) cell lines in order to determine its selectivity. CTH strongly reduced viability of all tumor cell lines, especially of HepG2 cells. Cytotoxicity was particularly selective for the latter cells with a selectivity index = 12.6 as compared to non-tumor cells. Incubation with CTH led to a 2-fold decrease of HepG2 cell proliferation as shown by the bromodeoxyuridine (BrdU) incorporation assay. CTH-treated HepG2 cells presented also pro-apoptotic features, such as increased Annexin V/propidium iodide (PI) binding and dose-dependent morphological alterations in DAPI-stained cells. Moreover, it had a noticeable disaggregating effect on 3D multicellular tumor spheroids. Demethoxy cystoketal chromane, a derivative of the meroditerpenoid cystoketal, was identified as the active compound in CTH and was shown to display selective in vitro cytotoxicity towards HepG2 cells.

17.
Food Chem ; 200: 322-9, 2016 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-26830595

RESUMO

This work reports the in vitro antioxidant and anti-inflammatory activities and toxicity of infusions and decoctions of Limonium algarvense flowers, and green tea. The total contents in different phenolic groups and the quantification of individual phenolics by HPLC are also reported. L. algarvense and green tea had similar antioxidant properties, except for hydroxyl radical-scavenging activity, higher on green tea, and iron chelating potential, higher on L. algarvense. The later species also had the uppermost anti-inflammatory potential. Green tea decoction had the highest content of phenolic groups, but the infusion of L. algarvense had higher amounts of salicylic, gallic and coumaric acids. L. algarvense was not toxic, whereas green tea was toxic for S17 cells. Under our experimental conditions, infusions and decoctions of L. algarvense flowers had similar or higher antioxidant and anti-inflammatory properties than green tea, and thus, may be useful for alleviating symptoms associated with oxidative and inflammatory-related diseases.


Assuntos
Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Camellia sinensis , Extratos Vegetais/farmacologia , Plumbaginaceae , Animais , Artemia , Células Cultivadas , Flores/química , Células Hep G2 , Humanos , Camundongos , Fenóis/análise , Extratos Vegetais/toxicidade , Plumbaginaceae/química , Chá
18.
Pharm Biol ; 54(9): 1687-96, 2016 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-26731087

RESUMO

Context Marine macroalgae contain several bioactive molecules that may be developed as functional foods, but information about their neuroprotective potential is scarce. Objective The objective of this study is to determine the in vitro antioxidant and neuroprotective features of marine algae from the southern coast of Portugal and to assess the total content of different types of bioactives. Materials and methods Methanol extracts from 21 macroalgal species from the southern Portugal were evaluated for in vitro antioxidant and acetylcholinesterase (AChE) inhibition. Active extracts were further evaluated for inhibitory activity against butyrylcholinesterase (BuChE) and tyrosinase (TYRO), and for their ability to attenuate hydrogen peroxide (H2O2)-induced toxicity in SH-SY5Y cells. The total contents of different phenolic groups were determined for the most active extracts. Results Cystoseira tamariscifolia (Hudson) Papenfuss (Sargassaceae) had the highest antiradical activity (92%, 1 mg/mL). Cystoseira nodicaulis (Withering) M. Roberts (Sargassaceae) (75%) and Cystoseira humilis Schousboe ex Kützing (Sargassaceae) (70%) had the highest iron-chelating activity at 10 mg/mL. Cystoseira baccata (S.G. Gmelin) P.C. Silva (Sargassaceae) was more active towards copper (66%, 10 mg/mL). Cystoseira tamariscifolia had the highest AChE inhibitory capacity (85%, 10 mg/mL). Cystoseira tamariscifolia and C. nodicaulis were also active against BuChE and TYRO, and were able to protect SH-SY5Y cells against oxidative stress induced by H2O2. Cystoseira tamariscifolia had the highest content of all the groups of phenolics, and was particularly enriched in hydroxycinnamic acids (106 mg CAE/g DW). Discussion and conclusion Results indicate that C. tamariscifolia and C. nodicaulis are important sources of nutraceutical compounds and may be considered functional foods that could improve cognitive functions.


Assuntos
Antioxidantes/farmacologia , Butirilcolinesterase/metabolismo , Inibidores da Colinesterase/farmacologia , Neurônios Dopaminérgicos/efeitos dos fármacos , Peróxido de Hidrogênio/toxicidade , Metanol/química , Fármacos Neuroprotetores/farmacologia , Estresse Oxidativo/efeitos dos fármacos , Solventes/química , Acetilcolinesterase/metabolismo , Antioxidantes/isolamento & purificação , Compostos de Bifenilo/química , Linhagem Celular Tumoral , Inibidores da Colinesterase/isolamento & purificação , Ácidos Cumáricos/isolamento & purificação , Ácidos Cumáricos/farmacologia , Citoproteção , Neurônios Dopaminérgicos/enzimologia , Neurônios Dopaminérgicos/patologia , Relação Dose-Resposta a Droga , Proteínas Ligadas por GPI/antagonistas & inibidores , Proteínas Ligadas por GPI/metabolismo , Humanos , Fármacos Neuroprotetores/isolamento & purificação , Fenóis/isolamento & purificação , Fenóis/farmacologia , Picratos/química , Alga Marinha/química
19.
Nat Prod Res ; 30(6): 724-8, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-26189828

RESUMO

This work assessed the antioxidant potential, acetylcholinesterase (AChE) inhibition and the in vitro cytotoxic activity of extracts of the seagrasses Zostera marina and Zostera noltei collected from southern Portugal. The total phenolic contents (TPCs), the rosmarinic acid (RA) concentration (HPLC/DAD) and the fatty acid (FA) profile (GC/MS) are also described. Z. marina had the highest TPC, radical scavenging activity against DPPH radicals and copper chelating activity. Z. noltei had metal chelation capacity to copper and iron ions. None of the species was able to inhibit AChE. Both seagrasses had high levels of polyunsaturated FAs. Z. marina significantly and selectively reduced the viability of tumorous neuronal cells. Z. noltei was highly toxic for the three cell lines tested and was selective against hepatocarcinoma cells at the concentration of 100 µg/mL. RA was the main compound identified in Z. marina, but not in Z. noltei.


Assuntos
Antioxidantes/química , Inibidores da Colinesterase/química , Extratos Vegetais/química , Zosteraceae/química , Antioxidantes/isolamento & purificação , Linhagem Celular Tumoral , Quelantes/química , Quelantes/isolamento & purificação , Inibidores da Colinesterase/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Cinamatos/isolamento & purificação , Depsídeos/isolamento & purificação , Ácidos Graxos/química , Humanos , Fenóis/química , Fenóis/isolamento & purificação , Portugal , Zosteraceae/classificação , Ácido Rosmarínico
20.
Nat Prod Res ; 30(18): 2034-40, 2016 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-26551335

RESUMO

This work reports for the first time the nutritional profile and antioxidant potential of the edible sea cucumber Holothuria arguinensis from the North-eastern Atlantic. H. arguinensis has high levels of protein, with the amino acids profile dominated by alanine, glycine and proline and low lysine/arginine ratios. Its carbohydrate and energetic contents are also low as well as the total lipid levels, although its lipid profile is rich in polyunsaturated fatty acids (PUFA), especially arachidonic, eicosapentaenoic and docosahexaenoic acids. In addition, H. arguinensis has high levels of calcium. The water and ethanol extracts show ability to scavenge free radicals and to chelate copper and iron ions. Our results indicate that H. arguinensis has a balanced nutritional quality suitable for human consumption. In addition, it contains compounds with antioxidant potential; thus its intake can contribute for a healthy and well-balanced diet.


Assuntos
Antioxidantes/farmacologia , Holothuria/química , Valor Nutritivo , Aminoácidos/análise , Animais , Antioxidantes/química , Aquicultura , Carboidratos/análise , Proteínas Alimentares/análise , Europa (Continente) , Ácidos Graxos Insaturados/análise , Sequestradores de Radicais Livres/farmacologia , Humanos , Minerais/análise , Extratos de Tecidos/farmacologia
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