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1.
Mar Drugs ; 22(7)2024 Jul 22.
Article in English | MEDLINE | ID: mdl-39057436

ABSTRACT

The marine kingdom is an important source of a huge variety of scaffolds inspiring the design of new drugs. The complex molecules found in the oceans present a great challenge to organic and medicinal chemists. However, the wide variety of biological activities they can display is worth the effort. In this article, we present an overview of different seaweeds as potential sources of bioactive pigments with activity against neurodegenerative diseases, especially due to their neuroprotective effects. Along with a broad introduction to seaweed as a source of bioactive pigments, this review is especially focused on astaxanthin and fucoxanthin as potential neuroprotective and/or anti-neurodegenerative agents. PubMed and SciFinder were used as the main sources to search and select the most relevant scientific articles within the field.


Subject(s)
Neurodegenerative Diseases , Neuroprotective Agents , Seaweed , Xanthophylls , Xanthophylls/pharmacology , Xanthophylls/chemistry , Xanthophylls/isolation & purification , Neuroprotective Agents/pharmacology , Neuroprotective Agents/chemistry , Seaweed/chemistry , Humans , Neurodegenerative Diseases/drug therapy , Animals , Pigments, Biological/pharmacology , Pigments, Biological/chemistry , Pigments, Biological/isolation & purification
2.
Mar Drugs ; 22(8)2024 Aug 06.
Article in English | MEDLINE | ID: mdl-39195473

ABSTRACT

Fucoxanthin, a carotenoid with remarkable antioxidant properties, has considerable potential for high-value biotechnological applications in the pharmaceutical, nutraceutical, and cosmeceutical fields. However, conventional extraction methods of this molecule from microalgae are limited in terms of cost-effectiveness. This study focused on optimizing biomass and fucoxanthin production from Isochrysis galbana, isolated from the coast of Tadjoura (Djibouti), by testing various culture media. The antioxidant potential of the cultures was evaluated based on the concentrations of fucoxanthin, carotenoids, and total phenols. Different nutrient formulations were tested to determine the optimal combination for a maximum biomass yield. Using the statistical methodology of principal component analysis, Walne and Guillard F/2 media were identified as the most promising, reaching a maximum fucoxanthin yield of 7.8 mg/g. Multiple regression models showed a strong correlation between antioxidant activity and the concentration of fucoxanthin produced. A thorough study of the optimization of I. galbana growth conditions, using a design of experiments, revealed that air flow rate and CO2 flow rate were the most influential factors on fucoxanthin production, reaching a value of 13.4 mg/g. Finally, to validate the antioxidant potential of fucoxanthin, an in silico analysis based on molecular docking was performed, showing that fucoxanthin interacts with antioxidant proteins (3FS1, 3L2C, and 8BBK). This research not only confirmed the positive results of I. galbana cultivation in terms of antioxidant activity, but also provided essential information for the optimization of fucoxanthin production, opening up promising prospects for industrial applications and future research.


Subject(s)
Antioxidants , Computational Biology , Haptophyta , Microalgae , Xanthophylls , Microalgae/metabolism , Antioxidants/pharmacology , Antioxidants/chemistry , Xanthophylls/isolation & purification , Xanthophylls/pharmacology , Xanthophylls/chemistry , Haptophyta/chemistry , Biomass , Culture Media/chemistry , Molecular Docking Simulation , Phenols/pharmacology , Phenols/chemistry
3.
Mar Drugs ; 22(6)2024 May 28.
Article in English | MEDLINE | ID: mdl-38921558

ABSTRACT

Considering the lack of antiviral drugs worldwide, we investigated the antiviral potential of fucoxanthin, an edible carotenoid purified from Sargassum siliquastrum, against zika virus (ZIKV) infection. The antiviral activity of fucoxanthin was assessed in ZIKV-infected Vero E6 cells, and the relevant structural characteristics were confirmed using molecular docking and molecular dynamics (MD) simulation. Fucoxanthin decreased the infectious viral particles and nonstructural protein (NS)1 mRNA expression levels at concentrations of 12.5, 25, and 50 µM in ZIKV-infected cells. Fucoxanthin also decreased the increased mRNA levels of interferon-induced proteins with tetratricopeptide repeat 1 and 2 in ZIKV-infected cells. Molecular docking simulations revealed that fucoxanthin binds to three main ZIKV proteins, including the envelope protein, NS3, and RNA-dependent RNA polymerase (RdRp), with binding energies of -151.449, -303.478, and -290.919 kcal/mol, respectively. The complex of fucoxanthin with RdRp was more stable than RdRp protein alone based on MD simulation. Further, fucoxanthin bonded to the three proteins via repeated formation and disappearance of hydrogen bonds. Overall, fucoxanthin exerts antiviral potential against ZIKV by affecting its three main proteins in a concentration-dependent manner. Thus, fucoxanthin isolated from S. siliquastrum is a potential candidate for treating zika virus infections.


Subject(s)
Antiviral Agents , Molecular Docking Simulation , Molecular Dynamics Simulation , Sargassum , Xanthophylls , Zika Virus , Antiviral Agents/pharmacology , Antiviral Agents/isolation & purification , Antiviral Agents/chemistry , Zika Virus/drug effects , Animals , Sargassum/chemistry , Chlorocebus aethiops , Xanthophylls/pharmacology , Xanthophylls/isolation & purification , Xanthophylls/chemistry , Vero Cells , Zika Virus Infection/drug therapy , Zika Virus Infection/virology
4.
Molecules ; 29(17)2024 Sep 04.
Article in English | MEDLINE | ID: mdl-39275049

ABSTRACT

This study focused on developing an effective cell wall-breaking method for Phaffia rhodozyma, followed by utilizing subcritical fluid extraction to isolate, extract, and concentrate astaxanthin from the complex fermentation products of P. rhodozyma. A comprehensive comparison of seven distinct methods for disrupting cell walls, including dimethyl sulfoxide treatment, lactic acid treatment, sodium hydroxide treatment, ß-glucanase enzymatic digestion, ß-mannanase enzymatic digestion, and a combined enzymatic treatment involving both ß-mannanase and ß-glucanase was conducted. The results identified the lactic acid method as the most effective in disrupting the cell walls of P. rhodozyma. The software, Design Expert, was used in the process of extracting astaxanthin from cell lysates using a subcritical extraction method. Through fitting analysis and response surface optimization analysis by Design Expert, the optimal extraction conditions were determined as follows: an extraction temperature of 41 °C, extraction frequency of two times, and extraction time of 46 min. These parameters facilitated the efficient extraction, concentration, and enrichment of astaxanthin from P. rhodozyma, resulting in an astaxanthin concentration of 540.00 mg/L. This result can establish the foundation for its high-value applications.


Subject(s)
Basidiomycota , Cell Wall , Xanthophylls , Xanthophylls/isolation & purification , Xanthophylls/chemistry , Cell Wall/chemistry , Basidiomycota/chemistry , Fermentation
5.
Molecules ; 29(14)2024 Jul 15.
Article in English | MEDLINE | ID: mdl-39064898

ABSTRACT

Astaxanthin has 550 times more antioxidant activity than vitamin E, so it can scavenge free radicals in vivo and improve body immunity. However, the poor stability of astaxanthin becomes a bottleneck problem that limits its application. Herein, Haematococcus pluvialis (H. pluvialis) as a raw material was used to extract astaxanthin, and the optimal extraction conditions included the extraction solvent (EA:EtOH = 1:6, v/v), extraction temperature (60 °C), and extraction time (70 min). The extracted astaxanthin was then loaded using lecithin to form corresponding liposomes via the ethanol injection method. The results showed that the particle size and zeta potential of the prepared liposomes were 105.8 ± 1.2 nm and -38.0 ± 1.7 mV, respectively, and the encapsulation efficiency of astaxanthin in liposomes was 88.83%. More importantly, the stability of astaxanthin was significantly improved after being embedded in the prepared liposomes.


Subject(s)
Liposomes , Xanthophylls , Xanthophylls/isolation & purification , Xanthophylls/chemistry , Liposomes/chemistry , Particle Size , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Chlorophyta/chemistry , Chlorophyceae/chemistry
6.
Molecules ; 28(9)2023 May 05.
Article in English | MEDLINE | ID: mdl-37175306

ABSTRACT

Natural astaxanthin has been widely used in the food, cosmetic, and medicine industries due to its exceptional biological activity. Shrimp shell is one of the primary natural biological sources of astaxanthin. However, after astaxanthin recovery, there is still a lot of chitin contained in the residues. In this study, the residue from shrimp (Penaeus vannamei) shells after astaxanthin extraction using ionic liquid (IL) 1-ethyl-3-methyl-imidazolium acetate ([Emim]Ac) was used as a bioadsorbent to remove fluoride from the aqueous solution. The results show the IL extraction conditions, including the solid/liquid ratio, temperature, time, and particle size, all played important roles in the removal of fluoride by the shrimp shell residue. The shrimp shells treated using [Emim]Ac at 100 °C for 2 h exhibited an obvious porous structure, and the porosity showed a positive linear correlation with defluorination (DF, %). Moreover, the adsorption process of fluoride was nonspontaneous and endothermic, which fits well with both the pseudo-second-order and Langmuir models. The maximum adsorption capacity calculated according to the Langmuir model is 3.29 mg/g, which is better than most bioadsorbents. This study provides a low-cost and efficient method for the preparation of adsorbents from shrimp processing waste to remove fluoride from wastewater.


Subject(s)
Adsorption , Animal Shells , Fluorides , Penaeidae , Water Pollutants, Chemical , Water , Xanthophylls , Animals , Animal Shells/chemistry , Chitin/analysis , Chitin/chemistry , Fluorides/chemistry , Fluorides/isolation & purification , Hydrogen-Ion Concentration , Ionic Liquids/chemistry , Kinetics , Particle Size , Penaeidae/chemistry , Porosity , Seafood , Solutions/chemistry , Temperature , Wastewater/chemistry , Water/chemistry , Water Pollutants, Chemical/chemistry , Water Pollutants, Chemical/isolation & purification , Xanthophylls/isolation & purification
7.
Mar Drugs ; 20(2)2022 Feb 07.
Article in English | MEDLINE | ID: mdl-35200656

ABSTRACT

Phaeodactylum tricornutum is the marine diatom best known for high-value compounds that are useful in aquaculture and food area. In this study, fucoxanthin was first extracted from the diatom using supercritical fluid extraction (SFE) and then using the extracted diatom-like substrate to produce bioenergy through anaerobic digestion (AD) processes. Factors such as temperature (30 °C and 50 °C), pressure (20, 30, and 40 MPa), and ethanol (co-solvent concentration from 10% to 50% v/v) were optimized for improving the yield, purity, and recovery of fucoxanthin extracted using SFE. The highest yield (24.41% w/w) was obtained at 30 MPa, 30 °C, and 30% ethanol but the highest fucoxanthin purity and recovery (85.03mg/g extract and 66.60% w/w, respectively) were obtained at 30 MPa, 30 °C, and 40%ethanol. Furthermore, ethanol as a factor had the most significant effect on the overall process of SFE. Subsequently, P.tricornutum biomass and SFE-extracted diatom were used as substrates for biogas production through AD. The effect of fucoxanthin was studied on the yield of AD, which resulted in 77.15 ± 3.85 LSTP CH4/kg volatile solids (VS) and 56.66 ± 1.90 LSTP CH4/kg VS for the whole diatom and the extracted P.tricornutum, respectively. Therefore, P.tricornutuman can be considered a potential source of fucoxanthin and methane and both productions will contribute to the sustainability of the algae-biorefinery processes.


Subject(s)
Biofuels , Diatoms/metabolism , Xanthophylls/isolation & purification , Anaerobiosis/physiology , Biomass , Chromatography, Supercritical Fluid/methods , Ethanol/chemistry , Solvents/chemistry , Temperature
8.
Mar Drugs ; 20(2)2022 Jan 31.
Article in English | MEDLINE | ID: mdl-35200642

ABSTRACT

Brown algae are ubiquitously distributed in the NW coastline of the Iberian Peninsula, where they stand as an underexploited resource. In this study, five solvents were applied to the extraction of pigments from nine brown algae, followed by their determination and quantification by HPLC-DAD. A total of 13 compounds were detected: Six were identified as chlorophylls, six were classified as xanthophylls, and one compound was reported as a carotene. Fucoxanthin was reported in all extracts, which is the most prominent pigment of these algae. Among them, L. saccharina and U. pinnatifida present the highest concentration of fucoxanthin (4.5-4.7 mg∙g-1 dry weight). Ethanol and acetone were revealed as the most efficient solvents for the extraction of pigments, showing a maximal value of 11.9 mg of total pigments per gram of dry alga obtained from the ethanolic extracts of H. elongata, followed by the acetonic extracts of L. ochroleuca. Indeed, ethanol was also revealed as the most efficient solvent according to its high extraction yield along all species evaluated. Our results supply insights into the pigment composition of brown algae, opening new perspectives on their commercial exploitation by food, pharmaceutical, and cosmeceutical industries.


Subject(s)
Phaeophyceae/chemistry , Pigments, Biological/chemistry , Solvents/chemistry , Carotenoids/chemistry , Carotenoids/isolation & purification , Chlorophyll/chemistry , Chlorophyll/isolation & purification , Chromatography, High Pressure Liquid , Pigments, Biological/isolation & purification , Seawater , Xanthophylls/chemistry , Xanthophylls/isolation & purification
9.
J Neurochem ; 158(5): 1131-1150, 2021 09.
Article in English | MEDLINE | ID: mdl-34265077

ABSTRACT

Retinitis pigmentosa (RP) is a group of inherited photoreceptor degeneration diseases that causes blindness without effective treatment. The pathogenesis of retinal degeneration involves mainly oxidative stress and inflammatory responses. Zeaxanthin dipalmitate (ZD), a wolfberry-derived carotenoid, has anti-inflammatory and anti-oxidative stress effects. Here we investigated whether these properties of ZD can delay the retinal degeneration in rd10 mice, a model of RP, and explored its underlying mechanism. One shot of ZD or control vehicle was intravitreally injected into rd10 mice on postnatal day 16 (P16). Retinal function and structure of rd10 mice were assessed at P25, when rods degenerate substantially, using a visual behavior test, multi-electrode-array recordings and immunostaining. Retinal pathogenic gene expression and regulation of signaling pathways by ZD were explored using transcriptome sequencing and western blotting. Our results showed that ZD treatment improved the visual behavior of rd10 mice and delayed the degeneration of retinal photoreceptors. It also improved the light responses of photoreceptors, bipolar cells and retinal ganglion cells. The expression of genes that are involved in inflammation, apoptosis and oxidative stress were up-regulated in rd10 mice, and were reduced by ZD. ZD further reduced the activation of two key factors, signal transducer and activator of transcription 3 and chemokine (C-C motif) ligand 2, down-regulated the expression of the inflammatory factor GFAP, and inhibited extracellular signal regulated protein kinases and P38, but not the JNK pathways. In conclusion, ZD delays the degeneration of the rd10 retina both morphologically and functionally. Its anti-inflammatory function is mediated primarily through the signal transducer and activator of transcription 3, chemokine (C-C motif) ligand 2 and MAPK pathways. Thus, ZD may serve as a potential clinical candidate to treat RP.


Subject(s)
Chemokine CCL2/antagonists & inhibitors , Lycium , MAP Kinase Signaling System/drug effects , Palmitates/therapeutic use , Retinal Degeneration/prevention & control , Retinitis Pigmentosa/prevention & control , STAT3 Transcription Factor/antagonists & inhibitors , Xanthophylls/therapeutic use , Animals , Chemokine CCL2/metabolism , Female , MAP Kinase Signaling System/physiology , Male , Mice , Mice, Inbred C57BL , Mice, Transgenic , Palmitates/isolation & purification , Palmitates/pharmacology , Retinal Degeneration/metabolism , Retinal Degeneration/pathology , Retinitis Pigmentosa/metabolism , Retinitis Pigmentosa/pathology , STAT3 Transcription Factor/metabolism , Xanthophylls/isolation & purification , Xanthophylls/pharmacology
10.
Mol Biol Rep ; 48(10): 6923-6934, 2021 Oct.
Article in English | MEDLINE | ID: mdl-34487292

ABSTRACT

BACKGROUND: The liver has a solid inbuilt antioxidant defense system to regulate oxidative stress. However, exposure to an excessive level of ROS causes liver injury. This study examined the cytoprotective effect of neoxanthin, a xanthophyll antioxidant molecule isolated from Solanum trilobatum in stress-induced HepG2 cells. METHODS AND RESULTS: The cytotoxic effect of H2O2 and cytoprotective potential of ß-carotene, lutein, and neoxanthin was analyzed by WST-1 assay. The intracellular ROS level and mitochondrial membrane potential (MMP) were measured using DCFH-DA (2', 7'-dichlorofluorescin diacetate) and JC-10 MMP assay. The expression of anti-oxidant and apoptotic markers was measured by western blot analysis. Neoxanthin pretreatment exhibited better protection than ß-carotene and lutein against cell death caused by H2O2. It significantly arrested H2O2-mediated elevation of intracellular ROS levels and protected MMP. The intracellular antioxidant enzymes HO-1 and SOD-2 were upregulated by neoxanthin pretreatment. Neoxanthin also activated the protein expression of redox-sensitive transactivation factors, Nrf2 and NF-kB. The cytoprotective effect of neoxanthin was associated with increased expression of the anti-apoptotic protein, Bcl-2 and decreased pro-apoptotic protein Bax. CONCLUSIONS: For the first time, our results demonstrate that neoxanthin offers adequate protection against stress-mediated cytotoxicity in hepatocytes by activating the intracellular antioxidant defense system and blocking apoptosis.


Subject(s)
Antioxidants/metabolism , Apoptosis , Hydrogen Peroxide/toxicity , Signal Transduction , Xanthophylls/pharmacology , Apoptosis/drug effects , Carotenoids/pharmacology , Cytoprotection/drug effects , Hep G2 Cells , Humans , Oxidative Stress/drug effects , Protective Agents/pharmacology , Signal Transduction/drug effects , Xanthophylls/isolation & purification
11.
Mar Drugs ; 19(5)2021 May 14.
Article in English | MEDLINE | ID: mdl-34068940

ABSTRACT

Carotenoids are used commercially for dietary supplements, cosmetics, and pharmaceuticals because of their antioxidant activity. In this study, colored microorganisms were isolated from deep sea sediment that had been collected from Suruga Bay, Shizuoka, Japan. One strain was found to be a pure yellow carotenoid producer, and the strain was identified as Sphingomonas sp. (Proteobacteria) by 16S rRNA gene sequence analysis; members of this genus are commonly isolated from air, the human body, and marine environments. The carotenoid was identified as nostoxanthin ((2,3,2',3')-ß,ß-carotene-2,3,2',3'-tetrol) by mass spectrometry (MS), MS/MS, and ultraviolet-visible absorption spectroscopy (UV-Vis). Nostoxanthin is a poly-hydroxy yellow carotenoid isolated from some photosynthetic bacteria, including some species of Cyanobacteria. The strain Sphingomonas sp. SG73 produced highly pure nostoxanthin of approximately 97% (area%) of the total carotenoid production, and the strain was halophilic and tolerant to 1.5-fold higher salt concentration as compared with seawater. When grown in 1.8% artificial sea salt, nostoxanthin production increased by 2.5-fold as compared with production without artificial sea salt. These results indicate that Sphingomonas sp. SG73 is an efficient producer of nostoxanthin, and the strain is ideal for carotenoid production using marine water because of its compatibility with sea salt.


Subject(s)
Geologic Sediments/microbiology , Sphingomonas/isolation & purification , Sphingomonas/metabolism , Xanthophylls/isolation & purification , Xanthophylls/metabolism , Japan , Phylogeny , RNA, Bacterial/genetics , RNA, Ribosomal, 16S/genetics , Salts/pharmacology , Seawater , Sphingomonas/genetics , Tandem Mass Spectrometry , Xanthophylls/analysis , Xanthophylls/chemistry
12.
Mar Drugs ; 19(6)2021 Jun 20.
Article in English | MEDLINE | ID: mdl-34203079

ABSTRACT

Photooxidative stress-inducible water-soluble astaxanthin-binding proteins, designated as AstaP, were identified in two Scenedesmaceae strains, Coelastrella astaxanthina Ki-4 and Scenedesmus obtusus Oki-4N; both strains were isolated under high light conditions. These AstaPs are classified as a novel family of carotenoprotein and are useful for providing valuable astaxanthin in water-soluble form; however, the distribution of AstaP orthologs in other microalgae remains unknown. Here, we examined the distribution of AstaP orthologs in the family Scenedesmaceae with two model microalgae, Chlamydomonas reinhardtii and Chlorella variabilis. The expression of AstaP orthologs under photooxidative stress conditions was detected in cell extracts of Scenedesmaceae strains, but not in model algal strains. Aqueous orange proteins produced by Scenedesmaceae strains were shown to bind astaxanthin. The protein from Scenedesmus costatus SAG 46.88 was purified. It was named ScosAstaP and found to bind astaxanthin. The deduced amino acid sequence from a gene encoding ScosAstaP showed 62% identity to Ki-4 AstaP. The expression of the genes encoding AstaP orthologs was shown to be inducible under photooxidative stress conditions; however, the production amounts of AstaP orthologs were estimated to be approximately 5 to 10 times lower than that of Ki-4 and Oki-4N.


Subject(s)
Carrier Proteins/metabolism , Chlorophyta/metabolism , Oxidative Stress/physiology , Carrier Proteins/chemistry , Carrier Proteins/genetics , Carrier Proteins/isolation & purification , Chlorophyta/chemistry , Chlorophyta/classification , Light , Scenedesmus/chemistry , Scenedesmus/classification , Scenedesmus/metabolism , Solubility , Water , Xanthophylls/chemistry , Xanthophylls/isolation & purification , Xanthophylls/metabolism
13.
Mar Drugs ; 19(4)2021 Mar 27.
Article in English | MEDLINE | ID: mdl-33801636

ABSTRACT

Algae are considered pigment-producing organisms. The function of these compounds in algae is to carry out photosynthesis. They have a great variety of pigments, which can be classified into three large groups: chlorophylls, carotenoids, and phycobilins. Within the carotenoids are xanthophylls. Xanthophylls (fucoxanthin, astaxanthin, lutein, zeaxanthin, and ß-cryptoxanthin) are a type of carotenoids with anti-tumor and anti-inflammatory activities, due to their chemical structure rich in double bonds that provides them with antioxidant properties. In this context, xanthophylls can protect other molecules from oxidative stress by turning off singlet oxygen damage through various mechanisms. Based on clinical studies, this review shows the available information concerning the bioactivity and biological effects of the main xanthophylls present in algae. In addition, the algae with the highest production rate of the different compounds of interest were studied. It was observed that fucoxanthin is obtained mainly from the brown seaweeds Laminaria japonica, Undaria pinnatifida, Hizikia fusiformis, Sargassum spp., and Fucus spp. The main sources of astaxanthin are the microalgae Haematococcus pluvialis, Chlorella zofingiensis, and Chlorococcum sp. Lutein and zeaxanthin are mainly found in algal species such as Scenedesmus spp., Chlorella spp., Rhodophyta spp., or Spirulina spp. However, the extraction and purification processes of xanthophylls from algae need to be standardized to facilitate their commercialization. Finally, we assessed factors that determine the bioavailability and bioaccesibility of these molecules. We also suggested techniques that increase xanthophyll's bioavailability.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Antioxidants/pharmacology , Cyanobacteria/metabolism , Dietary Supplements , Rhodophyta/metabolism , Seaweed/metabolism , Stramenopiles/metabolism , Xanthophylls/pharmacology , Animals , Anti-Inflammatory Agents/isolation & purification , Antioxidants/isolation & purification , Humans , Microalgae , Nutritive Value , Xanthophylls/isolation & purification
14.
Mar Drugs ; 19(4)2021 Apr 13.
Article in English | MEDLINE | ID: mdl-33924455

ABSTRACT

Non-edible parts of crustaceans could be a rich source of valuable bioactive compounds such as the carotenoid astaxanthin and peptides, which have well-recognized beneficial effects. These compounds are widely used in nutraceuticals and pharmaceuticals, and their market is rapidly growing, suggesting the need to find alternative sources. The aim of this work was to set up a pilot-scale protocol for the reutilization of by-products of processed shrimp, in order to address the utilization of this valuable biomass for nutraceutical and pharmaceuticals application, through the extraction of astaxanthin-enriched oil and antioxidant-rich protein hydrolysates. Astaxanthin (AST) was obtained using "green extraction methods," such as using fish oil and different fatty acid ethyl esters as solvents and through supercritical fluid extraction (SFE), whereas bioactive peptides were obtained by protease hydrolysis. Both astaxanthin and bioactive peptides exhibited bioactive properties in vitro in cellular model systems, such as antioxidant and angiotensin I converting enzyme (ACE) inhibitory activities (IA). The results show higher astaxanthin yields in ethyl esters fatty acids (TFA) extraction and significant enrichment by short-path distillation (SPD) up to 114.80 ± 1.23 µg/mL. Peptide fractions of <3 kDa and 3-5 kDa exhibited greater antioxidant activity while the fraction 5-10 kDa exhibited a better ACE-IA. Lower-molecular-weight bioactive peptides and astaxanthin extracted using supercritical fluids showed protective effects against oxidative damage in 142BR and in 3T3 cell lines. These results suggest that "green" extraction methods allow us to obtain high-quality bioactive compounds from large volumes of shrimp waste for nutraceutical and pharmaceutical applications.


Subject(s)
Angiotensin-Converting Enzyme Inhibitors/pharmacology , Antioxidants/pharmacology , Fibroblasts/drug effects , Fish Proteins/pharmacology , Oxidative Stress/drug effects , Penaeidae/metabolism , Peptides/pharmacology , Shellfish , Waste Products , 3T3 Cells , Angiotensin-Converting Enzyme Inhibitors/isolation & purification , Animals , Antioxidants/isolation & purification , Chromatography, Supercritical Fluid , Fibroblasts/metabolism , Fish Proteins/isolation & purification , Food Handling , Green Chemistry Technology , Humans , Hydrolysis , Mice , Peptides/isolation & purification , Pilot Projects , Rabbits , Xanthophylls/isolation & purification , Xanthophylls/pharmacology
15.
Mar Drugs ; 19(3)2021 Feb 27.
Article in English | MEDLINE | ID: mdl-33673704

ABSTRACT

Fucoxanthin (FX), a natural carotenoid present in edible brown seaweed, is known for its therapeutic potential in various diseases, including bone disease. However, its underlying regulatory mechanisms in osteoclastogenesis remain unclear. In this study, we investigated the effect of FX on osteoclast differentiation and its regulatory signaling pathway. In vitro studies were performed using osteoclast-like RAW264.7 cells stimulated with the soluble receptor activator of nuclear factor-κB ligand or tumor necrosis factor-alpha/interleukin-6. FX treatment significantly inhibited osteoclast differentiation and bone resorption ability, and downregulated the expression of osteoclast-specific markers such as nuclear factor of activated T cells 1, dendritic cell-specific seven transmembrane protein, and matrix metallopeptidase 9. Intracellular signaling pathway analysis revealed that FX specifically decreased the activation of the extracellular signal-regulated kinase and p38 kinase, and increased the nuclear translocation of phosphonuclear factor erythroid 2-related factor 2 (Nrf2). Our results suggest that FX regulates the expression of mitogen-activated protein kinases and Nrf2. Therefore, FX is a potential therapeutic agent for osteoclast-related skeletal disorders including osteoporosis and rheumatoid arthritis.


Subject(s)
Osteoclasts/drug effects , Osteogenesis/drug effects , Phaeophyceae/chemistry , Xanthophylls/pharmacology , Animals , Bone Resorption/drug therapy , Cell Differentiation/drug effects , MAP Kinase Signaling System/drug effects , Mice , NF-E2-Related Factor 2/metabolism , Osteoclasts/cytology , RAW 264.7 Cells , Signal Transduction/drug effects , Xanthophylls/isolation & purification
16.
Mar Drugs ; 19(5)2021 Apr 30.
Article in English | MEDLINE | ID: mdl-33946320

ABSTRACT

The province of Newfoundland and Labrador, Canada, generates tons of shrimp processing by-product every year. Shrimp contains omega (n)-3 polyunsaturated fatty acids (PUFA) and astaxanthin (Astx), a potent antioxidant that exists in either free or esterified form (Astx-E). In this study, shrimp oil (SO) was extracted from the shrimp processing by-product using the Soxhlet method (hexane:acetone 2:3). The extracted SO was rich in phospholipids, n-3 PUFA, and Astx-E. The 3T3-L1 preadipocytes were differentiated to mature adipocytes in the presence or absence of various treatments for 8 days. The effects of SO were then investigated on fat accumulation, and the mRNA expression of genes involved in adipogenesis and lipogenesis in 3T3-L1 cells. The effects of fish oil (FO), in combination with Astx-E, on fat accumulation, and the mRNA expression of genes involved in adipogenesis and lipogenesis were also investigated. The SO decreased fat accumulation, compared to untreated cells, which coincided with lower mRNA expression of adipogenic and lipogenic genes. However, FO and FO + Astx-E increased fat accumulation, along with increased mRNA expression of adipogenic and lipogenic genes, and glucose transporter type 4 (Glut-4), compared to untreated cells. These findings have demonstrated that the SO is a rich source of n-3 PUFA and Astx-E, and has the potential to elicit anti-adipogenic effects. Moreover, the SO and FO appear to regulate adipogenesis and lipogenesis via independent pathways in 3T3-L1 cells.


Subject(s)
Adipocytes/drug effects , Adipogenesis/drug effects , Anti-Obesity Agents/pharmacology , Esters/pharmacology , Fatty Acids, Omega-3/pharmacology , Lipogenesis/drug effects , Oils/pharmacology , Penaeidae/metabolism , Shellfish , 3T3-L1 Cells , Adipocytes/metabolism , Adipogenesis/genetics , Animals , Anti-Obesity Agents/isolation & purification , Esters/isolation & purification , Fatty Acids, Omega-3/isolation & purification , Food Handling , Gene Expression Regulation , Lipogenesis/genetics , Mice , Oils/isolation & purification , Waste Products , Xanthophylls/isolation & purification , Xanthophylls/pharmacology
17.
Molecules ; 26(13)2021 Jun 22.
Article in English | MEDLINE | ID: mdl-34206231

ABSTRACT

As an abundant marine xanthophyll, fucoxanthin (FX) exhibits a broad range of biological activities. The preparation of high-purity FX is in great demand, however, most of the available methods require organic solvents which cannot meet the green chemistry standard. In the present study, a simple and efficient purification approach for the purification of FX from the brown seaweed Sargassum horneri was carried out. The FX-rich ethanol extract was isolated by octadecylsilyl (ODS) column chromatography using ethanol-water solvent as a gradient eluent. The overwhelming majority of FX was successfully eluted by the ethanol-water mixture (9:1, v/v), with a recovery rate of 95.36%. A parametric study was performed to optimize the aqueous ethanol precipitation process by investigating the effects on the purity and recovery of FX. Under the optimal conditions, the purity of FX was 91.07%, and the recovery rate was 74.98%. Collectively, the eco-friendly method was cost-efficient for the purification of FX. The developed method provides a potential approach for the large-scale production of fucoxanthin from the brown seaweed Sargassum horneri.


Subject(s)
Ethanol/chemistry , Sargassum/chemistry , Xanthophylls/chemistry , Xanthophylls/isolation & purification , Chromatography
18.
Prep Biochem Biotechnol ; 51(10): 1071-1075, 2021.
Article in English | MEDLINE | ID: mdl-33775206

ABSTRACT

This study aimed to optimize the key parameters of extraction methods and to increase the recovery yields of intact xanthophylls (violaxanthin, zeaxanthin, astaxanthin) from microalgae (Chlorella luteoviridis). An effective, simple, and fast extraction protocol is described. It consists of a grinding pretreatment followed by a microwave-assisted extraction, using ethanol 90% as an environmentally preferable extraction solvent. Xanthopylls were quantified using high performance liquid chromatography. Irradiation time of 6 s only resulted in the extraction of violaxanthin (4.479 ± 0.009 mg/g), astaxanthin (4.154 ± 0.013 mg/g), and zeaxanthin (4.776 ± 0.120 mg/g). The described protocol seems to be the fastest extraction method of xantophylls compared to the literature and could be an advantage for industrial scale, while saving time and energy.


Subject(s)
Chlorella/chemistry , Microalgae/chemistry , Xanthophylls/isolation & purification , Chromatography, High Pressure Liquid , Microwaves , Solvents
19.
Molecules ; 26(15)2021 Jul 24.
Article in English | MEDLINE | ID: mdl-34361618

ABSTRACT

Lactic acid fermentation increases the bioactive properties of shrimp waste. Astaxanthin is the principal carotenoid present in shrimp waste, which can be found esterified in the liquid fraction (liquor) after its lactic acid fermentation. Supercritical CO2 technology has been proposed as a green alternative to obtain astaxanthin from fermented shrimp waste. This study aimed to optimize astaxanthin extraction by supercritical CO2 technology from fermented liquor of shrimp waste and study bioaccessibility using simulated gastrointestinal digestion (GD) of the optimized extract. A Box-Behnken design with three variables (pressure, temperature, and flow rate) was used to optimize the supercritical CO2 extraction. The optimized CO2 extract was obtained at 300 bar, 60 °C, and 6 mL/min, and the estimated characteristics showed a predictive extraction yield of 11.17%, antioxidant capacity of 1.965 mmol of Trolox equivalent (TE)/g, and astaxanthin concentration of 0.6353 µg/g. The experiment with optimal conditions performed to validate the predicted values showed an extraction yield of 12.62%, an antioxidant capacity of 1.784 mmol TE/g, and an astaxanthin concentration of 0.52 µg/g. The astaxanthin concentration decreased, and the antioxidant capacity of the optimized extract increased during gastrointestinal digestion. In conclusion, our optimized supercritical CO2 process is suitable for obtaining astaxanthin from shrimp by-products after lactic acid fermentation.


Subject(s)
Antioxidants , Penaeidae/chemistry , Animals , Antioxidants/analysis , Antioxidants/isolation & purification , Carbon Dioxide/chemistry , Fermentation , Waste Products , Xanthophylls/analysis , Xanthophylls/isolation & purification
20.
Molecules ; 26(12)2021 Jun 11.
Article in English | MEDLINE | ID: mdl-34208026

ABSTRACT

In this study, the impact of different cell disruption techniques (high-pressure micro fluidization (HPMF), ionic liquids (ILs), multi-enzyme (ME), and hydrochloric acid (HCl)) on the chemical composition and biological activity of astaxanthin (AST) obtained from Haematococcus pluvialis was investigated. Results indicated that all cell disruption techniques had a significant effect on AST composition, which were confirmed by TLC and UPC2 analysis. AST recovery from HCl (HCl-AST) and ILs (ILs-AST) cell disruption techniques was dominant by free and monoesters AST, while AST recovery from HPMF (HPMF-AST) and ME (ME-AST) cell disruption techniques was composed of monoesters, diesters, and free AST. Further biological activity analysis displayed that HCl-AST showed the highest ABTS and DPPH activity, while ILs-AST showed better results against the ORAC assay. Additionally, ILs-AST exhibits a stronger anti-proliferation of HepG2 cells in a dose-dependent manner, which was ascribed to AST-induced ROS in to inhibit the proliferative of cancer cells.


Subject(s)
Antineoplastic Agents/pharmacology , Antioxidants/pharmacology , Chlorophyceae/chemistry , Plant Extracts/isolation & purification , Reactive Oxygen Species/metabolism , Antineoplastic Agents/isolation & purification , Antioxidants/isolation & purification , Cell Proliferation , Hep G2 Cells , Humans , Ionic Liquids , Molecular Structure , Plant Extracts/pharmacology , Pressure , Xanthophylls/isolation & purification , Xanthophylls/pharmacology
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