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In recent years, noteworthy research has been performed around lipids from microalgae. Among lipids, glycolipids (GLs) are quite abundant in microalgae and are considered an important source of fatty acids (FAs). GLs are rich in 16- and 18-carbon saturated and unsaturated fatty acids and often contain polyunsaturated fatty acids (PUFAs) like n-3 α-linolenic (ALA 18:3), eicosapentaenoic (EPA, 20:5) and docosahexaenoic (DHA, 22:6). GLs comprise three major classes: monogalactosyldiacyl glycerolipids (MGDGs), digalactosyl diacylglycerolipids (DGDGs) and sulfoquinovosyl diacylglycerolipids (SQDGs), whose composition in FA directly depends on the growth conditions. Some of these lipids are high value-added compounds with antitumoral, antimicrobial and anti-inflammatory activities and also with important nutritional significance. To fully explore GLs' bioactive properties it is necessary to fully characterize their structure and to understand the relation between the structure and their biological properties, which can be addressed using modern mass spectrometry (MS)-based lipidomic approaches. This review will focus on the up-to-date FA composition of GLs identified by MS-based lipidomics and their potential as phytochemicals.

Marine macroalgae are emerging as sustainable and healthy food, and a source of lipids with nutritional and bioactive properties. Nonetheless, the lipidome of macroalgae is little explored compared to other photosynthetic organisms. Most of the literature is devoted to the analysis of fatty acid (FA) from macroalgae, because of they are a source of long‐chain omega‐3 and omega‐6 polyunsaturated FA, which can be used as an alternative to fish oil. However, FA occurs mostly esterified in other lipids, such as polar lipids, that still overlooked. The data published on the study of polar lipids (phospholipids, glycolipids, betaine lipids) pinpoint their remarkable characteristics and bioactive properties which mainly remain unexplored. The lipidome of macroalgae seems to be species‐specific, while some lipid classes appear to be characteristic of phyla. Lipidome plasticity of macroalgae is verified to change under abiotic and biotic factors which may modulate the functionality and add‐value of the biomass. This biochemical plasticity represents an advantage to obtain ingredients for target applications and niche of markets. This review provides an overview on macroalgae lipidome characterization, addressing analysis workflow based on liquid chromatography coupled to mass spectrometry, and discussing the bioactive properties and biotechnological applications of macroalga lipids. Practical Applications: The current state of the art on marine macroalgae lipidomics is reviewed, including the lipid characterization using modern liquid chromatography‐mass spectrometry, the distribution of polar lipids by macroalgae species and phylum, their bioactive properties, and potential biotechnological applications. In a time of increasing awareness of sustainably produced marine resources, the lipids from macroalgae are still underexplored. This review provides information for smart valorization of macroalgae as source of add‐value lipids contributing to the development of blue bioeconomy. [ABSTRACT FROM AUTHOR]

Macro- and microalgae are currently recognized sources of lipids with great nutritional quality and attractive bioactivities for human health promotion and disease prevention. Due to the lipidomic diversity observed among algae species, giving rise to different nutritional and functional characteristics, the mixture of macro- and microalgae has the potential to present important synergistic effects resulting from the complementarity among algae. The aim of this work was to characterize for the first time the lipidome of a blend of macro- and microalgae and evaluate the antioxidant capacity of its lipid fraction. Fatty acids were profiled by GC-MS, the polar lipidome was identified by high resolution LC-MS, and ABTS+• and DPPH• assays were used to assess the antioxidant potential. The most abundant fatty acids were oleic (18:1 n-9), α-linolenic (18:3 n-3), and linoleic (18:2 n-6) acids. The lipid extract presented a beneficial n-6/n-3 ratio (0.98) and low values of atherogenic (0.41) and thrombogenic indices (0.27). The polar lipidome revealed 462 lipid species distributed by glycolipids, phospholipids, and betaine lipids, including some species bearing PUFA and a few with reported bioactivities. The lipid extract also showed antioxidant activity. Overall, the results are promising for the valorization of this blend for food, nutraceutical, and biotechnological applications. [ABSTRACT FROM AUTHOR]

Halophytes are increasingly regarded as suitable extractive species and co-products for coastal Integrated Multi-Trophic Aquaculture (IMTA) and studying their lipidome is a valid means towards their economic valorization. Halimione portulacoides (L.) Aellen edible leaves are rich in functional lipids with nutraceutical and pharmaceutical relevance and the present study aimed to investigate the extent to which its lipidome remains unchanged under a range of dissolved inorganic nitrogen (N) and phosphorus (P) concentrations typical of aquaculture effluents. Lipidomics analysis, done by hydrophilic interaction liquid chromatography coupled to high resolution mass spectrometry, identified 175 lipid species in the lipid extract of leaves: 140 phospholipids (PLs) and 35 glycolipids (GLs). Plants irrigated with a saline solution with 20–100 mg DIN-N L−1 and 3–15.5 mg DIP-P L−1 under a 1-week hydraulic retention time displayed a relatively stable lipidome. At lower concentrations (6 mg DIN-N L−1 and 0.8 mg DIP-P L−1), plants exhibited less PLs and GLs per unit of leaves dry weight and the GLs fraction of the lipidome changed significantly. This study reveals the importance of analyzing the lipidomic profile of halophytes under different nutritional regimens in order to establish nutrient-limitation thresholds and assure production conditions that deliver a final product with a consistent lipid profile. [ABSTRACT FROM AUTHOR]

The lipidome of the red seaweed Gracilaria sp., cultivated on land-based integrated multitrophic aquaculture (IMTA) system, was assessed for the first time using hydrophilic interaction liquid chromatography-mass spectrometry and tandem mass spectrometry (HILIC--MS and MS/MS). One hundred and forty-seven molecular species were identified in the lipidome of the Gracilaria genus and distributed between the glycolipids classes monogalactosyl diacylglyceride (MGDG), digalactosyl diacylglyceride (DGDG), sulfoquinovosyl monoacylglyceride (SQMG), sulfoquinovosyl diacylglyceride (SQDG), the phospholipids phosphatidylcholine (PC), lyso-PC, phosphatidylglycerol (PG), lyso-PG, phosphatidylinositol (PI), phosphatidylethanolamine (PE), phosphatic acid (PA), inositolphosphoceramide (IPC), and betaine lipids monoacylglyceryl- and diacylglyceryl-N,N,N-trimethyl homoserine (MGTS and DGTS). Antiproliferative and anti-inflammatory effects promoted by lipid extract of Gracilaria sp. were evaluated by monitoring cell viability in human cancer lines and by using murine macrophages, respectively. The lipid extract decreased cell viability of human T-47D breast cancer cells and of 5637 human bladder cancer cells (estimated half-maximal inhibitory concentration (IC50) of 12.2 µg/mL and 12.9 µg/mL, respectively) and inhibited the production of nitric oxide (NO) evoked by the Toll-like receptor 4 agonist lipopolysaccharide (LPS) on the macrophage cell line RAW 264.7 (35% inhibition at a concentration of 100 µg/mL). These findings contribute to increase the ranking in the value-chain of Gracilaria sp. biomass cultivated under controlled conditions on IMTA systems. [ABSTRACT FROM AUTHOR]

The marine environment supports a remarkable diversity of organisms which are a potential source of natural products with biological activities. These organisms include a wide variety of marine plants (from micro- to macrophytes), which have been used in the food and pharmaceutical industry. However, the biochemistry and biological activities of many of these macrophytes (namely macroalgae and halophytes, including seagrasses) are still far from being fully explored. Most popular bioactive components include polysaccharides, peptides, phenolics and fatty acids (FAs). Polar lipids (glycolipids, phospholipids and betaine lipids) are emerging as novel value-added bioactive phytochemicals, rich in n-3 FA, with high nutritional value and health beneficial effects for the prevention of chronic diseases. Polar lipids account various combinations of polar groups, fatty acyl chains and backbone structures. The polar lipidome of macrophytes is remarkably diverse, and its screening represents a significant analytical challenge. Modern research platforms, particularly mass spectrometry (MS)-based lipidomic approaches, have been recently used to address this challenge and are here reviewed. The application of lipidomics to address lipid composition of marine macrophytes will contribute to the stimulation of further research on this group and foster the exploration of novel applications. [ABSTRACT FROM AUTHOR]

Biotechnological applications of marine macroalgae have gained new interest due the added-value of their chemical constituents. This is the case of glycerolipids, phospholipids and glycolipids that display several commercial applications in food, pharmaceutical and cosmetic industries. This study is the first report on the isolation and characterization of the polar lipids of Codium tomentosum originating from a land-based integrated multi-trophic aquaculture (IMTA) using a lipidomic-based approach employing hydrophilic interaction liquid chromatography–electrospray ionization mass spectrometry (HILIC–ESI-MS). The polar lipid profile of C. tomentosum revealed the presence of over two hundred species, corresponding to glycolipids (sulfoquinovosyldiacylglycerols, sulfoquinovosylmonoacylglycerols, di- and monogalactosyldiacylglycerols), glycerophospholipids (lyso- and phosphatidylcholines, phosphatidylinositols, phosphatidic acids, lyso- and phosphatidylglycerols), and di- and monoacyl betaine lipids. Phosphatidylinositols, sulfoquinovosylmonoacylglycerols and some species of monoacyl betaine lipids were reported for the first time in green algae. Some of these polar lipids contain polyunsaturated fatty acids (PUFAs), namely 20:5 and 22:6 species, revealing the ability of C. tomentosum to synthesize larger PUFAs. Also hydroxy-PUFAs of DGDG species were identified, inferring the occurrence of oxylipins. As several of the lipids identified have been reported to have nutritional and health benefits, the present study unravels the potential of C. tomentosum from IMTA to a range of new applications. [ABSTRACT FROM AUTHOR]

Marine macroalgae, or seaweeds, have been used for direct human consumption, as additives in the food industry, and as fertilizers in agriculture. The fatty acid composition of several species of macroalgae has been extensively studied, considering their nutritional value and for phylogenetic characterization. However, the polar lipid components of macroalgae, which include compounds with important nutraceutical and bioactive properties, are still very poorly studied at the molecular level. Herein, it is reported, for the first time, a lipidomic study on the red seaweed Chondrus crispus , namely its fatty acid and polar lipid composition through hydrophilic interaction liquid chromatography — electrospray ionization mass spectrometry (HILIC–ESI–MS), as an approach to better understand its valuable properties provided from lipidic components. The main polar lipid groups identified include glycolipids (sulfoquinovosyldiacylglycerols and digalactosyldiacylglycerols), glycosphingolipids bearing ceramide backbones (galactosylceramides), inositolphosphoceramides, glycerophospholipids (phosphatidylcholines, lyso-phosphatidylcholines, phosphatidic acids, phosphatidylglycerols and lyso-phosphatidylglycerols), and betaine lipids, as well as some phytyl derivatives, as chlorophylls and pheophytins. This lipidomic-based approach is envisaged as very promising in the study of algae lipid fingerprint, required to understand algae metabolism, their dependence of environmental conditions, and also for the valorization of macroalgae as edible products and a source of bioactive compounds. [ABSTRACT FROM AUTHOR]

While complex lipids of seaweeds are known to display important phytochemical properties, their full potential is yet to be explored. This review summarizes the findings of a systematic survey of scientific publications spanning over the years 2000 to January 2021 retrieved from Web of Science (WoS) and Scopus databases to map the state of the art and identify knowledge gaps on the relationship between the complex lipids of seaweeds and their reported bioactivities. Eligible publications (270 in total) were classified in five categories according to the type of studies using seaweeds as raw biomass (category 1); studies using organic extracts (category 2); studies using organic extracts with identified complex lipids (category 3); studies of extracts enriched in isolated groups or classes of complex lipids (category 4); and studies of isolated complex lipids molecular species (category 5), organized by seaweed phyla and reported bioactivities. Studies that identified the molecular composition of these bioactive compounds in detail (29 in total) were selected and described according to their bioactivities (antitumor, anti-inflammatory, antimicrobial, and others). Overall, to date, the value for seaweeds in terms of health and wellness effects were found to be mostly based on empirical knowledge. Although lipids from seaweeds are little explored, the published work showed the potential of lipid extracts, fractions, and complex lipids from seaweeds as functional ingredients for the food and feed, cosmeceutical, and pharmaceutical industries. This knowledge will boost the use of the chemical diversity of seaweeds for innovative value-added products and new biotechnological applications. [ABSTRACT FROM AUTHOR]

Simple Summary: Some species of sacoglossan sea slugs are able to steal chloroplasts from the algae they feed on and maintain them functional for several months, a process termed "kleptoplasty". One of these photosynthetic slugs is Elysia crispata, found in coral reefs of the Gulf of Mexico. This sacoglossan inhabits different depths (0–25 m), being exposed to different food sources and contrasting light conditions. In this work, we characterized the pigment and fatty acid (FA) profiles, and quantified the total lipid, glycolipid and phospholipid contents of E. crispata from shallow (0–4 m) and deeper (8–12 m) waters, after a month of starvation to determine the longest and more stable retention of chloroplasts and its relation to habitat depth. Biochemical analyses allowed the identification of 12 photosynthetic pigments and 27 FAs. Heterogeneity in the composition of pigments confirmed the long-term retention of functional chloroplasts ingested from different algae. However, the differences found in pigment profile, total lipid content, and FA composition on individuals of E. crispata were not related to habitat depth. High amounts of glycolipids, exclusive chloroplast lipids, suggest a good condition of these photosynthetic organelles in animal cells. These results contribute baseline physiological data that may help explain evolutionary associations such as endosymbiosis. Long-term retention of functional chloroplasts in animal cells occurs only in sacoglossan sea slugs. Analysis of molecules related to the maintenance of these organelles can provide valuable information on this trait (kleptoplasty). The goal of our research was to characterize the pigment and fatty acid (FA) composition of the sea slug Elysia crispata and their associated chloroplasts that are kept functional for a long time, and to quantify total lipid, glycolipid and phospholipid contents, identifying differences between habitats: shallow (0–4 m) and deeper (8–12 m) waters. Specimens were sampled and analyzed after a month of food deprivation, through HPLC, GC-MS and colorimetric methods, to ensure an assessment of long-term kleptoplasty in relation to depth. Pigment signatures indicate that individuals retain chloroplasts from different macroalgal sources. FA classes, phospholipid and glycolipid contents displayed dissimilarities between depths. However, heterogeneities in pigment and FA profiles, as well as total lipid, glycolipid and phospholipid amounts in E. crispata were not related to habitat depth. The high content of chloroplast origin molecules, such as Chl a and glycolipids after a month of starvation, confirms that E. crispata retains chloroplasts in good biochemical condition. This characterization fills a knowledge gap of an animal model commonly employed to study kleptoplasty. [ABSTRACT FROM AUTHOR]

Grateloupia turuturu Yamada, 1941, is a red seaweed widely used for food in Japan and Korea which was recorded on the Atlantic Coast of Europe about twenty years ago. This seaweed presents eicosapentaenoic acid (EPA) and other polyunsaturated fatty acids (PUFAs) in its lipid fraction, a feature that sparked the interest on its potential applications. In seaweeds, PUFAs are mostly esterified to polar lipids, emerging as healthy phytochemicals. However, to date, these biomolecules are still unknown for G. turuturu. The present work aimed to identify the polar lipid profile of G. turuturu, using modern lipidomics approaches based on high performance liquid chromatography coupled to high resolution mass spectrometry (LC–MS) and gas chromatography coupled to mass spectrometry (GC–MS). The health benefits of polar lipids were identified by health lipid indices and the assessment of antioxidant and anti-inflammatory activities. The polar lipids profile identified from G. turuturu included 205 lipid species distributed over glycolipids, phospholipids, betaine lipids and phosphosphingolipids, which featured a high number of lipid species with EPA and PUFAs. The nutritional value of G. turuturu has been shown by its protein content, fatty acyl composition and health lipid indices, thus confirming G. turuturu as an alternative source of protein and lipids. Some of the lipid species assigned were associated to biological activity, as polar lipid extracts showed antioxidant activity evidenced by free radical scavenging potential for the 2,2′-azino-bis-3-ethyl benzothiazoline-6-sulfonic acid (ABTS●+) radical (IC50 ca. 130.4 μg mL−1) and for the 2,2-diphenyl-1-picrylhydrazyl (DPPH●) radical (IC25 ca. 129.1 μg mL−1) and anti-inflammatory activity by inhibition of the COX-2 enzyme (IC50 ca. 33 µg mL−1). Both antioxidant and anti-inflammatory activities were detected using a low concentration of extracts. This integrative approach contributes to increase the knowledge of G. turuturu as a species capable of providing nutrients and bioactive molecules with potential applications in the nutraceutical, pharmaceutical and cosmeceutical industries. [ABSTRACT FROM AUTHOR]

Olive oil (OO), a key ingredient of the Mediterranean diet, is frequently subjected to adulteration. A lipidomic approach has been used to study the lipid composition of Portuguese commercial OOs, to find out differences in their profile or a unique fingerprint, namely in the polar lipid pool. Extra virgin (EVOO, n = 3) and virgin olive oils (VOO, n = 3) were analysed. The fatty acids (FA) were analysed by GC-MS and the triacylglycerols by MALDI-TOF-MS. The polar lipid fraction was obtained through solid phase extraction and analysed by hydrophilic interaction liquid chromatography-electrospray ionization-MS. The amount of FA C 16:0 and C 18:1 was significantly different between the EVOOs and the VOOs. Both categories of OO were discriminated by the FAs C 18:3 , C 18:2 and C 16:1 . Five classes of phospholipids were identified in the polar lipid fraction, with significant differences in phosphatidylcholines. Besides FA, it is important to study the polar lipidome to identify minor components that could help to reveal a fingerprint associated with each OO. [ABSTRACT FROM AUTHOR]