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Some applications may limit the extraction solvents, such as food applications that require safe food-grade solvents, such as ethanol. However, the effect of using ethanol as an extraction solvent on the quality of the extracted polar lipidome, compared to other more traditional methods, is not yet well established. In this study, the polar lipid profile of N. oceanica extracts was obtained using different solvents, including chloroform\/methanol (CM), dichloromethane\/methanol (DM), dichloromethane\/ethanol (DE), and ethanol (E), and evaluated by modern lipidomic methods using LC-MS\/MS. Ultrasonic bath (E + USB)- and ultrasonic probe (E + USP)-assisted methodologies were implemented to increase the lipid extraction yields using ethanol. The polar lipid signature and antioxidant activity of DM, E + USB, and E + USP resemble conventional CM, demonstrating a similar extraction efficiency, while the DE and ethanol extracts were significantly different. Our results showed the impact of different extraction solvents in the polar lipid composition of the final extracts and demonstrated the feasibility of E + USB and E + USP as safe and food-grade sources of polar lipids, with the potential for high-added-value biotechnological applications.<\/jats:p>","DOI":"10.3390\/md19110593","type":"journal-article","created":{"date-parts":[[2021,10,22]],"date-time":"2021-10-22T00:22:02Z","timestamp":1634862122000},"page":"593","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":34,"title":["Ethanol Extraction of Polar Lipids from Nannochloropsis oceanica for Food, Feed, and Biotechnology Applications Evaluated Using Lipidomic Approaches"],"prefix":"10.3390","volume":"19","author":[{"given":"T\u00e2nia","family":"Melo","sequence":"first","affiliation":[{"name":"Mass Spectrometry Center, LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, Santiago University Campus, 3810-193 Aveiro, Portugal"},{"name":"CESAM-Centre for Environmental and Marine Studies, Department of Chemistry, University of Aveiro, Santiago University Campus, 3810-193 Aveiro, Portugal"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ana R. 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(2016). Lipid Production from Nannochloropsis. Mar. Drugs, 14.","DOI":"10.3390\/md14040061"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"363","DOI":"10.1016\/j.biortech.2015.06.033","article-title":"Integrated process of two stage cultivation of Nannochloropsis sp. for nutraceutically valuable eicosapentaenoic acid along with biodiesel","volume":"193","author":"Mitra","year":"2015","journal-title":"Bioresour. Technol."},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Miles, E., Childs, C., and Calder, P. (2021). Long-Chain Polyunsaturated Fatty Acids (LCPUFAs) and the Developing Immune System: A Narrative Review. Nutrients, 13.","DOI":"10.3390\/nu13010247"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"122","DOI":"10.1016\/j.algal.2017.03.004","article-title":"Identification of the role of polar glycerolipids in lipid metabolism and their acyl attribution for TAG accumulation in Nannochloropsis oceanica","volume":"24","author":"Meng","year":"2017","journal-title":"Algal Res."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"95","DOI":"10.3389\/fmars.2019.00095","article-title":"Influence of Nitrogen Limitation on Lipid Accumulation and EPA and DHA Content in Four Marine Microalgae for Possible Use in Aquafeed","volume":"6","author":"Wang","year":"2019","journal-title":"Front. Mar. Sci."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Martin, G.J.O., Hill, D.R.A., Olmstead, I.L.D., Bergamin, A., Shears, M., Dias, D.A., Kentish, S.E., Scales, P.J., Bott\u00e9, C.Y., and Callahan, D.L. (2014). Lipid Profile Remodeling in Response to Nitrogen Deprivation in the Microalgae Chlorella sp. (Trebouxiophyceae) and Nannochloropsis sp. (Eustigmatophyceae). PLoS ONE, 9.","DOI":"10.1371\/journal.pone.0103389"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"393","DOI":"10.1016\/j.foodchem.2014.03.087","article-title":"Nutritional evaluation of microalgae oils rich in omega-3 long chain polyunsaturated fatty acids as an alternative for fish oil","volume":"160","author":"Ryckebosch","year":"2014","journal-title":"Food Chem."},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Lordan, R., Tsoupras, A., and Zabetakis, I. (2017). Phospholipids of Animal and Marine Origin: Structure, Function, and Anti-Inflammatory Properties. Molecules, 22.","DOI":"10.20944\/preprints201711.0038.v1"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"1197","DOI":"10.1021\/np800124k","article-title":"Apoptosis-Inducing Galactolipids from a Cultured Marine Diatom, Phaeodactylum tricornutum","volume":"71","author":"Andrianasolo","year":"2008","journal-title":"J. Nat. Prod."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1433","DOI":"10.1016\/0031-9422(95)00458-J","article-title":"Anti-tumour-promoting glyceroglycolipids from the green alga, Chlorella vulgaris","volume":"40","author":"Morimoto","year":"1995","journal-title":"Phytochemistry"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"137","DOI":"10.2306\/scienceasia1513-1874.2009.35.137","article-title":"Anti HSV-1 activity of sulphoquinovosyl diacylglycerol isolated from Spirulina platensis","volume":"35","author":"Chirasuwan","year":"2009","journal-title":"Sci. Asia"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"1251","DOI":"10.1021\/np970327m","article-title":"New Acylated Sulfoglycolipids and Digalactolipids and Related Known Glycolipids from Cyanobacteria with a Potential To Inhibit the Reverse Transcriptase of HIV-1","volume":"60","author":"Reshef","year":"1997","journal-title":"J. Nat. Prod."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"754","DOI":"10.1038\/ja.2017.40","article-title":"In vitro antibacterial activity of MGDG-palmitoyl from Oscillatoria acuminata NTAPC05 against extended-spectrum \u03b2-lactamase producers","volume":"70","author":"Ahamed","year":"2017","journal-title":"J. Antibiot."},{"key":"ref_14","first-page":"349","article-title":"Mono- and digalactosyldiacylglycerols: Potent nitric oxide inhibitors from the marine microalga Nannochloropsis granulata","volume":"25","author":"Banskota","year":"2013","journal-title":"Environ. Boil. Fishes"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1084","DOI":"10.1080\/14786419.2012.717285","article-title":"Monogalactosyldiacylglycerols, potent nitric oxide inhibitors from the marine microalgaTetraselmis chui","volume":"27","author":"Banskota","year":"2013","journal-title":"Nat. Prod. Res."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1016\/j.ejphar.2005.09.023","article-title":"Selective in vivo anti-inflammatory action of the galactolipid monogalactosyldiacylglycerol","volume":"524","author":"Bruno","year":"2005","journal-title":"Eur. J. Pharmacol."},{"key":"ref_17","first-page":"951","article-title":"Five new galactolipids from the freshwater microalga Porphyridium aerugineum and their nitric oxide inhibitory activity","volume":"25","author":"Banskota","year":"2013","journal-title":"Environ. Boil. Fishes"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"199","DOI":"10.1016\/j.tifs.2018.08.010","article-title":"Advance in food-derived phospholipids: Sources, molecular species and structure as well as their biological activities","volume":"80","author":"Sun","year":"2018","journal-title":"Trends Food Sci. Technol."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1179","DOI":"10.1007\/s11101-018-9588-7","article-title":"Polar lipids in cosmetics: Recent trends in extraction, separation, analysis and main applications","volume":"17","author":"Traversier","year":"2018","journal-title":"Phytochem. Rev."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"103919","DOI":"10.1016\/j.jff.2020.103919","article-title":"Microalgae of the genus Nannochloropsis: Chemical composition and functional implications for human nutrition","volume":"68","author":"Zanella","year":"2020","journal-title":"J. Funct. Foods"},{"key":"ref_21","first-page":"1117","article-title":"Simultaneous extraction and fractionation of lipids from the microalga Nannochloropsis sp. for the production of EPA-rich polar lipid concentrates","volume":"32","author":"Medina","year":"2020","journal-title":"Environ. Boil. Fishes"},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"102128","DOI":"10.1016\/j.algal.2020.102128","article-title":"Chemoplasticity of the polar lipid profile of the microalgae Chlorella vulgaris grown under heterotrophic and autotrophic conditions","volume":"53","author":"Couto","year":"2021","journal-title":"Algal Res."},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Conde, T., Neves, B., Couto, D., Melo, T., Neves, B., Costa, M., Silva, J., Domingues, P., and Domingues, M. (2021). Microalgae as Sustainable Bio-Factories of Healthy Lipids: Evaluating Fatty Acid Content and Antioxidant Activity. Mar. Drugs, 19.","DOI":"10.3390\/md19070357"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1038\/s41598-021-83455-y","article-title":"Polar lipidomic profile shows Chlorococcum amblystomatis as a promising source of value-added lipids","volume":"11","author":"Conde","year":"2021","journal-title":"Sci. Rep."},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Munteanu, I.G., and Apetrei, C. (2021). Analytical Methods Used in Determining Antioxidant Activity: A Review. Int. J. Mol. Sci., 22.","DOI":"10.3390\/ijms22073380"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"16","DOI":"10.1016\/j.fshw.2019.03.001","article-title":"Microalgae: A potential alternative to health supplementation for humans","volume":"8","author":"Koyande","year":"2019","journal-title":"Food Sci. Hum. Wellness"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"539","DOI":"10.1002\/ejlt.201000455","article-title":"Developments in oil extraction from microalgae","volume":"113","author":"Mercer","year":"2011","journal-title":"Eur. J. Lipid Sci. Technol."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"497","DOI":"10.1016\/S0021-9258(18)64849-5","article-title":"A Simple Method for the Isolation and Purification of Total Lipides from Animal Tissues","volume":"226","author":"Folch","year":"1957","journal-title":"J. Biol. Chem."},{"key":"ref_29","unstructured":"European Commission (2010). Directive 2009\/32\/EC of the European Parliament and of the Council of 23 April 2009 on the Approximation of the Laws of the Member States on Extraction Solvents Used in the Production of Foodstuffs and Food Ingredients, European Commission."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"581","DOI":"10.1002\/elsc.201400139","article-title":"Algal extracts: Technology and advances","volume":"14","author":"Michalak","year":"2014","journal-title":"Eng. Life Sci."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"540","DOI":"10.1016\/j.ultsonch.2016.06.035","article-title":"Ultrasound assisted extraction of food and natural products. Mechanisms, techniques, combinations, protocols and applications. A review","volume":"34","author":"Chemat","year":"2017","journal-title":"Ultrason. Sonochem."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"101556","DOI":"10.1016\/j.algal.2019.101556","article-title":"The effects of different extraction methods of lipids from Nannochloropsis oceanica on the contents of omega-3 fatty acids","volume":"41","author":"Figueiredo","year":"2019","journal-title":"Algal Res."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"101387","DOI":"10.1016\/j.algal.2018.101387","article-title":"A comparative analysis of different extraction solvent systems on the extractability of eicosapentaenoic acid from the marine eustigmatophyte Nannochloropsis oceanica","volume":"38","author":"Mitra","year":"2019","journal-title":"Algal Res."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"36","DOI":"10.1016\/j.algal.2013.11.001","article-title":"Influence of extraction solvent system on extractability of lipid components from different microalgae species","volume":"3","author":"Ryckebosch","year":"2014","journal-title":"Algal Res."},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Maciel, E., Leal, M.C., Lilleb\u00f8, A.I., Domingues, P., Domingues, M.R., and Calado, R. (2016). Bioprospecting of Marine Macrophytes Using MS-Based Lipidomics as a New Approach. Mar. Drugs, 14.","DOI":"10.3390\/md14030049"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"1","DOI":"10.3389\/fmars.2017.00242","article-title":"Metabolic Remodeling of Membrane Glycerolipids in the Microalga Nannochloropsis oceanica under Nitrogen Deprivation","volume":"4","author":"Han","year":"2017","journal-title":"Front. Mar. Sci."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"79","DOI":"10.1016\/j.algal.2018.03.001","article-title":"Alterations in lipidome and metabolome profiles of Nannochloropsis salina in response to reduced culture temperature during sinusoidal temperature and light","volume":"32","author":"Willette","year":"2018","journal-title":"Algal Res."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"4770","DOI":"10.1021\/ef201061j","article-title":"Algae Polar Lipids Characterized by Online Liquid Chromatography Coupled with Hybrid Linear Quadrupole Ion Trap\/Fourier Transform Ion Cyclotron Resonance Mass Spectrometry","volume":"25","author":"He","year":"2011","journal-title":"Energy Fuels"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"348","DOI":"10.1016\/j.algal.2016.05.016","article-title":"Profiling of complex lipids in marine microalgae by UHPLC\/tandem mass spectrometry","volume":"17","author":"Cutignano","year":"2016","journal-title":"Algal Res."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"264","DOI":"10.1111\/jpy.12271","article-title":"Lipidomic analysis can distinguish between two morphologically similar strains of Nannochloropsis oceanica","volume":"51","author":"Li","year":"2015","journal-title":"J. Phycol."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"477","DOI":"10.1016\/j.egyr.2019.09.011","article-title":"Comparison of different lipid extraction procedures applied to three microalgal species","volume":"6","author":"Gorgich","year":"2020","journal-title":"Energy Rep."},{"key":"ref_42","doi-asserted-by":"crossref","unstructured":"Breil, C., Vian, M.A., Zemb, T., Kunz, W., and Chemat, F. (2017). \u201cBligh and Dyer\u201d and Folch Methods for Solid\u2013Liquid\u2013Liquid Extraction of Lipids from Microorganisms. Comprehension of Solvatation Mechanisms and towards Substitution with Alternative Solvents. Int. J. Mol. Sci., 18.","DOI":"10.3390\/ijms18040708"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"4297","DOI":"10.1021\/jf073471e","article-title":"Dichloromethane as a Solvent for Lipid Extraction and Assessment of Lipid Classes and Fatty Acids from Samples of Different Natures","volume":"56","author":"Ravelo","year":"2008","journal-title":"J. Agric. Food Chem."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"14","DOI":"10.1186\/1475-2859-13-14","article-title":"A comparative study: The impact of different lipid extraction methods on current microalgal lipid research","volume":"13","author":"Li","year":"2014","journal-title":"Microb. Cell Factories"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1016\/j.jchromb.2016.01.050","article-title":"Bioprospecting of microalgae: Proper extraction followed by high performance liquid chromatographic\u2013high resolution mass spectrometric fingerprinting as key tools for successful metabolom characterization","volume":"1015-1016","author":"Kastanek","year":"2016","journal-title":"J. Chromatogr. B"},{"key":"ref_46","first-page":"1501","article-title":"Influence of extraction solvent system on the extractability of lipid components from the biomass of Nannochloropsis gaditana","volume":"26","author":"Ryckebosch","year":"2014","journal-title":"Environ. Boil. Fishes"},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"674","DOI":"10.3181\/0711-MR-311","article-title":"The Importance of the Omega-6\/Omega-3 Fatty Acid Ratio in Cardiovascular Disease and Other Chronic Diseases","volume":"233","author":"Simopoulos","year":"2008","journal-title":"Exp. Biol. Med."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"15401","DOI":"10.3390\/ijms131115401","article-title":"Marine Omega-3 Phospholipids: Metabolism and Biological Activities","volume":"13","author":"Burri","year":"2012","journal-title":"Int. J. Mol. Sci."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"101","DOI":"10.1016\/j.phytochem.2014.02.004","article-title":"Polar lipids from the marine macroalga Palmaria palmata inhibit lipopolysaccharide-induced nitric oxide production in RAW264.7 macrophage cells","volume":"101","author":"Banskota","year":"2014","journal-title":"Phytochemistry"},{"key":"ref_50","first-page":"14","article-title":"Phospholipids: Natural Functional Ingredients and Actives for Cosmetic Products","volume":"8","author":"Prusseit","year":"2013","journal-title":"SOFW-J."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"81","DOI":"10.1016\/j.ajps.2014.09.004","article-title":"A review on phospholipids and their main applications in drug delivery systems","volume":"10","author":"Li","year":"2015","journal-title":"Asian J. Pharm. Sci."},{"key":"ref_52","doi-asserted-by":"crossref","unstructured":"da Costa, E., Silva, J., Mendon\u00e7a, S.H., Abreu, M.H., and Domingues, M.R. (2016). Lipidomic Approaches towards Deciphering Glycolipids from Microalgae as a Reservoir of Bioactive Lipids. Mar. Drugs, 14.","DOI":"10.3390\/md14050101"},{"key":"ref_53","first-page":"1513","article-title":"New diacylglyceryltrimethylhomoserines from the marine microalga Nannochloropsis granulata and their nitric oxide inhibitory activity","volume":"25","author":"Banskota","year":"2013","journal-title":"Environ. Boil. Fishes"},{"key":"ref_54","first-page":"1679","article-title":"Nannochloropsis sp. ethanol extract prevents macrophage and LDL oxidation and enhances PON1 activity through the principal active compound lyso-diacylglyceryltrimethylhomoserine (lyso-DGTS)","volume":"30","author":"Khatib","year":"2017","journal-title":"Environ. Boil. Fishes"},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"813","DOI":"10.1016\/j.ultsonch.2010.11.023","article-title":"Applications of ultrasound in food technology: Processing, preservation and extraction","volume":"18","author":"Chemat","year":"2011","journal-title":"Ultrason. Sonochem."},{"key":"ref_56","doi-asserted-by":"crossref","unstructured":"Cena, H., and Calder, P.C. (2020). Defining a Healthy Diet: Evidence for the Role of Contemporary Dietary Patterns in Health and Disease. Nutrients, 12.","DOI":"10.3390\/nu12020334"},{"key":"ref_57","doi-asserted-by":"crossref","unstructured":"Guerra, I., Pereira, H., Costa, M., Silva, J., Santos, T., Varela, J., Mateus, M., and Silva, J. (2021). Operation Regimes: A Comparison Based on Nannochloropsis oceanica Biomass and Lipid Productivity. Energies, 14.","DOI":"10.3390\/en14061542"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1038\/s41598-018-30695-0","article-title":"Phospholipidome of endothelial cells shows a different adaptation response upon oxidative, glycative and lipoxidative stress","volume":"8","author":"Colombo","year":"2018","journal-title":"Sci. Rep."},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"3174","DOI":"10.1021\/acs.jproteome.9b00249","article-title":"Lipidomics Reveals Similar Changes in Serum Phospholipid Signatures of Overweight and Obese Pediatric Subjects","volume":"18","author":"Anjos","year":"2019","journal-title":"J. Proteome Res."},{"key":"ref_60","doi-asserted-by":"crossref","unstructured":"Pluskal, T., Castillo, S., Villar-Briones, A., and Ore\u0161i\u010d, M. (2010). MZmine 2: Modular framework for processing, visualizing, and analyzing mass spectrometry-based molecular profile data. BMC Bioinform., 11.","DOI":"10.1186\/1471-2105-11-395"},{"key":"ref_61","unstructured":"(2021, June 25). The LIPID MAPS Lipidomics Gateway. Available online: http:\/\/www.lipidmaps.org\/."},{"key":"ref_62","first-page":"1","article-title":"Screening for polar lipids, antioxidant, and anti-inflammatory activities of Gloeothece sp. lipid extracts pursuing new phytochemicals from cyanobacteria","volume":"32","author":"Amaro","year":"2020","journal-title":"Environ. Boil. Fishes"},{"key":"ref_63","doi-asserted-by":"crossref","unstructured":"Da Costa, E., Melo, T., Moreira, A.S.P., Bernardo, C., Helguero, L., Ferreira, I., Cruz, M.T., Rego, A.M., Domingues, P., and Calado, R. (2017). Valorization of Lipids from Gracilaria sp. through Lipidomics and Decoding of Antiproliferative and Anti-Inflammatory Activity. Mar. Drugs, 15.","DOI":"10.3390\/md15030062"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"1539","DOI":"10.1194\/jlr.S120001025","article-title":"Update on LIPID MAPS classification, nomenclature, and shorthand notation for MS-derived lipid structures","volume":"61","author":"Liebisch","year":"2020","journal-title":"J. Lipid Res."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"117","DOI":"10.1002\/lipd.12007","article-title":"New Insights into the Anti-Inflammatory and Antioxidant Properties of Nitrated Phospholipids","volume":"53","author":"Melo","year":"2018","journal-title":"Lipids"},{"key":"ref_66","unstructured":"R Core Team (2018). R: A Language and Environment for Statistical Computing, R Foundation for Statistical Computing."},{"key":"ref_67","unstructured":"Rstudio Team (2016). Rstudio: Integrated Development Environment for R. RStudio, PBC, Rstudio Team. Available online: www.rstudio.com\/."},{"key":"ref_68","doi-asserted-by":"crossref","unstructured":"Karpievitch, Y.V., Nikolic, S.B., Wilson, R., Sharman, J., and Edwards, L.M. (2014). Metabolomics Data Normalization with EigenMS. PLoS ONE, 9.","DOI":"10.1371\/journal.pone.0116221"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"10","DOI":"10.1002\/cpbi.11","article-title":"Using MetaboAnalyst 3.0 for Comprehensive Metabolomics Data Analysis","volume":"55","author":"Xia","year":"2016","journal-title":"Curr. Protoc. Bioinform."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"1164","DOI":"10.1093\/bioinformatics\/btm069","article-title":"pcaMethods a bioconductor package providing PCA methods for incomplete data","volume":"23","author":"Stacklies","year":"2007","journal-title":"Bioinformatics"},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"289","DOI":"10.1111\/j.2517-6161.1995.tb02031.x","article-title":"Controlling the False Discovery Rate: A Practical and Powerful Approach to Multiple Testing","volume":"57","author":"Benjamini","year":"1995","journal-title":"J. R. Stat. Soc. Ser. B"},{"key":"ref_72","doi-asserted-by":"crossref","unstructured":"Wickham, H. (2016). Ggplot2\u2014Elegant Graphics for Data Analysis, Springer. Available online: https\/\/ggplot2.tidyverse.org.","DOI":"10.1007\/978-3-319-24277-4_9"}],"container-title":["Marine Drugs"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1660-3397\/19\/11\/593\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T07:19:57Z","timestamp":1760167197000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1660-3397\/19\/11\/593"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,10,21]]},"references-count":72,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2021,11]]}},"alternative-id":["md19110593"],"URL":"https:\/\/doi.org\/10.3390\/md19110593","relation":{},"ISSN":["1660-3397"],"issn-type":[{"value":"1660-3397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,10,21]]}}}