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This study developed liposomal and polymeric micellar formulations of a fluorinated curcumin derivative (FCur) and naringenin (NG), prepared as single-compound and mixed systems, and compared their physicochemical and biological properties. Methods: Soluplus\u00ae-based polymeric micelles and POPC:DOTAP liposomes were prepared by the thin-film hydration method and characterised using dynamic light scattering (DLS), zeta potential measurements, HPLC, NMR relaxation studies, and in vitro cytotoxicity assays. Results: Polymeric micelles formed homogeneous dispersions with particle sizes below 95 nm and a slightly negative zeta potential (~\u22123 mV), whereas liposomes were larger (&gt;130 nm) and strongly positively charged (&gt;+40 mV). Both systems achieved high encapsulation efficiencies (&gt;72% for FCur and &gt;95% for NG). NMR relaxation studies revealed more restricted molecular dynamics within liposomal bilayers and greater motional freedom in micelles. In biological studies, FCur and mixed liposomes exhibited the highest overall cytotoxicity against bladder (5637), prostate (LNCaP) cancer as well as normal fibroblast (MRC-5) cell lines, compared with the free compounds and polymeric micelles. Notably, polymeric micelles with FCur (single and mixed) exhibited a more favourable differential cytotoxicity response between bladder cancer and normal cells. Conclusions: These findings demonstrate that the nanocarrier system plays a critical role in determining both molecular dynamics and biological performance of encapsulated agents.<\/jats:p>","DOI":"10.3390\/nano16150920","type":"journal-article","created":{"date-parts":[[2026,7,27]],"date-time":"2026-07-27T16:11:56Z","timestamp":1785168716000},"page":"920","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Liposomal and Micellar-Based Nanoformulations of Fluorinated Curcumin Derivative and Naringenin\u2014Comparative Studies"],"prefix":"10.3390","volume":"16","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8514-5238","authenticated-orcid":false,"given":"Joanna","family":"Kuzminska","sequence":"first","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Pharmaceutical Chemistry, Rokietnicka 3, 60-806 Poznan, Poland"},{"name":"Doctoral School, Poznan University of Medical Sciences, Bukowska 70, 60-812 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8651-4560","authenticated-orcid":false,"given":"Agnieszka","family":"Sobczak","sequence":"additional","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Pharmaceutical Chemistry, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ludwika","family":"Piwowarczyk","sequence":"additional","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Pharmaceutical Chemistry, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7275-0298","authenticated-orcid":false,"given":"Violetta","family":"Krajka-Ku\u017aniak","sequence":"additional","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Pharmaceutical Biochemistry, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rafa\u0142","family":"Pietrzyk","sequence":"additional","affiliation":[{"name":"Functional Materials Physics Division, Faculty of Physics and Astronomy, Adam Mickiewicz University, Uniwersytetu Poznanskiego 2, 61-614 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8584-7029","authenticated-orcid":false,"given":"Miko\u0142aj","family":"Baranowski","sequence":"additional","affiliation":[{"name":"Functional Materials Physics Division, Faculty of Physics and Astronomy, Adam Mickiewicz University, Uniwersytetu Poznanskiego 2, 61-614 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pawe\u0142","family":"Bilski","sequence":"additional","affiliation":[{"name":"Department of Experimental Physics of Condensed Phase, Faculty of Physics and Astronomy, Adam Mickiewicz University, Uniwersytetu Poznanskiego 2, 61-614 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aneta","family":"Wo\u017aniak-Braszak","sequence":"additional","affiliation":[{"name":"Functional Materials Physics Division, Faculty of Physics and Astronomy, Adam Mickiewicz University, Uniwersytetu Poznanskiego 2, 61-614 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5705-5414","authenticated-orcid":false,"given":"Tomasz","family":"Goslinski","sequence":"additional","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Chemical Technology of Drugs, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anna","family":"Jeli\u0144ska","sequence":"additional","affiliation":[{"name":"Poznan University of Medical Sciences, Chair and Department of Pharmaceutical Chemistry, Rokietnicka 3, 60-806 Poznan, Poland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2026,7,27]]},"reference":[{"key":"ref_1","first-page":"10","article-title":"Cancer Statistics, 2025","volume":"75","author":"Siegel","year":"2025","journal-title":"CA A Cancer J. Clin."},{"key":"ref_2","first-page":"229","article-title":"Global Cancer Statistics 2022: GLOBOCAN Estimates of Incidence and Mortality Worldwide for 36 Cancers in 185 Countries","volume":"74","author":"Bray","year":"2024","journal-title":"CA A Cancer J. Clin."},{"key":"ref_3","first-page":"12","article-title":"Cancer Statistics, 2024","volume":"74","author":"Siegel","year":"2024","journal-title":"CA A Cancer J. Clin."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"e076743","DOI":"10.1136\/bmj-2023-076743","article-title":"Advances in Diagnosis and Treatment of Bladder Cancer","volume":"384","author":"Cookson","year":"2024","journal-title":"BMJ"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"900","DOI":"10.1111\/fcp.12896","article-title":"A Comprehensive View on the Quercetin Impact on Bladder Cancer: Focusing on Oxidative Stress, Cellular, and Molecular Mechanisms","volume":"37","author":"Golmohammadi","year":"2023","journal-title":"Fundam. Clin. Pharmacol."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Farhan, M. (2024). Cytotoxic Activity of the Red Grape Polyphenol Resveratrol against Human Prostate Cancer Cells: A Molecular Mechanism Mediated by Mobilization of Nuclear Copper and Generation of Reactive Oxygen Species. Life, 14.","DOI":"10.3390\/life14050611"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"133882","DOI":"10.1016\/j.ijbiomac.2024.133882","article-title":"Targeting Prostate Cancer via Therapeutic Targeting of PIM-1 Kinase by Naringenin and Quercetin","volume":"276","author":"Rathi","year":"2024","journal-title":"Int. J. Biol. Macromol."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"770","DOI":"10.1016\/j.biopha.2018.07.008","article-title":"Naringenin Inhibits Prostate Cancer Metastasis by Blocking Voltage-Gated Sodium Channels","volume":"106","author":"Akgun","year":"2018","journal-title":"Biomed. Pharmacother."},{"key":"ref_9","doi-asserted-by":"crossref","unstructured":"Mbese, Z., Khwaza, V., and Aderibigbe, B.A. (2019). Curcumin and Its Derivatives as Potential Therapeutic Agents in Prostate, Colon and Breast Cancers. Molecules, 24.","DOI":"10.3390\/molecules24234386"},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Rutz, J., Janicova, A., Woidacki, K., Chun, F.K.-H., Blaheta, R.A., and Relja, B. (2020). Curcumin\u2014A Viable Agent for Better Bladder Cancer Treatment. Int. J. Mol. Sci., 21.","DOI":"10.3390\/ijms21113761"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Zucchi, A., Claps, F., Pastore, A.L., Perotti, A., Biagini, A., Sallicandro, L., Gentile, R., Caglioti, C., Palazzetti, F., and Fioretti, B. (2023). Focus on the Use of Resveratrol in Bladder Cancer. Int. J. Mol. Sci., 24.","DOI":"10.3390\/ijms24054562"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"944","DOI":"10.1007\/s00044-024-03233-z","article-title":"Morpholinated Curcuminoids against Urinary Bladder Cancer Cells: Synthesis and Anticancer Evaluation","volume":"33","author":"Bakun","year":"2024","journal-title":"Med. Chem. Res."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1531","DOI":"10.3892\/mmr.2014.2375","article-title":"Naringenin Inhibits Migration of Bladder Cancer Cells through Downregulation of AKT and MMP-2","volume":"10","author":"Liao","year":"2014","journal-title":"Mol. Med. Rep."},{"key":"ref_14","doi-asserted-by":"crossref","unstructured":"Lazewski, D., Kucinska, M., Potapskiy, E., Kuzminska, J., Popenda, L., Tezyk, A., Goslinski, T., Wierzchowski, M., and Murias, M. (2023). Enhanced Cytotoxic Activity of PEGylated Curcumin Derivatives: Synthesis, Structure\u2013Activity Evaluation, and Biological Activity. Int. J. Mol. Sci., 24.","DOI":"10.3390\/ijms24021467"},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Wahab, N.A.A., Lajis, N.H., Abas, F., Othman, I., and Naidu, R. (2020). Mechanism of Anti-Cancer Activity of Curcumin on Androgen-Dependent and Androgen-Independent Prostate Cancer. Nutrients, 12.","DOI":"10.3390\/nu12030679"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"667","DOI":"10.2174\/1871520620666200203143803","article-title":"Therapeutic Effects of Curcumin against Bladder Cancer: A Review of Possible Molecular Pathways","volume":"20","author":"Ashrafizadeh","year":"2020","journal-title":"Anti-Cancer Agents Med. Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"31025","DOI":"10.1007\/s11356-022-18754-6","article-title":"Comprehensive Review on Naringenin and Naringin Polyphenols as a Potent Anticancer Agent","volume":"29","author":"Rauf","year":"2022","journal-title":"Environ. Sci. Pollut. Res."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"3000605231220807","DOI":"10.1177\/03000605231220807","article-title":"Curcumin Inhibits Growth and Triggers Apoptosis in Human Castration-Resistant Prostate Cancer Cells via IGF-1\/PI3K\/Akt Pathway","volume":"53","author":"Chen","year":"2025","journal-title":"J. Int. Med. Res."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1118","DOI":"10.1002\/jcb.25729","article-title":"Naringenin-Induced Apoptotic Cell Death in Prostate Cancer Cells Is Mediated via the PI3K\/AKT and MAPK Signaling Pathways","volume":"118","author":"Lim","year":"2017","journal-title":"J. Cell Biochem."},{"key":"ref_20","doi-asserted-by":"crossref","unstructured":"Pellegrino, M., Bevacqua, E., Frattaruolo, L., Cappello, A.R., Aquaro, S., and Tucci, P. (2023). Enhancing the Anticancer and Anti-Inflammatory Properties of Curcumin in Combination with Quercetin, for the Prevention and Treatment of Prostate Cancer. Biomedicines, 11.","DOI":"10.3390\/biomedicines11072023"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"113467","DOI":"10.1016\/j.jep.2020.113467","article-title":"A Combination Index and Glycoproteomics-Based Approach Revealed Synergistic Anticancer Effects of Curcuminoids of Turmeric against Prostate Cancer PC3 Cells","volume":"267","author":"Wei","year":"2021","journal-title":"J. Ethnopharmacol."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"63870","DOI":"10.18632\/oncotarget.11563","article-title":"Curcumin Potentiates Antitumor Activity of Cisplatin in Bladder Cancer Cell Lines via ROSmediated Activation of ERK1\/2","volume":"7","author":"Park","year":"2016","journal-title":"Oncotarget"},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Younes, M., Mardirossian, R., Rizk, L., Fazlian, T., Khairallah, J.P., Sleiman, C., Naim, H.Y., and Rizk, S. (2022). The Synergistic Effects of Curcumin and Chemotherapeutic Drugs in Inhibiting Metastatic, Invasive and Proliferative Pathways. Plants, 11.","DOI":"10.3390\/plants11162137"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"914","DOI":"10.1007\/s11095-008-9793-y","article-title":"Naringenin Enhances the Anti-Tumor Effect of Doxorubicin Through Selectively Inhibiting the Activity of Multidrug Resistance-Associated Proteins but Not P-Glycoprotein","volume":"26","author":"Zhang","year":"2009","journal-title":"Pharm. Res."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"7489","DOI":"10.1007\/s11033-023-08664-2","article-title":"Naringenin in Combination with Quercetin\/Fisetin Shows Synergistic Anti-Proliferative and Migration Reduction Effects in Breast Cancer Cell Lines","volume":"50","author":"Choupnan","year":"2023","journal-title":"Mol. Biol. Rep."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Aatif, M. (2023). Current Understanding of Polyphenols to Enhance Bioavailability for Better Therapies. Biomedicines, 11.","DOI":"10.3390\/biomedicines11072078"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"807","DOI":"10.1021\/mp700113r","article-title":"Bioavailability of Curcumin: Problems and Promises","volume":"4","author":"Anand","year":"2007","journal-title":"Mol. Pharm."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Monfalouti, H.E., and Kartah, B.E. (2024). Enhancing Polyphenol Bioavailability through Nanotechnology: Current Trends and Challenges. Exploring Natural Phenolic Compounds-Recent Progress and Practical Applications, IntechOpen.","DOI":"10.5772\/intechopen.1005764"},{"key":"ref_29","first-page":"3867","article-title":"Formulation, Characterization and Evaluation of Curcumin-Loaded PLGA Nanospheres for Cancer Therapy","volume":"29","author":"Mukerjee","year":"2009","journal-title":"Anticancer Res."},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Mahmud, M., Piwoni, A., Filiczak, N., Janicka, M., and Gubernator, J. (2016). Long-Circulating Curcumin-Loaded Liposome Formulations with High Incorporation Efficiency, Stability and Anticancer Activity towards Pancreatic Adenocarcinoma Cell Lines In Vitro. PLoS ONE, 11.","DOI":"10.1371\/journal.pone.0167787"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"523","DOI":"10.1080\/01932691.2019.1592687","article-title":"Solubility and Stability Enhancement of Curcumin in Soluplus\u00ae Polymeric Micelles: A Spectroscopic Study","volume":"41","author":"Rani","year":"2020","journal-title":"J. Dispers. Sci. Technol."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"142","DOI":"10.1007\/s12247-020-09500-x","article-title":"Enhancement of Curcumin Solubility Using a Novel Solubilizing Polymer Soluplus\u00ae","volume":"17","author":"Adwan","year":"2022","journal-title":"J. Pharm. Innov."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"104519","DOI":"10.1016\/j.jddst.2023.104519","article-title":"Soluplus\u00ae as a Solubilizing Excipient for Poorly Water-Soluble Drugs: Recent Advances in Formulation Strategies and Pharmaceutical Product Features","volume":"84","author":"Attia","year":"2023","journal-title":"J. Drug Deliv. Sci. Technol."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"136656","DOI":"10.1016\/j.colsurfa.2025.136656","article-title":"Comprehensive Analysis of the Structural and Interfacial Properties of Soluplus\u00ae Micelles: Implications for Optimizing Drug Encapsulation and Stability","volume":"715","author":"Desai","year":"2025","journal-title":"Colloids Surf. A Physicochem. Eng. Asp."},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Le, N.B.T., Tu, A.T.T., Zhao, D., Yoshikawa, C., Kawakami, K., Kaizuka, Y., and Yamazaki, T. (2023). Influence of the Charge Ratio of Guanine-Quadruplex Structure-Based CpG Oligodeoxynucleotides and Cationic DOTAP Liposomes on Cytokine Induction Profiles. Biomolecules, 13.","DOI":"10.3390\/biom13111639"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/j.csbj.2024.01.012","article-title":"Predicting Zeta Potential of Liposomes from Their Structure: A Nano-QSPR Model for DOPE, DC-Chol, DOTAP, and EPC Formulations","volume":"25","author":"Jarzynska","year":"2024","journal-title":"Comput. Struct. Biotechnol. J."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"135269","DOI":"10.1016\/j.molstruc.2023.135269","article-title":"Novel Fluorocurcuminoid-BF2 Complexes and Their Unlocked Counterparts as Potential Bladder Anticancer Agents\u2013Synthesis, Physicochemical Characterization, and in Vitro Anticancer Activity","volume":"1283","author":"Wierzchowski","year":"2023","journal-title":"J. Mol. Struct."},{"key":"ref_38","unstructured":"(2026, April 01). ICH Official Web Site: ICH. Available online: https:\/\/www.ich.org\/page\/quality-guidelines."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"679","DOI":"10.1103\/PhysRev.73.679","article-title":"Relaxation Effects in Nuclear Magnetic Resonance Absorption","volume":"73","author":"Bloembergen","year":"1948","journal-title":"Phys. Rev."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"337","DOI":"10.1016\/j.jconrel.2016.06.017","article-title":"DLS and Zeta Potential-What They Are and What They Are Not?","volume":"235","author":"Bhattacharjee","year":"2016","journal-title":"J. Control Release"},{"key":"ref_41","doi-asserted-by":"crossref","unstructured":"N\u00e9meth, Z., Cs\u00f3ka, I., Jazani, R.S., Sipos, B., Haspel, H., Kozma, G., K\u00f3nya, Z., and Dob\u00f3, D.G. (2022). Quality by Design-Driven Zeta Potential Optimisation Study of Liposomes with Charge Imparting Membrane Additives. Pharmaceutics, 14.","DOI":"10.3390\/pharmaceutics14091798"},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"563","DOI":"10.1080\/03639045.2017.1405431","article-title":"Preparation and Evaluation of Curcumin-Loaded Self-Assembled Micelles","volume":"44","author":"Wang","year":"2018","journal-title":"Drug Dev. Ind. Pharm."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"9103120","DOI":"10.1155\/2018\/9103120","article-title":"Curcumin-Loaded Mixed Micelles: Preparation, Characterization, and In Vitro Antitumor Activity","volume":"2018","author":"Ji","year":"2018","journal-title":"J. Nanotechnol."},{"key":"ref_44","doi-asserted-by":"crossref","unstructured":"Danaei, M., Dehghankhold, M., Ataei, S., Hasanzadeh Davarani, F., Javanmard, R., Dokhani, A., Khorasani, S., and Mozafari, M.R. (2018). Impact of Particle Size and Polydispersity Index on the Clinical Applications of Lipidic Nanocarrier Systems. Pharmaceutics, 10.","DOI":"10.3390\/pharmaceutics10020057"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"195","DOI":"10.1016\/j.ijpharm.2009.04.045","article-title":"Optimization of Epirubicin Nanoparticles Using Experimental Design for Enhanced Intravesical Drug Delivery","volume":"376","author":"Chang","year":"2009","journal-title":"Int. J. Pharm."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"12448","DOI":"10.1038\/s41598-022-14449-7","article-title":"Development of a Rapid in Vitro Pre-Screen for Distinguishing Effective Liposome-Adjuvant Delivery Systems","volume":"12","author":"Feather","year":"2022","journal-title":"Sci. Rep."},{"key":"ref_47","unstructured":"Center for Drug Evaluation and Research (2026, June 08). Liposome Drug Products: Chemistry, Manufacturing, and Controls; Human Pharmacokinetics and Bioavailability; and Labeling Documentation, Available online: https:\/\/www.fda.gov\/regulatory-information\/search-fda-guidance-documents\/liposome-drug-products-chemistry-manufacturing-and-controls-human-pharmacokinetics-and."},{"key":"ref_48","doi-asserted-by":"crossref","unstructured":"Chen, M., Li, R., Gao, Y., Zheng, Y., Liao, L., Cao, Y., Li, J., and Zhou, W. (2021). Encapsulation of Hydrophobic and Low-Soluble Polyphenols into Nanoliposomes by pH-Driven Method: Naringenin and Naringin as Model Compounds. Foods, 10.","DOI":"10.3390\/foods10050963"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"586","DOI":"10.1208\/s12249-016-0537-8","article-title":"Enhanced Solubility and Bioavailability of Naringenin via Liposomal Nanoformulation: Preparation and In Vitro and In Vivo Evaluations","volume":"18","author":"Wang","year":"2017","journal-title":"AAPS PharmSciTech"},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"231","DOI":"10.1016\/j.colsurfb.2011.06.037","article-title":"Interaction of Curcumin with Lipid Monolayers and Liposomal Bilayers","volume":"88","author":"Karewicz","year":"2011","journal-title":"Colloids Surf. B Biointerfaces"},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"1991","DOI":"10.1007\/s13346-022-01182-x","article-title":"Soluplus\u00ae Polymeric Nanomicelles Improve Solubility of BCS-Class II Drugs","volume":"12","author":"Pignatello","year":"2022","journal-title":"Drug Deliv. Transl. Res."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"122464","DOI":"10.1016\/j.ijpharm.2022.122464","article-title":"A Comparative Study on Micelles, Liposomes and Solid Lipid Nanoparticles for Paclitaxel Delivery","volume":"631","author":"Dattani","year":"2023","journal-title":"Int. J. Pharm."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"113851","DOI":"10.1016\/j.addr.2021.113851","article-title":"Liposome Composition in Drug Delivery Design, Synthesis, Characterization, and Clinical Application","volume":"176","author":"Large","year":"2021","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"274","DOI":"10.1007\/s12668-022-00941-x","article-title":"A Comprehensive Review on Novel Liposomal Methodologies, Commercial Formulations, Clinical Trials and Patents","volume":"12","author":"Andra","year":"2022","journal-title":"Bionanoscience"},{"key":"ref_55","doi-asserted-by":"crossref","unstructured":"Ong, S.G.M., Ming, L.C., Lee, K.S., and Yuen, K.H. (2016). Influence of the Encapsulation Efficiency and Size of Liposome on the Oral Bioavailability of Griseofulvin-Loaded Liposomes. Pharmaceutics, 8.","DOI":"10.3390\/pharmaceutics8030025"},{"key":"ref_56","doi-asserted-by":"crossref","first-page":"127","DOI":"10.1016\/j.jconrel.2021.02.016","article-title":"Polymeric Micelles in Cancer Therapy: State of the Art","volume":"332","author":"Ghosh","year":"2021","journal-title":"J. Control Release"},{"key":"ref_57","first-page":"7","article-title":"What We Need to Know about Liposomes as Drug Nanocarriers: An Updated Review","volume":"13","author":"Abbasi","year":"2023","journal-title":"Adv. Pharm. Bull."},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"4355","DOI":"10.1021\/jf0483669","article-title":"Experimental Determination of Octanol\u2212Water Partition Coefficients of Quercetin and Related Flavonoids","volume":"53","author":"Rothwell","year":"2005","journal-title":"J. Agric. Food Chem."},{"key":"ref_59","unstructured":"PubChem (2026, June 24). Naringenin, Available online: https:\/\/pubchem.ncbi.nlm.nih.gov\/compound\/439246."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"89","DOI":"10.1016\/j.jnutbio.2005.05.009","article-title":"The Citrus Flavonoid Naringenin Stimulates DNA Repair in Prostate Cancer Cells","volume":"17","author":"Gao","year":"2006","journal-title":"J. Nutr. Biochem."},{"key":"ref_61","doi-asserted-by":"crossref","unstructured":"Piwowarczyk, L., Kucinska, M., Tomczak, S., Mlynarczyk, D.T., Piskorz, J., Goslinski, T., Murias, M., and Jelinska, A. (2022). Liposomal Nanoformulation as a Carrier for Curcumin and pEGCG\u2014Study on Stability and Anticancer Potential. Nanomaterials, 12.","DOI":"10.3390\/nano12081274"},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"46664","DOI":"10.1021\/acsomega.4c06714","article-title":"Brief Comparison of the Efficacy of Cationic and Anionic Liposomes as Nonviral Delivery Systems","volume":"9","year":"2024","journal-title":"ACS Omega"},{"key":"ref_63","doi-asserted-by":"crossref","unstructured":"Lechanteur, A., Sanna, V., Duchemin, A., Evrard, B., Mottet, D., and Piel, G. (2018). Cationic Liposomes Carrying siRNA: Impact of Lipid Composition on Physicochemical Properties, Cytotoxicity and Endosomal Escape. Nanomaterials, 8.","DOI":"10.3390\/nano8050270"},{"key":"ref_64","doi-asserted-by":"crossref","first-page":"253","DOI":"10.3892\/mmr.2022.12769","article-title":"Optimal Combination of Cationic Lipid and Phospholipid in Cationic Liposomes for Gene Knockdown in Breast Cancer Cells and Mouse Lung Using siRNA Lipoplexes","volume":"26","author":"Hattori","year":"2022","journal-title":"Mol. Med. Rep."},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"340","DOI":"10.1016\/j.plipres.2008.03.002","article-title":"Cationic Liposomal Lipids: From Gene Carriers to Cell Signaling","volume":"47","author":"Lonez","year":"2008","journal-title":"Prog. Lipid Res."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"1188","DOI":"10.1038\/sj.gt.3301506","article-title":"On the Mechanism Whereby Cationic Lipids Promote Intracellular Delivery of Polynucleic Acids","volume":"8","author":"Hafez","year":"2001","journal-title":"Gene Ther."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"102","DOI":"10.1186\/1556-276X-8-102","article-title":"Liposome: Classification, Preparation, and Applications","volume":"8","author":"Akbarzadeh","year":"2013","journal-title":"Nanoscale Res. Lett."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"159","DOI":"10.1177\/2051013614541440","article-title":"Liposomes as Vaccine Delivery Systems: A Review of the Recent Advances","volume":"2","author":"Schwendener","year":"2014","journal-title":"Ther. Adv. Vaccines"},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"36","DOI":"10.1016\/j.addr.2012.09.037","article-title":"Liposomal Drug Delivery Systems: From Concept to Clinical Applications","volume":"65","author":"Allen","year":"2013","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"80","DOI":"10.1016\/j.addr.2020.09.009","article-title":"Polymeric Micelles for the Delivery of Poorly Soluble Drugs: From Nanoformulation to Clinical Approval","volume":"156","author":"Hwang","year":"2020","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"83","DOI":"10.47583\/ijpsrr.2024.v84i09.014","article-title":"Soluplus Based Polymeric Micelles: A Promising Carrier System for Challenging Drugs","volume":"84","author":"Kaur","year":"2024","journal-title":"Int. J. Pharm. Sci. Rev. Res."},{"key":"ref_72","doi-asserted-by":"crossref","first-page":"4324","DOI":"10.1038\/s41598-023-31560-5","article-title":"The Effect of 1,2-Dioleoyl-3-Trimethylammonium Propane (DOTAP) Addition on the Physical Characteristics of \u03b2-Ionone Liposomes","volume":"13","author":"Miatmoko","year":"2023","journal-title":"Sci. Rep."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"145","DOI":"10.1038\/nrd1632","article-title":"Recent Advances with Liposomes as Pharmaceutical Carriers","volume":"4","author":"Torchilin","year":"2005","journal-title":"Nat. Rev. Drug Discov."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"100","DOI":"10.1016\/j.jconrel.2006.04.014","article-title":"Toxicity of Cationic Lipids and Cationic Polymers in Gene Delivery","volume":"114","author":"Lv","year":"2006","journal-title":"J. Control Release"},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"312","DOI":"10.1016\/j.jconrel.2021.02.031","article-title":"Polymeric Micelles in Drug Delivery: An Insight of the Techniques for Their Characterization and Assessment in Biorelevant Conditions","volume":"332","author":"Ghezzi","year":"2021","journal-title":"J. Control Release"},{"key":"ref_76","doi-asserted-by":"crossref","first-page":"491","DOI":"10.2217\/imt-2020-0258","article-title":"Emerging Advances in Cationic Liposomal Cancer Nanovaccines: Opportunities and Challenges","volume":"13","author":"Ahmad","year":"2021","journal-title":"Immunotherapy"},{"key":"ref_77","doi-asserted-by":"crossref","unstructured":"Sercombe, L., Veerati, T., Moheimani, F., Wu, S.Y., Sood, A.K., and Hua, S. (2015). Advances and Challenges of Liposome Assisted Drug Delivery. Front. Pharmacol., 6.","DOI":"10.3389\/fphar.2015.00286"},{"key":"ref_78","doi-asserted-by":"crossref","first-page":"41830","DOI":"10.1021\/acsomega.4c06264","article-title":"Soluplus\u2013TPGS Mixed Micelles as a Delivery System for Brigatinib: Characterization and In Vitro Evaluation","volume":"9","author":"Ali","year":"2024","journal-title":"ACS Omega"},{"key":"ref_79","doi-asserted-by":"crossref","first-page":"186","DOI":"10.1016\/j.ijpharm.2016.08.045","article-title":"Improved Oral Bioavailability and Anticancer Efficacy on Breast Cancer of Paclitaxel via Novel Soluplus\u00ae\u2014Solutol\u00ae HS15 Binary Mixed Micelles System","volume":"512","author":"Hou","year":"2016","journal-title":"Int. J. Pharm."},{"key":"ref_80","doi-asserted-by":"crossref","unstructured":"Bulbake, U., Doppalapudi, S., Kommineni, N., and Khan, W. (2017). Liposomal Formulations in Clinical Use: An Updated Review. Pharmaceutics, 9.","DOI":"10.3390\/pharmaceutics9020012"},{"key":"ref_81","doi-asserted-by":"crossref","first-page":"256","DOI":"10.1016\/j.jconrel.2019.12.023","article-title":"The Role of Liposomes in Clinical Nanomedicine Development. What Now? Now What?","volume":"318","author":"Crommelin","year":"2020","journal-title":"J. Control Release"},{"key":"ref_82","doi-asserted-by":"crossref","first-page":"312","DOI":"10.1016\/j.jconrel.2011.12.012","article-title":"Polymeric Micelles Drug Delivery System in Oncology","volume":"159","author":"Gong","year":"2012","journal-title":"J. Control Release"},{"key":"ref_83","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1016\/j.colsurfb.2019.03.039","article-title":"Quantification of Drugs Encapsulated in Liposomes by 1H NMR","volume":"179","author":"Noro","year":"2019","journal-title":"Colloids Surf. B Biointerfaces"},{"key":"ref_84","doi-asserted-by":"crossref","unstructured":"Szkudlarek, J., Piwowarczyk, L., Krajka-Ku\u017aniak, V., Majchrzak-Celi\u0144ska, A., Tomczak, S., Baranowski, M., Pietrzyk, R., Wo\u017aniak-Braszak, A., and Jeli\u0144ska, A. (2025). Liposomal Co-Delivery of Acteoside, CBD, and Naringenin: A Synergistic Strategy Against Gliomas. Pharmaceutics, 17.","DOI":"10.3390\/pharmaceutics17081026"},{"key":"ref_85","doi-asserted-by":"crossref","first-page":"336","DOI":"10.1016\/j.ejps.2011.11.025","article-title":"Soluplus\u00ae as an Effective Absorption Enhancer of Poorly Soluble Drugs in Vitro and in Vivo","volume":"45","author":"Linn","year":"2012","journal-title":"Eur. J. Pharm. Sci."},{"key":"ref_86","doi-asserted-by":"crossref","first-page":"1457","DOI":"10.1016\/j.xphs.2020.12.022","article-title":"Amorphous Solid Dispersions of Felodipine and Nifedipine with Soluplus\u00ae: Drug-Polymer Miscibility and Intermolecular Interactions","volume":"110","author":"Sarpal","year":"2021","journal-title":"J. Pharm. Sci."},{"key":"ref_87","doi-asserted-by":"crossref","unstructured":"Guembe-Michel, N., Nguewa, P., and Gonz\u00e1lez-Gaitano, G. (2025). Soluplus\u00ae-Based Pharmaceutical Formulations: Recent Advances in Drug Delivery and Biomedical Applications. Int. J. Mol. Sci., 26.","DOI":"10.3390\/ijms26041499"},{"key":"ref_88","doi-asserted-by":"crossref","unstructured":"Abragam, A. (1961). The Principles of Nuclear Magnetism, Oxford University Press. Available online: https:\/\/www.scribd.com\/doc\/75401377\/Abragam-The-Principles-of-Nuclear-Magnetism.","DOI":"10.1119\/1.1937646"},{"key":"ref_89","unstructured":"Levitt, M.H. (2008). Spin Dynamics Basics of Nuclear Magnetic Resonance, John Wiley & Sons."},{"key":"ref_90","doi-asserted-by":"crossref","unstructured":"Calucci, L., Pizzanelli, S., Mandoli, A., Birczy\u0144ski, A., Lalowicz, Z.T., De Monte, C., Ricci, L., and Bronco, S. (2021). Unravelling Main- and Side-Chain Motions in Polymers with NMR Spectroscopy and Relaxometry: The Case of Polyvinyl Butyral. Polymers, 13.","DOI":"10.3390\/polym13162686"},{"key":"ref_91","unstructured":"Fatkullin, N., Ikehara, T., Jinnai, H., Kawata, S., Kimmich, R., Nishi, T., Nishikawa, Y., and Sun, H.-B. (2004). Polymer Chain Dynamics and NMR. NMR \u2022 3D Analysis \u2022 Photopolymerization, Springer."},{"key":"ref_92","doi-asserted-by":"crossref","first-page":"396","DOI":"10.1016\/j.addr.2011.07.009","article-title":"Evaluation of Amorphous Solid Dispersion Properties Using Thermal Analysis Techniques","volume":"64","author":"Baird","year":"2012","journal-title":"Adv. Drug Deliv. Rev."}],"container-title":["Nanomaterials"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2079-4991\/16\/15\/920\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,27]],"date-time":"2026-07-27T16:30:03Z","timestamp":1785169803000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2079-4991\/16\/15\/920"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,7,27]]},"references-count":92,"journal-issue":{"issue":"15","published-online":{"date-parts":[[2026,8]]}},"alternative-id":["nano16150920"],"URL":"https:\/\/doi.org\/10.3390\/nano16150920","relation":{},"ISSN":["2079-4991"],"issn-type":[{"value":"2079-4991","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,7,27]]}}}