{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T01:44:59Z","timestamp":1760060699307,"version":"build-2065373602"},"reference-count":62,"publisher":"MDPI AG","issue":"18","license":[{"start":{"date-parts":[[2025,9,13]],"date-time":"2025-09-13T00:00:00Z","timestamp":1757721600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The inflammatory response is a defence mechanism triggered by tissue damage, aiming to eliminate harmful agents and initiate healing. Conventional anti-inflammatory drugs, such as NSAIDs and corticosteroids, are widely used but often cause severe side effects. Flavonoids, particularly flavanones, have shown significant anti-inflammatory activity with fewer adverse effects. In this study, eight analogues (1a\u20131d) and (2a\u20132d) were obtained from natural flavanones (1) and (2) using a pharmacomodulation strategy. NMR, FTIR, structurally confirmed all compounds and MS. Theoretical physicochemical analyses, including molecular orbital energies, dipole moments, and Log P, suggested favourable drug-like properties for these analogues. The anti-inflammatory activity was evaluated in vivo using a TPA-induced mouse ear edema model. Analogue (2c) exhibited the highest inhibition (98.62 \u00b1 1.92%), followed by (2d) (76.12 \u00b1 1.74%) and (1c) (71.64 \u00b1 1.86%). Notably, structural modifications such as cyclization, methoxylation, and prenylation were associated with increased lipophilicity and biological activity, suggesting that tuning physicochemical properties may enhance pharmacological efficacy while preserving drug-likeness. Overall, these findings highlight semi-synthetic derivatization of flavanones as a valuable approach for developing potent and selective anti-inflammatory agents, positioning analogue (2c) as a promising lead for further pharmacological development.<\/jats:p>","DOI":"10.3390\/molecules30183728","type":"journal-article","created":{"date-parts":[[2025,9,15]],"date-time":"2025-09-15T10:51:33Z","timestamp":1757933493000},"page":"3728","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["In Vivo Anti-Inflammatory Evaluation and In Silico Physicochemical Characterization of Flavanones from E. platycarpa Leaves"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0625-5579","authenticated-orcid":false,"given":"Berenice","family":"Andrade-Carrera","sequence":"first","affiliation":[{"name":"Facultad de Nutrici\u00f3n, Universidad Aut\u00f3noma del Estado de Morelos, Cuernavaca 62350, Morelos, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9366-8744","authenticated-orcid":false,"given":"Valeri","family":"Dom\u00ednguez-Villegas","sequence":"additional","affiliation":[{"name":"Facultad de Ciencias Qu\u00edmicas e Ingenier\u00eda, Universidad Aut\u00f3noma del Estado de Morelos, Cuernavaca 62210, Morelos, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4989-4821","authenticated-orcid":false,"given":"Ana Cristina","family":"Calpena","sequence":"additional","affiliation":[{"name":"Department of Pharmacy, Pharmaceutical Technology and Physical Chemistry, School of Pharmacy and Food Sciences, University of Barcelona, 27-31 Joan XXIII Av., 08028 Barcelona, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5041-5587","authenticated-orcid":false,"given":"Mar\u00eda Luisa","family":"Gardu\u00f1o-Ram\u00edrez","sequence":"additional","affiliation":[{"name":"Centro de Investigaciones Qu\u00edmicas, Instituto de Investigaci\u00f3n en Ciencias B\u00e1sicas y Aplicadas, Universidad Aut\u00f3noma del Estado de Morelos, Cuernavaca 62210, Morelos, Mexico"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2025,9,13]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"7204","DOI":"10.18632\/oncotarget.23208","article-title":"Inflammatory responses and inflammation-associated diseases in organs","volume":"9","author":"Chen","year":"2017","journal-title":"Oncotarget"},{"key":"ref_2","first-page":"e20200147","article-title":"Once upon a time, inflammation","volume":"27","author":"Cavaillon","year":"2021","journal-title":"J. Venom. Anim. Toxins Incl. Trop. Dis."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"973","DOI":"10.1055\/s-2003-45141","article-title":"Anti-inflammatory compounds of plant origin. Part I. Action on arachidonic acid pathway, nitric oxide and nuclear factor kappa B (NF-kappaB)","volume":"69","author":"Calixto","year":"2003","journal-title":"Planta Med."},{"key":"ref_4","doi-asserted-by":"crossref","unstructured":"Dias, M.C., Pinto, D.C.G.A., and Silva, A.M.S. (2021). Plant Flavonoids: Chemical Characteristics and Biological Activity. Molecules, 26.","DOI":"10.3390\/molecules26175377"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"112347","DOI":"10.1016\/j.phytochem.2020.112347","article-title":"The style and substance of plant flavonoid decoration; towards defining both structure and function","volume":"174","author":"Alseekh","year":"2020","journal-title":"Phytochemistry"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"162750","DOI":"10.1155\/2013\/162750","article-title":"Chemistry and biological activities of flavonoids: An overview","volume":"1","author":"Kumar","year":"2013","journal-title":"Sci. World J."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"3752","DOI":"10.1021\/jm000951n","article-title":"Synthesis of novel 3, 7-substituted-2-(3\u2018,4\u2018-dihydroxyphenyl) flavones with improved antioxidant activity","volume":"43","author":"Hageman","year":"2000","journal-title":"J. Med. Chem."},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Andrade-Carrera, B., Clares, B., No\u00e9, V., Mallandrich, M., Calpena, A.C., Garc\u00eda, M.L., and Gardu\u00f1o-Ram\u00edrez, M.L. (2017). Cytotoxic Evaluation of (2S)-5,7-dihydroxy-6-prenylflavanone derivatives loaded PLGA nanoparticles against MiaPaCa-2 Cells. Molecules, 22.","DOI":"10.3390\/molecules22091553"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"929","DOI":"10.7150\/ijms.26410","article-title":"Anti-inflammation and anti-cancer activity of ethanol extract of antarctic freshwater microalga, Micractinium sp.","volume":"15","author":"Suh","year":"2018","journal-title":"Int. J. Med. Sci."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"228","DOI":"10.1016\/j.tcm.2008.11.004","article-title":"Monocyte-endothelial cell interactions in thedevelopment of atherosclerosis","volume":"18","author":"Mestas","year":"2008","journal-title":"Trends Cardiovasc. Med."},{"key":"ref_11","first-page":"177","article-title":"Anti-inflammatory, antioxidant and cytotoxicity activities of methanolic extract prenylated flavanones isolated from leaves of Eysehardtia platycarpa","volume":"8","author":"Calpena","year":"2013","journal-title":"Nat. Prod. Commun."},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Shamsudin, N.F., Ahmed, Q.U., Mahmood, S., Shah, S.A.A., Sarian, M.N., Khattak, M.M.A.K., and Latip, J. (2022). Flavonoids as antidiabetic and anti-inflammatory agents: A review on structural activity relationship-based studies and meta-analysis. Int. J. Mol. Sci., 23.","DOI":"10.3390\/ijms232012605"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"7285","DOI":"10.1021\/acs.jafc.1c02015","article-title":"Anti-inflammation activity of flavones and their structure\u2013activity relationship","volume":"69","author":"Wang","year":"2021","journal-title":"J. Agric. Food Chem."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"655","DOI":"10.3109\/13880209.2013.853809","article-title":"A systematic review on biological activities of prenylated flavonoids","volume":"52","author":"Chen","year":"2014","journal-title":"Pharm. Biol."},{"key":"ref_15","first-page":"651","article-title":"Molecular Docking and ADMET Prediction Studies of Flavonoids as Multi-Target Agents In COVID-19 Therapy: Anti-Inflammatory and Antiviral Approaches","volume":"34","author":"Nugroho","year":"2023","journal-title":"Indones. J. Pharm."},{"key":"ref_16","first-page":"1687","article-title":"Antihyperglycemic activity and chemical constituents of Eysenhardtia platycarpa (Fabaceae)","volume":"27","author":"Alvarez","year":"2006","journal-title":"J. Nat. Prod."},{"key":"ref_17","unstructured":"Delgado, A., Minguillon, C., and Joglar, J. (2004). Introducci\u00f3n a la Qu\u00edmica Terap\u00e9utica, Editorial D\u00edaz de Santos. [2nd ed.]."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"20","DOI":"10.2174\/1871523019666200102112017","article-title":"Molecular modelling, synthesis and evaluation of flavone and flavanone scaffolds as anti-inflammatory agents","volume":"20","author":"Kiruthiga","year":"2021","journal-title":"Anti-Inflamm. Anti-Allergy Agents Med. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"69","DOI":"10.3390\/chemistry1010006","article-title":"Acetylation of alcohols, amines, phenols, thiols under catalyst and solvent-free conditions","volume":"1","author":"Anbu","year":"2019","journal-title":"Chemistry"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"36","DOI":"10.1016\/0040-4020(59)80034-X","article-title":"Methylation of alcohols with diazomethane","volume":"6","author":"Neeman","year":"1959","journal-title":"Tetrahedron"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"3563","DOI":"10.1016\/0040-4020(78)88432-4","article-title":"Synthesis of (\u00b1) lupinifolin, di-O-methyl xanthohumol and isoxanthohumol and related compounds","volume":"34","author":"Jain","year":"1978","journal-title":"Tetrahedron"},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"2031","DOI":"10.1016\/S0040-4039(01)94741-0","article-title":"Synthesis of lupinifolin","volume":"23","author":"Nagar","year":"1978","journal-title":"Tetrahedron Lett."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"122","DOI":"10.1016\/S0008-6215(00)81476-7","article-title":"Observations on esterification reactions","volume":"2","author":"Buck","year":"1966","journal-title":"Carbohydr. Res."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"869","DOI":"10.1016\/S0960-894X(99)00092-X","article-title":"Synthesis and hypoglycemic effect of chrysin derivatives","volume":"9","author":"Shin","year":"1999","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1418","DOI":"10.3390\/molecules16021418","article-title":"A convenient and safe O-methylation of flavonoids with dimethyl carbonate (DMC)","volume":"16","author":"Bernini","year":"2011","journal-title":"Molecules"},{"key":"ref_26","unstructured":"Barreiro, E.J., and Fraga, C.A.M. (2008). Qu\u00edmica Medicinal\u2014As Bases Moleculares da A\u00e7\u0101o dos F\u00e1rmacos, Artmed. [2nd ed.]."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"335","DOI":"10.1023\/A:1016024005429","article-title":"Lipophilicity in molecular modeling","volume":"13","author":"Testa","year":"1996","journal-title":"Pharm. Res."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"3132","DOI":"10.1248\/cpb.39.3132","article-title":"Three new flavonoids, 3\u2032-methoxylupinifolin, laxifolin, and isolaxifolin from the roots of Derris laxiflora Benth","volume":"39","author":"Lin","year":"1991","journal-title":"Chem. Pharm. Bull."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"7075","DOI":"10.1002\/anie.200702131","article-title":"Mechanism of methyl esterification of carboxylic acids by trimethylsilyldiazomethane","volume":"46","author":"Laffan","year":"2007","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"261","DOI":"10.1016\/0031-9422(75)85051-5","article-title":"A Stilbene and two flavanones from Derris rariflora","volume":"14","author":"Filho","year":"1975","journal-title":"Phytochemistry"},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"2649","DOI":"10.1246\/bcsj.55.2649","article-title":"A convenient synthesis of linear 2-methylpyrianochromones","volume":"55","author":"Ahluwalia","year":"1982","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref_32","unstructured":"Todeschini, R., and Consonni, V. (2009). Molecular Descriptors for Chemoinformatics: Volume I: Alphabetical Listing\/Volume II: Appendices, References, John Wiley & Sons."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"31","DOI":"10.2174\/138955709787001712","article-title":"Distribution and biological activities of the flavonoid luteolin","volume":"9","year":"2009","journal-title":"Mini Rev. Med. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"3762","DOI":"10.1021\/jp980230o","article-title":"Prediction of hydrophobic (lipophilic) properties of small organic molecules using fragmental methods: An analysis of ALOGP and CLOGP methods","volume":"102","author":"Ghose","year":"1998","journal-title":"J. Phys. Chem. A"},{"key":"ref_35","unstructured":"Roy, K., Kar, S., and Das, R.N. (2015). Understanding the Basics of QSAR for Applications in Pharmaceutical Sciences and Risk Assessment, Academic press."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(96)00423-1","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"23","author":"Lipinski","year":"1997","journal-title":"Adv. Drug Deliv. Rev."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"881","DOI":"10.1038\/nrd2445","article-title":"The influence of drug-like concepts on decision-making in medicinal chemistry","volume":"206","author":"Leeson","year":"2007","journal-title":"Nat. Rev. Drug Discov."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Constantinescu, T., Lungu, C.N., and Lung, I. (2019). Lipophilicity as a central component of drug-like properties of chalchones and flavonoid derivatives. Molecules, 24.","DOI":"10.3390\/molecules24081505"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"1603","DOI":"10.1016\/j.freeradbiomed.2010.09.006","article-title":"Oxidative stress, inflammation, and cancer: How are they linked?","volume":"49","author":"Reuter","year":"2010","journal-title":"Free Radic. Biol. Med."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"537","DOI":"10.1007\/s00011-009-0037-3","article-title":"Flavonoids as anti-inflammatory agents: Implications in cancer and cardiovascular disease","volume":"58","author":"Villares","year":"2009","journal-title":"Inflamm. Res."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1080\/10408398.2016.1196334","article-title":"Modifications of dietary flavonoids towards improved bioactivity: An update on structure\u2013activity relationship","volume":"58","author":"Chen","year":"2018","journal-title":"Crit. Rev. Food Sci. Nutr."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"e47","DOI":"10.1017\/jns.2016.41","article-title":"Flavonoids: An overview","volume":"5","author":"Panche","year":"2016","journal-title":"J. Nutr. Sci."},{"key":"ref_43","doi-asserted-by":"crossref","unstructured":"Daina, A., Michielin, O., and Zoete, V. (2017). SwissADME: A free web tool to evaluate pharmacokinetics, drug-likeness and medicinal chemistry friendliness of small molecules. Sci. Rep., 7.","DOI":"10.1038\/srep42717"},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"2615","DOI":"10.1021\/jm020017n","article-title":"Molecular properties that influence the oral bioavailability of drug candidates","volume":"45","author":"Veber","year":"2002","journal-title":"J. Med. Chem."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"103","DOI":"10.1016\/j.pharmthera.2012.12.007","article-title":"Cytochrome P450 enzymes in drug metabolism: Regulation of gene expression, enzyme activities, and impact of genetic variation","volume":"138","author":"Zanger","year":"2013","journal-title":"Pharmacol. Ther."},{"key":"ref_46","first-page":"195727","article-title":"Drug solubility: Importance and enhancement techniques","volume":"2012","author":"Savjani","year":"2012","journal-title":"Int. Sch. Res. Not."},{"key":"ref_47","doi-asserted-by":"crossref","unstructured":"Bennett, M., and Gilroy, D.W. (2017). Lipid mediators in inflammation. Myeloid Cells in Health and Disease: A Synthesis, John Wiley & Sons.","DOI":"10.1128\/9781555819194.ch19"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"5839","DOI":"10.1073\/pnas.1804932115","article-title":"Oxygen radicals, nitric oxide, and peroxynitrite: Redox pathways in molecular medicine","volume":"115","author":"Radi","year":"2018","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"9","DOI":"10.3109\/03009749609097226","article-title":"Mechanism of action of anti-inflammatory drugs","volume":"25","author":"Vane","year":"1996","journal-title":"Scand. J. Rheumatol."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"682","DOI":"10.1038\/nchembio.118","article-title":"Network pharmacology: The next paradigm in drug discovery","volume":"4","author":"Hopkins","year":"2008","journal-title":"Nat. Chem. Biol."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"S29","DOI":"10.1194\/jlr.R800042-JLR200","article-title":"Cyclooxygenases: Structural and functional insights","volume":"50","author":"Rouzer","year":"2009","journal-title":"J. Lipid Res."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"7592","DOI":"10.1021\/acs.chemrev.0c00215","article-title":"Structural and chemical biology of the interaction of cyclooxygenase with substrates and non-steroidal anti-inflammatory drugs","volume":"120","author":"Rouzer","year":"2020","journal-title":"Chem. Rev."},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"1739","DOI":"10.1016\/j.bcp.2013.10.003","article-title":"The O-methylation of chrysin markedly improves its intestinal anti-inflammatory properties: Structure\u2013activity relationships of flavones","volume":"86","author":"During","year":"2013","journal-title":"Biochem. Pharmacol."},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"713","DOI":"10.2174\/0929867053202241","article-title":"Prenylated flavonoids: Pharmacology and biotechnology","volume":"12","author":"Botta","year":"2005","journal-title":"Curr. Med. Chem."},{"key":"ref_55","first-page":"e-20230157","article-title":"Novel flavanone naringenin derivative with anti-inflammatory activity","volume":"35","author":"Souza","year":"2024","journal-title":"J. Braz. Chem. Soc."},{"key":"ref_56","doi-asserted-by":"crossref","unstructured":"Jaworska, D., K\u0142\u00f3sek, M., Bronikowska, J., Krawczyk-\u0141ebek, A., Perz, M., Kostrzewa-Sus\u0142ow, E., and Czuba, Z.P. (2025). Methyl Derivatives of Flavone as Potential Anti-Inflammatory Compounds. Int. J. Mol. Sci., 26.","DOI":"10.3390\/ijms26020729"},{"key":"ref_57","doi-asserted-by":"crossref","unstructured":"Stabrauskiene, J., Kopustinskiene, D.M., Lazauskas, R., and Bernatoniene, J. (2022). Naringin and naringenin: Their mechanisms of action and the potential anticancer activities. Biomedicines, 10.","DOI":"10.3390\/biomedicines10071686"},{"key":"ref_58","doi-asserted-by":"crossref","unstructured":"Cai, J., Wen, H., Zhou, H., Zhang, D., Lan, D., Liu, S., and Zhang, J. (2023). Naringenin: A flavanone with anti-inflammatory and anti-infective properties. Biomed. Pharmacother., 164.","DOI":"10.1016\/j.biopha.2023.114990"},{"key":"ref_59","doi-asserted-by":"crossref","unstructured":"Morante-Carriel, J., N\u00e1jera, H., Samper-Herrero, A., \u017divkovi\u0107, S., Mart\u00ednez-Esteso, M.J., Mart\u00ednez-M\u00e1rquez, A., and Bru-Mart\u00ednez, R. (2024). Therapeutic Potential of Prenylated Flavonoids of the Fabaceae Family in Medicinal Chemistry: An Updated Review. Int. J. Mol. Sci., 25.","DOI":"10.3390\/ijms252313036"},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1007\/s40203-024-00234-z","article-title":"Antibacterial activities, PASS prediction and ADME analysis of phytochemicals from Curcubita moschata, Curcubita maxima, and Irvingia gabonensis: Insights from in silico studies","volume":"12","author":"Adedotun","year":"2024","journal-title":"In Silico Pharmacol."},{"key":"ref_61","unstructured":"(1999). Especificaciones T\u00e9cnicas para la Producci\u00f3n, Cuidado y Uso de los Animales de Laboratorio (Standard No. NOM-062-ZOO-1999)."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"1925","DOI":"10.3987\/R-1986-07-1925","article-title":"Cinnamoylation of chromans: Formation of flavonoids and neoflavonoids","volume":"24","author":"Suresh","year":"1986","journal-title":"Heterocycles"}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/30\/18\/3728\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,9]],"date-time":"2025-10-09T18:45:06Z","timestamp":1760035506000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/30\/18\/3728"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,13]]},"references-count":62,"journal-issue":{"issue":"18","published-online":{"date-parts":[[2025,9]]}},"alternative-id":["molecules30183728"],"URL":"https:\/\/doi.org\/10.3390\/molecules30183728","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2025,9,13]]}}}