{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,5]],"date-time":"2026-08-05T01:55:45Z","timestamp":1785894945692,"version":"3.56.0"},"reference-count":42,"publisher":"MDPI AG","issue":"17","license":[{"start":{"date-parts":[[2024,8,29]],"date-time":"2024-08-29T00:00:00Z","timestamp":1724889600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["82003607"],"award-info":[{"award-number":["82003607"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["232301420094"],"award-info":[{"award-number":["232301420094"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["HN2022078"],"award-info":[{"award-number":["HN2022078"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["232102310426"],"award-info":[{"award-number":["232102310426"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["242102310312"],"award-info":[{"award-number":["242102310312"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["24IRTSTHN039"],"award-info":[{"award-number":["24IRTSTHN039"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["82003607"],"award-info":[{"award-number":["82003607"]}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["232301420094"],"award-info":[{"award-number":["232301420094"]}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["HN2022078"],"award-info":[{"award-number":["HN2022078"]}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["232102310426"],"award-info":[{"award-number":["232102310426"]}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["242102310312"],"award-info":[{"award-number":["242102310312"]}]},{"name":"Joint Fund of Provincial Science and Technology Plan of Henan Province","award":["24IRTSTHN039"],"award-info":[{"award-number":["24IRTSTHN039"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["82003607"],"award-info":[{"award-number":["82003607"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["232301420094"],"award-info":[{"award-number":["232301420094"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["HN2022078"],"award-info":[{"award-number":["HN2022078"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["232102310426"],"award-info":[{"award-number":["232102310426"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["242102310312"],"award-info":[{"award-number":["242102310312"]}]},{"name":"Postdoctoral Research Funding of Henan Province","award":["24IRTSTHN039"],"award-info":[{"award-number":["24IRTSTHN039"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["82003607"],"award-info":[{"award-number":["82003607"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["232301420094"],"award-info":[{"award-number":["232301420094"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["HN2022078"],"award-info":[{"award-number":["HN2022078"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["232102310426"],"award-info":[{"award-number":["232102310426"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["242102310312"],"award-info":[{"award-number":["242102310312"]}]},{"name":"Scientific and Technological Key Project in Henan Province","award":["24IRTSTHN039"],"award-info":[{"award-number":["24IRTSTHN039"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["82003607"],"award-info":[{"award-number":["82003607"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["232301420094"],"award-info":[{"award-number":["232301420094"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["HN2022078"],"award-info":[{"award-number":["HN2022078"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["232102310426"],"award-info":[{"award-number":["232102310426"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["242102310312"],"award-info":[{"award-number":["242102310312"]}]},{"name":"Program for Innovative Research Team (in Science and Technology) in University of Henan Province","award":["24IRTSTHN039"],"award-info":[{"award-number":["24IRTSTHN039"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Psoriasis, an immune-mediated inflammatory skin disorder, seriously affects the quality of life of nearly four percent of the world population. Euphorbia helioscopia L. is the monarch constituent of Chinese ZeQi powder preparation for psoriasis, so it is necessary to illustrate its active ingredients. Thus, twenty-three diterpenoids, including seven new ones, were isolated from the whole herb of E. helioscopia L. Compounds 1 and 2, each featuring a 2,3-dicarboxylic functionality, are the first examples in the ent-2,3-sceo-atisane or the ent-2,3-sceo-abietane family. Extensive spectroscopic analysis (1D, 2D NMR, and HRMS data) and computational methods were used to confirm their structures and absolute configurations. According to the previous study and NMR data from the jatropha diterpenes obtained in this study, some efficient 1H NMR spectroscopic rules for assigning the relative configurations of 3\u03b1-benzyloxy-jatroph-11E-ene and 7,8-seco-3\u03b1-benzyloxy-jatropha-11E-ene were summarized. Moreover, the hyperproliferation of T cells and keratinocytes is considered a key pathophysiology of psoriasis. Anti-proliferative activities against induced T\/B lymphocytes and HaCaT cells were tested, and IC50 values of some compounds ranged from 6.7 to 31.5 \u03bcM. Compounds 7 and 11 reduced the secretions of IFN-\u03b3 and IL-2 significantly. Further immunofluorescence experiments and a docking study with NF-\u03baB P65 showed that compound 13 interfered with the proliferation of HaCaT cells by inhibiting the NF-\u03baB P65 phosphorylation at the protein level.<\/jats:p>","DOI":"10.3390\/molecules29174104","type":"journal-article","created":{"date-parts":[[2024,8,30]],"date-time":"2024-08-30T07:45:47Z","timestamp":1725003947000},"page":"4104","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Diterpenoids with Potent Anti-Psoriasis Activity from Euphorbia helioscopia L."],"prefix":"10.3390","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7961-4694","authenticated-orcid":false,"given":"Zhen-Zhu","family":"Zhao","sequence":"first","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xu-Bo","family":"Liang","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hong-Juan","family":"He","sequence":"additional","affiliation":[{"name":"Academy of Chinese Medical Sciences, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gui-Min","family":"Xue","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9074-7591","authenticated-orcid":false,"given":"Yan-Jun","family":"Sun","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hui","family":"Chen","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yin-Sheng","family":"Zhao","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Li-Na","family":"Bian","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wei-Sheng","family":"Feng","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiao-Ke","family":"Zheng","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2024,8,29]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1111\/j.1365-2249.2004.02310.x","article-title":"Immunopathogenic mechanisms in psoriasis","volume":"135","author":"Gudjonsson","year":"2004","journal-title":"Clin. Exp. Immunol."},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Rendon, A., and Sch\u00e4kel, K. (2019). Psoriasis pathogenesis and treatment. Int. J. Mol. Sci., 20.","DOI":"10.3390\/ijms20061475"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"314","DOI":"10.1046\/j.1365-2230.2001.00832.x","article-title":"Psoriasis-Epidemiology and clinical spectrum","volume":"26","author":"Christophers","year":"2001","journal-title":"Clin. Exp. Dermatol."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"4295","DOI":"10.1021\/cr078350s","article-title":"Chemical and pharmacological research of the plants in genus Euphorbia","volume":"108","author":"Shi","year":"2008","journal-title":"Chem. Rev."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"112649","DOI":"10.1016\/j.phytochem.2020.112649","article-title":"Euphorbia helioscopia L.: A phytochemical and pharmacological overview","volume":"184","author":"Yang","year":"2021","journal-title":"Phytochemistry"},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"2166","DOI":"10.1021\/acs.orglett.6b00787","article-title":"Three minor diterpenoids with three carbon skeletons from Euphorbia peplus","volume":"18","author":"Wan","year":"2016","journal-title":"Org. Lett."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"815","DOI":"10.1021\/acs.jnatprod.1c00879","article-title":"Jatrophane diterpenoids with Kv1.3 ion channel inhibitory effects from Euphorbia helioscopia","volume":"85","author":"Zhou","year":"2022","journal-title":"J. Nat. Prod."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"697","DOI":"10.1021\/acs.orglett.1c04145","article-title":"Diterpenoids with rearranged 9(10\u219211)-abeo-10,12-cyclojatrophane skeleton and the first (15S)-jatrophane from Euphorbia helioscopia: Structural elucidation, biomimetic conversion, and their immunosuppressive effects","volume":"24","author":"Xiang","year":"2022","journal-title":"Org. Lett."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"2379","DOI":"10.1021\/acs.jnatprod.3c00580","article-title":"Diterpenoids from Euphorbia fischeriana with Kv1.3 inhibitory activity","volume":"86","author":"Cai","year":"2023","journal-title":"J. Nat. Prod."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"7052560","DOI":"10.1155\/2017\/7052560","article-title":"Therapeutic effects of methanol extract from Euphorbia kansui Radix on imiquimod-induced psoriasis","volume":"2017","author":"Kim","year":"2017","journal-title":"J. Immunol. Res."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"167","DOI":"10.1021\/acs.joc.7b02558","article-title":"Secoheliosphanes A and B and secoheliospholane A, three diterpenoids with unusual seco-jatrophane and seco-jatrophane skeletons from Euphorbia helioscopia","volume":"83","author":"Mai","year":"2018","journal-title":"J. Org. Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"2818","DOI":"10.1021\/acs.jnatprod.9b00519","article-title":"Macrocyclic diterpenoids from Euphorbia helioscopia and their potential anti-inflammatory activity","volume":"82","author":"Su","year":"2019","journal-title":"J. Nat. Prod."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1174","DOI":"10.1021\/acs.jnatprod.1c01050","article-title":"Lathyrane and jatrophane, diterpenoids from Euphorbia helioscopia evaluated for cytotoxicity against a paclitaxel-resistant A549 human lung cancer cell line","volume":"85","author":"Zhou","year":"2022","journal-title":"J. Nat. Prod."},{"key":"ref_14","first-page":"68","article-title":"The effect of compound Zeqi granules on the serum content of MMP-2, MMP-9 and IL-18 in patients with psoriasis vulgaris","volume":"36","author":"Shi","year":"2014","journal-title":"J. Dermatol. Venereol."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1925","DOI":"10.1016\/0031-9422(90)85042-E","article-title":"Ent-atisane diterpenes from Euphorbia fidjiana","volume":"29","author":"Lal","year":"1990","journal-title":"Phytochemistry"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"773","DOI":"10.1021\/np960127v","article-title":"Identification of new diterpenoids from Euphorbia calyptrata cell cultures","volume":"59","author":"Garofano","year":"1996","journal-title":"J. Nat. Prod."},{"key":"ref_17","first-page":"4625","article-title":"Diterpenoids from the whole herb of Euphorbia helioscopia","volume":"53","author":"Wang","year":"2022","journal-title":"Chin. Tradit. Herb. Drugs"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1021\/acs.jnatprod.0c00828","article-title":"Rapid approaches for assignment of the relative configuration in 1-oxygenated 1,2-diarylpropan-3-ols by 1H NMR spectroscopy","volume":"84","author":"Zhou","year":"2021","journal-title":"J. Nat. Prod."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"133","DOI":"10.1016\/j.fitote.2014.03.010","article-title":"Diterpenes inhibiting NO production from Euphorbia helioscopia","volume":"95","author":"Chen","year":"2014","journal-title":"Fitoterapia"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"102","DOI":"10.1016\/j.fitote.2018.05.007","article-title":"Jatrophane diterpenoids from Euphorbia helioscopia and their lipid-lowering activities","volume":"128","author":"Li","year":"2018","journal-title":"Fitoterapia"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"2483","DOI":"10.1021\/acs.jnatprod.8b00500","article-title":"Diterpenoids from Euphorbia dulcis with potassium ion channel inhibitory activity with selective G protein-activated inwardly rectifying ion channel (GIRK) blocking effect","volume":"81","author":"Orvos","year":"2018","journal-title":"J. Nat. Prod."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"2873","DOI":"10.1021\/acs.jnatprod.6b00644","article-title":"Euphorbia dendroides Latex as a source of jatrophane esters, isolation, structural analysis, conformational study, and anti-CHIKV activity","volume":"79","author":"Esposito","year":"2016","journal-title":"J. Nat. Prod."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"805","DOI":"10.1016\/j.apsb.2018.03.011","article-title":"Helioscopianoids A\u2013Q, bioactive jatrophane diterpenoid esters from Euphorbia helioscopia","volume":"8","author":"Mai","year":"2018","journal-title":"Acta Pharm. Sin. B"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/j.fitote.2014.03.016","article-title":"Two new diterpene derivatives from Euphorbia lunulata Bge and their anti-proliferative activities","volume":"96","author":"Liu","year":"2014","journal-title":"Fitoterapia"},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"1547","DOI":"10.1007\/s12272-001-2149-3","article-title":"Cytotoxic macrocyclic diterpenoids from Euphorbia helioscopia","volume":"31","author":"Tao","year":"2008","journal-title":"Arch. Pharmacal Res."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"3421","DOI":"10.1016\/0031-9422(89)80360-7","article-title":"Diterpenes from Euphorbia helioscopia","volume":"28","author":"Yamamura","year":"1989","journal-title":"Phytochemistry"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"873","DOI":"10.1021\/np0706163","article-title":"Cytotoxic diterpenoids from Euphorbia helioscopia","volume":"71","author":"Lu","year":"2008","journal-title":"J. Nat. Prod."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"1037","DOI":"10.1248\/cpb.54.1037","article-title":"Chemical studies on the constituents of the Chinese medicinal herb Euphorbia helioscopia L","volume":"54","author":"Zhang","year":"2006","journal-title":"Chem. Pharm. Bull."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"11169","DOI":"10.1021\/acs.joc.1c00374","article-title":"Immunosuppresive sesterterpenoids and norsesterterpenoids from Colquhounia coccinea var. mollis","volume":"86","author":"Jing","year":"2021","journal-title":"J. Org. Chem."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"736479","DOI":"10.3389\/fimmu.2021.736479","article-title":"Sinomenine relieves airway remodeling by inhibiting epithelial-mesenchymal transition through downregulating TGF-\u03b21 and smad3 expression in vitro and in vivo","volume":"12","author":"He","year":"2021","journal-title":"Front. Immunol."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"459","DOI":"10.1021\/ml300034a","article-title":"Bicyclic cyclohexenones as inhibitors of NF-\u03baB signaling","volume":"3","author":"Hexum","year":"2012","journal-title":"ACS Med. Chem. Lett."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"264","DOI":"10.1111\/1346-8138.14139","article-title":"Pathogenesis of psoriasis and development of treatment","volume":"45","author":"Ogawa","year":"2018","journal-title":"J. Dermatol."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"18223","DOI":"10.1039\/D3RA02672H","article-title":"Pyrrole alkaloids from the fruiting bodies of edible mushroom Lentinula edodes","volume":"13","author":"Zhao","year":"2023","journal-title":"RSC Adv."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"eaat1482","DOI":"10.1126\/sciimmunol.aat1482","article-title":"Revisiting IL-2: Biology and therapeutic prospects","volume":"3","author":"Abbas","year":"2018","journal-title":"Sci. Immunol."},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Jiang, B.W., Zhang, W.J., Wang, Y., Tan, L.P., Bao, Y.L., Song, Z.B., Yu, C.L., Wang, S.Y., Liu, L., and Li, Y.X. (2020). Convallatoxin induces HaCaT cell necroptosis and ameliorates skin lesions in psoriasis-like mouse models. Biomed. Pharmacother., 121.","DOI":"10.1016\/j.biopha.2019.109615"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"103","DOI":"10.1038\/cr.2010.178","article-title":"Crosstalk of reactive oxygen species and NF-\u03baB signaling","volume":"21","author":"Morgan","year":"2011","journal-title":"Cell Res."},{"key":"ref_37","doi-asserted-by":"crossref","unstructured":"Biram, A., and Shulman, Z. (2020). Evaluation of B Cell proliferation in vivo by EdU incorporation assay. Bio-Protocol, 10.","DOI":"10.21769\/BioProtoc.3602"},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/j.jim.2009.07.008","article-title":"EdU incorporation is an alternative non-radioactive assay to [3H]thymidine uptake for in vitro measurement of mice T-cell proliferations","volume":"350","author":"Yu","year":"2009","journal-title":"J. Immunol. Methods"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"8950","DOI":"10.1021\/ja00206a046","article-title":"Corner flapping: A simple and fast algorithm for exhaustive generation of ring conformations","volume":"111","author":"Goto","year":"1989","journal-title":"J. Am. Chem. Soc."},{"key":"ref_40","first-page":"187","article-title":"Application of a three-carbon ring expansion process to bridged bicyclic systems","volume":"2","author":"Goto","year":"1993","journal-title":"J. Chem. Soc. Perkin Trans."},{"key":"ref_41","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., and Petersson, G.A. (2016). Gaussian 16, Revision C.01, Gaussian, Inc."},{"key":"ref_42","unstructured":"Bruhn, T., Schauml\u00f6ffel, A., Hemberger, Y., and Bringmann, G. (SpecDis, 2012). SpecDis, Version 1.71."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/29\/17\/4104\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T15:45:23Z","timestamp":1760111123000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/29\/17\/4104"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,8,29]]},"references-count":42,"journal-issue":{"issue":"17","published-online":{"date-parts":[[2024,9]]}},"alternative-id":["molecules29174104"],"URL":"https:\/\/doi.org\/10.3390\/molecules29174104","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,8,29]]}}}