{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,7]],"date-time":"2026-09-07T02:02:31Z","timestamp":1788746551915,"version":"build-2803163510"},"reference-count":86,"publisher":"MDPI AG","issue":"21","license":[{"start":{"date-parts":[[2022,11,3]],"date-time":"2022-11-03T00:00:00Z","timestamp":1667433600000},"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>A novel derivative of ibuprofen and salicylaldehyde N\u2032-(4-hydroxybenzylidene)-2-(4-isobutylphenyl) propane hydrazide (HL) was synthesized, followed by its complexation with Cu, Ni, Co, Gd, and Sm. The compounds obtained were characterized by 1HNMR, mass spectrometry, UV-Vis spectroscopy, FT-IR spectroscopy, thermal analysis (DTA and TGA), conductivity measurements, and magnetic susceptibility measurements. The results indicate that the complexes formed were [Cu(L)(H2O)]Cl\u00b72H2O, [Ni(L)2], [Co(L)2]\u00b7H2O, [Gd(L)2(H2O)2](NO3)\u00b72H2O and [Sm(L)2(H2O)2](NO3)\u00b72H2O. The surface characteristics of the produced compounds were evaluated by DFT calculations using the MOE environment. The docking was performed against the COX2 targeting protein (PDB code: 5IKT Homo sapiens). The binding energies were \u22127.52, \u22129.41, \u22129.51, \u22128.09, \u221210.04, and \u22128.05 kcal\/mol for HL and the Co, Ni, Cu, Sm, and Gd complexes, respectively, which suggests the enhancement of anti-inflammatory behaviors compared with the binding energy of ibuprofen (\u22125.38 kcal\/mol). The anti-inflammatory properties of the new compounds were assessed in vitro using the western blot analysis method and the enzyme-linked immunosorbent assay (ELISA), consistent with the outcomes obtained from docking. The half-maximal inhibitory concentration (IC50) values are 4.9, 1.7, 3.7, 5.6, 2.9, and 2.3 \u00b5M for HL and the Co, Ni, Cu, Sm, and Gd complexes, respectively, showing that they are more effective inhibitors of COX2 than ibuprofen (IC50 = 31.4 \u00b5M). The brain or intestinal estimated permeation method (BOILED-Egg) showed that HL and its Co complex have high gastrointestinal absorption, while only the free ligand has high brain penetration. The binding constants of Co, Cu, and Gd complexes with DNA were recorded as 2.20 \u00d7 104, 2.27 \u00d7 106, and 4.46 \u00d7 103 M\u22121, respectively, indicating the intercalator behavior of interaction. The newly synthesized ibuprofen derivative and its metal complexes showed greater anti-inflammatory activity than ibuprofen.<\/jats:p>","DOI":"10.3390\/molecules27217540","type":"journal-article","created":{"date-parts":[[2022,11,4]],"date-time":"2022-11-04T04:00:51Z","timestamp":1667534451000},"page":"7540","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":33,"title":["A Novel Ibuprofen Derivative and Its Complexes: Physicochemical Characterization, DFT Modeling, Docking, In Vitro Anti-Inflammatory Studies, and DNA Interaction"],"prefix":"10.3390","volume":"27","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7380-5609","authenticated-orcid":false,"given":"Abbas M.","family":"Abbas","sequence":"first","affiliation":[{"name":"Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ahmed","family":"Aboelmagd","sequence":"additional","affiliation":[{"name":"Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5822-0581","authenticated-orcid":false,"given":"Safaa M.","family":"Kishk","sequence":"additional","affiliation":[{"name":"Medicinal Chemistry Department, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3981-0217","authenticated-orcid":false,"given":"Hossam H.","family":"Nasrallah","sequence":"additional","affiliation":[{"name":"Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt"},{"name":"Chemistry Department, Faculty of Dentistry, Sinai University, Kantara 41612, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Warren Christopher","family":"Boyd","sequence":"additional","affiliation":[{"name":"Chemistry Department, Cleveland State University, Cleveland, OH 44115, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5140-1504","authenticated-orcid":false,"given":"Haitham","family":"Kalil","sequence":"additional","affiliation":[{"name":"Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt"},{"name":"Chemistry Department, Cleveland State University, Cleveland, OH 44115, USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Adel S.","family":"Orabi","sequence":"additional","affiliation":[{"name":"Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,11,3]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"62","DOI":"10.1016\/j.jsb.2014.11.005","article-title":"The structure of ibuprofen bound to cyclooxygenase-2","volume":"189","author":"Orlando","year":"2015","journal-title":"J. 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