{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,17]],"date-time":"2026-09-17T07:01:22Z","timestamp":1789628482665,"version":"build-2803163510"},"reference-count":59,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2025,9,11]],"date-time":"2025-09-11T00:00:00Z","timestamp":1757548800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,9,11]],"date-time":"2025-09-11T00:00:00Z","timestamp":1757548800000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry &amp;amp; Biodiversity"],"published-print":{"date-parts":[[2025,12]]},"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>\n                    In this study, P, N\u2010type Schiff bases (iminophosphine) with their secondary amine (aminophosphine) and thioamide derivatives were synthesized. Structural identification of the synthesized compounds was performed by\n                    <jats:sup>1<\/jats:sup>\n                    H\u2500NMR,\n                    <jats:sup>13<\/jats:sup>\n                    C\u2500NMR, GC\u2013MS, FTIR, and elemental analysis. After the successful synthesis of all the target molecules, the antioxidant activities were examined by the DPPH (2,2\u2010diphenyl\u20101\u2010picrylhydrazyl) and ABTS (2,2\u2032\u2010azino\u2010bis(3\u2010ethylbenzothiazoline\u20106\u2010sulfonic acid)) methods, and IC\n                    <jats:sub>50<\/jats:sub>\n                    values were calculated. Secondary amines (amino\u2010phosphine derivatives\n                    <jats:bold>6<\/jats:bold>\n                    and\n                    <jats:bold>7<\/jats:bold>\n                    ) obtained by reduction of Schiff bases (imino\u2010phosphine derivatives\n                    <jats:bold>3<\/jats:bold>\n                    and\n                    <jats:bold>5<\/jats:bold>\n                    ) were found to exhibit high DPPH free radical scavenging activity, whereas all synthesized molecules demonstrated very high ABTS cationic radical scavenging activity. Compound\n                    <jats:bold>6<\/jats:bold>\n                    exhibited strong DPPH scavenging activity (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a051.3\u00a0\u00b5g\/mL), comparable to the standard antioxidant butylated hydroxytoluene (BHT) (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a040.9\u00a0\u00b5g\/mL). Compound\n                    <jats:bold>7<\/jats:bold>\n                    displayed lower activity (IC\n                    <jats:sub>50<\/jats:sub>\n                    \u00a0=\u00a0262.6\u00a0\u00b5g\/mL), indicating that positional isomerism significantly influences activity. In ABTS assays, Schiff bases\n                    <jats:bold>3<\/jats:bold>\n                    and\n                    <jats:bold>5<\/jats:bold>\n                    showed the best performance, with IC\n                    <jats:sub>50<\/jats:sub>\n                    values of 1.12 and 1.34\u00a0\u00b5g\/mL, respectively, surpassing BHT (4.10\u00a0\u00b5g\/mL) and butylated hydroxyanisole (BHA) (4.41\u00a0\u00b5g\/mL). Furthermore, the antibacterial and antifungal activities of all synthesized molecules were investigated. The thioamide derivatives (compounds\n                    <jats:bold>8<\/jats:bold>\n                    and\n                    <jats:bold>9<\/jats:bold>\n                    ) demonstrated potent and selective antibacterial effects against\n                    <jats:italic>Escherichia coli<\/jats:italic>\n                    and\n                    <jats:italic>Bacillus spizizenii<\/jats:italic>\n                    , with inhibition zones exceeding 22\u00a0mm. They also exhibited notable antifungal activity against\n                    <jats:italic>Candida tropicalis<\/jats:italic>\n                    . In antibiofilm assays, compound\n                    <jats:bold>8<\/jats:bold>\n                    displayed strong inhibitory activity with a low BIC90 value, highlighting its potential as an antibiofilm agent. In the last step, molecular docking studies of all synthesized molecules were performed. Molecular docking studies revealed that compound\n                    <jats:bold>6<\/jats:bold>\n                    bound most strongly to the 6QXS protein (\u22126.895\u00a0kcal\/mol) through pi\u2010stacking with TRP84. Compounds\n                    <jats:bold>8<\/jats:bold>\n                    and\n                    <jats:bold>9<\/jats:bold>\n                    showed the most favorable interactions with 2J9P (\u22124.845 and \u22124.586\u00a0kcal\/mol, respectively), and compound\n                    <jats:bold>9<\/jats:bold>\n                    showed the most favorable interaction with 2MTZ (\u22123.841\u00a0kcal\/mol). These results demonstrate that minor structural modifications to P, N\u2010type Schiff bases and their derivatives significantly impact antioxidant, antimicrobial, and antibiofilm properties, as supported by docking studies.\n                  <\/jats:p>","DOI":"10.1002\/cbdv.202501330","type":"journal-article","created":{"date-parts":[[2025,9,11]],"date-time":"2025-09-11T20:41:28Z","timestamp":1757623288000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Synthesis and Biological Evaluation of P, N\u2010Type Schiff Bases, Secondary Amines, and Thioamide Derivatives with Molecular Docking Studies"],"prefix":"10.1002","volume":"22","author":[{"given":"Irem","family":"Akgul","sequence":"first","affiliation":[{"name":"Department of Chemistry Faculty of Sciences Mersin University  Mersin T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Merve","family":"Dogan","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Sciences Mersin University  Mersin T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Pinar Kuce","family":"Cevik","sequence":"additional","affiliation":[{"name":"Department of Molecular Biology and Genetic Faculty of Science and Arts Harran University  Sanliurfa T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Metin","family":"Yildirim","sequence":"additional","affiliation":[{"name":"Department of Biochemistry Faculty of Pharmacy Harran University  Sanliurfa T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9278-1091","authenticated-orcid":false,"given":"Ozgur","family":"Yilmaz","sequence":"additional","affiliation":[{"name":"Department of Chemistry Faculty of Sciences Mersin University  Mersin T\u00fcrkiye"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,9,11]]},"reference":[{"key":"e_1_2_9_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/jccs.202000433"},{"key":"e_1_2_9_3_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0318999"},{"key":"e_1_2_9_4_1","doi-asserted-by":"publisher","DOI":"10.1142\/S2737416525500632"},{"key":"e_1_2_9_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2012.03.034"},{"key":"e_1_2_9_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2013.04.037"},{"key":"e_1_2_9_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2013.08.008"},{"key":"e_1_2_9_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.3506"},{"key":"e_1_2_9_9_1","doi-asserted-by":"publisher","DOI":"10.1002\/poc.3916"},{"key":"e_1_2_9_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2017.05.064"},{"key":"e_1_2_9_11_1","doi-asserted-by":"publisher","DOI":"10.3390\/ph15060672"},{"key":"e_1_2_9_12_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2018.06.049"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbdv.202300684"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB02407D"},{"key":"e_1_2_9_15_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.mcat.2019.110507"},{"key":"e_1_2_9_16_1","doi-asserted-by":"publisher","DOI":"10.1124\/pr.110.003459"},{"key":"e_1_2_9_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2013.03.098"},{"key":"e_1_2_9_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cattod.2018.10.008"},{"key":"e_1_2_9_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201004525"},{"key":"e_1_2_9_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jcat.2019.10.011"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2024.139861"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.3158"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.supflu.2018.04.022"},{"key":"e_1_2_9_24_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00706-024-03281-6"},{"key":"e_1_2_9_25_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201301148"},{"key":"e_1_2_9_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202300717"},{"key":"e_1_2_9_27_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2009.11.125"},{"key":"e_1_2_9_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm1013924"},{"key":"e_1_2_9_29_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja302808p"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2021.153092"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201500909"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2008.05.100"},{"key":"e_1_2_9_33_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2006.09.032"},{"key":"e_1_2_9_34_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2022.154248"},{"key":"e_1_2_9_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201901411"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0960-894X(98)00365-5"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/0006-291X(89)90790-0"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jinorgbio.2020.111167"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbi.2010.09.015"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.talanta.2015.11.069"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.1039\/C0NJ00626B"},{"key":"e_1_2_9_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202300141"},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202100588"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol048749s"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2011.07.080"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2015.06.012"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/acschembio.8b01022"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.arabjc.2009.12.008"},{"key":"e_1_2_9_49_1","doi-asserted-by":"publisher","DOI":"10.1111\/jfbc.12776"},{"key":"e_1_2_9_50_1","doi-asserted-by":"publisher","DOI":"10.1089\/jmf.2010.0197"},{"key":"e_1_2_9_51_1","doi-asserted-by":"publisher","DOI":"10.1134\/S1068162021020278"},{"key":"e_1_2_9_52_1","doi-asserted-by":"publisher","DOI":"10.3389\/fcell.2016.00111"},{"key":"e_1_2_9_53_1","doi-asserted-by":"publisher","DOI":"10.1038\/nrmicro821"},{"key":"e_1_2_9_54_1","doi-asserted-by":"publisher","DOI":"10.1186\/s13756-020-00830-6"},{"key":"e_1_2_9_55_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jorganchem.2025.123510"},{"key":"e_1_2_9_56_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2024.140216"},{"key":"e_1_2_9_57_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0891-5849(98)00315-3"},{"key":"e_1_2_9_58_1","first-page":"1","article-title":"Kirby\u2010Bauer Disk Diffusion Susceptibility Test Protocol Author Information","volume":"1","author":"Hudzicki J.","year":"2012","journal-title":"American Society for Microbiology"},{"key":"e_1_2_9_59_1","doi-asserted-by":"publisher","DOI":"10.1080\/09603123.2021.1919292"},{"key":"e_1_2_9_60_1","doi-asserted-by":"publisher","DOI":"10.1186\/1472-6882-11-29"}],"container-title":["Chemistry &amp; Biodiversity"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.202501330","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/cbdv.202501330","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbdv.202501330","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,3,14]],"date-time":"2026-03-14T11:47:55Z","timestamp":1773488875000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/cbdv.202501330"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,11]]},"references-count":59,"journal-issue":{"issue":"12","published-print":{"date-parts":[[2025,12]]}},"alternative-id":["10.1002\/cbdv.202501330"],"URL":"https:\/\/doi.org\/10.1002\/cbdv.202501330","archive":["Portico"],"relation":{},"ISSN":["1612-1872","1612-1880"],"issn-type":[{"value":"1612-1872","type":"print"},{"value":"1612-1880","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,9,11]]},"assertion":[{"value":"2025-05-22","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-08-30","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-09-11","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e01330"}}