{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,11,6]],"date-time":"2026-11-06T01:22:42Z","timestamp":1793928162552,"version":"4.8.0"},"reference-count":28,"publisher":"MDPI AG","issue":"13","license":[{"start":{"date-parts":[[2023,6,26]],"date-time":"2023-06-26T00:00:00Z","timestamp":1687737600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"University of Hail","award":["MDR-22010"],"award-info":[{"award-number":["MDR-22010"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A series of novel macroacyclic Schiff base ligands and their Cu (II) complexes were synthesised via reacting dicarbonyls of varying chain lengths with S-methyl dithiocarbazate (SMDTC) and S-benzyl dithiocarbazate (SBDTC) followed by coordination with Cu (II) ions. X-ray crystal structures were obtained for compound 4, an SBDTC-diacetyl analogue, and Cu7, an SMDTC-hexanedione Cu (II) complex. Anticancer evaluation of the compounds showed that Cu1, an SMDTC-glyoxal complex, demonstrated the highest cytotoxic activity against MCF-7 and MDA-MB-231 breast cancer cells with IC50 values of 1.7 \u00b5M and 1.4 \u00b5M, respectively. There was no clear pattern observed between the effect of chain length and cytotoxic activity; however, SMDTC-derived analogues were more active than SBDTC-derived analogues against MDA-MB-231 cells. The antibacterial assay showed that K. rhizophila was the most susceptible bacteria to the compounds, followed by S. aureus. Compound 4 and the SMDTC-derived analogues 3, 5, Cu7 and Cu9 possessed the highest antibacterial activity. These active analogues were further assessed, whereby 3 possessed the highest antibacterial activity with an MIC of &lt;24.4 \u00b5g\/mL against K. rhizophila and S. aureus. Further antibacterial studies showed that at least compounds 4 and 5 were bactericidal. Thus, Cu1 and 3 were the most promising anticancer and antibacterial agents, respectively.<\/jats:p>","DOI":"10.3390\/molecules28135009","type":"journal-article","created":{"date-parts":[[2023,6,27]],"date-time":"2023-06-27T02:11:22Z","timestamp":1687831882000},"page":"5009","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":25,"title":["Synthesis, Crystal Structure, Antibacterial and In Vitro Anticancer Activity of Novel Macroacyclic Schiff Bases and Their Cu (II) Complexes Derived from S-Methyl and S-Benzyl Dithiocarbazate"],"prefix":"10.3390","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6031-4154","authenticated-orcid":false,"given":"Mohammed Khaled Bin","family":"Break","sequence":"first","affiliation":[{"name":"Department of Pharmaceutical Chemistry, College of Pharmacy, University of Hail, Hail 55473, Saudi Arabia"},{"name":"Medical and Diagnostic Research Centre, University of Hail, Hail 55473, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tan Yew","family":"Fung","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Faculty of Science and Engineering, University of Nottingham Malaysia, Semenyih 43500, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"May Zie","family":"Koh","sequence":"additional","affiliation":[{"name":"Division of Biomedical Sciences, School of Pharmacy, Faculty of Science and Engineering, University of Nottingham Malaysia, Semenyih 43500, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5768-0738","authenticated-orcid":false,"given":"Wan Yong","family":"Ho","sequence":"additional","affiliation":[{"name":"Division of Biomedical Sciences, School of Pharmacy, Faculty of Science and Engineering, University of Nottingham Malaysia, Semenyih 43500, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mohamed Ibrahim Mohamed","family":"Tahir","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Faculty of Science, University Putra Malaysia, Serdang 43400, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5121-2546","authenticated-orcid":false,"given":"Omar Ashraf","family":"Elfar","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Faculty of Science and Engineering, University of Nottingham Malaysia, Semenyih 43500, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rahamat Unissa","family":"Syed","sequence":"additional","affiliation":[{"name":"Medical and Diagnostic Research Centre, University of Hail, Hail 55473, Saudi Arabia"},{"name":"Department of Pharmaceutics, College of Pharmacy, University of Hail, Hail 55473, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Weam M. A.","family":"Khojali","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, College of Pharmacy, University of Hail, Hail 55473, Saudi Arabia"},{"name":"Medical and Diagnostic Research Centre, University of Hail, Hail 55473, Saudi Arabia"},{"name":"Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Omdurman Islamic University, Omdurman 14415, Sudan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Turki Mubarak","family":"Alluhaibi","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, College of Pharmacy, University of Hail, Hail 55473, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7813-117X","authenticated-orcid":false,"given":"Bader","family":"Huwaimel","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Chemistry, College of Pharmacy, University of Hail, Hail 55473, Saudi Arabia"},{"name":"Medical and Diagnostic Research Centre, University of Hail, Hail 55473, Saudi Arabia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christophe","family":"Wiart","sequence":"additional","affiliation":[{"name":"Institute for Tropical Biology & Conservation, University Malaysia Sabah, Kota Kinabalu 88400, Sabah, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8966-3369","authenticated-orcid":false,"given":"Teng-Jin","family":"Khoo","sequence":"additional","affiliation":[{"name":"School of Pharmacy, Faculty of Science and Engineering, University of Nottingham Malaysia, Semenyih 43500, Selangor, Malaysia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,6,26]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"e09600","DOI":"10.1016\/j.heliyon.2022.e09600","article-title":"Synthesis, Characterization, DFT Analysis and Docking Studies of a Novel Schiff Base Using 5-Bromo Salicylaldehyde and \u03b2-Alanine","volume":"8","author":"Meenukutty","year":"2022","journal-title":"Heliyon"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2004052","DOI":"10.1155\/2022\/2004052","article-title":"Dithiocarbazate Ligand-Based Cu(II), Ni(II), and Zn(II) Complexes: Synthesis, Structural Investigations, Cytotoxicity, DNA Binding, and Molecular Docking Studies","volume":"2022","author":"Yusof","year":"2022","journal-title":"Bioinorg. 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